6850-22-2

Basic information

• Product Name: 5-23-06-00185 (Beilstein Handbook Reference)
• Synonyms: 5-23-06-00185 (Beilstein Handbook Reference);6-Nitro-2-methyl-2H-indazole;NSC 131653;2-methyl-6-nitro-2H-indazole, 2-methyl-6-nitroindazole, 2-methyl-6-nitro-2H-indazole, 2-Methyl-6-nitro-2H-indazol, 2-methyl-6-nitro-indazole, 2-Methyl-6-nitro-indazol, 2-Methyl-6-nitroindazol
• CAS NO: 6850-22-2
• Molecular Formula: C₈H₇N₃O₂
• Molecular Weight: 177.16
• Mol File: 6850-22-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 158 °C
• Boiling Point: 364.5°Cat760mmHg
• Flash Point: 174.2°C
• Appearance: /
• Density: 1.42g/cm³
• Vapor Pressure: 3.51E-05mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: 2-8°C
• PKA: -1.81±0.30(Predicted)
• CAS DataBase Reference: 5-23-06-00185 (Beilstein Handbook Reference)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-23-06-00185 (Beilstein Handbook Reference)(6850-22-2)
• EPA Substance Registry System: 5-23-06-00185 (Beilstein Handbook Reference)(6850-22-2)

Safety Data

• Hazardous Substances Data: 6850-22-2(Hazardous Substances Data)

Usage

General Description

5-23-06-00185, also known as Beilstein Handbook Reference, is a chemical compound with a reference number in the Beilstein Handbook of Organic Chemistry. The specific chemical composition and properties of 5-23-06-00185 are not provided in the summary, as the reference number serves as a unique identifier for the compound within the Beilstein Handbook. It is likely that more detailed information about this compound can be found in the Beilstein Handbook itself, a comprehensive manual of organic compounds and their properties.

InChI:InChI=1/C8H7N3O2/c1-10-5-6-2-3-7(11(12)13)4-8(6)9-10/h2-5H,1H3

Upstream product

• 77-78-1 dimethyl sulfate 
• 7597-18-4 6-nitroindazole 
• 74-88-4 methyl iodide 
• 95-53-4 o-toluidine 
• 616-38-6 carbonic acid dimethyl ester 
• 2533-69-9 methyl 2,2,2-trichloroacetimidate 
• 99-55-8 2-methyl-5-nitroaniline 
• 420-37-1 trimethoxonium tetrafluoroborate 

Downstream Products

• 50593-30-1 2-methyl-2H-indazol-6-amine 
• 74209-41-9 3-bromo-2-methyl-6-nitro-2H-indazole 
• 1311986-73-8 N²-(3-fluorophenyl)-N⁴-methyl-N⁴-(2-methyl-2H-indazol-6-yl)pyrimidine-2,4-diamine 
• 1311986-77-2 N²-(3-chlorophenyl)-N⁴-methyl-N⁴-(2-methyl-2H-indazol-6-yl)pyrimidine-2,4-diamine 
• 1311986-75-0 N²-(3-methoxyphenyl)-N⁴-methyl-N⁴-(2-methyl-2H-indazol-6-yl)pyrimidine-2,4-diamine 
• 1311986-81-8 N⁴-methyl-N⁴-(2-methyl-2H-indazol-6-yl)-N²-(4-(trifluoromethoxy)phenyl)pyrimidine-2,4-diamine 
• 1311986-79-4 N²-(3,5-dimethylphenyl)-N⁴-methyl-N⁴-(2-methyl-2H-indazol-6-yl)pyrimidine-2,4-diamine 
• 1620059-17-7 5-[[4-[N-(2-methyl-2H-indazol-6-yl)-N-methylamino]-6,7-dihydro-5H-cyclopenta[d]pyrimidin-2-yl]amino]-2-methyl-benzenesulfonamide 
• 132283-43-3 2-(2-Methyl-2H-indazol-6-ylamino)-benzoic acid 
• 52470-67-4 2-methyl-6-hydroxyindazole 

Relevant articles and documents

Design, synthesis and bioevaluation of novel 6-substituted aminoindazole derivatives as anticancer agents

In the present study, a series of 6-substituted aminoindazole derivatives were designed, synthesized, and evaluated for bio-activities. The compounds were initially designed as indoleamine 2,3-dioxygenase 1 (IDO1) inhibitors based on the structural feature of five IDO1 inhibitors, which are currently on clinical trials, and the important anticancer activity of the indazole scaffold. One of them, compound N-(4-fluorobenzyl)-1,3-dimethyl-1H-indazol-6-amine (36), exhibited a potent anti-proliferative activity with an IC50 value of 0.4 ± 0.3 μM in human colorectal cancer cells (HCT116). This compound also remarkably suppressed the IDO1 protein expression. In the cell-cycle studies, the suppressive activity of compound 36 in HCT116 cells was related to the G2/M cell cycle arrest. Altogether, the current findings demonstrate that compound 36 would be promising for further development as a potential anticancer agent.

One-pot synthesis of new 6-pyrrolyl-N-alkyl-indazoles from reductive coupling of N-alkyl-6-nitroindazoles and 2,5-hexadione

One-pot synthesis of 6-pyrrolyl-N-alkyl-indazoles by the reductive coupling of N-alkyl-6-nitroindazoles and 2,5-hexadione was investigated in the presence of different reducing agents (SnCl2/AcOH and In/AcOH in THF). Indazoles 5a-h and 6a-h wer

THIENO[3,2-D]PYRIMIDINE DERIVATIVES HAVING INHIBITORY ACTIVITY FOR PROTEIN KINASES

Provided are a thieno[3,2-d]pyrimidine derivative of formula (I) or a pharmaceutically acceptable salt thereof having inhibitory activity for protein kinase, and a pharmaceutical composition comprising same for prevention and treatment of abnormal cell growth diseases.