22261-94-5

Usage

Uses

Used in Pharmaceutical Industry:
N-(1-METHYLPIPERIDIN-4-YL)ANILINE is used as a chemical intermediate for the synthesis of various medications, including antihistamines and antimicrobial agents, due to its ability to be incorporated into the molecular structures of these drugs.
Used in Central Nervous System Drug Development:
N-(1-METHYLPIPERIDIN-4-YL)ANILINE is used as a structural component in the development of drugs targeting central nervous system disorders, leveraging its piperidine ring to enhance drug efficacy and specificity.
Used in Coordination Chemistry:
N-(1-METHYLPIPERIDIN-4-YL)ANILINE is used as a potential ligand in coordination chemistry, where its unique structure may contribute to the formation of new coordination compounds with specific properties and applications.

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

• 86-12-4 thenalidine 
• 101581-65-1 N-(5-chloro-[2]thienylmethyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 101747-67-5 N-(5-bromo-[2]thienylmethyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 4945-47-5 bamipine 
• 102009-35-8 N-(4-chloro-benzyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 102166-98-3 N-(4-methoxy-benzyl)-N-(1-methyl-[4]piperidyl)-aniline 
• 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 

Relevant academic research and scientific papers

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.

PIPERIDINE AND PIPERAZINE DERIVATIVES AND THEIR USE IN TREATING VIRAL INFECTIONS AND CANCER

Disclosed are compounds of formula (I) (formula I),as antiviral agents, antineoplastic agents, pharmaceutical compositions comprising such compounds, and a method of use of these compounds, wherein X and Y are independently CH or N, o is 0, 1 or 2, and E is absent or is (CR13 R14 )m, NH, or S, F is absent or is (CR15 R16 )n, C=O, or -SO2 -, G is absent or is (CR17 CR18 )r, H is absent or is C=O, or -SO2 - and R1, Ar1, Ar2 are as defined in the specification. These compounds are antiviral agents and are contemplated in the treatment of viral infections, for example, hepatitis C, or are antineoplastic agents.

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.

QUINOLONE AND TETRAHYDROQUINOLONE AND RELATED COMPOUNDS HAVING NOS INHIBITORY ACTIVITY

The present invention features quinolones, tetrahydroquinolines, and related compounds that inhibit nitric oxide synthase (NOS), particularly those that selectively inhibit neuronal nitric oxide synthase (nNOS) in preference to other NOS isoforms. The NOS inhibitors of the invention, alone or in combination with other pharmaceutically active agents, can be used for treating or preventing various medical conditions.

4- ARYL(PIPERIDIN-4-YL)] AMINOBENZAMIDES WHICH BIND TO THE DELTA-OPIOID RECEPTOR

4-[aryl(piperidin-4-yl)] aminobenzamides are delta-opioid receptor agonists/antagonists of formula (I). As delta-opioid receptor agonists, such compounds are useful as analgesics. Depending on their agonist/antagonist effect, such compounds may also be useful immunosuppressants, antiinflammatory agents, agents for the treatment of mental illness, medicaments for drug and alcohol abuse, agents for treating gastritis and diarrhea, cardiovascular agents, and agents for the treatment of respiratory diseases. In formula (I), [Ar is phenyl, 1-naphthyl or 2-naphthyl, each optionally substituted with 1 to 3 R; R - R are described in the application].

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.

Aminohaloborane in Organic Synthesis. IX. Exclusive ortho Acylation Reaction of N-Monoaminoalkylanilines

The exclusive ortho acylation reaction of aniline derivatives using boron trichloride made possible the one-step synthesis of 2-acyl-N-monoaminoalkylanilines (1) and the corresponding imines (2) from N-monoaminoalkylanilines, even in the case of compounds with a bulky substituent at the nitrogen atom.Conventional methods only give 1 via elaborate procedures.Keywords: regioselective reaction; 2-acylaniline derivative; 2-acylaniline-imine derivative; boron trichloride