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1H-Indazol-3-amine

1H-Indazol-3-amine structure

CAS No:
874-05-5
Formula:
C7H7N3
Chemical Name:
1H-Indazol-3-amine
Synonyms:
1H-Indazol-3-amine;1H-Indazole,3-amino-;3-Aminoindazole;3-Indazolamine;3-Amino-1H-indazole;1H-Indazol-3-ylamine;NSC 348887;NSC 44677
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Light yellow crystals

1H-indazol-3-amine is a member of indazoles.

1H-Indazol-3-amine Basic Attributes

Molecular Weight：

133.15

Exact Mass：

133.15

NSC Number：

44677|348887

DSSTox ID：

DTXSID5061243

HScode：

2933990090

Characteristics

PSA：

54.7

XLogP3：

1.2

Density：

1.4±0.1 g/cm3

Melting Point：

153-154 °C

Boiling Point：

376.6°C at 760 mmHg

Flash Point：

209.5±7.6 °C

Refractive Index：

1.780

Safety Information

Transport codes：

3259

hazard class code：

R34

safety instructions：

S26-S36/37/39

Marks：

Precautionary statement(s)：

P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501

Hazard Statements：

H302+H312+H332

GHS Classification：

|Warning|H302+H312+H332 (25%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

MeSH Entry Terms：

1H-indazol-3-amine

1H-Indazol-3-amine Use and Manufacturing

Methods of Manufacturing

Preparation of 3-Hydroxy-4-oxo-4, 6-dihydro-pyrimido[l, 2- 6]indazole-2-carboxylic acid methyl ester; Over a suspension of 2-(2-(diphenylmethylene)hydrazinyl)benzonitrile obtained in the previous step (7.2 g, 24.25 mmol) in MeOH (50 mL), p- toluenesulfonic acid monohydrate (9.20 g, 48.36 mmol) was added and the mixture was stirred at reflux for 15 h. The solvent was concentrated off. The crude residue was diluted with a sat. aqueous K2CO3 solution (100 mL) and extracted with EtOAc (150 mL). The combined organic layers were washed with sat NaCI solution, dried over Na2SOStep 3; lH-Indazol-3-ylamine 3- (2-Amino-phenyl)-4H- [1, 2, 4] oxadiazol-5-one (9g, 50. 85mmol) was heated at 190°C for 90 minutes. The mixture was cooled to room temperature and dissolved in ethyl acetate. The dark solution was filtered through a pad of celite. The solvent was removed in vacuo and the resulting residue was purified by flash chromatography eluting with ethyl acetate to give 1H-indazol-3-ylamine (4. 6g, 68percent) as a tan solid. H-NMR (250MHz, DMSO-d6) 8 5.32 (brs, 2H, NH2), 6.86 (m, 1H), 7.19 (t, 2H, J 2.1 Hz), 7.64 (d, 1H, J 8. 0 Hz), 11.34 (brs, 1H, NH); HPLC 98percent, Rt = 1. 05 min. MS (AP) m/z 134 (M++H).To 2-fluorobenzonitrile (1 mL, 9.08 mmol) in EtOH (10 mL) was added hydrazine (0.855 mL, 27.2 mmol) and the reaction was heated to 160

Manufacturing Info：

1H-Indazol-3-amine: INACTIVE

Computed Properties

Molecular Weight:133.15
XLogP3:1.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:133.063997236
Monoisotopic Mass:133.063997236
Topological Polar Surface Area:54.7
Heavy Atom Count:10
Complexity:126
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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