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Journal articles on the topic 'Mannich bases of phthalimides'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

SHEELA, JOSHI, MATKAR SATISH, KHOSLA NAVITA, and BHANDARI VINITA. "Synthesis and Biological Screening of N4-Phthalimidomethyl Sulphonamides." Journal of Indian Chemical Society Vol. 74, Feb 1997 (1997): 156–57. https://doi.org/10.5281/zenodo.5876043.

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Institute of Chemical Sciences, Devi Ahilya Vishwavidyalaya, lndore-452 001 <em>Manuscript received 16 March 1995, revised 4 August 1995. accepted 14 August 1995</em> Synthesis and Biological Screening of N4-Phthalimidomethyl Sulphonamides.

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2

Yunus, Uzma, Moazzam H. Bhatti, Naima Rahman, Nosheen Mussarat, Shazia Asghar, and Bilal Masood. "Synthesis, Characterization, and Biological Activity of Novel Schiff and Mannich Bases of 4-Amino-3-(N-phthalimidomethyl)-1,2,4-triazole-5-thione." Journal of Chemistry 2013 (2013): 1–8. http://dx.doi.org/10.1155/2013/638520.

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The present work describes the syntheses and antimicrobial activity studies of a series of novel Schiff bases (4a–4i) and their Mannich bases (5a–5h) starting from 4-amino-3-(N-phthalimido-methyl)-1,2,4-triazole-5-thione (3). All the synthesized compounds were characterized by IR,1H-NMR,13C-NMR, and MS. All the synthesized compounds were screened for four Gram-negative strains, one Gram-positive strain of bacteria, and one diploid fungal strain. In general the antimicrobial activity increased remarkably on the introduction of azomethine functionality in parent triazole (3). The antimicrobial a

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3

Girish, Kumar Sinha, Pandey Bibhishan, and Singh Nityanand. "Synthesis of some nitrogen mustards." Journal of Indian Chemical Society Vol. 76, Feb 1999 (1999): 110–11. https://doi.org/10.5281/zenodo.5852539.

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Department of Chemistry, Science College, Patna-800 005, India <em>Manuscript received 23 August 1990 revised 15 June 1998, accepted 19 August 1998</em> Several Mannich base nitrogen mustards have been synthesised by the condensation of 3-substitutcd-phthalimides and 4-suhstitutedphthalimides with <em>N-</em>bis(2-chloroethyl)amine in ethanol-formalin

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4

Deo, Prem Shankar, Rhambus Rawat, and Bhushan Shakya. "Synthesis, Characterization and Antimicrobial Evaluation of Mannich Bases of 4-(Furan-2-yl-methyleneamino)-3-(2-hydroxyphenyl)-1H-1,2,4-triazole-5-thione." Journal of Nepal Chemical Society 42, no. 1 (2021): 6–15. http://dx.doi.org/10.3126/jncs.v42i1.35322.

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Triazole nucleus has drawn much attention since the last decade because of its various potent biological activities. The pharmacological application of triazoles has been widely recognized and well documented. Schiff and Mannich bases are both considered as bioactive compounds, however, there are not much of documentation about the Mannich bases as their study has begun lately. The main aim of this study was to synthesize new Mannich bases from Schiff base bearing 1,2,4-triazole nucleus to access their antimicrobial activities. The newly synthesized compounds 1,2,4-triazole-5-thione, Schiff ba

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5

Babbar, Ritchu, Swikriti ., Sandeep Arora, and Thakur G. Singh. "Therapeutic Potential of Schiff and Mannich Bases of 2-Substituted Benzimidazole Analogues." INTERNATIONAL JOURNAL OF DRUG DELIVERY TECHNOLOGY 13, no. 02 (2022): 753–58. http://dx.doi.org/10.25258/ijddt.13.2.44.

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Heterocyclic scaffolds reveal extensive biological profiles, and several drugs were employed therapeutically which possess heterocyclic framework. Likewise, 2-substituted benzimidazoles play a significant role in novel drug development. In addition, Mannich and schiff base derivatives of benzimidazole acknowledged them as favorable anti-inflammatory, antimicrobial, anticancer, anthelmintic, antiviral scaffolds. Schiff bases in innumerable organic reactions show affirmative catalytic activity. The current scenario also emphasizes the spectacular activity displayed by schiff bases in the biochem

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6

Raju, Senthil Kumar, Priyadharshini Vengadhajalaphathy, Revathy Sundaram, Sangeetha Periyasamy, Thatchayani Chinnaraj, and Praveen Sekar. "Recent advances in biological applications of mannich bases — An overview." International Journal of Pharmaceutical Chemistry and Analysis 10, no. 1 (2023): 15–27. http://dx.doi.org/10.18231/j.ijpca.2023.004.

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Mannich bases are beta-amino ketone-carrying compounds that are the end products of the Mannich reaction. The Mannich reaction is essential in the synthesis of nitrogen-containing compounds. The Mannich reaction, a nucleophilic addition reaction that forms carbon-carbon bonds, is employed in the synthesis of numerous natural products, drugs and other compounds. There are several aminoalkyl chain bearing Mannich bases with high curative value, such as fluoxetine, atropine, ethacrynic acid, trihexyphenidyl, and many others. According to the literature, Mannich bases are highly reactive and have

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7

Senthil Kumar Raju, Archana Settu, Archana Thiyagarajan, and Divya Rama. "Synthetic applications of biologically important Mannich bases: An updated review." Open Access Research Journal of Biology and Pharmacy 7, no. 2 (2023): 001–15. http://dx.doi.org/10.53022/oarjbp.2023.7.2.0015.

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Mannich bases are the beta-amino ketones carrying compounds. Mannich reaction is a nucleophilic addition reaction (nucleophiles such as halogen ions (I-, Br-, Cl- ), the hydroxide ion (OH- ), cyanide ion (CN-), ammonia and water, which involves the condensation of three components, viz., ammonia or a primary amine or a secondary amine or with amides, a non-enolizable aldehyde, usually formaldehyde and a compound containing an active hydrogen atom. These three compounds condense with the concomitant release of the water molecule to produce a new base known as a mannich base, in which the active

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8

Bala, Suman, Neha Sharma, Anu Kajal, Sunil Kamboj, and Vipin Saini. "Mannich Bases: An Important Pharmacophore in Present Scenario." International Journal of Medicinal Chemistry 2014 (November 12, 2014): 1–15. http://dx.doi.org/10.1155/2014/191072.

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Mannich bases are the end products of Mannich reaction and are known as beta-amino ketone carrying compounds. Mannich reaction is a carbon-carbon bond forming nucleophilic addition reaction and is a key step in synthesis of a wide variety of natural products, pharmaceuticals, and so forth. Mannich reaction is important for the construction of nitrogen containing compounds. There is a number of aminoalkyl chain bearing Mannich bases like fluoxetine, atropine, ethacrynic acid, trihexyphenidyl, and so forth with high curative value. The literature studies enlighten the fact that Mannich bases are

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9

Dimmock, J. R., and P. Kumar. "Anticancer and Cytotoxic Properties of Mannich Bases." Current Medicinal Chemistry 4, no. 1 (1997): 1–22. http://dx.doi.org/10.2174/0929867304666220309194437.

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This review outlines the chemistry and anticancer and cytotoxic properties of certain Mannich bases. It is divided into four parts. The first section summarizes briefly various investigations undertaken by other researchers of the chemical and pharmacological properties of a number of Mannich bases against neoplasms. The remaining portions of this review are summaries of work undertaken in this laboratory. The second part presents the following aspects of the anticancer properties of various Mannich bases namely differences in antileukemic activity between certain conjugated styryl ketones and

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10

Comanita, Eugenia, Gheorghe Roman, Irina Popovici, and Bogdan Comanita. "Synthesis and reactivity of some mannich bases. VIII. Studies on several mannich bases derived from ortho-hidroxyacetophenones and their conversion into oximino derivatives." Journal of the Serbian Chemical Society 66, no. 1 (2001): 9–16. http://dx.doi.org/10.2298/jsc0101009c.

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The synthesis of several Mannich bases resulting from the reaction of 2-hydroxy-4-methylacetophenone with paraformaldehyde and secondary amines is reported. Another series of products was obtained from N,N-dimethyl substituted Mannich bases by replacing the amino group with pyrrolidine. Most of the Mannich bases were transformed into oximes by treatment with hydroxylamine hydrochloride in 10% NaOH.

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11

Basim, Ahmed, Zuhair A. Muhi Eldeen, Elham N. Al-kaissi, et al. "DESIGN, SYNTHESIS AND BIOLOGICAL SCREENING OF AMINOACETYLENIC TETRAHYDROPHTHALIMIDE ANALOGUES AS NOVEL CYCLOOXYGENASE (COX) INHIBITORS." International Journal of Pharmacy and Pharmaceutical Sciences 9, no. 2 (2017): 160. http://dx.doi.org/10.22159/ijpps.2017v9i2.15511.

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<p><strong>Objective: </strong>To design and synthesise a new amino acetylenic tetrahydro phthalimide derivative and investigate their selective inhibitory activity to COXs.</p><p><strong>Methods: </strong>Aminoacetylenic tetrahydro phthalimide derivatives were synthesised by alkylation of tetrahydro phthalimide with propargyl bromide afforded 2-(prop-2-yn-1-yl)-2,3,3a,4,7,7a-hexahydro-1H-isoindole-1,3-dione. The alkylated tetrahydro phthalimide was subjected to Mannich reaction afforded the desired amino acetylenic tetra phthalimide derivatives (AZ 1-

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12

D'Alterio, Massimo Christian, Yu-Chao Yuan, Christian Bruneau, Giovanni Talarico, Rafael Gramage-Doria, and Albert Poater. "Base-controlled product switch in the ruthenium-catalyzed protodecarbonylation of phthalimides: a mechanistic study." Catalysis Science & Technology 10, no. 1 (2020): 180–86. http://dx.doi.org/10.1039/c9cy02047k.

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Mechanism of the ruthenium-catalyzed protodecarbonylation of phthalimides into benzamides elucidated by experiments and calculations: the various roles of the bases responsible for the control of chemoselectivity.

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13

Afsah, Elsayed M., Saad S. Elmorsy, Soha M. Abdelmageed, and Zaki E. Zaki. "Synthesis of some new mixed azines, Schiff and Mannich bases of pharmaceutical interest related to isatin." Zeitschrift für Naturforschung B 70, no. 6 (2015): 393–402. http://dx.doi.org/10.1515/znb-2014-0262.

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AbstractThe mixed azines 3a–h and 4 were obtained by treating 3-hydrazonoindolin-2-one (2) with the appropriate aldehyde or dialdehyde. Treatment of 3b or 3c with formaldehyde or glutaric dialdehyde and the appropriate amine afforded the azine Mannich bases 5–7. The condensation of isatin or its N-Mannich base 8 with 1-aminopiperidine, 4-aminomorpholine and 1,4-diaminopiperazine gave 10a–d, 12 and 13. The Mannich bases 14 and 15 were obtained from 10a and 10b. Treatment of 2 with succinic, phthalic and quinolinic anhydride and pyromellitic dianhydride afforded compounds 16, 17a, 17b and 18, re

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14

Park, Dong Ho, Jayachandran Venkatesan, Se-Kwon Kim, Venkatachalm Ramkumar, and Paramasivam Parthiban. "Antioxidant properties of Mannich bases." Bioorganic & Medicinal Chemistry Letters 22, no. 20 (2012): 6362–67. http://dx.doi.org/10.1016/j.bmcl.2012.08.080.

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15

Tramontini, Maurilio, Luigi Angiolini, and Nadia Ghedini. "Mannich bases in polymer chemistry." Polymer 29, no. 5 (1988): 771–88. http://dx.doi.org/10.1016/0032-3861(88)90132-2.

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16

Badr, M. Zarif A., Morsy M. Aly, and Galal M. El-Naggar. "Mannich bases of 2-aminothiazoles." Journal of Chemical Technology and Biotechnology 30, no. 1 (2007): 146–50. http://dx.doi.org/10.1002/jctb.503300118.

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17

Afsah, Elsayed M., Ez‐el‐Din M. Kandil, Soha M. Abdelmageed, and Fatma T. Elbarhmtoushi. "Synthesis of novel Mannich bases and hybrid Mannich bases related to isoindolin‐1,3‐dione." Journal of Heterocyclic Chemistry 57, no. 1 (2019): 346–54. http://dx.doi.org/10.1002/jhet.3784.

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18

Rawat, Rhambus, Prem Shankar Deo, and Bhushan Shakya. "Synthesis, Characterization and Study of Antimicrobial Activities of Mannich Bases Incorporating 1,2,4-Triazole Nucleus." Amrit Research Journal 2, no. 01 (2021): 19–27. http://dx.doi.org/10.3126/arj.v2i01.39894.

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Heterocyclic compounds containing triazole moiety have great importance in the field of medicine, pharmaceuticals, biochemistry, biology, therapeutics, environmental science, and industry. Triazoles and their derivatives have been extensively used in the development of new drugs. Biological activities of Schiff bases are highly investigated, but Mannich bases are on the verge of their development, and they are being synthesized in large number nowadays. In this work, Mannich bases are synthesized by incorporation 1,2,4-triazole moiety through Schiff base using different amines. Mannich bases a

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19

Afsah, Elsayed M., Eman M. Keshk, Abdel-Rahman H. Abdel-Rahman, and Najla F. Jomah. "Mannich Bases as Synthetic Intermediates: Convenient Synthesis of Functionalized 1,2,4-Triazepines, 1,4-Diazepines and 1,5-Diazocines." Zeitschrift für Naturforschung B 66, no. 6 (2011): 577–84. http://dx.doi.org/10.1515/znb-2011-0605.

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Transamination between the ketonic Mannich bases 1a, b and primary arylamines gave a series of ketonic sec-Mannich bases 2a - h. A variety of tetrahydro-1,2,4-triazepines 3a - f have been synthesized by treating the arylhydrazones of 2 with formaldehyde. A similar reaction with the benzenesulfonylhydrazone of 2b afforded 4. The 3-styryl-2H-1,2,4-triazepine 5 was obtained from the phenylhydrazone of 2a and cinnamaldehyde. Treatment of arylhydrazones of the 4-methoxystyryl keto base 7 with formaldehyde and cinnamaldehyde afforded the 3,4,5,6-tetrahydro-2H-1,2,4-triazepines 8a, b. Mannich reactio

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20

Li, Ke Hua, Bing Bing Yang, Zhi Wei Lan, Ren Fang Wang, and Tie Jun Su. "The Research of Thiosemicarbazide Modified as Acidizing Corrosion Inhibitor." Applied Mechanics and Materials 723 (January 2015): 605–9. http://dx.doi.org/10.4028/www.scientific.net/amm.723.605.

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Corrosion inhibition of N80 steel in 15% HCl was investigated in the absence and presence of different concentrations of some thiosemicarbazide derivatives (Mannich baseI, Mannich baseII) by weight loss, potentiodynamic polarization techniques. The adsorption of Mannich bases obeyed Langmuir adsorption isotherm. Both thermodynamic and activation parameters were calculated and discussed. The absorption process of Mannich base corrosion inhibitors on the surface of N80 steel is spontaneous, endothermic and entropy increase process. Polarization curves indicated that the inhibitor of Mannich base

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21

Subramanyam, S., Ramu Samineni, Sunil Kumar Kadiri, et al. "Synthesis and In-vivo Bioactivity Studies of Some New Hydrazide Schiff Bases and Mannich Bases of Indole Derivatives." INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY 33, no. 03 (2023): 299. http://dx.doi.org/10.59467/ijhc.2023.33.289.

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The anti-inflammatory, analgesic, and antiulcer activities of eight new hydrazide Schiff bases and eight new Mannich bases of indole derivatives were investigated. 2-Methyl-1H-indole-3-carboxylate (III) on hydrazinolysis gave 2-methyl-1H-indole-3-carbohydrazide (IV), which on reaction with aldehydes gave corresponding hydrazide Schiff bases Va–Vh. The reaction of IV with formaldehyde, different aliphatic, aromatic, and heterocyclic amines afforded the Mannich bases of indole derivatives (VIa–VIe). The results of biological studies revealed that Schiff bases with 2,4-dichlorobenzaldehyde (Vh) a

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22

Mete, Ebru, Halise Inci Gul, Pakize Canturk, et al. "Biological Activity of 1-Aryl-3-phenethylamino-1-propanone Hydrochlorides and 3-Aroyl-4-aryl-1-phenethyl-4-piperidinols on PC-3 Cells and DNA Topoisomerase I Enzyme." Zeitschrift für Naturforschung C 65, no. 11-12 (2010): 647–52. http://dx.doi.org/10.1515/znc-2010-11-1203.

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1aA number of studies reported Mannich bases to manifest antimicrobial, cytotoxic, anticancer, anti-inflammatory, and anticonvulsant activities. A considerable number of therapeutically important cytotoxic compounds are active on DNA topoisomerases that regulate the DNA topology. In the present study we evaluated the biological activity of mono- Mannich bases, 1-aryl-3-phenethylamino-1-propanone hydrochlorides (- 10a), and semicyclic mono- Mannich bases, 3-aroyl-4-aryl-1-phenethyl-4-piperidinols (1b - 9b), synthesized in our laboratory. We employed androgen-independent human prostate cancer ce

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23

Panda, Jnyanaranjan. "Synthesis and Biological Evaluation of Some Isatin-based Mannich Bases." International Journal of Pharmaceutical Sciences and Nanotechnology 5, no. 4 (2013): 1841–46. http://dx.doi.org/10.37285/ijpsn.2012.5.4.3.

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 In this study, a series of isatin-based Mannich bases were prepared and their biological activity was evaluated. Schiff bases of isatin were synthesized by condensation of the keto group of isatin with different aromatic primary amines. The N-Mannich bases of the above Schiff bases were synthesized by reaction of the acidic imino group of isatin with formaldehyde and secondary amine. The chemical structures of the title compounds have been confirmed and elucidated by means of their physical and spectral data respectively. The compounds were tested for their possible antibacterial, analg

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24

Afsah, Elsayed M., Metwally Hammouda, Mona M. Khalifa, and Essam H. Al-shahaby. "Mannich Bases as Synthetic Intermediates: Alkylation of Amines and Diamines with Bis-ketonic Mannich Bases." Zeitschrift für Naturforschung B 63, no. 5 (2008): 577–84. http://dx.doi.org/10.1515/znb-2008-0516.

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The bis-ketonic Mannich base, N,N-bis(β -benzoylethyl)methylamine hydrochloride (1) reacts with primary arylamines and diamines to give ketonic sec-arylamines 3a - e and 4. The piperidines 7a - c were obtained from 1 and primary alkylamines, whereas the 1,4-diazepine derivative 10 was obtained from 1 and ethylenediamine. Treatment of the bis-base 1,4-di[β -(N-morpholino)propionyl]benzene bis(hydrochloride) (11) with primary arylamines gave the corresponding bis-(sec-arylamines) 12a - b, whereas its reaction with ophenylenediamine afforded the bis[1,5-benzodiazepine] ring system 14. The synthes

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25

Roman, Gheorghe. "Novel Phenolic 1-aryl-3-arylamino-1-propanones: Synthesis and Characterization." Acta Chemica Iasi 25, no. 2 (2017): 179–94. http://dx.doi.org/10.1515/achi-2017-0015.

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Abstract A small collection of 1-aryl-3-arylamino-1-propanones having a phenolic moiety in their structure has been obtained by the replacement of the tertiary amino group in ketonic Mannich bases with (hetero)aromatic amines. The installment of the phenolic moiety took place either through the N-alkylation of 4-aminophenol with ketonic Mannich base hydrochlorides, or via amine exchange in ketonic Mannich bases derived from either 2′-hydroxyacetophenone or 4′-hydroxyacetophenone.

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26

Mamidala, Ravinder, Solomon Raj S. Bhimathati, and Aparna Vema. "Structure Activity Relationship, Drug Likeness and Evaluation of Antioxidant Activity of Some Mannich Bases of Dihydropyrimidinones." Asian Journal of Chemistry 31, no. 8 (2019): 1767–73. http://dx.doi.org/10.14233/ajchem.2019.22008.

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A series of 21 O- and N-Mannich bases of 3,4-dihydropyrimidinones (2a-j and 3a-k) were synthesized by using microwave irradiation technique by multi-component reaction in two steps. All the compounds were evaluated for their free radical scavenging activity by four methods. Structure activity relationship studies revealed that the compounds 2h, 2g, 3h and 3g exhibited profound antioxidant properties compared to standard ascorbic acid. Among O- and N-Mannich bases, N-Mannich bases were found to be more potent in scavenging free radicals. The correlation between structure and activities of these

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27

Jha, Amitabh, Nawal K. Paul, Smriti Trikha, and T. Stanley Cameron. "Novel synthesis of 2-naphthol Mannich bases and their NMR behaviour." Canadian Journal of Chemistry 84, no. 6 (2006): 843–53. http://dx.doi.org/10.1139/v06-081.

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A novel two-step procedure involving the formation of 1-arylidene-2-tetralones from 2-tetralone and subsequent Michael addition of a cyclic secondary amine on the alkenone followed by in situ aerial oxidation was developed to produce 2-naphthol Mannich bases. A simple microwave-assisted one-pot synthesis of 2-naphthol Mannich bases was also carried out under solvent-free conditions from 2-naphthol and corresponding aldehydes and amines in the presence of p-toluenesulfonic acid. The compounds of this series displayed interesting NMR behaviour. Extensive variable-temperature NMR investigations,

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28

PERNAK, J., J. WEGLEWSKI, and D. SZYMANSKA. "ChemInform Abstract: New N-Mannich Bases." ChemInform 27, no. 50 (2010): no. http://dx.doi.org/10.1002/chin.199650032.

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29

Borenstein, Michael R., and Peter H. Doukas. "Anticonvulsant Activity of Indanylspirosuccinimide Mannich Bases." Journal of Pharmaceutical Sciences 76, no. 4 (1987): 300–302. http://dx.doi.org/10.1002/jps.2600760407.

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30

Ram, Vishnu J., L. Mishra, H. N. Pandey, and A. J. Vlietinck. "Pesticidal Mannich Bases Derived from Isatinimines." Journal of Heterocyclic Chemistry 23, no. 5 (1986): 1367–69. http://dx.doi.org/10.1002/jhet.5570230521.

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31

Möhrle, Hans, та Georg Keller. "α-Dicarbonylmonohydrazone und ihre Acylderivate als Nucleophile und Nachbargruppen/α-Dicarbonylmonohydrazones and their Acylderivatives as Nucleophiles and Neighbouring Groups". Zeitschrift für Naturforschung B 58, № 9 (2003): 885–902. http://dx.doi.org/10.1515/znb-2003-0911.

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The aminomethylation of the α-carbonylhydrazones 1 and 14 with N,N,N′,N′-tetralkylaminals yields only N,N- or C,N-bis-aminomethyl products, but no C-mono-aminomethyl compounds. Phenylglyoxal N-methylhydrazone (24) yields the Mannich bases 27, while anilinocarbonyl hydrazone 29 dependent on the conditions gives rise to the N-aminomethyl derivatives 30 or to the Mannich bases 31. From benzoylhydrazone 33 and semicarbazone 35 the Mannich bases 34 and 36, respectively, are available. Mercury-EDTA reacts with 27 and 31 by twofold dehydrogenation and cyclization to form the lactams 46 and 47, respec

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32

Anita, Pati, Sahu Shankarshan, Patra Manabendra, Majumdar Poulomi, and Kumar Behera Ajaya. "Mannich reactions on spiro-s-tetrazines and their antibacterial and antifungal activities." Journal of Indian Chemical Society Vol. 89, May 2012 (2012): 637–45. https://doi.org/10.5281/zenodo.5763179.

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0rganic Synthesis Laboratory, School of Chemistry, Sambalpur University, Jyoti Vihar, Burla-768 019, Orissa, India <em>E-mail</em> : ajaykumar.behera@yahoo.com National Institute of Science & Technology, Palur Hill, Berhampur-761 068, Orissa, India <em>Manuscript received 23 July 2010, revised 05 May 2011, accepted 23 August 2011</em> A number of novel Mannich bases from spiro-<em>s</em>-tetrazines 2 have been synthesized. The reaction of a tetraazaspiroalkanes 2 underwent Mannich reaction in two different routes to afford identical target molecule 6 and 7. Spiro-<em>s</em>-tetrazines 2 on

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33

Yamali, Cem, Halise Inci Gul, Tahir Cakir, Yeliz Demir, and Ilhami Gulcin. "Aminoalkylated Phenolic Chalcones: Investigation of Biological Effects on Acetylcholinesterase and Carbonic Anhydrase I and II as Potential Lead Enzyme Inhibitors." Letters in Drug Design & Discovery 17, no. 10 (2020): 1283–92. http://dx.doi.org/10.2174/1570180817999200520123510.

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Background: Phenolic Mannich bases have been reported as acetylcholinesterase (AChE) inhibitors for the medication of Alzheimer's disease. Carbonic Anhydrases (CAs) are molecular targets for anticonvulsant, diuretic and antiglaucoma drugs in the clinic. Phenolic compounds have also been mentioned as CA inhibitors. The importance of Mannich bases in drug design inspired our research group to design novel phenolic Mannic bases as potent enzyme inhibitors. Objective: In this study, novel Mannich bases, 1-(3,5-bis-aminomethyl-4-hydroxyphenyl)-3-(4- substitutedphenyl)-2-propen-1-ones (1-9), were de

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34

Barlin, GB, and C. Jiravinyu. "Potential Antimalarials. IX. Di-mannich Bases of 4-(7′-trifluoro-methylquinazolin-4′-ylamino)phenol and 4-(7′-Trifluoromethylquinolin-4′-ylamino)phenol." Australian Journal of Chemistry 43, no. 2 (1990): 311. http://dx.doi.org/10.1071/ch9900311.

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Syntheses are reported for a series of di-Mannich bases of 4-(7′-trifluoromethylquinazolin-4′-ylamino)phenol derived from 4-chloro-7-trifluoromethylquinazoline with the di-Mannich bases of 4-aminophenol. Some analogous quinolines were prepared similarly. When tested for antimalarial activity against Plasmodium falciparum in vitro, the quinazolines were rather less active than the corresponding quinolines.

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35

Journal, Baghdad Science. "Synthesis And Characterization Of Some New Acetylenic Mannich Bases Based On Biphenyl – 4,4 - Dithiol." Baghdad Science Journal 10, no. 3 (2013): 712–23. http://dx.doi.org/10.21123/bsj.10.3.712-723.

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One of the most important , compound which have active hydrogen is the compound possessing (thiol group) Biphenyl-4,4-dithiol is agood example utilized in a wide field for preparation mannich bases , avariety of new acetylenic mannich bases have been Synthesized and all proposed structure were Supported by FTIR , 1H – NMR, 13C-NMR , Elemental analysis and microbial study .

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36

Al-Abdaliy, Basim I., and Eman M. Mohammed. "Synthesis And Characterization Of Some New Acetylenic Mannich Bases Based On Biphenyl – 4,4 - Dithiol." Baghdad Science Journal 10, no. 3 (2013): 712–23. http://dx.doi.org/10.21123/bsj.2013.10.3.712-723.

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One of the most important , compound which have active hydrogen is the compound possessing (thiol group) Biphenyl-4,4-dithiol is agood example utilized in a wide field for preparation mannich bases , avariety of new acetylenic mannich bases have been Synthesized and all proposed structure were Supported by FTIR , 1H – NMR, 13C-NMR , Elemental analysis and microbial study .

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37

Jithendra, Ch, G. Saravanan, V. Alagarsamy, T. Panneerselvam, K. Selvaraj, and P. Parasuraman. "Synthesis, Characterization & Antimicrobial Activities of New Isoxazole Substituted Mannich and Schiff Bases of 5-Nitroisatin Analogs." Asian Journal of Chemistry 32, no. 4 (2020): 970–74. http://dx.doi.org/10.14233/ajchem.2020.22596.

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A sequence of new isoxazole substituted Schiff base and Mannich base of 5-nitroisatin are synthesized by a multi-step synthesis from 5-nitroisatin. Whole synthesized analogs were characterized using IR, NMR, Mass spectroscopy and microanalyses. All the Schiff and Mannich bases were tested for their antimicrobial potencies against some human pathogenic microorganism using agar well diffusion technique. The relationship between the biological activity and the functional group variation of the Schiff and Mannich bases were analyzed. Standard ciprofloxacin and ketoconazole were used to compare the

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38

Quiroga, Diego, Jaime Ríos-Motta, and Augusto Rivera. "Synthesis of Diastereomeric 2,6-bis{[3-(2-Hydroxy-5-substitutedbenzyl)octahydro-1H-benzimidazol-1-yl]methyl}-4-substituted Phenols (R = Me, OMe) by Mannich-Type Tandem Reactions." Molbank 2024, no. 3 (2024): M1876. http://dx.doi.org/10.3390/m1876.

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The synthesis and characterization of two novel diastereomeric Mannich bases was carried out from the reaction of the cyclic aminal (2R,7R,11S,16S)-1,8,10,17-tetraazapentacyclo[8.8.1.1.8,170.2,70.11,16]icosane 1 and p-cresol 2a and 4-methoxyphenol 2b in a water/dioxane mixture. The title compounds (4a–b) are interesting because bearing two 3-(2-hydroxy-5-substitutedbenzyl)octahydro-1H-benzimidazol-1-yl]methyl} substituents joined to an arenol ring. The formation of these new Mannich bases in the reaction mixture can be explained by aminomethylation of previously reported di-Mannich base 2,2′-(

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39

Aly, Kamal I., Abdulsalam Mahdy, Mohamed A. Hegazy, Nayef S. Al-Muaikel, Shiao-Wei Kuo, and Mohamed Gamal Mohamed. "Corrosion Resistance of Mild Steel Coated with Phthalimide-Functionalized Polybenzoxazines." Coatings 10, no. 11 (2020): 1114. http://dx.doi.org/10.3390/coatings10111114.

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Herein, we synthesized two new phthalimide-functionalized benzoxazine monomers, pPP-BZ and oPP-BZ, through Mannich reactions of 2-(4-hydroxyphenyl)isoindoline-1,3-dione (pPP) and 2-(2-hydroxyphenyl)isoindoline-1,3-dione (oPP), respectively, with p-toluidine and paraformaldehyde. The structures of these two monomers were confirmed using Fourier transform infrared (FTIR) and nuclear magnetic resonance spectroscopy. We used differential scanning calorimetry, FTIR spectroscopy, and thermogravimetric analysis to study the polymerization behavior and thermal stability of the monomers and their corre

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40

Mutahir, Sadaf, Muhammad Asim Khan, Maryam Mushtaq, et al. "Investigations of Electronic, Structural, and In Silico Anticancer Potential of Persuasive Phytoestrogenic Isoflavene-Based Mannich Bases." Molecules 28, no. 15 (2023): 5911. http://dx.doi.org/10.3390/molecules28155911.

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Isoflavenes have received the greatest research attention among the many groups of phytoestrogens. In this study, various isoflavene-based Mannich bases were selected for their theoretical studies. The purpose of this research was to discover the binding potential of all the designated Mannich bases acting as inhibitors against cancerous proteins EGFR, cMet, hTrkA, and HER2 (PDB codes: 5GTY, 3RHK, 6PL2, and 7JXH, respectively). For their virtual screening, DFT calculations and molecular docking studies were undertaken using in silico software. Docking studies predicted that ligands 5 and 15 ex

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41

Sinha, Girish Kumar, Akanksha Priya, Sonal Priya, and Satyendra Narayan. "Synthesis and Biological Activity of Some Schiff Bases from Phthalimides." Universal Journal of Chemistry 5, no. 2 (2017): 36–42. http://dx.doi.org/10.13189/ujc.2017.050202.

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42

Barlin, G., and W. Tan. "Potential Antimalarials. IV. 4-[7'-Bromo(and Chloro)-1′,5′-Naphthyridin-4′-Ylamino]Phenols and N4-Substituted 7-Chloro-1,5-Naphthyridin-4-Amines." Australian Journal of Chemistry 38, no. 6 (1985): 905. http://dx.doi.org/10.1071/ch9850905.

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A series of nine mono- and di-Mannich bases, for example 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)-2,6-bis( dimethylaminomethyl )phenol derived from 4-(7′-bromo-1′,5′-naphthyridin-4′-ylamino)phenol and several other N4-substituted 7-bromo- and 7-chloro-1,5-naphthyridin-4- amines have been prepared. ′All these compounds showed significant antimalarial activity when injected intraperitoneally in a single dose of 100-200 mg/kg to mice infected with Plasmodium vinckei vinckei. The di-Mannich bases appeared to be the most potent and effective in parasite control; however, no deaths were observed i

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43

Mardia, Telep El-Sayed. "Synthesis and Antimicrobial Evaluation of Some Nitro-Mannich Bases Derived from β-Nitrostyrene". Open Journal of Chemistry 1, № 1 (2015): 013–16. https://doi.org/10.17352/ojc.000003.

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The present work focused on exploring the reactivity of β-nitrostyrene towards Mannich reaction with different approaches. The synthesized nitro-Mannich bases were tested as antimicrobial agents that showed high activity against both gram positive and gram negative bacteria.

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44

Rivera, Augusto, Rodolfo Quevedo, Miguel A. Navarro, and Mauricio Maldonado. "Efficient Tetrahydrosalen Synthesis from Mannich‐Type Bases." Synthetic Communications 34, no. 13 (2004): 2479–85. http://dx.doi.org/10.1081/scc-120039502.

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Scott, Malcolm K., Gregory E. Martin, Deena L. DiStefano, et al. "Pyrrole Mannich bases as potential antipsychotic agents." Journal of Medicinal Chemistry 35, no. 3 (1992): 552–58. http://dx.doi.org/10.1021/jm00081a018.

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46

Rochin, C., O. Babot, J. Dunogues, and F. Duboudin. "A Convenient Regioselective Synthesis of Mannich Bases." Synthesis 1986, no. 08 (1986): 667–68. http://dx.doi.org/10.1055/s-1986-31742.

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47

Epsztein, Roland, and Nicole Le Goff. "Synthese de bases de mannich acetyleniques cycliques." Tetrahedron Letters 26, no. 27 (1985): 3203–6. http://dx.doi.org/10.1016/s0040-4039(00)98152-8.

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Ali, Mohamed Ashraf, and Mohammad Shaharyar. "Oxadiazole mannich bases: Synthesis and antimycobacterial activity." Bioorganic & Medicinal Chemistry Letters 17, no. 12 (2007): 3314–16. http://dx.doi.org/10.1016/j.bmcl.2007.04.004.

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Nolen, Ernest G., Andrea Allocco, Marcus Broody, and Athena Zuppa. "Diastereoselectivity in the synthesis of Mannich bases." Tetrahedron Letters 32, no. 1 (1991): 73–74. http://dx.doi.org/10.1016/s0040-4039(00)71221-4.

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Świątek, Piotr, and Małgorzata Strzelecka. "Isothiazolopyridine Mannich bases and their antibacterial effect." Advances in Clinical and Experimental Medicine 28, no. 7 (2018): 967–72. http://dx.doi.org/10.17219/acem/99310.

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