1-methyl-1H-indazol-6-amine

Base Information

• Chemical Name: 1-methyl-1H-indazol-6-amine
• CAS No.: 74728-65-7
• Molecular Formula: C8H9 N3
• Molecular Weight: 147.18
• Hs Code.: 29339980
• European Community (EC) Number: 640-711-9
• DSSTox Substance ID: DTXSID20357028
• Nikkaji Number: J661.383G
• Wikidata: Q72439589
• Mol file: 74728-65-7.mol

Synonyms:1-methyl-1H-indazol-6-amine;74728-65-7;1-Methyl-1H-indazol-6-ylamine;1-methylindazol-6-amine;6-Amino-1-methyl-1H-indazole;1H-INDAZOL-6-AMINE, 1-METHYL-;6-AMINO-1-METHYLINDAZOLE;1-methyl-6-indazolamine;MFCD00456076;1-methyl-1h-indazole-6-amine;1-methyl-indazol-6-ylamine;Oprea1_815710;SCHEMBL427409;DTXSID20357028;(1-Methyl-1H-indazol-6-yl)amine;BCP27348;BBL100206;STL553773;AKOS005071992;AM81203;CB-0812;CS-W023179;PB21697;SY045861;1-Methyl-1H-indazol-6-ylamine, AldrichCPR;A9560;FT-0649444;EN300-235067;METHYL2-METHYLPROPANIMIDICACIDHYDROCHLORIDE;A838206;J-504873;F2147-1094;Z444871566

Chemical Property of 1-methyl-1H-indazol-6-amine

Chemical Property:

• Vapor Pressure: 0.000295mmHg at 25°C
• Melting Point: 172-173
• Boiling Point: 321.6°C at 760 mmHg
• Flash Point: 148.3°C
• PSA: 43.84000
• Density: 1.27g/cm³
• LogP: 1.73670
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

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

1-Methyl-1H-indazol-6-amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(C=CC(=C2)N)C=N1

Technology Process of 1-methyl-1H-indazol-6-amine

There total 8 articles about 1-methyl-1H-indazol-6-amine 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: 99.0%

1-methyl-6-nitro-1H-indazole (6850-23-3) → 1-methyl-1H-indazol-6-ylamine (74728-65-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In tetrahydrofuran; ethanol; for 1.5h; under 1551.49 Torr;

Reference yield: 97.0%

dimethyl sulfate (77-78-1) + 6-nitroindazole (7597-18-4) → 2-methyl-2H-indazol-6-amine (50593-30-1) + 1-methyl-1H-indazol-6-ylamine (74728-65-7)

Guidance literature:

dimethyl sulfate; 6-nitroindazole; With potassium hydroxide; water; at 75 ℃; for 0.5h;

With hydrogen; palladium on activated charcoal; In methanol; dichloromethane; at 50 ℃; under 2250.23 Torr; Further stages.;

Reference yield: 90.0%

→ 1-methyl-1H-indazol-6-ylamine (74728-65-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen;

upstream raw materials:

1-methyl-6-nitro-1H-indazole

ethanol

dimethyl sulfate

6-nitroindazole

Downstream raw materials:

2-chloro-N-(1-methyl-1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

2-(4-chlorophenyl)-5,10-dihydro-10-methyl-2H-dipyrazolo<4,3-c:3',4'-f>quinolin-3-one

Refernces

• 1、 Mao, Zhang,Wen-ting, Zhu,Hai-tao, Wang,Hui, Yu,Shi-yi, Lan,Jiang-ping, Xu,Wen-ya, Wang. "AMI, an Indazole Derivative, Improves Parkinson’s Disease by Inhibiting Tau Phosphorylation". . . Retrieved 2020/12/09.
• 2、 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.