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56915

Sigma-Aldrich

Indazole-3-carboxylic acid

≥97.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C8H6N2O2
CAS Number:
Molecular Weight:
162.15
Beilstein:
6354
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97.0% (HPLC)

form

powder

color

beige

mp

266-270 °C (dec.)

SMILES string

OC(=O)c1n[nH]c2ccccc12

InChI

1S/C8H6N2O2/c11-8(12)7-5-3-1-2-4-6(5)9-10-7/h1-4H,(H,9,10)(H,11,12)

InChI key

BHXVYTQDWMQVBI-UHFFFAOYSA-N

Application

Indazole-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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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P Khanna et al.
Biochemistry, 40(5), 1441-1450 (2001-02-15)
N-Methyltryptophan oxidase (MTOX) is a flavoenzyme that catalyzes the oxidative demethylation of N-methyl-L-tryptophan and other N-methyl amino acids, including sarcosine, which is a poor substrate. The Escherichia coli gene encoding MTOX (solA) was isolated on the basis of its sequence
Basic and applied research in the study of indazole carboxylic acids.
B Silvestrini
Chemotherapy, 27 Suppl 2, 9-20 (1981-01-01)
"Convenient Synthesis of N-(2, 2-Dimethyl-1, 3-dioxan-5-yl)-1 H-indazole-3-carboxamide, the Intermediate of 5-HT3 Receptor Antagonist"
Morie T, et al.
Synthetic Communications, 27(4), 559-566 (1997)
Energy-linked condensed-orthodox ultrastructural transformations in mitochondria.
C R Hackenbrock
Chemotherapy, 27 Suppl 2, 21-26 (1981-01-01)
Andreas Schmidt et al.
Physical chemistry chemical physics : PCCP, 11(2), 341-348 (2008-12-18)
Indazolium-3-carboxylate is a molecule that can be found as the nucleus of several pseudo-cross-conjugated mesomeric betaines, such as the alkaloid nigellicine. From a chemical point of view, one of the more interesting properties of this class of molecules is the

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