393797
3-Amino-5-phenylpyrazole
98%
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About This Item
Empirical Formula (Hill Notation):
C9H9N3
CAS Number:
Molecular Weight:
159.19
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
98%
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
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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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)
The conversion of isothiazoles into pyrazoles using hydrazine.
Ioannidou HA and Koutentis PA
Tetrahedron, 65(34), 7023-7037 (2009)
Recent advances in the chemistry of ethoxycarbonyl isothiocyanate and related compounds.
George B and Papadopoulos EP
Journal of Heterocyclic Chemistry, 20(5), 1127-1142 (1983)
Scott T Moe et al.
Bioorganic & medicinal chemistry, 17(8), 3072-3079 (2009-03-31)
Botulinum neurotoxin elicits its paralytic activity through a zinc-dependant metalloprotease that cleaves proteins involved in neurotransmitter release. Currently, no drugs are available to reverse the effects of botulinum intoxication. Herein we report the design of a novel series of mercaptoacetamide
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)
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