1H-Indazole-3-carboxylic acid

Base Information

• Chemical Name: 1H-Indazole-3-carboxylic acid
• CAS No.: 4498-67-3
• Molecular Formula: C8H6N2O2
• Molecular Weight: 162.148
• Hs Code.: 29339900
• European Community (EC) Number: 224-794-5
• NSC Number: 520610
• UNII: Z1YOL9C0VN
• DSSTox Substance ID: DTXSID10196347
• Nikkaji Number: J205.870G
• Wikipedia: Indazolium-3-carboxylate
• ChEMBL ID: CHEMBL502057
• Mol file: 4498-67-3.mol

Synonyms:indazole-3-carboxylic acid

Chemical Property of 1H-Indazole-3-carboxylic acid

Chemical Property:

• Appearance/Colour: yellow crystal
• Vapor Pressure: 1.18E-08mmHg at 25°C
• Melting Point: 266-268 °C
• Refractive Index: 1.743
• Boiling Point: 443.7 °C at 760 mmHg
• PKA: 3.03±0.10(Predicted)
• Flash Point: 222.2 °C
• PSA: 65.98000
• Density: 1.506 g/cm³
• LogP: 1.26110
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 196

Purity/Quality:

99% ^*data from raw suppliers

1H-Indazole-3-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn
• Hazard Codes: Xn,Xi
• Statements: 22-36-36/37/38
• Safety Statements: 26-36/37/39-22

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NN2)C(=O)O
• Uses: Indazole-3-carboxylic acid is indole derivatives useful in treatment of pain and inflammation 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-carboxamideN-(1- benzyl-4-methylhexahydro-1H-1,4-diazepin-6-yl)-1H-indazole-3-carboxamide1H-indazole-3-carboxamide

Technology Process of 1H-Indazole-3-carboxylic acid

There total 43 articles about 1H-Indazole-3-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 1H-Indazole-3-carboxylic acid (4498-67-3)

Guidance literature:

indole-2,3-dione; With sodium hydroxide; In water; at 20 - 50 ℃; for 1.5h;

With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 1h;

With hydrogenchloride; tin(ll) chloride; In water; for 1.16667h;

Reference yield: 100.0%

methyl 1-acetylindazole-3-carboxylate (186966-06-3) → 1H-Indazole-3-carboxylic acid (4498-67-3)

Guidance literature:

With sodium hydroxide; In hydrogenchloride; water;

Reference yield: 98.0%

ethyl 1-acetyl-1H-indazole-3-carboxylate (78155-12-1) → 1H-Indazole-3-carboxylic acid (4498-67-3)

Guidance literature:

With sodium hydroxide; water; for 1.5h; Heating;

DOI:10.3987/COM-96-7614

upstream raw materials:

1-dimethylamino-indolin-2-one

2,3-dimethyl-4-nitroso-aniline

sodium ethanolate

1-benzylideneamino-indole-2,3-dione

Downstream raw materials:

2-Methylindazole-3-carboxylic acid

3-methoxycarbonyl-2-methylisoindazole

methyl 1H-indazole-3-carboxylate

5-bromobenzopyrazole-3-carboxylic acid

Refernces

• 1、 Alam, Ryan M.,Keating, John J.. "Regioselective N-alkylation of the 1H-indazole scaffold; ring substituent and N-alkylating reagent effects on regioisomeric distribution". supporting information. p. 1939 - 1951. Retrieved 2021/08/23.
• 2、 -. "Preparation method of indazole and application of indazole in medicine synthesis". . . Retrieved 2017/04/21.