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Merck
CN

393797

3-氨基-5-苯基吡唑

98%

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经验公式(希尔记法):
C9H9N3
化学文摘社编号:
分子量:
159.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
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InChI

1S/C9H9N3/c10-9-6-8(11-12-9)7-4-2-1-3-5-7/h1-6H,(H3,10,11,12)

SMILES string

Nc1cc([nH]n1)-c2ccccc2

InChI key

PWSZRRFDVPMZGM-UHFFFAOYSA-N

assay

98%

mp

124-127 °C (lit.)

functional group

phenyl

General description

3-Amino-5-phenylpyrazole (3-phenyl-1H-pyrazol-5-amine), an amino pyrazole derivative, is an aza-heterocyclic amine. It has been reported to be synthesized by heating either 3-amino-4-bromo- or 3-amino-5-phenylisothiazole in the presence of anhydrous hydrazine. On reaction with ZnCl2 it affords chlorido-tris(3-amino-5-phenyl-1Hpyrazole-N2)zinc (II) chloride.

Application

3-Amino-5-phenylpyrazole ((3-phenyl-1H-pyrazol-5-amine) may be used in the synthesis of the following:
  • Urea derivatives by reaction with azido(6-(benzofuran-2-yl)-2-methylpyridin-3-yl) methanone.
  • 2-Mercaptoacetamide analogs by treating with thioglycolic acid.
  • 3-(Substituentpyrimidayl)-5,6-benzocoumarins by treating with 3-(2′-formyl-1′-chlorovinyl)-5,6-benzocoumarin.
  • Substituted 2,7-diphenylpyrazolo[1,5-a]pyrimidine-5-carboxylic esters by reacting with substituted β-diketo esters.
  • N-ethoxycarbonylthiourea derivative by reacting with ethoxycarbonyl isothiocyanate.
  • Heterobiaryl pyrazolo[3,4-b]pyridines by reacting with indole-3-carboxaldehyde.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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分析证书(COA)

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Convenient synthesis of some new pyrazolo [5, 1-c] triazines, isoxazolo [3, 4-d] pyrimidine and pyridine derivatives containing benzofuran moiety.
Abdelhamid AO, et al
European Journal of Chemistry, 3(2), 129-137 (2012)
Syntheses of 3-pyrimidyl-and 3-pyranyl-5, 6-benzocoumarin derivatives.
El-Deen IM, et al
Bull. Korean Chem. Soc., 23(4), 610-612 (2002)
The conversion of isothiazoles into pyrazoles using hydrazine.
Ioannidou HA and Koutentis PA
Tetrahedron, 65(34), 7023-7037 (2009)
Crystal structure of chlorido-tris (3-amino-5-phenyl-1H pyrazole-N2) zinc (II) chloride, [ZnCl (C9H9N3)3] Cl.
Jacimovic ZK, et al
Zeitschrift fur Kristallographie, 226(3), 397-399 (2011)
Ahmed Kamal et al.
ChemMedChem, 7(8), 1453-1464 (2012-06-16)
A library of new anthranilamide-pyrazolo[1,5-a]pyrimidine conjugates were designed, synthesized, and evaluated for their anticancer activity in cervical cancer cells such as HeLa and SiHa that possess low levels of p53. All 24 conjugates showed antiproliferative activity, while some of them

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