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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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBW4475V
MKBT4592V
08606PH
10102PH
06025MH

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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)
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)
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)
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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