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

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

Downstream Products

• 866040-20-2 4-chloro-3-methyl-1-p-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 1610411-18-1 3-methyl-4-(3-methyl-5-(4-nitrophenyl)-1-(p-tolyl)-1,6-dihydropyrrolo[2,3-c]pyrazol-4-yl)-1-(p-tolyl)-1H-pyrazol-5-amine 
• 1610411-19-2 3-methyl-4-(3-methyl-1,5-di-p-tolyl-1,6-dihydropyrrolo[2,3-c]-pyrazol-4-yl)-1-(p-tolyl)-1H-pyrazol-5-amine 
• 1610411-17-0 4-(5-(4-bromophenyl)-3-methyl-1-(p-tolyl)-1,6-dihydropyrrolo-[2,3-c]pyrazol-4-yl)-3-methyl-1-(p-tolyl)-1H-pyrazol-5-amine 

Relevant articles and documents

Improvement of Oral Bioavailability of Pyrazolo-Pyridone Inhibitors of the Interaction of DCN1/2 and UBE2M

The cullin-RING ubiquitin ligases (CRLs) are ubiquitin E3 enzymes that play a key role in controlling proteasomal degradation and are activated by neddylation. We previously reported inhibitors that target CRL activation by disrupting the interaction of defective in cullin neddylation 1 (DCN1), a CRL neddylation co-E3, and UBE2M, a neddylation E2. Our first-generation inhibitors possessed poor oral bioavailability and fairly rapid clearance that hindered the study of acute inhibition of DCN-controlled CRL activity in vivo. Herein, we report studies to improve the pharmacokinetic performance of the pyrazolo-pyridone inhibitors. The current best inhibitor, 40, inhibits the interaction of DCN1 and UBE2M, blocks NEDD8 transfer in biochemical assays, thermally stabilizes cellular DCN1, and inhibits anchorage-independent growth in a DCN1 amplified squamous cell carcinoma cell line. Additionally, we demonstrate that a single oral 50 mg/kg dose sustains plasma exposures above the biochemical IC90 for 24 h in mice.

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.