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541001

Sigma-Aldrich

5-Amino-3-methyl-1-phenylpyrazole

97%

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About This Item

Empirical Formula (Hill Notation):
C10H11N3
CAS Number:
1131-18-6
Molecular Weight:
173.21
EC Number:
214-463-3
MDL number:
MFCD00020727
UNSPSC Code:
12352100
PubChem Substance ID:
24878507
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

114-117 °C (lit.)

SMILES string

Cc1cc(N)n(n1)-c2ccccc2

InChI

1S/C10H11N3/c1-8-7-10(11)13(12-8)9-5-3-2-4-6-9/h2-7H,11H2,1H3

InChI key

FMKMKBLHMONXJM-UHFFFAOYSA-N

Related Categories

General description

5-Amino-3-methyl-1-phenylpyrazole is an aminopyrazole derivative. It reacts with 6-methyl-4-oxo-4H-[1]-benzopyran-3-carboxaldehyde to yield 5-(2-hydroxy-5-methylbenzoyl)-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine and 2-methoxy-6-methyl-3-(3-methyl-1-phenylpyrazol-5-ylaminomethylene)chroman-4-one.

Application

5-Amino-3-methyl-1-phenylpyrazole may be used to synthesize:
  • substituted pyrazoles
  • pyrazolopyridine derivatives
  • pyrazolo[3,4,-b]pyridines

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The synthesis of fused and pendant pyrazole heterocyclic compounds from 5-amino-3-methyl-1-phenylpyrazole and their evaluation as fluorescent brightening agents.
Tagdiwala PV and Rangnekar DW.
Journal of Chemical Technology and Biotechnology, 38(2), 77-84 (1987)
Synthesis of Newly Substituted Pyrazoles and Substituted Pyrazolo [3, 4-b] Pyridines Based on 5-Amino-3-Methyl-1-Phenylpyrazole.
El-Emary TI.
J. Chin. Chem. Soc., 54(2), 507-518 (2007)
An unexpected chemical behavior of 5-N-(benzotriazol-1-ylmethyl) amino-3-tert-butyl-1-phenylpyrazole.
Abonia R, et al.
Tetrahedron Letters, 43(22), 5617-5620 (2002)
Transformation of 4-oxo-4H-[1]-benzopyran-3-carboxaldehydes into pyrazolo [3, 4-B] pyridines.
Stankovicova H, et al.
Journal of Heterocyclic Chemistry, 43(4), 843-848 (2006)

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