Skip to Content
Merck
All Photos(2)

Key Documents

541001

Sigma-Aldrich

5-Amino-3-methyl-1-phenylpyrazole

97%

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C10H11N3
CAS Number:
Molecular Weight:
173.21
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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

Signal Word

Warning

Hazard Statements

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service