1-Methylindazole-3-carboxylic acid

Base Information

• Chemical Name: 1-Methylindazole-3-carboxylic acid
• CAS No.: 50890-83-0
• Molecular Formula: C9H8N2O2
• Molecular Weight: 176.175
• Hs Code.: 29339900
• European Community (EC) Number: 626-233-3
• UNII: F9P5J2E2BU
• DSSTox Substance ID: DTXSID10351050
• Nikkaji Number: J2.852.557E
• Wikidata: Q72491807
• Mol file: 50890-83-0.mol

Synonyms:50890-83-0;1-Methylindazole-3-carboxylic acid;1-methyl-1H-indazole-3-carboxylic acid;1H-Indazole-3-carboxylic acid, 1-methyl-;3-CARBOXY-1-METHYLINDAZOLE;N-Methyl-indazole-3-carboxylic acid;MFCD00272569;1-Methyl-1H-indazole-3-carboxylicacid;F9P5J2E2BU;1-Methylindazole-3-carboxylic Acid (Granisetron Impurity D);1-Methyl-indazole-3-carboxylic acid;Granisetron intermediate;Granisetron EP impurity D;UNII-F9P5J2E2BU;AQ-358/41297702;SCHEMBL496589;DTXSID10351050;OVVDFORZEGKEJM-UHFFFAOYSA-N;n-methylindazole-3-carboxylic acid;1-methylindozole-3-carboxylic acid;1-methyl-3-indazolylcarboxylic acid;BCP16662;N-methyl indazole-3-carboxylic acid;STK503888;AKOS000265203;AC-1977;CS-W007927;FS-2172;HY-W007927;PB33889;PD055621;SY002051;1-Methylindazole-3-carboxylic acid, 97%;AM20040587;BB 0255029;FT-0639948;M2143;EN300-129568;A1-01699;J-504878;J-650195;Z1090114528;GRANISETRON HYDROCHLORIDE IMPURITY D [EP IMPURITY]

Chemical Property of 1-Methylindazole-3-carboxylic acid

Chemical Property:

• Appearance/Colour: White to light yellow needle crystal
• Vapor Pressure: 1.42E-06mmHg at 25°C
• Melting Point: 213 °C
• Refractive Index: 1.653
• Boiling Point: 383.7 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 185.8 °C
• PSA: 55.12000
• Density: 1.35 g/cm³
• LogP: 1.27150
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water. Soluble in DMSO and Methanol.
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 176.058577502
• Heavy Atom Count: 13
• Complexity: 220

Purity/Quality:

99.0% ^*data from raw suppliers

1-Methylindazole-3-carboxylicAcid(GranisetronImpurityD) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C(=N1)C(=O)O
• Uses: Granisetron Impurity D. 1-Methylindazole-3-carboxylic acid is used as important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff. It is also used as a pharmaceutical adjuvant, Granisetron Impurity D.

Technology Process of 1-Methylindazole-3-carboxylic acid

There total 26 articles about 1-Methylindazole-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%

1-Methyl-1H-indazole-3-carboxylic acid methyl ester (109216-60-6) → 1-methyl-1H-indazole-3-carboxylic acid (50890-83-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; Ambient temperature;

DOI:10.1021/jm00392a001

Reference yield: 85.6%

1H-Indazole-3-carboxylic acid (4498-67-3) + dimethyl sulfate (77-78-1) → 1-methyl-1H-indazole-3-carboxylic acid (50890-83-0)

Guidance literature:

1H-Indazole-3-carboxylic acid; With calcium oxide; In methanol; for 2h; Heating / reflux;

dimethyl sulfate; In methanol; for 4h; Heating / reflux;

Reference yield: 84.0%

methyl 2-(2-iodophenyl)-2-(2-methylhydrazono)acetate → 1-methyl-1H-indazole-3-carboxylic acid (50890-83-0)

Guidance literature:

methyl 2-(2-iodophenyl)-2-(2-methylhydrazono)acetate; With copper(l) iodide; caesium carbonate; L-proline; In dimethyl sulfoxide; at 95 - 100 ℃; for 7h;

With hydrogenchloride; In water; toluene; pH=2 - 2.5;

DOI:10.1002/jhet.1717

upstream raw materials:

1-methyl-1H-indazole-3-carbonitrile

methyl iodide

ethyl 1H-indazole-3-carboxylate

1-Methyl-1H-indazole-3-carboxylic acid methyl ester

Downstream raw materials:

(5-chloro-2-fluoro-4-((1-methyl-3-indazolylcarbonyl)amino)phenyl)acetic acid

cyclohex-2-enyl 1-methyl-1H-indazole-3-carboxylate

1-methyl-1H-indazole

Refernces

• 1、 Veerareddy, Arava,Gogireddy, Surendrareddy,Dubey. "Regioselective synthesis of 1-substituted indazole-3-carboxylic acids". . p. 1311 - 1321. Retrieved 2015/04/27.
• 2、 -. "VLA-4 INHIBITORS". . . Retrieved 2008/06/13.