Skip to Content
Merck
All Photos(1)

Key Documents

549207

Sigma-Aldrich

5-Amino-3-(4-methylphenyl)pyrazole

97%

Synonym(s):

3-Amino-5-(4-methylphenyl)-1H-pyrazole

Sign Into View Organizational & Contract Pricing


About This Item

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

Assay

97%

form

solid

mp

148-151 °C (lit.)

SMILES string

Cc1ccc(cc1)-c2cc(N)[nH]n2

InChI

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

InChI key

GVPFRVKDBZWRCZ-UHFFFAOYSA-N

General description

5-Amino-3-(4-methylphenyl)pyrazole or 5-amino-3-(4-methylphenyl)-1H-pyrazole 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.

Application

5-Amino-3-(4-methylphenyl)pyrazole may be used:
  • As a starting material for preparing 2,5-bis(4-methylphenyl)-7-phenyl-6,7-dihydropyrazolo[1,5-a]pyrimidine-3,6-dicarbaldehyde, a potential precursor for building bioactive fused polycyclic pyrazoles.
  • To synthesize 4-hetarylpyrazolo[1,5-a][1,3,5]triazines under microwave conditions and in the absence of solvent.
  • To synthesize 5-cyano-6,7-dihydro-3-(4-methylphenyl)-6-oxo-1H-pyrazolo[3,4-b]pyridine-4-carboxylates by reacting with dialkyl dicyanofumarates.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

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

Visit the Document Library

Solvent-Free Microwave-Assisted Synthesis of Novel 4-Hetarylpyrazolo [1,5-a][1, 3, 5] triazines.
Insuasty H, et al.
Journal of Heterocyclic Chemistry, 49(6), 1339-1345 (2012)
2,5-Bis (4-methylphenyl)-7-phenyl-6,7-dihydropyrazolo[1,5-a] pyrimidine-3,6-dicarbaldehyde: hydrogen-bonded sheets built from N-H? O and C-H? O hydrogen bonds.
Low JN, et al.
Acta Crystallographica Section E, Structure Reports Online, 62(11), o4930-o4932 (2006)
Unexpected Reaction Course of 3-Amino-5-aryl-1H-pyrazoles with Dialkyl Dicyanofumarates.
Ali KA, et al.
Helvetica Chimica Acta, 96(4), 633-643 (2013)
Approaches towards the synthesis of 5-aminopyrazoles.
Aggarwal R, et al.
Beilstein Journal of Organic Chemistry, 7(1), 179-197 (2011)

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