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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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Per Ole M Gundersen et al.
Drug testing and analysis, 11(1), 51-67 (2018-07-12)
Synthetic cannabinoids are one of the most significant groups within the category new psychoactive substances (NPS) and in recent years new compounds have continuously been introduced to the market of recreational drugs. A sensitive and quantitative screening method in urine
"Synthesis and biochemical evaluation of tritium-labeled 1-methyl-N-(8-methyl-8-azabicyclo[3.2.1]oct-3-yl)-1H-indazole-3-carboxamide,a useful radioligand for 5HT3 receptors"
Robertson.WD, et al.
Journal of Medicinal Chemistry, 33(12), 3176-3181 (1990)
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
"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)
Basic and applied research in the study of indazole carboxylic acids.
B Silvestrini
Chemotherapy, 27 Suppl 2, 9-20 (1981-01-01)

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