1H-Indazol-7-amine

Base Information

• Chemical Name: 1H-Indazol-7-amine
• CAS No.: 21443-96-9
• Molecular Formula: C7H7N3
• Molecular Weight: 133.153
• Hs Code.: 29339900
• European Community (EC) Number: 244-391-8
• NSC Number: 170661
• DSSTox Substance ID: DTXSID10175718
• Nikkaji Number: J41.000D
• Wikidata: Q27451589
• ChEMBL ID: CHEMBL463676
• Mol file: 21443-96-9.mol

Synonyms:1H-Indazol-7-amine;7-Amino-1H-indazole;21443-96-9;2H-Indazol-7-amine;7-Aminoindazole;918903-47-6;1H-Indazol-7-ylamine;CHEMBL463676;EINECS 244-391-8;MFCD00022790;NSC 170661;BRN 0003640;AI3-52441;NSC44675;10L;4b6e;1H-indazol-7-amine, 1;SCHEMBL655480;7-Amino-1H-indazole, 97%;SCHEMBL13724990;DTXSID10175718;AMY13376;BCP27106;BDBM50271275;NSC170661;STK505485;AKOS001438952;AC-3120;NSC-170661;PB12978;LS-81358;SY003896;A4620;CS-0008181;FT-0638121;EN300-28544;3P-091;4-25-00-02526 (Beilstein Handbook Reference);W-206629;Q27451589;Z235348069

Chemical Property of 1H-Indazol-7-amine

Chemical Property:

• Vapor Pressure: 7.16E-06mmHg at 25°C
• Melting Point: 156-159 °C
• Refractive Index: 1.78
• Boiling Point: 376.6 °C at 760 mmHg
• PKA: 14.89±0.40(Predicted)
• Flash Point: 209.5 °C
• PSA: 54.70000
• Density: 1.367 g/cm³
• LogP: 1.72630
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.063997236
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

1H-Indazol-7-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 34-36/37/38-22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)N)NN=C2
• Uses: 1H-Indazol-7-amine is a substituted-indazole, an inhibitor of nitric oxide synthases.

Technology Process of 1H-Indazol-7-amine

There total 7 articles about 1H-Indazol-7-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: 97.0%

7-Nitroindazole (2942-42-9) → 1H-indazol-7-amine (21443-96-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol;

DOI:10.1021/jm010330+

Reference yield: 61.0%

(2,4-dinitro-phenyl)-hydrazine (119-26-6) + 4-butoxycarbonylmethylidene-3,7-dihydro-6-methylpyrazolo[1,5,4-ef][1,5]benzodiazepine → 1H-indazol-7-amine (21443-96-9) + 5-butoxycarbonylmethylene-4H-3-methyl-1-(2,4-dinitrophenyl)pyrazole

Guidance literature:

In butan-1-ol; for 24h; Heating;

DOI:10.3987/com-00-8869

Reference yield:

2-Methyl-6-nitroaniline (570-24-1) → 1H-indazol-7-amine (21443-96-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / aq. NaNO₂; glacial acetic acid / 0.33 h

2: 75 percent / NH₄(+)HCOO(-); H₂ / Pd/C / ethanol

With hydrogen; acetic acid; sodium nitrite; palladium on activated charcoal; In ethanol;

DOI:10.1055/s-2007-977416

upstream raw materials:

7-Nitroindazole

methyl-4 dihydro-3,7 pyrazolo<1,5,4-ef>benzodiazepine-1,5 one-6

phenyl-4 dihydro-3,7 pyrazolo <1,5,4-ef>benzodiazepine-1,5 one-6

(2,4-dinitro-phenyl)-hydrazine

Downstream raw materials:

N-acetyl-sulfanilic acid-(1⁽²⁾H-indazol-7-ylamide)

7-hydroxy-1H-indazole

2-(1H-indazol-7-ylamino)-3-nitrobenzoic acid

4-methoxy-N-(7-indazolyl)benzenesulfonamide

Refernces

• 1、 Yoo, Minjin,Yoo, Miyoun,Kim, Ji Eun,Lee, Heung Kyoung,Lee, Chong Ock,Park, Chi Hoon,Jung, Kwan-Young. "Synthesis and biological evaluation of indazole-4,7-dione derivatives as novel BRD4 inhibitors". . p. 46 - 56. Retrieved 2018.
• 2、 -. "N'-hydroxyindazolecarboximidamide derivatives, optical isomer thereof, or pharmaceutically acceptable salts thereof, and, a anticancer composition containing the same as an active ingredient". Paragraph 0070; 0073; 0074. . Retrieved 2019/02/16.