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Sigma-Aldrich

5-Amino-3-(4-methylphenyl)-1-phenylpyrazole

97%

Synonym(s):

3-(4-Methylphenyl)-1-phenyl-1H-pyrazol-5-amine

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About This Item

Empirical Formula (Hill Notation):
C16H15N3
CAS Number:
90012-40-1
Molecular Weight:
249.31
MDL number:
MFCD03427106
UNSPSC Code:
12352100
PubChem Substance ID:
24879063
NACRES:
NA.22

Assay

97%

form

solid

mp

173-176 °C (lit.)

SMILES string

Cc1ccc(cc1)-c2cc(N)n(n2)-c3ccccc3

InChI

1S/C16H15N3/c1-12-7-9-13(10-8-12)15-11-16(17)19(18-15)14-5-3-2-4-6-14/h2-11H,17H2,1H3

InChI key

WMJZITXAXMNGCH-UHFFFAOYSA-N

General description

5-Amino-3-(4-methylphenyl)-1-phenylpyrazole (3-(4-methylphenyl)-1-phenyl-1H-pyrazol-5-amine) belongs to a family of 5-aminopyrazole derivatives, which are bioactive agents. They find a wide range of applications in the pharmaceutical and agrochemical industries. It can be prepared by refluxing a mixture of p-methyl-benzoylacetonitrile and phenylhydrazine in ethanol.

Application

5-Amino-3-(4-methylphenyl)-1-phenylpyrazole may be used in the preparation of N′-[4-formyl-3-(4-methylphenyl)-1-phenyl-1H-pyrazol-5-yl]-N,N-dimethylimidoformamide, an intermediate for preparing 5-amino-3-(4-methylphenyl)-1-phenyl-1H-pyrazole-4-carbaldehyde.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Friedlander condensation of 5-aminopyrazole-4-carbaldehydes with reactive a-methylene ketones: Synthesis of pyrazolo [3,4-b] pyridines.
Jachak MN, et al.
Journal of Heterocyclic Chemistry, 42(7), 1311-1319 (2005)
Approaches towards the synthesis of 5-aminopyrazoles.
Aggarwal R, et al.
Beilstein Journal of Organic Chemistry, 7(1), 179-197 (2011)

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