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Safety Information

549207

Sigma-Aldrich

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

97%

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C10H11N3
CAS Number:
78597-54-3
Molecular Weight:
173.21
MDL number:
MFCD00084887
UNSPSC Code:
12352100
PubChem Substance ID:
24879068
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
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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

549207-VAR:
549207-BULK:
549207-1G:
549207-5G:

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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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)

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