22261-94-5

Basic information

• Product Name: N-(1-METHYLPIPERIDIN-4-YL)ANILINE
• Synonyms: N-(1-METHYLPIPERIDIN-4-YL)-PHENYLAMINE;N-(1-METHYLPIPERIDIN-4-YL)ANILINE;4-BENZENAMINO-1-METHYLPIPERIDINE;1-methyl-N-phenylpiperidin-4-amine;1-Methyl-4-(N-phenyl)aminopiperidine;(1-METHYL-PIPERIDIN-4-YL)-PHENYLAMINE;4-Anilino-1-methylpiperidine, 98%;1-Methyl-N-phenyl-4-piperidinamine
• CAS NO: 22261-94-5
• Molecular Formula: C₁₂H₁₈N₂
• Molecular Weight: 190.28
• EINECS: 244-882-7
• Mol File: 22261-94-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 82-86°C
• Boiling Point: 302.4 °C at 760 mmHg
• Flash Point: 128.7 °C
• Appearance: /
• Density: 1.042g/cm³
• Vapor Pressure: 0.000994mmHg at 25°C
• Refractive Index: 1.578
• CAS DataBase Reference: N-(1-METHYLPIPERIDIN-4-YL)ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(1-METHYLPIPERIDIN-4-YL)ANILINE(22261-94-5)
• EPA Substance Registry System: N-(1-METHYLPIPERIDIN-4-YL)ANILINE(22261-94-5)

Safety Data

• Hazardous Substances Data: 22261-94-5(Hazardous Substances Data)

Usage

General Description

N-(1-Methylpiperidin-4-yl)aniline is a chemical compound with the molecular formula C12H17N. It is commonly used in the pharmaceutical industry as an intermediate in the synthesis of various medications, including antihistamines and antimicrobial agents. N-(1-METHYLPIPERIDIN-4-YL)ANILINE is a derivative of aniline and contains a piperidine ring, making it useful for the development of drugs that target central nervous system disorders. It has also been studied for its potential use as a ligand in coordination chemistry. This chemical should be handled and used with proper safety precautions, as it may be harmful if ingested, inhaled, or in contact with skin.

InChI:InChI=1/C12H18N2/c1-14-9-7-12(8-10-14)13-11-5-3-2-4-6-11/h2-6,12-13H,7-10H2,1H3

Upstream product

• 1445-73-4 1-Methyl-4-piperidone 
• 62-53-3 aniline 
• 36796-46-0 1-methyl-4-(phenylimino)piperidine 

Downstream Products

• 115992-06-8 N-(1-methyl-4-piperidinyl)thioanthranilic acid S-methyl ester 
• 93591-95-8 4-[2-(2-chlorobenzoyl)anilino]-1-methylpiperidine 
• 93593-10-3 (4-Fluoro-phenyl)-[2-(1-methyl-piperidin-4-ylamino)-phenyl]-methanone 
• 93593-09-0 (2-Fluoro-phenyl)-[2-(1-methyl-piperidin-4-ylamino)-phenyl]-methanone 
• 740051-85-8 2-Chloro-1-[2-(1-methyl-piperidin-4-ylamino)-phenyl]-ethanone 
• 96110-83-7 2-(1-methyl-4-piperidinyl)aminobenzophenone imine 
• 93593-07-8 2-benzoyl-N-(1-methyl-4-piperidinyl)aniline 
• 96110-80-4 {4-Chloro-2-[(2-fluoro-phenyl)-imino-methyl]-phenyl}-(1-methyl-piperidin-4-yl)-amine 
• 96541-60-5 2-benzoyl-N-(1-methyl-4-piperidinyl)aniline dihydrobromide 
• 96524-61-7 4-(2-acetylanilino)-1-methylpiperidine 
• 96524-54-8 [2-(1-Imino-ethyl)-phenyl]-(1-methyl-piperidin-4-yl)-amine 
• 99918-47-5 N-(1-methyl-4-piperidinyl)-N-nitrosoaniline 
• 118511-81-2 1-(4-piperidinyl)-1H-indole 
• 1063406-87-0 2-bromo-N-(1-methylpiperidin-4-yl)-N-phenylpropanamide 

Relevant articles and documents

Discovery, Optimization, and Characterization of Novel Chlorcyclizine Derivatives for the Treatment of Hepatitis C Virus Infection

Recently, we reported that chlorcyclizine (CCZ, Rac-2), an over-the-counter antihistamine piperazine drug, possesses in vitro and in vivo activity against hepatitis C virus. Here, we describe structure-activity relationship (SAR) efforts that resulted in the optimization of novel chlorcyclizine derivatives as anti-HCV agents. Several compounds exhibited EC50 values below 10 nM against HCV infection, cytotoxicity selectivity indices above 2000, and showed improved in vivo pharmacokinetic properties. The optimized molecules can serve as lead preclinical candidates for the treatment of hepatitis C virus infection and as probes to study hepatitis C virus pathogenesis and host-virus interaction.

Synthesis and investigations of double-pharmacophore ligands for treatment of chronic and neuropathic pain

Acids 9a-f as possible bivalent ligands designed as a structural combination of opioid μ-agonist (Fentanyl) and NSAID (Indomethacin) activities and produced compounds which were tested as analgesics. The obtained series of compounds exhibits low affinity and activity both at opioid receptors and as cyclooxygenase (COX) inhibitors. One explanation of the weak opioid activity could be stereochemical peculiarities of these bivalent compounds which differ significantly from the fentanyl skeleton. The absence of significant COX inhibitory properties could be explained by the required substitution of an acyl fragment in the indomethacin structure for 4-piperidyl.

Reductive alkylation of aromatic amines with enol ethers

Reductive alkylation of aromatic amines with 2-methoxypropene using 1.0 equivalent of HOAc and NaBH(OAc)3 in 1,2-dichloroethane (DCE) at room temperature furnished N-isopropyl amines in 50-98% yields. This method was successfully extended to trimethylsilyl enol ethers. The mild reaction conditions provide a new alternative procedure for the reductive amination of electron deficient aromatic amines.