1-Methyl-6-nitro-1H-indazole

Base Information

• Chemical Name: 1-Methyl-6-nitro-1H-indazole
• CAS No.: 6850-23-3
• Molecular Formula: C8H7N3O2
• Molecular Weight: 177.162
• Hs Code.: 2933990090
• NSC Number: 131654
• UNII: 9A5CDA4RL3
• DSSTox Substance ID: DTXSID00218628
• Nikkaji Number: J1.582.850A
• Wikidata: Q83095517
• ChEMBL ID: CHEMBL167331
• Mol file: 6850-23-3.mol

Synonyms:1-Methyl-6-nitro-1H-indazole;6850-23-3;1-methyl-6-nitroindazole;1H-Indazole, 1-methyl-6-nitro-;9A5CDA4RL3;6-Nitro-1-methyl-1H-indazole;MFCD00456124;NSC 131654;NSC-131654;1H-Indazole,1-methyl-6-nitro-;NSC131654;UNII-9A5CDA4RL3;Oprea1_471590;SCHEMBL427515;CHEMBL167331;DTXSID00218628;BBL100124;STK370158;AKOS005071811;BB-0836;PB29070;AM20041007;CS-0052435;FT-0646476;A15751;J-504978

Chemical Property of 1-Methyl-6-nitro-1H-indazole

Chemical Property:

• Vapor Pressure: 0.000274mmHg at 25°C
• Melting Point: 122-123 °C
• Refractive Index: 1.676
• Boiling Point: 332.9 °C at 760 mmHg
• PKA: -1.14±0.30(Predicted)
• Flash Point: 155.1 °C
• PSA: 63.64000
• Density: 1.42 g/cm³
• LogP: 2.00470
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 177.053826475
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-6-nitro-1H-indazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CN1C2=C(C=CC(=C2)[N+](=O)[O-])C=N1

Technology Process of 1-Methyl-6-nitro-1H-indazole

There total 10 articles about 1-Methyl-6-nitro-1H-indazole 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: 87.0%

6-nitroindazole (7597-18-4) + methyl iodide (74-88-4) → 2-methyl-6-nitro-2H-indazole (6850-22-2) + 1-methyl-6-nitro-1H-indazole (6850-23-3)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; Reagent/catalyst; Solvent; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.01.030

Reference yield: 85.0%

6-nitroindazole (7597-18-4) + methyl iodide (74-88-4) → 1-methyl-6-nitro-1H-indazole (6850-23-3)

Guidance literature:

6-nitroindazole; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 1h;

methyl iodide; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 18h;

DOI:10.1021/jo500876q

Reference yield: 59.0%

6-nitroindazole (7597-18-4) + methyl iodide (74-88-4) → 1-methyl-6-nitro-1H-indazole (6850-23-3) + 1-methyl-5-nitro-1H-indazole (5228-49-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 1h;

DOI:10.1016/j.bmc.2013.04.005

upstream raw materials:

1,2-dimethyl-6-nitro-indazolium; iodide

dimethyl sulfate

6-nitroindazole

methyl iodide

Downstream raw materials:

1-methyl-6-nitro-3-phenyl-1H-indazole

1-methyl-6-nitro-3,7-diphenyl-1H-indazole

1-methyl-4-nitro-3-phenyl-7-p-tolyl-1H-indazole

1-methyl-1H-indazole-5,6-diyldiamine

Refernces

• 1、 Anh, Le Viet,Hai, Dinh Thi Thanh,Han, Byung Woo,Hien, Tran Thi Thu,Hoang, Ngo Xuan,Hoang, Van-Hai,Long, Nguyen Huu,Luu, Hung N.,Luu, Thi-Thu-Trang,Ngo, Son Tung,Ngo, Thien,Nguyen, Thanh Xuan,Nguyen, Yen Thi Kim,Tran, Phuong-Thao,Van Hieu, Duong. "Design, synthesis and bioevaluation of novel 6-substituted aminoindazole derivatives as anticancer agents". . p. 45199 - 45206. Retrieved 2020/12/30.
• 2、 Kang, Jin Mi,Kwon, Sun Ok,Ann, Jihyae,Blumberg, Peter M.,Ha, Heejin,Yoo, Young Dong,Frank-Foltyn, Robert,Lesch, Bernhard,Bahrenberg, Gregor,Stockhausen, Hannelore,Christoph, Thomas,Lee, Jeewoo. "Discovery of 1-(1H-indazol-4-yl)-3-((1-phenyl-1H-pyrazol-5-yl)methyl) ureas as potent and thermoneutral TRPV1 antagonists". . . Retrieved 2020/10/06.