290297-25-5

Basic information

• Product Name: 3-PYRIDINAMINE, N-METHYL-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-
• Synonyms: 3-PYRIDINAMINE, N-METHYL-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-;N-Methyl-4-(2-methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinamine;Netupitant N-1;N-methyl-6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-amine;methyl-[6-(4-methyl-piperazin-1-yl)-4-o-tolyl-pyridin-3-yl]-amine;N-Methyl-4-(2-methylphenyl)-6-(4-methylpiperazin-1-yl)-3-aminopyridine;Netupitant ITS-3
• CAS NO: 290297-25-5
• Molecular Formula: C₁₈H₂₄N₄
• Molecular Weight: 296.41
• EINECS: 1592732-453-0
• Mol File: 290297-25-5.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 478.2±45.0 °C(Predicted)
• Appearance: /
• Density: 1 +-.0.06 g/cm3(Predicted)
• PKA: 9.73±0.38(Predicted)
• CAS DataBase Reference: 3-PYRIDINAMINE, N-METHYL-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PYRIDINAMINE, N-METHYL-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-(290297-25-5)
• EPA Substance Registry System: 3-PYRIDINAMINE, N-METHYL-4-(2-METHYLPHENYL)-6-(4-METHYL-1-PIPERAZINYL)-(290297-25-5)

Safety Data

• Hazardous Substances Data: 290297-25-5(Hazardous Substances Data)

Usage

Uses

N-Methyl-4-(2-methylphenyl)-6-(4-methyl-1-piperazinyl)-3-pyridinamine is used as a reactant in the synthesis of NK1 receptor antagonists via 1,4-Grignard addition/oxidation sequence to 6-chloronicotinic acid and derivatives.

Upstream product

• 290297-24-4 6-(4-methyl-piperazin-1-yl)-4-o-tolylpyridin-3-yl-amine 
• 149-73-5 trimethyl orthoformate 
• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 
• 342417-02-1 [6-(4-methylpiperazin-1-yl)-4-(o-tolyl)pyridin-3-yl]carbamic acid methyl ester 
• 16419-60-6 2-Methylphenylboronic acid 
• 31872-62-5 4-methoxy-3-nitro-pyridine 
• 1671094-96-4 1-(4-methoxy-5-nitropyridin-2-yl)-4-methylpiperazine 
• 607373-83-1 2-chloro-4-methoxy-5-nitro-pyridine 
• 607373-82-0 2-hydroxy-4-methoxy-5-nitro pyridine 
• 109-01-3 1-methyl-piperazine 
• 58757-38-3 6-Chloronicotinoyl chloride 
• 70625-63-7 methyl 2-cyano-3-(2-methylphenyl)-2-propenoate 
• 529-20-4 2-methylphenyl aldehyde 
• 873443-66-4 3-cyano-2,6-dichloro-4-(2-methylphenyl)pyridine 

Downstream Products

• 1431216-61-3 1-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)pyridin-2-yl)-4-methylpiperazine 1,4-dioxide 
• 1431216-59-9 4-(5-(2-(3,5-bis(trifluoromethyl)phenyl)-N,2-dimethylpropanamido)-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-((phosphonooxy)methyl)piperazin-1-ium 
• 1431216-68-0 4-(5-{2-[3,5-bis(trifluoromethyl)phenyl]-N,2-dimethylpropanamido}-4-(o-tolyl)pyridin-2-yl)-1-methyl-1-{[bis(tert-butoxy)phosphoryl]oxymethyl}piperazin-1-ium 
• 290297-26-6 netupitant 

Relevant articles and documents

NK1 receptor-targeting antagonist and application of same to chemotherapy-induced nausea and vomiting

The invention relates to a NK1 receptor-targeting antagonist and application of the same to chemotherapy-induced nausea and vomiting, belonging to the technical field of adjuvant therapeutics for tumor chemotherapy. The invention provides a compound as shown in a formula I which is described in the specification, or a racemate, stereoisomer, tautomer, isotopic label, oxynitride or pharmaceutically-acceptable salt thereof. The invention also provides a preparation method for the compound, a pharmaceutical compositions and the application of the compound or the racemate, stereoisomer, tautomer,isotopic label, oxynitride or pharmaceutically-acceptable salt thereof.

METHODS OF MAKING NETUPITANT AND INTERMEDIATES THEREOF

Methods are disclosed for the preparation of netupitant and pharmaceutically acceptable salts thereof which are novel, easily reproducible, environmentally safe and cost effective. The methods may employ inexpensive starting materials and the preparation processes for intermediates are simple and highly reproducible. Novel intermediates for the preparation of netupitant and pharmaceutically acceptable salts thereof are also disclosed. Amorphous netupitant and methods of making same are disclosed.

Substituted 4-phenyl pyridines having anti-emetic effect

Disclosed are compounds, compositions and methods for the prevention and/or treatment of diseases which are pathophysiologically mediated by the neurokinin (NK1) receptor. The compounds have the general formula (I):