62535-60-8

Basic information

• Product Name: 5-AMINO-3-METHYL-1-P-TOLYLPYRAZOLE
• Synonyms: 3-methyl-1-(p-tolyl)-1H-pyrazol-5-amine;5-amino-3-methyl-1-p-tolylpyrazole95+%;1-(4-Methylphenyl)-3-methyl-5-amino-1H-pyrazole;1-p-Tolyl-3-methyl-5-amino-1H-pyrazole;5-Amino-3-methyl-1-p-tolyl-1H-pyrazole;5-Amino-3-methyl-1-(4-methylphenyl)pyrazole;5-Amino-3-methyl-1-p-tolylpyrazole;3-methyl-1-(4-methylphenyl)-1h-pyrazol-5-amin
• CAS NO: 62535-60-8
• Molecular Formula: C₁₁H₁₃N₃
• Molecular Weight: 187.24
• EINECS: 263-586-9
• Mol File: 62535-60-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 118°C
• Boiling Point: 342.6 °C at 760 mmHg
• Flash Point: 161 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 7.44E-05mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: 2-8°C(protect from light)
• Solubility: soluble in Methanol
• PKA: 4.09±0.10(Predicted)
• CAS DataBase Reference: 5-AMINO-3-METHYL-1-P-TOLYLPYRAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-3-METHYL-1-P-TOLYLPYRAZOLE(62535-60-8)
• EPA Substance Registry System: 5-AMINO-3-METHYL-1-P-TOLYLPYRAZOLE(62535-60-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 62535-60-8(Hazardous Substances Data)

Usage

General Description

5-Amino-3-methyl-1-p-tolylpyrazole is an organic compound with the molecular formula C10H12N4. It is a pyrazole derivative with a methyl and p-tolyl group attached to the third and first positions, respectively. 5-AMINO-3-METHYL-1-P-TOLYLPYRAZOLE has potential applications in the pharmaceutical and agrochemical industries due to its role as a building block in the synthesis of various biologically active compounds. 5-Amino-3-methyl-1-p-tolylpyrazole may be used in the development of new drugs or agrochemicals aimed at treating diseases or pests. Its chemical structure and properties make it a valuable intermediate for the production of diverse compounds with potential therapeutic or agricultural applications.

InChI:InChI=1/C11H13N3/c1-8-3-5-10(6-4-8)14-11(12)7-9(2)13-14/h3-7H,12H2,1-2H3

Upstream product

• 637-60-5 p-tolylhydrazine hydrochloride 
• 1118-60-1 3-iminobutyronitrile 
• 2469-99-0 Cyanoaceton 
• 539-44-6 N-4-methylphenylhydrazine 
• 1118-61-2 3-Aminocrotononitrile 
• 91331-63-4 3-p-tolylhydrazono-butyronitrile 

Downstream Products

• 866040-20-2 4-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 1398122-82-1 5-(4-methoxyphenyl)-1-methyl-3-(p-tolyl)naphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one 
• 1398122-75-2 1-methyl-5-phenyl-3-(p-tolyl)naphtho[1,8-fg]pyrazolo[3,4-c]isoquinolin-6(3H)-one 
• 1394809-87-0 N-[3-methyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]acetamide 
• 1394809-93-8 N,3-dimethyl-1-(4-methylphenyl)-1H-pyrazol-5-amine 
• 1394810-15-1 1-(4-methylphenyl)-3-methylisochromeno[4,3-c]pyrazol-5(1H)-one 
• 1394810-02-6 2-amino-N-methyl-N-[3-methyl-1-(4-methylphenyl)-1H-pyrazol-5-yl]benzamide 
• 882226-74-6 1-[5-amino-3-methyl-1-(4-methylphenyl)-1H-pyrazol-4-yl]-2,2,2-trifluoro-1-(1-methyl-1H-imidazol-2-yl)ethanol 
• 1038741-35-3 C₁₁H₁₂IN₃ 
• 914397-46-9 3-iodo-4-methyl-N-[5-methyl-2-(p-tolyl)-2H-pyrazol-3-yl]benzamide 

Relevant articles and documents

Chiral Phosphoric Acid-Catalyzed Enantioselective Synthesis of Pyrazole-Based Unnatural α-Amino Acid Derivatives

An enantioselective synthesis of unnatural pyrazole-based α-chiral amino acid derivatives from the asymmetric reaction of N-aryl-5-aminopyrazoles with β,γ-alkynyl-α-imino esters using a chiral spirocyclic phosphoric acid catalyst was developed. Using the established methodology, various pyrazole-based α-amino acid derivatives with tetrasubstituted carbon stereocenters were obtained in 67–98% yields and with 73–99% enantioselectivities. The NH2 functionality in the corresponding products enables further transformations to a chiral thiourea and a lactam. (Figure presented.).

Oxidative Ring-Opening of 1H-Pyrazol-5-amines and Its Application in Constructing Pyrazolo–Pyrrolo–Pyrazine Scaffolds by Domino Cyclization

Herein, an oxidative ring-opening of 1H-pyrazol-5-amines to form 3-diazenylacrylonitrile derivatives under mild and transition-metal-free conditions is described. In addition, the nucleophilic addition of deprotonated 1H-pyrrole-2-carbaldehydes to the vinyl moiety of the yielded 3-diazenylacrylonitriles could trigger domino cyclization to afford the 3H-pyrazolo[3,4-e]pyrrolo[1,2-a]pyrazine derivatives. Computational studies suggest that the oxidation of 1H-pyrazol-5-amines in the presence of PhIO is through the formation of a hydroxylamine intermediate followed by elimination of H2O to result in the ring-opening product. The detailed domino cyclization pathway leading to the pyrazolo–pyrrolo–pyrazine scaffolds is revealed.

Multicomponent Dipolar Cycloaddition Strategy: Combinatorial Synthesis of Novel Spiro-Tethered Pyrazolo[3,4-b]quinoline Hybrid Heterocycles

The stereoselective syntheses of a library of novel spiro-tethered pyrazolo[3,4-b]quinoline-pyrrolidine/pyrrolothiazole/indolizine-oxindole/acenaphthene hybrid heterocycles have been achieved through the 1,3-dipolar cycloaddition of azomethine ylides generated in situ from α-amino acids and 1,2-diketones to dipolarophiles derived from pyrazolo[3,4-b]quinoline derivatives.