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.
signalword
Warning
hcodes
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
新产品
此项目有
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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