18543-01-6

Basic information

• Product Name: 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine
• Synonyms: 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine
• CAS NO: 18543-01-6
• Molecular Formula: C₁₂H₁₆N₂O₄S
• Molecular Weight: 284.33144
• Mol File: 18543-01-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 495.7°Cat760mmHg
• Flash Point: 253.6°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 5.78E-10mmHg at 25°C
• Refractive Index: 1.575
• CAS DataBase Reference: 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine(18543-01-6)
• EPA Substance Registry System: 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine(18543-01-6)

Safety Data

• Hazardous Substances Data: 18543-01-6(Hazardous Substances Data)

Usage

Chemical structure

Piperidine derivative with a 2-nitrophenyl group substituted with a methylsulfonyl group
The compound is derived from piperidine, a heterocyclic amine, and features a 2-nitrophenyl group (a phenyl ring with two nitro groups) that has been modified with a methylsulfonyl group (a methane molecule with a sulfur-oxygen double bond).

Potential pharmacological properties

Studied for its potential as a therapeutic agent for various medical conditions
The compound has been investigated for its possible applications in medicine, although further research is needed to fully understand its uses and effects.

Applications

May have applications in the development of new drugs and pharmaceutical products
Due to its potential pharmacological properties, 1-[4-(Methylsulfonyl)-2-nitrophenyl]piperidine could be used in the creation of novel medications and pharmaceuticals.

Research status

Further research is needed to fully understand the potential uses and effects of this chemical
While the compound has shown promise in certain areas, more studies are required to determine its full potential and any possible side effects or limitations.

InChI:InChI=1/C12H16N2O4S/c1-19(17,18)10-5-6-11(12(9-10)14(15)16)13-7-3-2-4-8-13/h5-6,9H,2-4,7-8H2,1H3

Upstream product

• 97-07-4 1-chloro-4-methanesulfonyl-2-nitrobenzene 
• 110-89-4 piperidine 
• 453-72-5 1-fluoro-4-methanesulfonyl-2-nitrobenzene 

Relevant articles and documents

Optimisation of 2-(N-phenyl carboxamide) triazolopyrimidine antimalarials with moderate to slow acting erythrocytic stage activity

Malaria is a devastating parasitic disease caused by parasites from the genus Plasmodium. Therapeutic resistance has been reported against all clinically available antimalarials, threatening our ability to control the disease and therefore there is an ongoing need for the development of novel antimalarials. Towards this goal, we identified the 2-(N-phenyl carboxamide) triazolopyrimidine class from a high throughput screen of the Janssen Jumpstarter library against the asexual stages of the P. falciparum parasite. Here we describe the structure activity relationship of the identified class and the optimisation of asexual stage activity while maintaining selectivity against the human HepG2 cell line. The most potent analogues from this study were shown to exhibit equipotent activity against P. falciparum multidrug resistant strains and P. knowlesi asexual parasites. Asexual stage phenotyping studies determined the triazolopyrimidine class arrests parasites at the trophozoite stage, but it is likely these parasites are still metabolically active until the second asexual cycle, and thus have a moderate to slow onset of action. Non-NADPH dependent degradation of the central carboxamide and low aqueous solubility was observed in in vitro ADME profiling. A significant challenge remains to correct these liabilities for further advancement of the 2-(N-phenyl carboxamide) triazolopyrimidine scaffold as a potential moderate to slow acting partner in a curative or prophylactic antimalarial treatment.