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Journal articles on the topic 'Phthalimide'

Author: Grafiati

Published: 4 June 2021

Last updated: 25 July 2025

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1

Zhao, Xue. "Synthesis and application of N-butyl substituted phthalimide disperse dyes." Textile Research Journal 89, no. 15 (2018): 3034–47. http://dx.doi.org/10.1177/0040517518805380.

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Three azo dyes were synthesized using N-butyl substituted phthalimides as diazo components. All of the synthesized intermediate derivatives and dyes were characterized by mass spectrometry, proton nuclear magnetic resonance, infrared (IR) and elemental analyses. Synthesized dyes were also evaluated for their dyeing behavior and fastness properties toward polyester fabric. The ultraviolet-visible absorption maxima of the dyes were observed in the range of 445–563 nm. Bromo and cyano substitutions at the 3- and/or 5- positions of the phthalimide ring resulted in hypsochromic and bathochromic shi

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2

Oksdath-Mansilla, Gabriela, Adrián A. Heredia, Juan E. Argüello, and Alicia B. Peñéñory. "Photochemistry of N-(selenoalkyl)-phthalimides. Formation of N, Se-heterocyclic systems." Photochemical & Photobiological Sciences 14, no. 4 (2015): 726–36. http://dx.doi.org/10.1039/c4pp00452c.

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A number of selenium heterocyclic derivatives are obtained upon direct or acetone-sensitized irradiation of a variety ofN-(selenomethyl)alkyl-phthalimides. The reaction proceeds by photoinduced intramolecular electron transfer between the Se atom and the phthalimide moiety.

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3

Gramage-Doria, Rafael, Yu-Chao Yuan, and Christian Bruneau. "Merging Transition-Metal Catalysis with Phthalimides: A New Entry to Useful Building Blocks." Synthesis 50, no. 21 (2018): 4216–28. http://dx.doi.org/10.1055/s-0037-1610282.

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Phthalimides have found their main application in organic synthesis as protecting groups for primary amines during the multistep synthesis of biologically relevant targets. On the other hand, phthalimide functionalization is rather challenging and it is traditionally associated with the use of over-stoichiometric amounts of environmentally hazardous reagents. In this short review, we describe and discuss how, in the last decades, transition-metal catalysts have provided useful organic building blocks after selective transformation of the phthalimide skeleton in a more efficient and sustainable

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4

Basu, Souradeep, Alexander H. Sandtorv, and David R. Stuart. "Imide arylation with aryl(TMP)iodonium tosylates." Beilstein Journal of Organic Chemistry 14 (May 11, 2018): 1034–38. http://dx.doi.org/10.3762/bjoc.14.90.

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Herein, we describe the synthesis of N-aryl phthalimides by metal-free coupling of potassium phthalimide with unsymmetrical aryl(TMP)iodonium tosylate salts. The aryl transfer from the iodonium moiety occurs under electronic control with the electron-rich trimethoxyphenyl group acting as a competent dummy ligand. The yields of N-aryl phthalimides are moderate to high and the coupling reaction is compatible with electron-deficient and sterically encumbered aryl groups.

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5

Hasaninejad, Alireza, Abdolkarim Zare, Ahmad Reza Moosavi-Zare, Fatemeh Khedri, Rahimeh Rahimi, and Ali Khalafi-Nezhad. "Cs2CO3/[bmim]Br as an Efficient, Green, and Reusable Catalytic System for the Synthesis of N-Alkyl Derivatives of Phthalimide under Mild Conditions." Research Letters in Organic Chemistry 2008 (December 18, 2008): 1–4. http://dx.doi.org/10.1155/2008/419054.

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Aza-conjugate addition of phthalimide to α,β-unsaturated esters efficiently achieves in the presence of catalytic amount of Cs2CO3 and ionic liquid 1-butyl-3-methylimidazolium bromide ([bmim]Br) under mild reaction conditions (70°C) to afford N-alkyl phthalimides in high yields and relatively short reaction times.

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6

Le, Zhang Gao, Tao Zhong, Zong Bo Xie, and Jiang Ping Xu. "Solvent-Free N-Alkylation of Phthalimide Catalyzed by Basic Ionic Liquids." Advanced Materials Research 233-235 (May 2011): 1431–34. http://dx.doi.org/10.4028/www.scientific.net/amr.233-235.1431.

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Solvent-freeN-alkylation of phthalimide with alkyl halides catalyzed by basic ionic liquids was developed in this conmmunication. With a comparative study, [Bmim]OH (1-butyl-3-methyl imidazolium hydroxide) exhibited the highest catalytic activity among the selected basic ionic liquids, which afforded a convenient, efficient and general protocol forN-alkyl phthalimides exclusively.

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7

Aly, A. A., H. M. Ammar, and A. A. Khalil. "Copolymerization Parameters of 2-(N-Phthalimido) ethyl Methacrylate with Different Vinyl Monomers." Material Science Research India 8, no. 1 (2011): 17–24. http://dx.doi.org/10.13005/msri/080103.

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2-(N-phthalimido)ethyl methacrylate was prepared by the reaction of methacrylic acid with N-(2-hydroxyethyl)phthalimide in presence of N,N?-dicyclohexylcarbodiimide. The monomer reactivity ratios for copolymerization reactions of 2-(N-phthalimido)ethyl methacrylate with methyl acrylate, ethyl acrylate, butyl acrylate and styrene, respectively, in solution with azobisisobutyronitrile (AIBN) as initiator, were estimated by nitrogen analysis. The structure of the copolymers was investigated by IR spectroscopy. The Q and e values for 2-(N-phthalimido)ethyl methacrylate were calculated. Some of the

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8

Luzzio, Frederick A., DeAnna Piatt Zacherl, and William D. Figg. "A facile scheme for phthalimide ⇌ phthalimidine conversion." Tetrahedron Letters 40, no. 11 (1999): 2087–90. http://dx.doi.org/10.1016/s0040-4039(99)00152-5.

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9

Jourdain, Isabelle, Michael Knorr, Tom Charenton, Carsten Strohmann, Jan-Lukas Kirchhoff та Mohamed Othman. "(µ2-η4-N-(2-Butynyl)phthalimide)(hexacarbonyl)dicobalt". Molbank 2023, № 1 (2023): M1545. http://dx.doi.org/10.3390/m1545.

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The reaction of [Co2(CO)8] with an equimolar amount of the internal alkyne N-(2-butynyl)phthalimide (1-Phthalimido-2-butyne) 1 in heptane solution yields the title compound [Co2(CO)6(µ-phthalimidoCH2C≡CMe)] 2. Compound 2 has been characterized using IR, 1H and 13C NMR spectroscopy; the tetrahedrane-type cluster framework has been ascertained using a single-crystal X-ray diffraction study performed at 100 K.

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10

Perveen, Shagufta, and Raha Orfali. "L-Proline-Catalyzed Synthesis of Phthalimide Derivatives and Evaluation of Their Antioxidant, Anti-Inflammatory, and Lipoxygenase Inhibition Activities." Journal of Chemistry 2018 (August 1, 2018): 1–6. http://dx.doi.org/10.1155/2018/5198325.

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A study was planned to synthesize the phthalimide derivatives as phthalimides have versatile biological activities. To synthesize the phthalimide derivatives, initially the reaction was optimized with various catalysts, and L-proline was found to be the best catalyst as it provided excellent yield. A series of phthalimide derivatives was synthesized by facile one-top reaction of phthalic acid with aryl amines under mild reaction conditions in the presence of L-proline as catalyst. Products were obtained in excellent yields and structurally characterized by 1H, 13C NMR, and mass spectral data.

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11

Sayali Ulhas Vishe, Rahul Prakash Lokhande, Sayali Adinath Wagh, Saniya Dastagir Pathan, and Samrin Rafik Pathan. "An in-depth review of thalidomide's basic moieties." World Journal of Biology Pharmacy and Health Sciences 18, no. 2 (2024): 102–9. http://dx.doi.org/10.30574/wjbphs.2024.18.2.0250.

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Thalidomide, also referred to as N-phthalimido glutarimide, was initially made available as a sedative by Chemie Grunelthal GmbH in West Germany in 1957. Thalidomide's chemical structure primarily consists of two rings: the phthalimide ring and the glutarimide ring. Although small substitutions in one or both rings might be tolerated without a reduction in toxicity, both of these groups were necessary for embryopathic action. A cyclic chemical structure that is a component of thalidomide is the phthalimide ring. The phthalimide ring is thought to contribute to both the teratogenic (causes birt

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12

Sayali, Ulhas Vishe, Prakash Lokhande Rahul, Adinath Wagh Sayali, Dastagir Pathan Saniya, and Rafik Pathan Samrin. "An in-depth review of thalidomide's basic moieties." World Journal of Biology Pharmacy and Health Sciences 18, no. 2 (2024): 102–9. https://doi.org/10.5281/zenodo.13734152.

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Thalidomide, also referred to as N-phthalimido glutarimide, was initially made available as a sedative by Chemie Grunelthal GmbH in West Germany in 1957. Thalidomide's chemical structure primarily consists of two rings: the phthalimide ring and the glutarimide ring. Although small substitutions in one or both rings might be tolerated without a reduction in toxicity, both of these groups were necessary for embryopathic action. A cyclic chemical structure that is a component of thalidomide is the phthalimide ring. The phthalimide ring is thought to contribute to both the teratogenic (causes birt

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13

McClelland, Robert A., N. Esther Seaman, James M. Duff, and R. E. Branston. "Kinetics and equilibrium in the ammonolysis of substituted phthalimides." Canadian Journal of Chemistry 63, no. 1 (1985): 121–28. http://dx.doi.org/10.1139/v85-020.

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Kinetic studies are reported for the base hydrolysis to phthalamic acid anions (H) and ammonolysis to phthalamides (A) for seven phthalimides (P): 1, unsubstituted; 2, 4-NO2; 3, 4-Cl; 4, 4-t Bu; 5, 3-NO2; 6, 3-Me; 7, 3-Me3Si. The hydrolysis kinetics require two mechanisms, one which is first order in neutral imide and first order in hydroxide ion, and a second, which is important only in quite concentrated NaOH, which is first order in neutral phthalimide and second order in hydroxide ion. Ammonolysis kinetics for 1–5 revealed the rate law: Rate = kN [Unionized phthalimide] [NH3][OH−]. A mecha

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14

Ahanj, Negin, Mehdi Taghavi, and Ayyub Mojaddami. "Evaluation of Cytotoxicity and Molecular Docking Studies of Phthalimide and Naphthalimide Derivatives as Potential Anticancer Agents." Jundishapur Journal of Medical Sciences 20, no. 4 (2021): 366–75. http://dx.doi.org/10.32598/jsmj.20.4.2456.

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Background and Objectives Cancer is the second leading cause of death in the world after cardiovascular disease, so the aim of the present study was to investigate phthalimide and naphthalimide derivatives in order to develop anticancer compounds. Subjects and Methods In this study, the cytotoxic activity of six phthalimed and naphthalamide derivatives was evaluated using MTT method on three cancerous cell lines, including breast cancer (MCF-7), ovarian cancer (SKOV3) and lung cancer (A549) cell line. Molecular Docking studies were also performed to determine the binding energy and the compoun

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15

Luzzio, Frederick A., DeAnna Piatt Zacherl, and William D. Figg. "ChemInform Abstract: A Facile Scheme for Phthalimide ⇔ Phthalimidine Conversion." ChemInform 30, no. 25 (2010): no. http://dx.doi.org/10.1002/chin.199925058.

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16

Barbarossa, Alexia, Alessia Catalano, Jessica Ceramella, et al. "Simple Thalidomide Analogs in Melanoma: Synthesis and Biological Activity." Applied Sciences 11, no. 13 (2021): 5823. http://dx.doi.org/10.3390/app11135823.

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Thalidomide is an old well-known drug that is still of clinical interest, despite its teratogenic activities, due to its antiangiogenic and immunomodulatory properties. Therefore, efforts to design safer and effective thalidomide analogs are continually ongoing. Research studies on thalidomide analogs have revealed that the phthalimide ring system is an essential pharmacophoric fragment; thus, many phthalimidic compounds have been synthesized and evaluated as anticancer drug candidates. In this study, a panel of selected in vitro assays, performed on a small series of phthalimide derivatives,

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17

Ahmad, Homsi, and Kasideh Amer. "Synthesis of some N-phthalimide derivatives and Evaluation their Biological Activity." Pharmaceutical and Chemical Journal 2, no. 3 (2015): 33–41. https://doi.org/10.5281/zenodo.13730096.

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In this research six of N-phthalimides of amino acids (<strong>IIIa-f)</strong> have been synthesized, as a first step, through cyclocondensation of o-phthalic acid with amino acids (glycine, L-alanine, L-valine, L-leucine, L-phenylalanine, L-aspartic) in the presence of glacial acetic acid in bath oil (170-180 <sup>o</sup>C), the results of this step were compared with the results of traditional method. In the second step, (<strong>IIIa-b) </strong>were refluxed with <em>o</em>-phenylene diamine (I<strong>Va</strong>) in the present of (HCl, 4N) for 2 h to give <em>N</em>-(1<em>H</em>-benzimi

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18

Yang, Er-Qun, Jun-Tao Zhang, Xiao-Ping Cao, and Jin-Zhong Gu. "N-[2-(2-Hydroxyethoxy)phenethyl]phthalimide." Acta Crystallographica Section E Structure Reports Online 68, no. 6 (2012): o1636. http://dx.doi.org/10.1107/s1600536812018429.

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The title compound, C18H17NO4, was obtained accidentally through acid-catalysed aromatization of a phthalimide-substituted 2-(1-hydroxyethyl)cyclohex-2-enone. It exhibits an intramolecular O—H...Oc (c = carbonyl) hydrogen bond and forms a three-dimensional network structure via π–π stacking interactions between adjacent benzene rings (phthalimide-to-phenylene and phthalimide-to-phthalimide), with centroid–centroid distances of 3.8262 (6) and 3.6245 (5) Å.

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19

Alves, Francinara S., Abraão P. Sousa, Alexandre Almeida-Júnior, et al. "Antimicrobial Investigation of Phthalimide and N-Phthaloylglycine Esters: Activity, Mechanism of Action, Synergism and Ecotoxicity." Life 15, no. 4 (2025): 518. https://doi.org/10.3390/life15040518.

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Motivated by the search for novel antimicrobials against opportunistic resistant pathogens and based on the reported antimicrobial activity of phthalimides, two series of phthalimide and N-phthaloylglycine esters were designed to investigate whether the addition of butyl and aryl groups enhances their antimicrobial properties. Thus, in vitro antimicrobial activity, antifungal mechanism of action, effect combined with Chloramphenicol, in silico/vitro toxicity, and a docking molecular were studied. Phthalimide and N-phthaloylglycine aryl esters were obtained in yields of 75–98%. Phthalimide aryl

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20

Nagel, N., H. Bock, and J. W. Bats. "Potassium Phthalimide." Acta Crystallographica Section C Crystal Structure Communications 52, no. 6 (1996): 1344–46. http://dx.doi.org/10.1107/s0108270196002387.

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21

Orzeszko, A., R. Gralewska, B. J. Starościak, and Z. Kazimierczuk. "Synthesis and antimicrobial activity of new adamantane derivatives I." Acta Biochimica Polonica 47, no. 1 (2000): 87–94. http://dx.doi.org/10.18388/abp.2000_4065.

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A series of fourteen derivatives of adamantane was synthesised. The new compound 4-(adamant-1-ylmethoxycarbonyl)phthalanhydride obtained from 1-adamantane-methanol and trimellitic anhydride chloride appeared very useful for preparation of a number of N-substituted phthalimides. Antimicrobial activity of the newly obtained derivatives such as, for example, 4-(adamant-1-ylmethoxycarbonyl)-N-(5-carboxypentamethylene)p hthalimide or 4-(adamant-1-ylmethoxycarbonyl)-N-(L-alanyl)phthalimide was tested against Staphylococcus aureus, Bacillus sp., Micrococcus flavus and Enterococcus faecium. The minima

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22

Almeida, Marcel L., Maria C. V. A. Oliveira, Ivan R. Pitta, and Marina G. R. Pitta. "Advances in Synthesis and Medicinal Applications of Compounds Derived from Phthalimide." Current Organic Synthesis 17, no. 4 (2020): 252–70. http://dx.doi.org/10.2174/1570179417666200325124712.

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Phthalimide derivatives have been presenting several promising biological activities in the literature, such as anti-inflammatory, analgesic, antitumor, antimicrobial and anticonvulsant. The most well-known and studied phthalimide derivative (isoindoline-1,3-dione) is thalidomide: this compound initially presented important sedative effects, but it is now known that thalidomide has effectiveness against a wide variety of diseases, including inflammation and cancer. This review approaches some of the recent and efficient chemical synthesis pathways to obtain phthalimide analogues and also prese

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23

Keita, Hamidou. "Adamantane-Functionalized Phthalimide Scaffold: Pathways to Supramolecular Interactions and Drug Discovery." Organics 2, no. 4 (2021): 388–94. http://dx.doi.org/10.3390/org2040022.

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Herein, the synthesis of a novel adamantanyl-functionalized phthalimide scaffold is demonstrated. The novel compound could be used as a precursor for various synthetic pathways owing to the generic use of adamantane substituents as the driving force for supramolecular interactions with macrocycles and N-substituted phthalimide derivatives as a core structure in numerous drugs. The adamantanyl-functionalized phthalimide scaffold contains bromide groups on the C4 and C5 positions of the benzene ring, effectively allowing further facile modifications of the scaffold. The structure was fully chara

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24

Listyani, Tiara Ajeng, and Rina Herowati. "Analisis Docking Molekuler Senyawa Derivat Phthalimide sebagai Inhibitor Non-Nukleosida HIV-1 Reverse Transcriptase." Jurnal Farmasi Indonesia 15, no. 2 (2018): 123–34. http://dx.doi.org/10.31001/jfi.v15i2.445.

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Senyawa derivat phthalimide dilaporkan sebagai kelas baru inhibitor nonnukleosida reverse transcriptase. Analisis docking molekuler senyawa derivat phthalimide terhadap enzim reverse transcriptase diperlukan untuk mengetahui afinitas dan pola interaksi antara senyawa di atas dengan enzim reverse transcriptase. Senyawa derivat phthalimide dioptimasi geometri menggunakan perangkat lunak VegaZZ selanjutnya dilakukan dengan cara preparasi target, preparasi ligan, validasi metode docking, dan analisis docking menggunakan PyRx-Python 0.8 - AutoDock Vina sehingga didapatkan interaksi ligan deng

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25

Jiang, Zhou, Jun-Dong Wang, Mei-Jin Lin, Nai-Sheng Chen, and Jin-Ling Huang. "2,2′-Methylenebis(isoindoline-1,3-dione)." Acta Crystallographica Section E Structure Reports Online 63, no. 11 (2007): o4385. http://dx.doi.org/10.1107/s1600536807050738.

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The title compound, C17H10N2O4, consists of two phthalimide units connected by a methylene bridge. The N—C—N bond angle is 110.64 (12)°. In the crystal structure, the dihedral angle between the two phthalimide units in one molecule is 88.96 (2)°. The crystal packing is stabilized by the π–π overlap of neighboring phthalimide units, with closest interplanar packing distances of 3.470 (1) and 3.626 (7) Å, and by weak C—H...O interactions.

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26

Miranda, Alexandre, Paula Marcos, José Ascenso, et al. "Conventional vs. Microwave- or Mechanically-Assisted Synthesis of Dihomooxacalix[4]arene Phthalimides: NMR, X-ray and Photophysical Analysis." Molecules 26, no. 6 (2021): 1503. http://dx.doi.org/10.3390/molecules26061503.

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Direct O-alkylation of p-tert-butyldihomooxacalix[4]arene (1) with N-(bromopropyl)- or N-(bromoethyl)phthalimides and K2CO3 in acetonitrile was conducted under conventional heating (reflux) and using microwave irradiation and ball milling methodologies. The reactions afforded mono- and mainly distal di-substituted derivatives in the cone conformation, in a total of eight compounds. They were isolated by column chromatography, and their conformations and the substitution patterns were established by NMR spectroscopy (1H, 13C, COSY and NOESY experiments). The X-ray structures of four dihomooxaca

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27

Assis, Shalom Pôrto de Oliveira, Moara Targino da Silva, Ronaldo Nascimento de Oliveira, and Vera Lúcia de Menezes Lima. "Synthesis and Anti-Inflammatory Activity of New Alkyl-Substituted Phthalimide 1H-1,2,3-Triazole Derivatives." Scientific World Journal 2012 (2012): 1–7. http://dx.doi.org/10.1100/2012/925925.

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Four new 1,2,3-triazole phthalimide derivatives with a potent anti-inflammatory activity have been synthesized in the good yields by the 1,3-dipolar cycloaddition reaction fromN-(azido-alkyl)phthalimides and terminal alkynes. The anti-inflammatory activity was determined by injecting carrageenan through the plantar tissue of the right hind paw of Swiss white mice to produce inflammation. All the compounds3a–cand5a–cexhibited an important anti-inflammatory activity; the best activity was found for the compounds3band5c, which showed to be able to decrease by 69% and 56.2% carrageenan-induced ede

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28

Lv, Wei, Huijiao Liu, Wen Wang, E. Yang, Hongyu Zhen, and Qidan Ling. "Synthesis of new conjugated polymers with coordinated praseodymium complexes for polymer memory devices." RSC Advances 7, no. 30 (2017): 18384–91. http://dx.doi.org/10.1039/c6ra28757c.

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A series of novel praseodymium(Pr)-coordinated polymers with phthalimide moieties were synthesized. The effects of the phthalimide moiety and neutral Pr complex on the polymer memory device performance were investigated.

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29

Listyani, Tiara Ajeng, Fazlin Fauzi, Ariyanti Ariyanti, and Tatiana Siska Wardani. "In Silico Adme and Toxicity Studies of Derivative Phthalimide Compounds as Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitor." Proceedings of the International Conference on Nursing and Health Sciences 3, no. 1 (2022): 17–26. http://dx.doi.org/10.37287/picnhs.v3i1.1109.

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Phthalimide derivate compounds was reported as a new class of nonnucleoside reverse tranckriptase inhibitors. The aim of this research is to determine the prediction of absorption, distribution, metabolism, and excretion (ADME) as well as the toxicity test of phthalimide-derived compounds which have the best potential as HIV-1 reverse transcriptase enzyme inhibitors. This study used an in silico approach to predict oral bioavailability and toxicity. The prediction of the ADME in this study using SwissADME which is run online where thirty-three phthalimide derivate compounds have molecular weig

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30

Journal, Baghdad Science. "Synthesis, Characterization and Antimicrobial Screening of New Schiff Bases Linked to Phthalimidyl Phenyl Sulfonate Moiety." Baghdad Science Journal 11, no. 2 (2014): 438–46. http://dx.doi.org/10.21123/bsj.11.2.438-446.

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A series of Schiff bases linked to phthalimidyl phenyl sulfonate moiety have been synthesized via multistep synthesis. The first step involved reaction of phthalic anhydride with aniline producing N-phenyl phthalamic acid which was subsequently dehydrated to the corresponding N-phenyl phthalimide via treatment with acetic anhydride and anhydrous sodium acetate. The synthesized imide was treated with chlorosulfonic acid in the third step producing 4-(N-phthalimidyl) phenyl sulfonyl chloride which was introduced in reaction with 4-hydroxy acetophenone in the fourth step producing 4-[4-(N-phthali

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31

Al-Azzawi, Ahlam M., and Marwa S. Abd Al-Razzak. "Synthesis, Characterization and Antimicrobial Screening of New Schiff Bases Linked to Phthalimidyl Phenyl Sulfonate Moiety." Baghdad Science Journal 11, no. 2 (2014): 438–46. http://dx.doi.org/10.21123/bsj.2014.11.2.438-446.

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A series of Schiff bases linked to phthalimidyl phenyl sulfonate moiety have been synthesized via multistep synthesis. The first step involved reaction of phthalic anhydride with aniline producing N-phenyl phthalamic acid which was subsequently dehydrated to the corresponding N-phenyl phthalimide via treatment with acetic anhydride and anhydrous sodium acetate. The synthesized imide was treated with chlorosulfonic acid in the third step producing 4-(N-phthalimidyl) phenyl sulfonyl chloride which was introduced in reaction with 4-hydroxy acetophenone in the fourth step producing 4-[4-(N-phthali

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32

Brito, Iván, Danitza Vargas, Andrea Reyes, Alejandro Cárdenas, and Matías López-Rodríguez. "N-(Triphenylmethylsulfanyl)phthalimide." Acta Crystallographica Section C Crystal Structure Communications 61, no. 4 (2005): o234—o236. http://dx.doi.org/10.1107/s0108270105004270.

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33

Steiner, T. "N-(Propargyloxy)phthalimide." Acta Crystallographica Section C Crystal Structure Communications 51, no. 6 (1995): 1135–36. http://dx.doi.org/10.1107/s0108270194012941.

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34

Banarouei, Nasimossadat, Asghar Davood, Hamed Shafaroodi, Ghazaleh Saeedi, and Abbas Shafiee. "N-arylmethylideneaminophthalimide: Design, Synthesis and Evaluation as Analgesic and Anti-inflammatory Agents." Mini-Reviews in Medicinal Chemistry 19, no. 8 (2019): 679–87. http://dx.doi.org/10.2174/1389557518666180424101009.

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Background and Objective: N-aryl derivatives of phthalimide and 4-nitro phthalimide have demonstrated cyclooxygenase inhibitory activity. Also, they possess excellent analgesic and antiinflammatory activity. In this work, a new series of N-arylmethylideneamino derivatives of phthalimide and 4-nitro phthalimide were designed and synthesized. Methods: The designed compounds were synthesized by condensation of the appropriate aldehyde and N-aminophthalimide in ethanol at room temperature at PH around 3. Their analgesic and antiinflammatory activity were evaluated by acetic acid-induced pain test

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35

Gera, Ankur, Chander Mohan, and Sandeep Arora. "Synthesis of Phthaloylglycyl Hydrazide Derivatives: Selective Protection of Phthalimide Group from Hydrazinolysis." Current Organic Synthesis 15, no. 6 (2018): 839–45. http://dx.doi.org/10.2174/1570179415666180601083256.

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Background: N-phthalimide amino acid hydrazide is a class of compounds that have the potential therapeutic use. In general, hydrazinolysis of N-substituted amino acid(s) ester removes the ester group and yields the corresponding hydrazide. However, in case if N-substitution group is phthalimide, phthalimide group is cleaved and not the ester group. The resulted compound, therefore, is amino acid ester rather than Nphthalimide amino acid hydrazide. The above class of compounds, because of susceptibility of phthalimide group to hydrazinolysis, has previously been synthesized by a lengthy three-s

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36

Arenas, J. F., J. I. Marcos, and F. J. Ramírez. "Infrared and Raman Spectra of Phthalimide-15N-H and Phthalimide-15N-D." Applied Spectroscopy 43, no. 1 (1989): 118–22. http://dx.doi.org/10.1366/0003702894201987.

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A study of the infrared and Raman spectra of previously synthesized phthalimide-15N-H and phthalimide-15N-D has been carried out. With the new data obtained, the vibrational spectra of the phthalimide molecule in a C2 v* symmetry has been reassigned, but taking into account that the molecule in the solid state forms dimers bonded by intermolecular hydrogen bonds; these dimers have a Ci symmetry. On the other hand, a semi-empiric calculation of the force fields of this molecule has been carried out by the MINDO/3-FORCE method, which required a prior optimization of the molecular geometry; the f

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37

Warzecha, Klaus-Dieter, Johann Lex, Jörg M. Neudörfl, and Axel G. Griesbeck. "N-(2-Phenethyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 62, no. 4 (2006): o1580—o1581. http://dx.doi.org/10.1107/s1600536806010154.

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The molecule of the title compound, C16H13NO2, contains two planar units, viz. a phthalimide system and a phenyl ring in almost parallel orientation, linked by an ethylene bridge. In the crystal structure, the molecules form centrosymmetric pairs which are held together by π–π interactions between the phthalimide systems. The latter are stacked in a head-to-tail fashion with an interplanar distance of 3.263 (6) Å.

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38

Cho, Dae Won, Patrick S. Mariano, and Ung Chan Yoon. "Direct and indirect single electron transfer (SET)-photochemical approaches for the preparation of novel phthalimide and naphthalimide-based lariat-type crown ethers." Beilstein Journal of Organic Chemistry 10 (February 27, 2014): 514–27. http://dx.doi.org/10.3762/bjoc.10.47.

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In this review, we describe direct and indirect photochemical approaches that have been developed for the preparation of phthalimide- and naphthalimide-based, lariat-type crown ethers. The direct route utilizes a strategy in which nitrogen-linked side chains containing polyethoxy-tethered phthalimides and naphthalimides, possessing terminal α-trialkylsilyl groups, are synthesized utilizing concise routes and UV-irradiation to form macrocyclic ring systems. In contrast, the indirect route developed for the synthesis of lariat-type crown ethers employs sequences in which SET-promoted macrocycliz

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39

Sato, Yasuhiko, Hideo Nakai, Masao Wada, et al. "Photochemistry of the Phthalimide System, 37. Thiazacycloalkanols by Photocyclization ofS-SubstitutedN-(Thioalkyl)phthalimides." Liebigs Annalen der Chemie 1985, no. 6 (1985): 1099–118. http://dx.doi.org/10.1002/jlac.198519850602.

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40

Bisht, Ajay Singh, and Rajat Bisht. "Microwave assested synthesis of phthalimide amino derivatives with their antioxidant potential." Current Trends in Pharmacy and Pharmaceutical Chemistry 3, no. 3 (2021): 23–27. http://dx.doi.org/10.18231/j.ctppc.2021.007.

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Imide is the configuration of amide in which the nitrogen atom is affix to two carbonyl group. Imide mention to any compound which carry the divalent radical. Phthalimide possess a structural feature CHNO and an imide ring which help them to be biologically active and pharmaceutically useful.Phthalimides have served as starting materials and intermediates for the synthesis of many types of alkaloids and pharmacophores.In view of broad biological activity of phthalimide, we herein plan to synthesize a series of new phthalimide derivatives by incorporating new pharmacophores at various positions

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41

Gavadia, Renu, Jyoti Rasgania, and Komal Jakhar. "Synthesis of Carboxamides and Carbothioamides of Phthalimide: Molecular Modeling and Biological Investigation." Asian Journal of Chemistry 34, no. 12 (2022): 3231–42. http://dx.doi.org/10.14233/ajchem.2022.24042.

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A series of carboxamide and carbothioamide derivatives of phthalimide have been synthesized efficiently by employing water as a green reaction media. The synthesized N-substituted phthalimide derivatives have been characterized by spectroscopic, elemental and their quantum parameters, including molecular orbital energies are deduced by DFT modeling. The molecular docking of synthesized derivatives against B-DNA (pdb:1bna) displays favourable binding interactions and satisfactory docking scores, predicting their significant antimicrobial efficacy. The synthesized phthalimide derivatives were sc

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42

Holmberg, Ryne, Vanessa Franz, Kristen M. Moser, et al. "Crystal structure of 2,2′-{[(2-nitrobenzyl)azanediyl]bis(propane-3,1-diyl)}bis[1H-isoindole-1,3(2H)-dione]." Acta Crystallographica Section E Crystallographic Communications 77, no. 2 (2021): 83–85. http://dx.doi.org/10.1107/s2056989020016771.

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The structure of the title compound, C29H26N4O6, exhibits a folded conformation with the three arms all on the same side of the tertiary N atom. The two phthalimide units make a dihedral angle of 12.18 (12)° and the dihedral angles between the benzyl plane and the phthalimide units are 68.08 (7) and 67.71 (7)°. The crystal packing features π–π interactions.

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43

Holmberg, Ryne, Vanessa Franz, Kristen M. Moser, et al. "Crystal structure of 2,2′-{[(2-nitrobenzyl)azanediyl]bis(propane-3,1-diyl)}bis[1H-isoindole-1,3(2H)-dione]." Acta Crystallographica Section E Crystallographic Communications 77, no. 2 (2021): 83–85. http://dx.doi.org/10.1107/s2056989020016771.

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The structure of the title compound, C29H26N4O6, exhibits a folded conformation with the three arms all on the same side of the tertiary N atom. The two phthalimide units make a dihedral angle of 12.18 (12)° and the dihedral angles between the benzyl plane and the phthalimide units are 68.08 (7) and 67.71 (7)°. The crystal packing features π–π interactions.

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44

Huang, Peng-Mian, and Dao-Wu Yang. "N-(2,6-Dichlorobenzyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 63, no. 3 (2007): o1251—o1252. http://dx.doi.org/10.1107/s1600536807006411.

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45

Lo, Kong Mun, and Seik Weng Ng. "N-(3-Bromophenyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 60, no. 5 (2004): o848—o849. http://dx.doi.org/10.1107/s1600536804009547.

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46

Kauffmann, Brice, Claude Didierjean, Nicolas Brosse, Brigitte Jamart-Grégoire, and André Aubry. "N-(tert-Butyloxycarbonylamino)phthalimide." Acta Crystallographica Section E Structure Reports Online 60, no. 6 (2004): o934—o935. http://dx.doi.org/10.1107/s1600536804010098.

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47

Sim, Yoke Ling, Azhar Ariffin, Mohammad Niyaz Khan, and Seik Weng Ng. "N-(2-Methoxyphenyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 65, no. 9 (2009): o2218. http://dx.doi.org/10.1107/s1600536809032826.

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48

Sim, Yoke Ling, Azhar Ariffin, Mohammad Niyaz Khan, and Seik Weng Ng. "N-(4-Methoxyphenyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 65, no. 9 (2009): o2219. http://dx.doi.org/10.1107/s1600536809032838.

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49

Fan, Yen May, Norzalida Zakaria, Azhar Ariffin, and Seik Weng Ng. "N-(2-Ethylphenyl)phthalimide." Acta Crystallographica Section E Structure Reports Online 64, no. 9 (2008): o1699. http://dx.doi.org/10.1107/s1600536808020448.

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50

Lynch, Daniel E., and Ian McClenaghan. "N-(8-Quinolylamino)phthalimide." Acta Crystallographica Section E Structure Reports Online 57, no. 1 (2000): o16—o17. http://dx.doi.org/10.1107/s1600536800018109.

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The structure of the title compound, C17H11N3O2, (I), comprises twisted molecules that associateviaa single N—H...O intermolecular interaction, forming a linear one-dimensional hydrogen-bonded chain. The dihedral angle between the two ring systems is 89.9 (1)°.

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