549207
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:
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.
Signal Word
Warning
Hazard Statements
Precautionary 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
Regulatory Information
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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)
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)
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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