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Journal articles on the topic 'Indole-3-carboxylic acids'

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Published: 2 June 2025

Last updated: 31 July 2025

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1

Lynch, Daniel E., Tariq Latif, Graham Smith, Karl A. Byriel, Colin H. L. Kennard, and Simon Parsons. "Molecular Cocrystals of Carboxylic Acids. XXXI Adducts of 2-Aminopyrimidine and 3-Amino-1,2,4-triazole with Heterocyclic Carboxylic Acids." Australian Journal of Chemistry 51, no. 5 (1998): 403. http://dx.doi.org/10.1071/c97201.

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A series of molecular adducts of 2-aminopyrimidine and 3-amino-1,2,4-triazole with heterocyclic carboxylic acids have been prepared and characterized by using X-ray powder diffraction and in four cases by single-crystal X-ray diffraction methods. These four compounds are the (1 : 1) adducts of 2-aminopyrimidine with indole-3-acetic acid [(C4H5N3)(C10H9NO2)], N-methylpyrrole-2-carboxylic acid [(C4H5N3)(C6H7NO2)] and thiophen-2-carboxylic acid [(C4H5N3)(C5H4O2S)], and the (1 : 1) adduct of 3-amino-1,2,4-triazole with thiophen-2-carboxylic acid [(C2H4N4)(C5H4O2S)]. Other compounds described are t

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2

Buttery, Cheryl D., Richard G. Jones, and David W. Knight. "Homologation of Indole-3-carboxylic Acids and Amides." Synlett 1991, no. 04 (1991): 315–16. http://dx.doi.org/10.1055/s-1991-20713.

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3

Buttery, Cheryl D., Richard G. Jones, and David W. Knight. "Homologation of Indole-3-carboxylic Acids and Amides." Synlett 1991, no. 05 (1991): 315–16. http://dx.doi.org/10.1055/s-1991-34725.

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4

Kim, Youseung, Ho Joon Song, Min Yi Kim, Soon Bang Kang, and Bong Young Chung. "Synthesis of Indole-fused 4-Pyridone-3-carboxylic Acids." HETEROCYCLES 48, no. 1 (1998): 103. http://dx.doi.org/10.3987/com-97-8018.

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5

Laronze, Marie, Jean-Yves Laronze, Csaba Nemes, and Janos Sapi. "Oxidative Transformation of Indole-3-acetonitrile Derivatives into the Corresponding Indole-3-carboxylic Acids." European Journal of Organic Chemistry 1999, no. 9 (1999): 2285–91. http://dx.doi.org/10.1002/(sici)1099-0690(199909)1999:9<2285::aid-ejoc2285>3.0.co;2-n.

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6

Shao, Zhuzhou, Lubin Xu, Liang Wang, Hongtao Wei, and Jian Xiao. "Catalyst-free tandem Michael addition/decarboxylation of (thio)coumarin-3-carboxylic acids with indoles: facile synthesis of indole-3-substituted 3,4-dihydro(thio)coumarins." Org. Biomol. Chem. 12, no. 14 (2014): 2185–88. http://dx.doi.org/10.1039/c3ob42582g.

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The tandem Michael addition/decarboxylation of (thio)-coumarin-3-carboxylic acids with indoles gives biologically important indole-3-substituted dihydrocoumarins in good to excellent yields under catalyst-free conditions.

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7

Silvestri, R., M. Artico, B. Bruno, et al. "Synthesis and Biological Evaluation of 5H-Indolo [3,2-b][1,5]Benzothiazepine Derivatives, Designed as Conformationally Constrained Analogues of the Human Immunodeficiency Virus Type 1 Reverse Transcriptase Inhibitor L-737,126." Antiviral Chemistry and Chemotherapy 9, no. 2 (1998): 139–48. http://dx.doi.org/10.1177/095632029800900205.

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In the presence of sodium hydride, reaction of aryldisulphides with ethyl esters of indole-2-carboxylic acids furnished ethyl 3-arylthioindole-2-carboxy-lates, which were cyclized intramolecularly to afford 5 H-indolo[3,2-b][1,5]benzothiazepin-6(7 H)-ones or hydrolysed in alkaline medium to give 3-arylthioindole-2-carboxylic acids. These acids, also obtained by the action of aryldisulphides on indole-2-carboxylic acids, afforded tetracyclic 5 H-indolo [3,2-b][1,5]benzothiazepin-6(7 H)-ones upon treatment with EDCI–DMAP. Transformation of cyclic sulphides into the required sulphones was achieve

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8

Piu, Paola, Vittorio Leoni, M. Antonietta Zoroddu, Gavina Manca, Salvatore Deiana та Carlo Gessa. "Coordination of metal ions by indolic acids. Complexes of indole-3-carboxylic, indole-3-acetic, indole-3-β-acrylic, indole-N-acetic and indole-N-methyl-2-carboxylic acids with some divalent metal ions". Transition Metal Chemistry 17, № 4 (1992): 283–86. http://dx.doi.org/10.1007/bf02910889.

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9

Lynch,, Daniel E., Graham Smith, Karl A. Byriel,, Colin H. L. Kennard,, Johann Kwiatkowski, and Andrew K. Whittaker. "Molecular Cocrystals of Carboxylic Acids. XXVII An Investigation into the Use of Triphenylphosphine Oxide Cocrystals for Non-Linear Optics: the Crystal Structure of the Adduct of Triphenylphosphine Oxide with N-Methylpyrrole-2-carboxylic Acid." Australian Journal of Chemistry 50, no. 12 (1997): 1191. http://dx.doi.org/10.1071/c97113.

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Four adducts of triphenylphosphine oxide with aromatic carboxylic acids have been synthesized and tested for second-order non-linear optical properties. These were with N-methylpyrrole-2-carboxylic acid (1), indole-2-carboxylic acid (2), 3-dimethylaminobenzoic acid (3), and thiophen-2-carboxylic acid (4). Compound (1) produced clear, colourless crystals (space group P 212121 with a 9·892(1), b 14·033(1), c 15·305(1) Å, Z 4) which allowed the structure to be determined by X-ray diffraction.

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10

Purwono, Bambang, Naresh Kumar, and David StC Black. "Approaches to calix[3]indoles from activated indole carboxylic acids." Arkivoc 2022, no. 4 (2021): 6–23. http://dx.doi.org/10.24820/ark.5550190.p011.637.

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11

Purwono, Bambang, Naresh Kumar, and David StC Black. "Approaches to calix[3]indoles from activated indole carboxylic acids." Arkivoc 2022, no. 4 (2021): 6–23. http://dx.doi.org/10.24820/ark.5550190.p011.637.

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12

Chen, Xia, and Xiao-Yu Zhou. "Decarboxylation of indole-3-carboxylic acids under metal-free conditions." Synthetic Communications 50, no. 6 (2020): 805–12. http://dx.doi.org/10.1080/00397911.2019.1703137.

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13

BUTTERY, C. D., R. G. JONES, and D. W. KNIGHT. "ChemInform Abstract: Homologation of Indole-3-carboxylic Acids and Amides." ChemInform 23, no. 5 (2010): no. http://dx.doi.org/10.1002/chin.199205175.

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14

Kraľovičová, Eva, Alžbeta Krutošíková, and Jaroslav Kováč. "Preparation and reactions of thieno[3,2-b]furan derivatives." Collection of Czechoslovak Chemical Communications 51, no. 8 (1986): 1685–91. http://dx.doi.org/10.1135/cccc19861685.

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Reactions of 3-(5-aryl-2-furyl)propenoic, 3-(2-benzo[b]furyl)propenoic and 3-(5-ethoxycarbonyl-4H-furo[3,2-b]-2-pyrrolyl)propenoic acids with thionyl chloride in the presence of triethylbenzylammonium chloride were investigated. The obtained 2-arylthieno[3,2-b]-furan-5-carboxylic acid chlorides Ia - Ic and 3-chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride afforded in substitution nucleophilic reactions the corresponding esters V and carboxylic acids VI which were decarboxylated to VII. 3-Chlorothieno[3,2-b]benzo[b]furan-2-carboxylic acid chloride (Id), 6-ethoxycarbonyl-3-chlorothie

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15

Laronze, Marie, Jean-Yves Laronze, Csaba Nemes, and Janos Sapi. "ChemInform Abstract: Oxidative Transformation of Indole-3-acetonitrile Derivatives into the Corresponding Indole-3-carboxylic Acids." ChemInform 30, no. 51 (2010): no. http://dx.doi.org/10.1002/chin.199951120.

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16

Black, DS, GB Deacon, and GL Edwards. "Synthesis of 7-Substituted Indoles as Potential Ligand Precursors." Australian Journal of Chemistry 44, no. 12 (1991): 1771. http://dx.doi.org/10.1071/ch9911771.

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Some 7-(pyridin-2′'-yl)- and 7-(pyrazol-1′-yl)-indole-2-carboxylic esters (14)-(16) and the related acids (17) and (18) have been synthesized through the Fischer indole cyclizations of the ethyl pyruvate hydrazones (9)-(12), which were in turn derived from the ortho -functionalized anilines (5)-(8) by diazotization and coupling with ethyl 2-methyl-3-oxobutanoate (the Japp-Klingemann reaction).

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17

SONG, H. J., M. Y. KIM, S. B. KANG, B. Y. CHUNG, and Y. KIM. "ChemInform Abstract: Synthesis of Indole-Fused 4-Pyridone-3-carboxylic Acids." ChemInform 29, no. 23 (2010): no. http://dx.doi.org/10.1002/chin.199823148.

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18

Ganga Reddy, G., S. Ramakrishna Reddy, Ch Venkata Ramana Reddy, E. Laxminarayana, and B. Srinivasa Reddy. "Synthesis, Characterization and Molecular Docking Studies of 5-Chloro-1-(1H-indole-2-yl)-3-methyl-4,5-dihydro-1H-pyrazole-4-carboxylic Acids." Asian Journal of Chemistry 34, no. 7 (2022): 1639–43. http://dx.doi.org/10.14233/ajchem.2022.23610.

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A series of new 5-chloro-1-(1H-indole-2-yl)-3-methyl-4,5-dihydro-1H-pyrazole-4-carbxylic acids (5a-c) was synthesized. For the synthesis of these compounds, the 1H-indole-2-carboxylic acids (1a-c) were used as core compound. The synthetic route leading to the title compounds is summarized in Scheme-I. The chemical structures of all intermediates and products were confirmed by their IR, 1H and 13C NMR, mass spectral data and elemental analysis. The molecular docking studies of title compounds was carried out to predict the binding interactions with target protein EGFR.

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19

Lynch, Daniel E., Graham Smith, Karl A. Byriel, and Colin H. L. Kennard. "Designing Linear Hydrogen-Bonded Arrays by Using Substituted Charge-Transfer Complexes. The Crystal Structure of the 1 : 1 Adduct of Indole-2-carboxylic Acid with 3,5-Dinitrobenzoic Acid." Australian Journal of Chemistry 51, no. 11 (1998): 1019. http://dx.doi.org/10.1071/c98119.

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Five adducts consisting of carboxylic acid-substituted indoles with nitro-substituted benzoic acids have been synthesized and tested for second-order non-linear optical properties. These were indole-2-carboxylic acid with 2,4-dinitrobenzoic acid (1), 3,5-dinitrobenzoic acid (2), and 2,4,6-trinitrobenzoic acid (3), and indole-3-acetic acid with 3,5-dinitrobenzoic acid (4), and 2,4,6-trinitrobenzoic acid (5). Compound (2) produced clear, yellow crystals (space group P -1 with a 6·8400(7), b 15·150(2), c 16·097(2) Å, α 84·911(9), β 87·088(10), γ 77·865(9)°, Z 4) which allowed the structure to be

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20

Erre, L. Strinna, G. Micera, P. Piu, A. Pusino, and F. Cariati. "COORDINATION OF METAL IONS BY INDOLIC ACIDS. COPPER(II) COMPLEXES OF INDOLE-3-CARBOXYLIC, -5-CARBOXYLIC, -N-ACETIC, ANDN-METHYLINDOLE-2-CARBOXYLIC ACIDS." Journal of Coordination Chemistry 14, no. 3 (1986): 209–14. http://dx.doi.org/10.1080/00958978608073909.

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21

Pidugu, Lakshmi S., Hardler W. Servius, Spiridon E. Sevdalis, et al. "Characterizing inhibitors of human AP endonuclease 1." PLOS ONE 18, no. 1 (2023): e0280526. http://dx.doi.org/10.1371/journal.pone.0280526.

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AP endonuclease 1 (APE1) processes DNA lesions including apurinic/apyrimidinic sites and 3´-blocking groups, mediating base excision repair and single strand break repair. Much effort has focused on developing specific inhibitors of APE1, which could have important applications in basic research and potentially lead to clinical anticancer agents. We used structural, biophysical, and biochemical methods to characterize several reported inhibitors, including 7-nitroindole-2-carboxylic acid (CRT0044876), given its small size, reported potency, and widespread use for studying APE1. Intriguingly, N

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22

Vasin, Andrey G., Lyubov G. Dezhenkova, Ivan V. Ivanov, Alexander M. Scherbakov, and Andrey E. Shchekotikhin. "Synthesis and antiproliferative activity of salicylidenehydrazones based on indole-2(3)-carboxylic acids." Chemistry of Heterocyclic Compounds 56, no. 6 (2020): 734–40. http://dx.doi.org/10.1007/s10593-020-02724-2.

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23

Lynch, Daniel E., Niraj Mistry, Graham Smith, Karl A. Byriel, and Colin H. L. Kennard. "Molecular Cocrystals of Carboxylic Acids. XXXIII The Crystal Structure of the 1 : 1 Adduct of Indole-2-carboxylic Acid with 5-Nitroquinoline." Australian Journal of Chemistry 51, no. 9 (1998): 813. http://dx.doi.org/10.1071/c98099.

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The molecular adducts of indole-3-acetic acid (iaa) and indole-2-carboxylic acid (ica) with 5-nitroquinoline (nq), [(iaa)(nq)2] (1) and [(ica)(nq)] (2), have been prepared and characterized by X-ray diffraction and spectroscopic methods. Both examples involve charge transfer as well as a network of hydrogen-bonding interactions. Thin films of compound (2), and other similar adduct complexes of ica, can be prepared by thermal evaporation techniques and in this form exhibit a weak second-order non-linear optical signal. However, these films display poor optical quality and, without improvement,

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24

Sweed, Ayman M. K., Mathias O. Senge, Sanaa M. Sh Atta, Dalia S. Farrag, Abdel-Rahman H. Abdel-Rahman, and Yasser M. Shaker. "Synthesis of amphiphilic meso-tetrasubstituted porphyrin-L-amino acid and -heterocyclic conjugates based on m-THPP." Journal of Porphyrins and Phthalocyanines 22, no. 11 (2018): 997–1009. http://dx.doi.org/10.1142/s1088424618500979.

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Two series of amphiphilic meso-tetrasubstituted porphyrin conjugates based on 5,10,15,20-tetrakis(3-hydroxyphenyl)porphyrin ([Formula: see text]-THPP) covalently linked to L-amino acids and heterocycles were synthesized efficiently in the context of a program targeting new photosensitizers for PDT. 5,10,15-Tris(3-hydroxyphenyl)-20-(3-oxyacetic acid)phenyl]porphyrin and the respective trihexyl ether derivatives were conjugated with polar and non-polar natural L-amino acids such as glycine, L-proline, and L-tyrosine via an amide bond linker using [Formula: see text]-tetramethyl-[Formula: see tex

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25

Manohong, Preeyanuch, Nilubon Sornkaew, Krai Meemon, et al. "Isolation of 3-(Hydroxyacetyl)indole and Indole-3-carboxylic acid from Red Alga Halymenia durvillei: Their Anti-lung Cancer Cell and in vivo Anti-aging Activity." Asian Journal of Chemistry 33, no. 4 (2021): 775–80. http://dx.doi.org/10.14233/ajchem.2021.23051.

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This study aimed to evaluate the bioactivity and phytochemical investigation in red algae Halymenia durvillei. The polarity based solvent partition (hexane, ethyl acetate, butanol and water) of H. durvillei ethanolic crude were used for characterization. The present results of the ethyl acetate extract of red alga H. durvillei generated a 3-(hydroxyacetyl)indole (1), indole-3-carboxylic acid (2) as well as two fatty acids viz. palmitic acid (3) and α-linoleic acid (4). The viability against lung cancer cells of compounds 1 and 2 showed moderate activities against the A549 cell line with inhibi

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Liu, Chun-Yan, Xia Chen, Hai-Long Liu, Nan Wang, and Xiao-Yu Zhou. "tert-Butyl Hypochlorite: A Reagent for the Synthesis of Chlorinated Oxindole and Indole Derivatives." Molecules 30, no. 1 (2024): 102. https://doi.org/10.3390/molecules30010102.

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tert-Butyl hypochlorite was employed as a versatile reagent for chlorooxidation of indoles, chlorination of 2-oxindoles, and decarboxylative chlorination of the indole-2-carboxylic acids. Four types of products including 2-chloro-3-oxindoles, 2,2-dichloro-3-oxindoles, 3,3-dichloro-2-oxindoles, and 2,3-dichloroindoles could be selectively obtained in moderate to excellent yields by switching the substrates. Various synthetically useful functional groups, such as halogen atoms, cyano, nitro, and methoxycarbonyl groups, remain intact during the reactions. Notable features of the approach include

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27

Buttery, Cheryl D., Richard G. Jones та David W. Knight. "Preparation of 2,3-disubstituted indoles from indole-3-carboxylic acids and amides by α-deprotonation". J. Chem. Soc., Perkin Trans. 1, № 13 (1993): 1425–31. http://dx.doi.org/10.1039/p19930001425.

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28

Zhang, Zhi-Wei, Hong Xue, Hailing Li, et al. "Collective Synthesis of 3-Acylindoles, Indole-3-carboxylic Esters, Indole-3-sulfinic Acids, and 3-(Methylsulfonyl)indoles from Free (N–H) Indoles via Common N-Indolyl Triethylborate." Organic Letters 18, no. 15 (2016): 3918–21. http://dx.doi.org/10.1021/acs.orglett.6b01970.

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29

Liu, Meng, Jie Huang, Dong-Xing Chen, and Cheng Jiang. "Identification of indole-3-carboxylic acids as non-ATP-competitive Polo-like kinase 1 (Plk1) inhibitors." Bioorganic & Medicinal Chemistry Letters 25, no. 3 (2015): 431–34. http://dx.doi.org/10.1016/j.bmcl.2014.12.060.

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30

Hikawa, Hidemasa, Fumiya Kotaki, Shoko Kikkawa, and Isao Azumaya. "Gold(III)-Catalyzed Decarboxylative C3-Benzylation of Indole-3-carboxylic Acids with Benzylic Alcohols in Water." Journal of Organic Chemistry 84, no. 4 (2019): 1972–79. http://dx.doi.org/10.1021/acs.joc.8b02947.

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31

Ruxer, J. M., C. Lachoux, J. B. Ousset, J. L. Torregrosa, and G. Mattioda. "Synthesis of 1,4-dihydro-4-oxopyridazino[1,6-a]indole-3-carboxylic acids and 1,4-dihydro-4-oxopyrido[3′,2′:4,5]pyrrolo[1,2-b]-pyridazine-3-carboxylic acids as potential antibacterial agents." Journal of Heterocyclic Chemistry 31, no. 6 (1994): 1561–68. http://dx.doi.org/10.1002/jhet.5570310648.

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32

Yang, Shuang, Tianqi Zhang, Pei Yao, Rui Li, and Jing Li. "Nitrilases NIT1/2/3 Positively Regulate Resistance to Pseudomonas syringae pv. tomato DC3000 Through Glucosinolate Metabolism in Arabidopsis." International Journal of Molecular Sciences 25, no. 23 (2024): 12895. https://doi.org/10.3390/ijms252312895.

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Nitrilases, found to have a common presence in the plant kingdom, are capable of converting nitriles into their corresponding carboxylic acids through hydrolysis. In Arabidopsis, the nitrilases NIT1, NIT2, and NIT3 catalyze the formation of indole-3-acetonitrile (IAN) into indole-3-acetic acid (IAA). Notably, IAN can originate from the breakdown products of indole glucosinolates. Glucosinolates, which are plant secondary metabolites commonly found in cruciferous plants, and their breakdown products, are crucial for plant defense against pathogens. In our study, we found that nitrilases positiv

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33

BUTTERY, C. D., J. G. JONES та D. W. KNIGHT. "ChemInform Abstract: Preparation of 2,3-Disubstituted Indoles from Indole-3-carboxylic Acids and Amides by α-Deprotonation." ChemInform 24, № 45 (2010): no. http://dx.doi.org/10.1002/chin.199345192.

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34

REKHTER, M. A. "ChemInform Abstract: Rearrangement of 1-(2-Oxoalkyl(aryl))indole-2,3-diones into 2- Acylindolyl-3-carboxylic Acids." ChemInform 25, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.199408091.

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RUXER, J. M., C. LACHOUX, J. B. OUSSET, J. L. TORREGROSA, and G. MATTIODA. "ChemInform Abstract: Synthesis of 1,4-Dihydro-4-oxopyridazino(1,6-a)indole-3-carboxylic Acids and 1,4-Dihydro-4-oxopyrido(3′,2′:4,5)pyrrolo(1,2-b)pyridazine-3- carboxylic Acids as Potential Antibacterial Agents." ChemInform 26, no. 24 (2010): no. http://dx.doi.org/10.1002/chin.199524144.

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Smith, Graham, and Urs D. Wermuth. "Hydrogen-Bonding in the Structures of the Hydrated Proton-Transfer Compounds of Isonipecotamide with the Isomeric Indole-2- and Indole-3-Carboxylic Acids." Journal of Chemical Crystallography 41, no. 12 (2011): 1850–54. http://dx.doi.org/10.1007/s10870-011-0186-4.

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37

Kryshchyshyn-Dylevych, Anna, Myroslav Garazd, Andrew Karkhut, Sviatoslav Polovkovych, and Roman Lesyk. "Synthesis and anticancer activity evaluation of 3-(4-oxo-2-thioxothiazolidin-5-yl)-1H-indole-carboxylic acids derivatives." Synthetic Communications 50, no. 18 (2020): 2830–38. http://dx.doi.org/10.1080/00397911.2020.1786124.

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38

Higuchi, Yuki, Tsuyoshi Mita, and Yoshihiro Sato. "Palladium-Catalyzed Intramolecular Arylative Carboxylation of Allenes with CO2 for the Construction of 3-Substituted Indole-2-carboxylic Acids." Organic Letters 19, no. 10 (2017): 2710–13. http://dx.doi.org/10.1021/acs.orglett.7b01055.

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39

Palluotto, Fausta, Angelo Carotti, Giovanni Casini, et al. "Synthesis and antibacterial activity of 2-aryl-2,5-dihydro-3(3H)-oxo-pyridazino[4,3-b]indole-4-carboxylic acids." Il Farmaco 54, no. 3 (1999): 191–94. http://dx.doi.org/10.1016/s0014-827x(99)00021-x.

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40

Tulichala, R. N. Prasad, Mallepalli Shankar, and K. C. Kumara Swamy. "Palladium-Catalyzed Decarboxylative ortho-Amidation of Indole-3-carboxylic Acids with Isothiocyanates Using Carboxyl as a Deciduous Directing Group." Journal of Organic Chemistry 83, no. 8 (2018): 4375–83. http://dx.doi.org/10.1021/acs.joc.8b00042.

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41

Ivachtchenko, A. V., P. M. Yamanushkin, O. D. Mitkin, et al. "Synthesis and Antiviral Activity of Substituted Ethyl-2-Aminomethyl-5-Hydroxy-1H-Indole-3-Carboxylic Acids and Their Derivatives." Pharmaceutical Chemistry Journal 49, no. 3 (2015): 151–62. http://dx.doi.org/10.1007/s11094-015-1244-6.

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42

Revelou, Panagiota-Kyriaki, Maroula G. Kokotou, and Violetta Constantinou-Kokotou. "Identification of Auxin Metabolites in Brassicaceae by Ultra-Performance Liquid Chromatography Coupled with High-Resolution Mass Spectrometry." Molecules 24, no. 14 (2019): 2615. http://dx.doi.org/10.3390/molecules24142615.

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Auxins are signaling molecules involved in multiple stages of plant growth and development. The levels of the most important auxin, indole-3-acetic acid (IAA), are regulated by the formation of amide and ester conjugates with amino acids and sugars. In this work, IAA and IAA amide conjugates with amino acids bearing a free carboxylic group or a methyl ester group, along with some selected IAA metabolites, were studied in positive and negative electrospray ionization (ESI) modes, utilizing high-resolution mass spectrometry (HRMS) as a tool for their structural analysis. HRMS/MS spectra revealed

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43

Baron, Bruce M., Robert J. Cregge, Robert A. Farr, et al. "CoMFA, Synthesis, and Pharmacological Evaluation of (E)-3-(2-Carboxy-2-arylvinyl)-4,6-dichloro-1H-indole-2-carboxylic Acids: 3-[2-(3-Aminophenyl)-2-carboxyvinyl]-4,6-dichloro-1H-indole-2-carboxylic Acid, a Potent Selective Glycine-Site NMDA Receptor Antagonist†." Journal of Medicinal Chemistry 48, no. 4 (2005): 995–1018. http://dx.doi.org/10.1021/jm0491849.

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Singh, Amanjot, Raman K. Verma, Anurag Kuhad, and Rajiv Mall. "Novel indole-2-carboxylic acid linked 3-phenyl-2-alkoxy propanoic acids: Synthesis, molecular docking and in vivo antidiabetic studies." Medicinal Chemistry Research 26, no. 4 (2017): 745–59. http://dx.doi.org/10.1007/s00044-017-1791-3.

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Lynch, DE, G. Smith, KA Byriel, and CHL Kennard. "Molecular Cocrystals of Carboxylic Acids. I. The Crystal Structures of the Adducts of Indole-3-acetic-Acid With Pyridin-2(1H)-one, 3,5-Dinitrobenzoic Acid and 1,3,5-Trinitrobenzene." Australian Journal of Chemistry 44, no. 6 (1991): 809. http://dx.doi.org/10.1071/ch9910809.

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Three molecular cocrystal adducts of the plant hormone indole-3-acetic acid ( iaa ) have been prepared and their structures determined by X-ray diffraction. They are indole-3-acetic acid-bis [pyridin-2(1H)-one] (1), indole-3-acetic acid-3,5-dinitrobenzoic acid (2) and indole-3-acetic acid-1,3,5-trinitrobenzene (3). Complexes (2) and (3), which may be prepared in a solid-state reaction, are orange and are structurally similar, having significant π-π indole -benzene ring interactions. However, the colourless complex (1) shows no π-π ring interactions. In complex (2), the 3,5-dinitrobenzoic acid

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Cross, Peter E., Roger P. Dickinson, M. John Parry, and Michael J. Randall. "Selective thromboxane synthetase inhibitors. 3. 1H-Imidazol-1-yl-substituted benzo[b]furan-, benzo[b]thiophene- and indole-2- and 3-carboxylic acids." Journal of Medicinal Chemistry 29, no. 9 (1986): 1637–43. http://dx.doi.org/10.1021/jm00159a012.

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Zhukova, Natalya V., and Alena A. Entsova. "DIETHYL OXALATE AND ACETONE REACTION WITH SUBSEQUENT INTERACTION WITH SUBSTITUTED 7-AMINOINDOLES." IZVESTIYA VYSSHIKH UCHEBNYKH ZAVEDENII KHIMIYA KHIMICHESKAYA TEKHNOLOGIYA 62, no. 12 (2019): 4–8. http://dx.doi.org/10.6060/ivkkt.20196212.6052.

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The study described in the article is a continuation of scientific research on the problem of finding convenient methods for the synthesis of nitrogen-containing heterocyclic compounds with biological activity. This article describes the synthesis of tricyclic nitrogen-containing substances based on the interaction of oxalic acid, acetone and sodium diethyl ether with subsequent introduction of 2,3-dimethyl- or 1,2,3-trimethyl-7-aminoindoles into the reaction system in the presence of acetic acid. The synthesis is carried out in two stages. Both stages are carried out under one-reactor synthes

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Palluotto, Fausta, Angelo Carotti, Giovanni Casini, et al. "ChemInform Abstract: Synthesis and Antibacterial Activity of 2-Aryl-2,5-dihydro-3(3H)-oxo-pyridazino[4,3-b]indole-4-carboxylic Acids." ChemInform 30, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199936177.

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Irikawa, Hajime, Yasuhiro Toyoda, Hiroaki Kumagai, and Yasuaki Okumura. "Isolation of Four 2,3,5,6,11,11b-Hexahydro-3-oxo-1H-indolizino[8,7-b]indole-5-carboxylic Acids fromClerodendron TrichotomumThunb and Properties of Their Derivatives." Bulletin of the Chemical Society of Japan 62, no. 3 (1989): 880–87. http://dx.doi.org/10.1246/bcsj.62.880.

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Swamy, K. C. Kumara, Mandala Anitha, G. Gangadhararao, and R. Rama Suresh. "Exploring allene chemistry using phosphorus-based allenes as scaffolds." Pure and Applied Chemistry 89, no. 3 (2017): 367–77. http://dx.doi.org/10.1515/pac-2016-0907.

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AbstractIn this paper, we review some of our results on cycloaddition and cyclization reactions of allenylphosphonates/and allenyl phosphine oxides. Thus nitro-substituted propargylic alcohols react with P(III)–Cl substrates to lead to unprecedented phosphono-benzazepines or -hydroxyindolinones. A similar reaction using a higher stoichiometry of P(III)–Cl precursor has led to the first observation of spontaneous resolution by crystallization in allene chemistry. In the reaction of these phosphorus based allenes with diphenyl isobenzofuran (DPBF), depending on the substituents, both [α, β] and

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