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393797

Sigma-Aldrich

3-Amino-5-phenylpyrazole

98%

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About This Item

Formula empirica (notazione di Hill):
C9H9N3
Numero CAS:
1572-10-7
Peso molecolare:
159.19
Numero MDL:
MFCD00191749
Codice UNSPSC:
12352100
ID PubChem:
24864542
NACRES:
NA.22

Saggio

98%

Punto di fusione

124-127 °C (lit.)

Stringa SMILE

Nc1cc([nH]n1)-c2ccccc2

InChI

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

Descrizione generale

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.

Applicazioni

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.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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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)
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
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)
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)
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