16459-47-5

Basic information

• Product Name: 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE
• Synonyms: 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE;3-METHYL-1-(4-NITROPHENYL)-1H-PYRAZOL-5-AMINE;5-AMINO-3-METHYL-1-(P-NITROPHENYL)PYRAZOLE
• CAS NO: 16459-47-5
• Molecular Formula: C₁₀H₁₀N₄O₂
• Molecular Weight: 218.21
• Mol File: 16459-47-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 421.6 °C at 760 mmHg
• Flash Point: 208.8 °C
• Appearance: /
• Density: 1.42 g/cm³
• Vapor Pressure: 2.57E-07mmHg at 25°C
• Refractive Index: 1.679
• PKA: 2.95±0.10(Predicted)
• CAS DataBase Reference: 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE(16459-47-5)
• EPA Substance Registry System: 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE(16459-47-5)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 16459-47-5(Hazardous Substances Data)

Usage

General Description

5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE is a chemical compound that consists of a pyrazole ring with a methyl group and a nitrophenyl group attached to it. It has the molecular formula C11H10N4O2 and a molecular weight of 226.22 g/mol. 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE is a yellow solid that is used in the pharmaceutical industry for various research and development purposes. It may have potential applications in medicinal chemistry as a building block for the synthesis of bioactive compounds. Additionally, it may also have use as an intermediate in the production of other chemical compounds. Overall, 5-METHYL-2-(4-NITROPHENYL)-2H-PYRAZOL-3-YLAMINE is a versatile chemical with potential value in pharmaceutical and chemical research.

InChI:InChI=1/C10H10N4O2/c1-7-6-10(11)13(12-7)8-2-4-9(5-3-8)14(15)16/h2-6H,11H2,1H3

Upstream product

• 2469-99-0 Cyanoaceton 
• 100-16-3 4-nitrophenylhydrazone 
• 1118-61-2 3-Aminocrotononitrile 
• 619-27-2 3-nitrophenylhydrazine 
• 636-99-7 4-nitrophenylhydrazine hydrochloride 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 1172134-99-4 4-(4-chlorophenyl)-3-methyl-1-(4-nitrophenyl)-1H-pyrazolo[4',3':5,6]pyrido[2,3-d]pyrimidine-5,7(6H,8H)-dione 
• 77746-99-7 N,N-Dimethyl-N'-[5-methyl-2-(4-nitro-phenyl)-4-(phenyl-hydrazonomethyl)-2H-pyrazol-3-yl]-formamidine 
• 77747-01-4 C₁₅H₁₈N₈O₃ 
• 77746-61-3 N'-[4-Formyl-5-methyl-2-(4-nitro-phenyl)-2H-pyrazol-3-yl]-N,N-dimethyl-formamidine 
• 77746-78-2 N,N-Dimethyl-N'-[5-methyl-2-(4-nitro-phenyl)-2H-pyrazol-3-yl]-formamidine 
• 116835-06-4 1-(2,4-Dinitro-phenyl)-3-methyl-5-nitro-1H-pyrazolo[3,4-b]pyridine 
• 116835-05-3 1-(2,4-Dinitro-phenyl)-3-methyl-1H-pyrazolo[3,4-b]pyridine 
• 444794-36-9 3-(2-hydroxy-5-chlorobenzoyl)-5-methyl-7-(4-nitrophenyl)pyrazolo[3,4-b]pyridine 
• 19848-98-7 5-methyl-2-(4-nitro-phenyl)-4-nitroso-2H-pyrazol-3-ylamine 

Relevant articles and documents

Efficient catalyst-free tricomponent synthesis of new spiro[cyclohexane-1,4′-pyrazolo[3,4-e][1, 4]thiazepin]-7′(6′H)-ones

A series of spirocyclohexane-1,4′-pyrazolothiazepinones were synthesized by one-pot multicomponent cyclocondensation reactions between 5-amino-1-arylpyrazoles, cyclohexanone and mercaptoacetic acid with good yields and easy purification protocols. Some control experiments involving isolation of reaction intermediates were performed leading to the proposal of three alternative mechanistic pathways conducting to the named spiroheterocycles. All target molecules were fully characterized by IR, NMR, melting point and HRMS.

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.

PYRAZOLOPYRIDINES USEFUL IN THE TREATMENT OF DISORDERS OF THE CENTRAL NERVOUS SYSTEM

The present invention relates to compounds useful in therapy, to compositions comprising said compounds, and to methods of treating diseases comprising administration of said com- pounds. The compounds referred to are positive allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor.