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Journal articles on the topic 'Camphoric acid'

Author: Grafiati

Published: 4 June 2021

Last updated: 30 July 2024

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1

Guidotti, Giulia, Michelina Soccio, Massimo Gazzano, Valentina Siracusa, and Nadia Lotti. "New Random Aromatic/Aliphatic Copolymers of 2,5-Furandicarboxylic and Camphoric Acids with Tunable Mechanical Properties and Exceptional Gas Barrier Capability for Sustainable Mono-Layered Food Packaging." Molecules 28, no. 10 (2023): 4056. http://dx.doi.org/10.3390/molecules28104056.

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High molecular weight, fully biobased random copolymers of 2,5-furandicarboxylic acid (2,5-FDCA) containing different amounts of (1R, 3S)-(+)-Camphoric Acid (CA) have been successfully synthesized by two-stage melt polycondensation and compression molding in the form of films. The synthesized copolyesters have been first subjected to molecular characterization by nuclear magnetic resonance spectroscopy and gel-permeation chromatography. Afterward, the samples have been characterized from a thermal and structural point of view by means of differential scanning calorimetry, thermogravimetric ana

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2

Ma, Xian-Li, Fang-Yao Li, Wen-Gui Duan, et al. "Synthesis and antifungal activity of camphoric acid-based acylhydrazone compounds." Holzforschung 68, no. 8 (2014): 889–95. http://dx.doi.org/10.1515/hf-2014-0002.

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Abstract In the search of novel potent bioactive compounds, 18 novel camphoric acid-based acylhydrazone compounds 4a–4r were designed and synthesized by the condensation reaction of N-amino camphorimide (3) with substituted benzaldehyde based on camphoric acid as the starting material. The target compounds were characterized by means of Fourier transform infrared (FTIR), 1H nuclear magnetic resonance (NMR), 13C NMR, electrospray ionization-mass spectrometry (ESI-MS), and elemental analysis. The preliminary bioassay showed that the following camphoric acid-based compounds exhibited excellent an

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3

Moloney, Mark G., Diana R. Paul, Russell M. Thompson, and Emma Wright. "Chiral carboxylic acid ligands derived from camphoric acid." Tetrahedron: Asymmetry 7, no. 9 (1996): 2551–62. http://dx.doi.org/10.1016/0957-4166(96)00328-x.

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4

Riri, Mohammed, Farid Hadhoudi, Mustapha Hor, et al. "Di- and tetranuclear gadolinium (III) complexes of 2-hydroxypropane-1,2,3-tricarboxylic acid and 1,2,2-trimethylcyclopentane-1,3-dicarboxylic acid : identification and characterization." International Journal of Advanced Chemistry 5, no. 2 (2017): 102. http://dx.doi.org/10.14419/ijac.v5i2.8471.

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Our studying involved, Identification and characterization of two novel gadolinium complexes with 2-hydroxypropane-1,2,3-tricarboxylic acid (citric acid) noted H3L and 1,2,2-trimethylcyclopentane-1, 3-dicarboxylic acid (camphoric acid) noted H2L in aqueous solution and in pH range 5,5–7,5. These acids containing the donor atoms (oxygen of OH and COOH), the formatted complexes are colorless and have no absorption band UV–visible. So, to determine the composition and stabilities of these complexes in solution, we have used an analytical technique called «Indirect Photometry Detection (IPD) » hav

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5

Barnes, J. C., J. D. Paton, C. S. Blyth, and R. A. Howie. "Camphoric acid and ammonium hydrogen camphorate monohydrate." Acta Crystallographica Section C Crystal Structure Communications 47, no. 9 (1991): 1888–92. http://dx.doi.org/10.1107/s0108270191001713.

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6

Zuyev, V. V., I. G. Denisov, and S. S. Skorokhodov. "Liquid crystalline polyesters containing camphoric acid fragments." Polymer Science U.S.S.R. 30, no. 7 (1988): 1619–25. http://dx.doi.org/10.1016/0032-3950(88)90455-8.

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7

Baur, L., H. Jehle, and H. Wätzig. "Quantitation and validation of cis-camphoric acid 3-methyl ester and cis-camphoric acid 1-methyl ester using CE." Journal of Pharmaceutical and Biomedical Analysis 22, no. 3 (2000): 433–49. http://dx.doi.org/10.1016/s0731-7085(99)00313-1.

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8

Zhang, Weiwei, Jianqiao Wu, Liang Gao, Baoyan Zhang, Jianxin Jiang, and Jun Hu. "Recyclable, reprocessable, self-adhered and repairable carbon fiber reinforced polymers using full biobased matrices from camphoric acid and epoxidized soybean oil." Green Chemistry 23, no. 7 (2021): 2763–72. http://dx.doi.org/10.1039/d1gc00648g.

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9

Nsengiyumva, Olivier, and Stephen A. Miller. "Synthesis, characterization, and water-degradation of biorenewable polyesters derived from natural camphoric acid." Green Chemistry 21, no. 5 (2019): 973–78. http://dx.doi.org/10.1039/c8gc03990a.

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10

You, Tianpa, Qitao Tan, Yunying Wang, Daliang Li, and Jiwu Wen. "A Novel and Efficient Synthesisof Camphorquinone from Camphoric Acid." Synthesis, no. 12 (2003): 1869–71. http://dx.doi.org/10.1055/s-2003-41001.

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11

Zakaria, Choudhury M., George Ferguson, Alan J. Lough, and Christopher Glidewell. "(1R,3S)-Camphoric acid as a building block in supramolecular chemistry: adducts with organic polyamines." Acta Crystallographica Section B Structural Science 59, no. 1 (2003): 118–31. http://dx.doi.org/10.1107/s0108768102022358.

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(1R,3S)-Camphoric acid [(1R,3S)-1,2,2,-trimethylcyclopentane-1,3-dicarboxylic acid, C10H16O4] forms adducts with a range of amines in which the acid component may be the neutral molecule, the mono-anion (C10H15O4)− or the di-anion (C10H14O4)2−. The structures generated by the hard hydrogen bonds take the form of chains in the 1:1 adducts (II) and (III) formed with 4,4′-bipyridyl and 1,2-bis(4-pyridyl)ethane. There are single sheets in the hydrated 1:1 adduct (IV) formed with 1,4-diazabicyclo[2.2.2]octane, and pairwise-interwoven sheets in the 2:1 adduct (V) formed with hexamethylenetetramine.

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12

Lee, Su-Ui, Nam Sook Kang, Yong Ki Min, and Seong Hwan Kim. "Camphoric acid stimulates osteoblast differentiation and induces glutamate receptor expression." Amino Acids 38, no. 1 (2008): 85–93. http://dx.doi.org/10.1007/s00726-008-0208-5.

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13

Goswami, Shyamaprosad, Reshmi Mukherjee, Kumaresh Ghosh, Ibrahim Abdul Razak, S. Shanmuga Sundara Raj, and Hoong-Kun Fun. "1:1 Hetero-assembly of 2-aminopyrimidine and (+)-camphoric acid." Acta Crystallographica Section C Crystal Structure Communications 56, no. 4 (2000): 477–78. http://dx.doi.org/10.1107/s0108270100000755.

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14

Silva Serra, M. Elisa, Dina Murtinho, Zênis N. da Rocha, et al. "Dibrominated camphoric acid derived salen complexes: Synthesis, characterization and cytotoxic activity." Polyhedron 137 (November 2017): 147–56. http://dx.doi.org/10.1016/j.poly.2017.08.038.

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15

Akella, V. S., Dhiraj K. Singh, Shreyas Mandre, and M. M. Bandi. "Dynamics of a camphoric acid boat at the air–water interface." Physics Letters A 382, no. 17 (2018): 1176–80. http://dx.doi.org/10.1016/j.physleta.2018.02.026.

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16

Adalder, Tapas Kumar, N. N. Adarsh, Ravish Sankolli, and Parthasarathi Dastidar. "Chiral gels derived from secondary ammonium salts of (1R,3S)-(+)-camphoric acid." Beilstein Journal of Organic Chemistry 6 (September 21, 2010): 848–58. http://dx.doi.org/10.3762/bjoc.6.100.

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In order to have access to chiral gels, a series of salts derived from (1R,3S)-(+)-camphoric acid and various secondary amines were prepared based on supramolecular synthon rationale. Out of seven salts prepared, two showed moderate gelation abilities. The gels were characterized by differential scanning calorimetry, table top rheology, scanning electron microscopy, single crystal and powder X-ray diffraction. Structure property correlation based on X-ray diffraction techniques remain inconclusive indicating that some of the integrated part associated with the gelation phenomena requires a bet

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17

Hayashima, Yuko, Masaharu Nagayama, Yukie Doi, Satoshi Nakata, Maya Kimura, and Masayasu Iida. "Self-motion of a camphoric acid boat sensitive to the chemical environment." Physical Chemistry Chemical Physics 4, no. 8 (2002): 1386–92. http://dx.doi.org/10.1039/b108686c.

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18

Carraher, Charles E., Michael R. Roner, Anthony G. Campbell, et al. "Group IVB metallocene polyesters containing camphoric acid and preliminary cancer cell activity." International Journal of Polymeric Materials and Polymeric Biomaterials 67, no. 8 (2017): 469–79. http://dx.doi.org/10.1080/00914037.2017.1342254.

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19

Bräckow, J., J. Pabel, P. Mayer, K. Polborn, and K. T. Wanner. "Camphoric acid derived sulfur containing bicyclic carboxylic acids as chiral auxiliaries in N-acyliminium ion chemistry." Tetrahedron 66, no. 36 (2010): 7279–87. http://dx.doi.org/10.1016/j.tet.2010.07.009.

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20

De Santis, P., M. Camalli, R. Spagna, G. Gallo, F. Giorgi, and M. O. Tinti. "Trihydrate 1/1 Salt Between (R)-Carnitine Amide and (1R,3S)-Camphoric Acid." Acta Crystallographica Section C Crystal Structure Communications 53, no. 11 (1997): 1679–82. http://dx.doi.org/10.1107/s0108270197007178.

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21

Thuéry, Pierre, and Jack Harrowfield. "Chiral one- to three-dimensional uranyl–organic assemblies from (1R,3S)-(+)-camphoric acid." CrystEngComm 16, no. 14 (2014): 2996. http://dx.doi.org/10.1039/c3ce42613k.

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22

Murtinho, Dina, M. Elisa Silva Serra, and A. M. d’A Rocha Gonsalves. "Enantioselective ethylation of aldehydes with 1,3-N-donor ligands derived from (+)-camphoric acid." Tetrahedron: Asymmetry 21, no. 1 (2010): 62–68. http://dx.doi.org/10.1016/j.tetasy.2009.12.012.

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23

Murtinho, Dina, Camila H. Ogihara, and M. Elisa Silva Serra. "Novel tridentate ligands derived from (+)-camphoric acid for enantioselective ethylation of aromatic aldehydes." Tetrahedron: Asymmetry 26, no. 21-22 (2015): 1256–60. http://dx.doi.org/10.1016/j.tetasy.2015.09.017.

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24

Serra, M. Elisa Silva, Dina Murtinho, and Victória Paz. "Enantioselective alkylation of aromatic aldehydes with (+)-camphoric acid derived chiral 1,3-diamine ligands." Tetrahedron: Asymmetry 28, no. 2 (2017): 381–86. http://dx.doi.org/10.1016/j.tetasy.2017.01.013.

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25

Tan, Qitao, Jiwu Wen, Daliang Li, Hongyan Li, and Tianpa You. "Novel bis(oxazoline) ligands derived from camphoric acid for Cu-catalyzed asymmetric cyclopropanation." Journal of Molecular Catalysis A: Chemical 242, no. 1-2 (2005): 113–18. http://dx.doi.org/10.1016/j.molcata.2005.07.027.

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26

Wang, Ji, Jiaojiao Chen, and Tianyu Xu. "The effect of a novel D-camphoric acid-based MOF on chiral separation." Solid State Sciences 98 (December 2019): 106032. http://dx.doi.org/10.1016/j.solidstatesciences.2019.106032.

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27

Chernyshov, Vladimir V., Olga I. Yarovaya, Roman Yu Peshkov, and Nariman F. Salakhutdinov. "Synthesis of cyclic D-(+)-camphoric acid imides and study of their antiviral activity." Chemistry of Heterocyclic Compounds 56, no. 6 (2020): 763–68. http://dx.doi.org/10.1007/s10593-020-02728-y.

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28

Guidotti, Giulia, Gianfranco Burzotta, Michelina Soccio, et al. "Chemical Modification of Poly(butylene trans-1,4-cyclohexanedicarboxylate) by Camphor: A New Example of Bio-Based Polyesters for Sustainable Food Packaging." Polymers 13, no. 16 (2021): 2707. http://dx.doi.org/10.3390/polym13162707.

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Among the several actions contributing to the development of a sustainable society, there is the eco-design of new plastic materials with zero environmental impact but that are possibly characterized by properties comparable to those of the traditional fossil-based plastics. This action is particularly urgent for food packaging sector, which involves large volumes of plastic products that quickly become waste. This work aims to contribute to the achievement of this important goal, proposing new bio-based cycloaliphatic polymers based on trans-1,4-cyclohexanedicarboxylic acid and containing dif

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29

Ouhichi, Rim, Abdelkader Bougarech, Marcel Kluge, et al. "Camphoric acid as renewable cyclic building block for bio-based UV-curing polyhexylene itaconate." European Polymer Journal 151 (May 2021): 110423. http://dx.doi.org/10.1016/j.eurpolymj.2021.110423.

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30

Hu, Jingyuan, Chunhong Wang, Jinyue Dai, et al. "Epoxy resin with excellent ultraviolet resistance and mechanical properties derived from renewable camphoric acid." Polymers for Advanced Technologies 32, no. 9 (2021): 3701–13. http://dx.doi.org/10.1002/pat.5390.

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31

Zhang, Jian, Yuan-Gen Yao, and Xianhui Bu. "Comparative Study of Homochiral and Racemic Chiral Metal-Organic Frameworks Built from Camphoric Acid." Chemistry of Materials 19, no. 21 (2007): 5083–89. http://dx.doi.org/10.1021/cm071689a.

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32

WANNER, K. TH, та F. F. PAINTNER. "ChemInform Abstract: Asymmetric Electrophilic α-Amidoalkylation. Part 11. New Chiral Auxiliaries from (+)-Camphoric Acid." ChemInform 28, № 5 (2010): no. http://dx.doi.org/10.1002/chin.199705063.

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33

Su, Zhi, Gao-Chao Lv, Jian Fan, Guang-Xiang Liu, and Wei-Yin Sun. "Homochiral ferroelectric three-dimensional cadmium(II) frameworks from racemic camphoric acid and 3,5-di(imidazol-1-yl)benzoic acid." Inorganic Chemistry Communications 15 (January 2012): 317–20. http://dx.doi.org/10.1016/j.inoche.2011.11.015.

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34

Palagina, І. А., and M. Ya Kudria. "Assessment of toxicity and mechanism of the drug (camphoric acid derivative) effect on the organism." Environment & Health, no. 1 (102) (February 2022): 20–30. http://dx.doi.org/10.32402/dovkil2022.01.020.

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The drugs, their active ingredients under conditions of manufacture and pharmaceutical waste at the ingress in the environment can be hazardous to the human health. The toxicological examination enables to predict the risk of their adverse effects on the organism with a determination of the prior criteria of hazard. Objectives: We defined the probable toxic effects and the mechanism of their formation under various conditions of the exposure of the original anti-diabetic drug based on a camphoric acid derivative (Diacamph - DCMPh) under various conditions of its exposure. Methods: The peculiar

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35

Tan, Qitao, Daliang Li, Hongli Bao, Yunying Wang, Jiwu Wen, and Tianpa You. "A Convenient Preparation of Enantiopure endo‐2‐Hydroxyepicamphor and endo‐3‐Hydroxycamphor from Camphoric Acid." Synthetic Communications 34, no. 16 (2004): 2945–50. http://dx.doi.org/10.1081/scc-200026645.

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36

Li, L., S. Chen, Y. J. Ning, Y. Bai, and D. B. Dang. "Ionothermal synthesis of two chiral three-dimensional metal-organic frameworks based on D-camphoric acid." Russian Journal of Coordination Chemistry 40, no. 12 (2014): 904–10. http://dx.doi.org/10.1134/s1070328414120082.

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37

Nakata, Satoshi, Yuko Hayashima, and Toshio Ishii. "Self-motion of a camphoric acid boat as a function of pH of aqueous solutions." Colloids and Surfaces A: Physicochemical and Engineering Aspects 182, no. 1-3 (2001): 231–38. http://dx.doi.org/10.1016/s0927-7757(00)00833-5.

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38

Chernyshov, Vladimir V., Olga I. Yarovaya, Dmitry S. Fadeev, et al. "Single-stage synthesis of heterocyclic alkaloid-like compounds from (+)-camphoric acid and their antiviral activity." Molecular Diversity 24, no. 1 (2019): 61–67. http://dx.doi.org/10.1007/s11030-019-09932-9.

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39

Li, L., S. Chen, Y. J. Ning, Y. Bai, and D. B. Dang. "Ionothermal Synthesis of Two Chiral Three-Dimensional Metal-Organic Frameworks Based on D-Camphoric Acid." Координационная химия 40, no. 12 (2014): 734–40. http://dx.doi.org/10.7868/s0132344x14120081.

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40

Murtinho, Dina, Camila H. Ogihara, and M. Elisa Silva Serra. "ChemInform Abstract: Novel Tridentate Ligands Derived from (+)-Camphoric Acid for Enantioselective Ethylation of Aromatic Aldehydes." ChemInform 47, no. 11 (2016): no. http://dx.doi.org/10.1002/chin.201611026.

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41

Murtinho, Dina, M. Elisa Silva Serra, and A. M. d'A Rocha Gonsalves. "ChemInform Abstract: Enantioselective Ethylation of Aldehydes with 1,3-N-Donor Ligands Derived from (+)-Camphoric Acid." ChemInform 41, no. 28 (2010): no. http://dx.doi.org/10.1002/chin.201028062.

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42

Kovalenko, Sergiy M., Irina S. Konovalova, Sergiy I. Merzlikin, Vladimir P. Chuev, and Dmitry V. Kravchenko. "(1R,3S)-3-(1H-Benzo[d]imidazol-2-yl)-1,2,2-trimethylcyclopentane-1-carboxylic acid as a new anti-diabetic active pharmaceutical ingredient." Acta Crystallographica Section E Crystallographic Communications 76, no. 9 (2020): 1407–11. http://dx.doi.org/10.1107/s2056989020010439.

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The chiral title compound, C16H20N2O2, which can be used for producing active pharmaceutical ingredients for treatment of type 2 pancreatic diabetes and other pathologies dependent on insulin resistance, was prepared from (1R,3S)-camphoric acid and o-phenylenediamine. It crystallized from an ethanol solution in the chiral monoclinic P21 space group. The five-membered ring adopts a twisted conformation with the methyl-substituted C atoms displaced by −0.273 (5) and 0.407 (5) Å from the mean plane through the other three atoms. In the crystal, molecules are linked by O—H...N hydrogen bonds, form

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43

Mohan, M. L. N. Madhu, and Kaushik Pal. "Camphoric acid based ferroelectric hydrogen bonded liquid crystalline materials integration further dielectric relaxations and novel applications." Journal of Molecular Structure 1232 (May 2021): 130022. http://dx.doi.org/10.1016/j.molstruc.2021.130022.

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44

Ma, Ya-Ru, Dong-Xue Wang, Yue-Hua Cong, et al. "Synthesis and properties of cholesteric liquid crystal elastomers with selective reflection centred on D(+)-camphoric acid." Liquid Crystals 47, no. 11 (2020): 1591–603. http://dx.doi.org/10.1080/02678292.2020.1751319.

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45

Balasubramaniam, Revathi, Philip J. Cox, Christopher G. Simpson, and James L. Wardell. "Camphoric acid derivatives as components of glass systems: the structure of 3-methyl (1R,3S)-(+)-camphorate." International Journal of Pharmaceutics 175, no. 1 (1998): 25–32. http://dx.doi.org/10.1016/s0378-5173(98)00241-5.

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46

Stöhr, Fabian, Niclas Kulhanek, Jonathan Becker, Richard Göttlich, and Siegfried Schindler. "Reactivity of Copper(I) Complexes Containing Ligands Derived from (1 S ,3 R )‐Camphoric Acid with Dioxygen." European Journal of Inorganic Chemistry 2021, no. 22 (2021): 2079–88. http://dx.doi.org/10.1002/ejic.202100187.

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47

Yarovaya, O. I., D. V. Baranova, A. S. Sokolova, et al. "Synthesis of N-heterocyclic amides based on (+)-camphoric acid and study of their antiviral activity and pharmacokinetics." Russian Chemical Bulletin 72, no. 3 (2023): 807–18. http://dx.doi.org/10.1007/s11172-023-3845-9.

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48

Su, Kongzhao, Feilong Jiang, Jinjie Qian, et al. "Bridging different Co4–calix[4]arene building blocks into grids, cages and 2D polymers with chiral camphoric acid." CrystEngComm 17, no. 8 (2015): 1750–53. http://dx.doi.org/10.1039/c4ce02186j.

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49

Monzón, Diego M., Juan Manuel Betancort, Tomás Martín, Miguel Ángel Ramírez, Víctor S. Martín, and David Díaz Díaz. "Intramolecular Nicholas Reaction Enables the Stereoselective Synthesis of Strained Cyclooctynes." Molecules 26, no. 6 (2021): 1629. http://dx.doi.org/10.3390/molecules26061629.

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Cyclic products can be obtained through the intramolecular version of the Nicholas reaction, which requires having the nucleophile connected to the alkyne unit. Here, we report the synthesis of 1-oxa-3-cyclooctynes starting from commercially available (1R,3S)-camphoric acid. The strategy is based on the initial preparation of propargylic alcohols, complexation of the triple bond with Co2(CO)8, and treatment with BF3·Et2O to induce an intramolecular Nicholas reaction with the free hydroxyl group as nucleophile. Finally, oxidative deprotection of the alkyne afforded the cyclooctynes in good yiel

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50

Bisht, Kamal Kumar, Priyank Patel, Yadagiri Rachuri, and Suresh Eringathodi. "Binary co-crystals of the active pharmaceutical ingredient 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene and camphoric acid." Acta Crystallographica Section B Structural Science, Crystal Engineering and Materials 70, no. 1 (2014): 63–71. http://dx.doi.org/10.1107/s2052520613031260.

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Co-crystals comprising the active pharmaceutical ingredient 1,4-bis(4-pyridyl)-2,3-diaza-1,3-butadiene, C12H10N4, and the chiral co-formers (+)-, (−)- and (rac)-camphoric acid (cam), C10H16O4, have been synthesized. Two different stoichiometries of the API and co-former are obtained, namely 1:1 and 3:2. Crystallization experiments suggest that the 3:2 co-crystal is kinetically favoured over the 1:1 co-crystal. Single-crystal X-ray diffraction analysis of the co-crystals reveals N—H...O hydrogen bonding as the primary driving force for crystallization of the supramolecular structures. The 1:1 c

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