| Identification | Back Directory | [Name]
1H-INDAZOL-7-AMINE | [CAS]
21443-96-9 | [Synonyms]
7-AMinoindazole
1H-INDAZOL-7-AMINE
1H-Indazol-5-ylamine
1H-Indazol-7-ylaMine
7-AMINO (1H)INDAZOLE
7-Amino-1H-indazole 97%
1H-Indazol-7-amine ,97%
7-Amino-1H-indazole ,97%
7-AMino-1H-indazole
1H-indazol-7-amine(SALTDATA: FREE) | [EINECS(EC#)]
244-391-8 | [Molecular Formula]
C7H7N3 | [MDL Number]
MFCD00022790 | [MOL File]
21443-96-9.mol | [Molecular Weight]
133.15 |
| Chemical Properties | Back Directory | [Melting point ]
156-159°C | [Boiling point ]
376.6±15.0 °C(Predicted) | [density ]
1.367±0.06 g/cm3(Predicted) | [RTECS ]
NK7713000 | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Crystalline Solid | [pka]
14.89±0.40(Predicted) | [color ]
Tan | [InChI]
1S/C7H7N3/c8-6-3-1-2-5-4-9-10-7(5)6/h1-4H,8H2,(H,9,10) | [InChIKey]
OTFFCAGPSWJBDK-UHFFFAOYSA-N | [SMILES]
Nc1cccc2cn[nH]c12 |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
34-36/37/38-22 | [Safety Statements ]
26-36/37/39 | [RIDADR ]
3259 | [WGK Germany ]
3 | [HazardClass ]
IRRITANT | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Uses]
1H-Indazol-7-amine is a substituted-indazole, an inhibitor of nitric oxide synthases. | [Synthesis]
General procedure for the synthesis of 7-aminoindazole from 7-nitroindazole: 7-nitroindazole (100 mg, 0.67 mmol) was dissolved in methanol (6 mL) and Pd/C (10 wt%) was added to the reaction vessel. The reaction mixture was stirred in H2 atmosphere for 12 h at room temperature. After completion of the reaction, the mixture was filtered through a diatomaceous earth pad, the filtrates were combined and concentrated, and finally the product was purified by column chromatography. The yield was 95% (85 mg); 1H-NMR (DMSO-d6, 300 MHz) δ 12.58 (1H, br, NH), 7.91 (1H, s, Ar-H), 6.93 (1H, d, J = 9.0 Hz, Ar-H), 6.83 (1H, t, J = 9.0 Hz, Ar-H), 6.46 (1H, d, J = 6.0 Hz, Ar-H), 5.30 (2H, br, NH2). | [References]
[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 3, p. 740 - 743
[2] Archives of Pharmacal Research, 2018, vol. 41, # 1, p. 46 - 56
[3] Patent: US2006/270686, 2006, A1. Location in patent: Page/Page column 25
[4] Patent: US2008/280891, 2008, A1. Location in patent: Page/Page column 26
[5] Patent: WO2008/8059, 2008, A1. Location in patent: Page/Page column 65 |
|
|