ChemicalBook--->CAS DataBase List--->21443-96-9

21443-96-9

21443-96-9 Structure

21443-96-9 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetic acid-->Sodium nitrite-->Palladium-->2-Methyl-6-nitroaniline-->7-Nitroindazole-->Activated carbon-->Methanol-->Hydrogen
[Preparation Products]

4,5,6,7-Tetrahydro-1H-indazol-7-amine
Hazard InformationBack Directory
[Chemical Properties]

Light yellow solid
[Uses]

1H-Indazol-7-amine is a substituted-indazole, an inhibitor of nitric oxide synthases.
[Synthesis]

7-Nitroindazole

2942-42-9

1H-INDAZOL-7-AMINE

21443-96-9

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
Spectrum DetailBack Directory
[Spectrum Detail]

1H-INDAZOL-7-AMINE(21443-96-9)1HNMR
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