91331-68-9

Basic information

• Product Name: 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&
• Synonyms: 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&;3-methyl-1-(2-methylphenyl)-1h-pyrazol-5-ylamine;3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-ylamine, 5-Methyl-2-o-tolyl-2H-pyrazol-3-ylamine;3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine(SALTDATA: FREE);[5-Methyl-2-(2-Methylphenyl)Pyrazol-3-Yl]Amine;3-Methyl-1-(2-Methylphenyl)-1H-Pyrazol-5-Ylamine 5-Methyl-2-(2-Methylphenyl)-3-Pyrazolamine;Stk008106
• CAS NO: 91331-68-9
• Molecular Formula: C₁₁H₁₃N₃
• Molecular Weight: 187.25
• Mol File: 91331-68-9.mol
• Article Data: 11

Chemical Properties

• Melting Point: 85-89 °C(lit.)
• Boiling Point: 354.1°Cat760mmHg
• Flash Point: 168°C
• Appearance: /
• Density: 1.14g/cm³
• Vapor Pressure: 3.42E-05mmHg at 25°C
• Refractive Index: 1.611
• CAS DataBase Reference: 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&(91331-68-9)
• EPA Substance Registry System: 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-&(91331-68-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/39
• WGK Germany: 3
• Hazardous Substances Data: 91331-68-9(Hazardous Substances Data)

Usage

General Description

3-Methyl-1-(2-methylphenyl)-1H-pyrazol-5-amine is a chemical compound that belongs to the pyrazole family. It is a potentially biologically active molecule with potential applications in pharmaceutical and agrochemical industries. Its structure consists of a methyl group substituted at the 3-position of the pyrazole ring and a 2-methylphenyl group attached to the 1-position. 3-METHYL-1-(2-METHYLPHENYL)-1H-PYRAZOL-& is of interest for its potential pharmacological properties and could be used as a building block for the synthesis of pharmaceuticals and agrochemicals.

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

Upstream product

• 91331-62-3 3-o-tolylhydrazono-butyronitrile 
• 635-26-7 o-tolylhydrazine hydrochloride 
• 1118-60-1 3-iminobutyronitrile 
• 1118-61-2 3-Aminocrotononitrile 
• 529-27-1 2-methylphenylhydrazine 
• 2469-99-0 Cyanoaceton 
• 95-53-4 o-toluidine 

Downstream Products

• 1026000-16-7 2-[(5-methyl-2-o-tolyl-2H-pyrazol-3-ylamino)-methylene]-malonic acid diethyl ester 
• 1026000-03-2 4-chloro-3-methyl-1-o-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carbonyl chloride 
• 1027175-87-6 4-chloro-3-methyl-1-o-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid 
• 851521-08-9 4-chloro-3-methyl-1-o-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid amide 
• 1025822-85-8 4-chloro-3-methyl-1-o-tolyl-1H-pyrazolo[3,4-b]pyridine-5-carboxylic acid ethyl ester 
• 1209485-73-3 methyl 2-((3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)benzenecarboxylate 
• 1210047-41-8 methyl 5-ethyl-2-((3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl)amino)benzoate 
• 1248621-89-7 C₁₉H₁₈ClN₃O₂ 
• 870188-39-9 methyl 5-methoxy-2-{[3-methyl-1-(2-methylphenyl)-1H-pyrazol-5-yl]amino}benzoate 
• 1248621-93-3 C₂₀H₂₁N₃O₂ 

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.

One-pot, telescoped synthesis of N-aryl-5-aminopyrazoles from anilines in environmentally benign conditions

An efficient synthetic approach to synthesize N-aryl-5-aminopyrazoles from anilines via a one-pot, telescoped reaction performed in entirely aqueous conditions has been developed. This protocol provides a rapid, convenient method to prepare N-aryl-5-aminopyrazoles, useful building blocks for the synthesis of several bicyclic nitrogen heterocycles, by avoiding the isolation of the toxic intermediate arylhydrazines and the use of a metallic reductant. The Royal Society of Chemistry 2014.

Pyrazole[3,4-e][1,4]thiazepin-7-one derivatives as a novel class of Farnesoid X Receptor (FXR) agonists

A virtual screening procedure was applied to the discovery of structurally diverse non-steroidal Farnesoid X Receptor (FXR) agonists. From 117 compounds selected by virtual screening, a total of 47 compounds were found to be FXR agonists, with 34 of them showing activity below a concentration of 20 μM. 1H-Pyrazole[3,4-e][1,4]thiazepin-7-one-based hit compound 7 was chosen for hit-to-lead optimization. A large number of 1H-pyrazole[3,4-e][1,4]thiazepin-7- one derivatives was designed, synthesized, and evaluated by a cell-based luciferase transactivation assay for their agonistic activity against FXR. Most of them exhibited low micromolar range of potency and very high efficacy.