312625-23-3

Basic information

• Product Name: 4-[2-[(3S,4S)-4-benzyl-3-methyl-1-piperidyl]ethylsulfonyl]phenol
• CAS NO: 312625-23-3
• Molecular Formula: C₂₁H₂₇NO₃S
• Molecular Weight: 373.51
• Mol File: 312625-23-3.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 565.7°C at 760 mmHg
• Flash Point: 295.9°C
• Density: 1.174g/cm³
• Vapor Pressure: 2.11E-13mmHg at 25°C
• Refractive Index: 1.576
• CAS DataBase Reference: 4-[2-[(3S,4S)-4-benzyl-3-methyl-1-piperidyl]ethylsulfonyl]phenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[2-[(3S,4S)-4-benzyl-3-methyl-1-piperidyl]ethylsulfonyl]phenol(312625-23-3)
• EPA Substance Registry System: 4-[2-[(3S,4S)-4-benzyl-3-methyl-1-piperidyl]ethylsulfonyl]phenol(312625-23-3)

Safety Data

• Hazardous Substances Data: 312625-23-3(Hazardous Substances Data)

Usage

Chemical compound

4-[2-[(3S,4S)-4-benzyl-3-methyl-1-piperidyl]ethylsulfonyl]phenol

Function

Potent and selective inhibitor of Toll-like receptor 4 (TLR4)

Role in innate immune system

Blocks TLR4-mediated signaling and inhibits production of pro-inflammatory cytokines

Potential therapeutic agent for

Treatment of inflammatory and immune-related diseases

Additional effects

Demonstrated neuroprotective effects in pre-clinical studies

Potential in treating

Neurological disorders

Need for further research

To fully understand therapeutic potential.

Upstream product

• 30519-04-1 4-(2-hydroxyethylsulfanyl) phenol 
• 637-89-8 4-sulfanylphenol 
• 101637-76-7 4-(2-chloro-ethylsulfanyl)-phenol 
• 312625-48-2 4-((2-chloroethyl)sulfonyl)phenol 
• 1378692-26-2 (3SR,4SR)-4-benzyl-piperidine-3-ol 
• 312625-46-0 (SR)-1,4-dibenzyl-3-oxo-piperidine-4-carboxylic acid ethyl ester 
• 52763-21-0 ethyl 1-benzyl-3-oxopiperidine-4-carboxylate hydrochloride 
• 63876-32-4 4-[benzyl(ethoxycarbonylmethyl)amino]butyric acid ethyl ester 
• 857858-99-2 (2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidine-2-carboxylic acid ethyl ester 
• 857859-01-9 (3S,4S)-4-Benzyl-1-((R)-1-phenyl-ethyl)-piperidin-3-ol 
• 857859-00-8 [(2R,3S)-3-Benzyl-1-((R)-1-phenyl-ethyl)-pyrrolidin-2-yl]-methanol 
• 312625-28-8 (3S,4S)-4-benzylpiperidin-3-ol 
• 220426-78-8 [but-3-enyl-((1R)-phenyl-ethyl)-amino]-acetic acid ethyl ester 

Relevant articles and documents

Efficient enantioselective formal synthesis of Ro 67-8867, a NMDA 2B receptor antagonist

An efficient enantioselective formal synthesis of Ro 67-8867 has been achieved in 7 steps using an amino-zinc-ene-enolate cyclization and an enantioselective ring enlargement of a substituted prolinol as the key steps.

Ethanesulfonyl-piperidine derivatives

The invention relates to compounds of the general formula STR1whereinR 1 signifies hydrogen or hydroxy; R 2 signifies hydrogen or methyl; and X signifies --O-- or --CH 2 -- and their pharmaceutically acceptable acid addition salts.It has been shown that these compounds have a good affitity to the NMDA receptor and they are therefore useful in the treatment of diseases, wherein the therapeutic indications include acute forms of neurodegeneration caused, e.g., by stroke or brain trauma; chronic forms of neurodegeneration such as Alzheimer''s disease, Parkinson''s disease, Huntington''s disease or ALS (amyotrophic lateral sclerosis); neurodegeneration associated with bacterial or viral infections, and, diseases such as schizophrenia, anxiety, depression and chronic/acute pain.