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Indazole-3-carboxylic acid

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Indazole-3-carboxylic acid manufacturers

  • 7-Hydroxygranisetron
  • 7-Hydroxygranisetron pictures
  • $1.00
  • 2026-09-12
  • CAS:4498-67-3
  • Min. Order: 1ASSAYS
  • Purity: 99%
  • Supply Ability: 1000kg
Indazole-3-carboxylic acid Basic information
Product Name:Indazole-3-carboxylic acid
Synonyms:1H-INDAZOL-3-CARBONIC ACID;1H-INDAZOLE-3-CARBONIC ACID;AKOS BB-9978;3-INDAZOLECARBOXYLIC ACID;3-CARBOXYINDAZOLE;ndazole-3-carboxylic acid;INDAZOLE-3-CARBOXYLIC ACID;3-Carboxy-1H-indazole
CAS:4498-67-3
MF:C8H6N2O2
MW:162.15
EINECS:224-794-5
Product Categories:Indoles and derivatives;pharmacetical;Carboxylic Acids;Organic acids;Acids and Derivatives;Heterocycles;(intermediate of granisetron);Indazoles;Indole Derivatives;Carboxylic Acids;Fused Ring Systems;Building Blocks;Heterocyclic Building Blocks;PHARMACEUTICAL INTERMEDIATES
Mol File:4498-67-3.mol
Indazole-3-carboxylic acid Structure
Indazole-3-carboxylic acid Chemical Properties
Melting point 266-270 °C (dec.)
Boiling point 443.7±18.0 °C(Predicted)
density 1.506±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka3.03±0.10(Predicted)
form powder
color beige
BRN 6354
InChIInChI=1S/C8H6N2O2/c11-8(12)7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H,9,10)(H,11,12)
InChIKeyBHXVYTQDWMQVBI-UHFFFAOYSA-N
SMILESN1C2=C(C=CC=C2)C(C(O)=O)=N1
CAS DataBase Reference4498-67-3(CAS DataBase Reference)
Safety Information
Hazard Codes Xn,Xi
Risk Statements 22-36-36/37/38
Safety Statements 26-36/37/39-22
WGK Germany 3
HazardClass IRRITANT
HS Code 29339900
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
MSDS Information
ProviderLanguage
SigmaAldrich English
Indazole-3-carboxylic acid Usage And Synthesis
Chemical Propertiesyellow crystal
UsesIndazole-3-carboxylic acid is indole derivatives useful in treatment of pain and inflammation
UsesIndazole-3-carboxylic acid may be used in the synthesis of the following:
  • N-(8-methyl-azabicyclo[3.2.11]oct-3-yl)-1H-indazole-3-carboxamide
  • N-(1- benzyl-4-methylhexahydro-1H-1,4-diazepin-6-yl)-1H-indazole-3-carboxamide
  • 1H-indazole-3-carboxamide
PreparationIndazole-3-carboxylic acids are prepared from the corresponding isatins via the von Auwers method[3].
ApplicationIndazole-3-carboxylic acid is a key synthetic intermediate for the preparation of various indazole derivatives. Its ester derivatives can react with hydrazine hydrate to form acylhydrazines, which in turn react with aldehydes and ketones to form hydrazones. It can act as a ligand to form coordination compounds with biochemical properties [1]. Furthermore, it can replace the traditional indazole-3-carboxylic acid methyl ester as a direct starting material for the synthesis of synthetic cannabinoids (SCs) and their metabolites [2].
Synthesis Reference(s)Journal of Heterocyclic Chemistry, 26, p. 531, 1989 DOI: 10.1002/jhet.5570260251
References[1] García-Valdivia, A. A., Jannus, F., García-García, A., Choquesillo-Lazarte, D., Fernández, B., Medina-O’donnell, M., Lupiáñez, J. A., Cepeda, J., Reyes-Zurita, F. J., & Rodríguez-Diéguez, A. (2021). Anti-cancer and anti-inflammatory activities of a new family of coordination compounds based on divalent transition metal ions and indazole-3-carboxylic acid. Journal of Inorganic Biochemistry, 215, Article 111308. https://doi.org/10.1016/j.jinorgbio.2020.111308
[2] Rautio, T., Connolly, M. J., Liu, H., Konradsson, P., Gréen, H., Dahlén, J., & Wu, X. (2024). Direct and selective alkylation of indazole-3-carboxylic acid for the preparation of synthetic cannabinoids and metabolites. Forensic Chemistry, 40, Article 100603. https://doi.org/10.1016/j.forc.2024.100603
[3] Buu-Hoi, N. P., Hoeffinger, J. P., & Jacquignon, P. (1964). Indazole-3-carboxylic acids and their derivatives. Journal of Heterocyclic Chemistry, 1 5, 239–241. https://doi.org/10.1002/jhet.5570010505
Tag:Indazole-3-carboxylic acid(4498-67-3) Related Product Information
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