275815-80-0

Basic information

• Product Name: PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)-
• Synonyms: PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)-;(S)-3-(4-Fluorobenzyl)Piperidine(WX604610)
• CAS NO: 275815-80-0
• Molecular Formula: C₁₂H₁₆FN
• Molecular Weight: 193.26
• Mol File: 275815-80-0.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 276.6°C at 760 mmHg
• Flash Point: 121.1°C
• Appearance: /
• Density: 1.044g/cm³
• Vapor Pressure: 0.00475mmHg at 25°C
• Refractive Index: 1.512
• PKA: 10.27±0.10(Predicted)
• CAS DataBase Reference: PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)-(CAS DataBase Reference)
• NIST Chemistry Reference: PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)-(275815-80-0)
• EPA Substance Registry System: PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)-(275815-80-0)

Safety Data

• Hazardous Substances Data: 275815-80-0(Hazardous Substances Data)

Usage

General Description

PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)- is a chemical compound with the molecular formula C12H16FNO. It is a derivative of piperidine, a heterocyclic amine with a six-membered ring structure containing one nitrogen atom. The compound features a fluorophenylmethyl group attached to the piperidine ring, and it exists in its (3S)-stereoisomeric form. This chemical may have applications in pharmaceutical research and the development of new drugs, as piperidine derivatives can exhibit various biological activities and pharmacological properties. The specific characteristics and potential uses of PIPERIDINE, 3-[(4-FLUOROPHENYL)METHYL]-, (3S)- would depend on its specific properties and the results of further research and testing.

InChI:InChI=1/C12H16FN/c13-12-5-3-10(4-6-12)8-11-2-1-7-14-9-11/h3-6,11,14H,1-2,7-9H2/t11-/m0/s1

Upstream product

• 813445-42-0 (3S)-3-(4-fluorobenzyl)piperidine, mandelic acid salt 
• 483305-37-9 (E)-3-(4-fluorobenzylidene)piperidin-2-one 
• 94363-58-3 1-(2,2,2-Trifluoro-acetyl)-piperidin-2-one 
• 459-57-4 4-fluorobenzaldehyde 
• 675-20-7 piperidin-2-one 
• 382637-43-6 tert-butyl 3-(4-fluorobenzylidene)piperidin-1-carboxylate 
• 98977-36-7 3-oxo-piperidine-1-carboxylic acid tert-butyl ester 
• 50717-82-3 piperidin-3-one 
• 50606-58-1 N-benzyl-3-piperidinone hydrochloride 
• 483305-46-0 (S)-3-(4-fluorobenzyl)-2-piperidone 
• 382637-45-8 t-Butyl (+)-3-(4-fluorobenzyl)-1-piperidinecarboxylate 

Downstream Products

• 383430-26-0 {(1R,2S)-2-[(S)-3-(4-Fluoro-benzyl)-piperidin-1-ylmethyl]-cyclohexyl}-carbamic acid benzyl ester 
• 1231935-74-2 1,5-anhydro-4-azido-2,3,4,6-tetradeoxy-3-fluoro-6-[(3S)-3-(4-fluorobenzyl)piperidin-1-yl]-D-xylo-hexitol 
• 1231936-04-1 2,6-anhydro-3-azido-1,3,4,5-tetradeoxy-4-fluoro-1-[(3S)-3-(4-fluorobenzyl)piperidin-1-yl]-D-arabino-hexitol 
• 275812-32-3 N-(5-acetyl-4-methyl-1,3-thiazol-2-yl)-N'-((1R,2S)-2-{[3(S)-(4-fluorobenzyl)piperidinyl]methyl}cyclohexyl)urea 
• 1110602-52-2 C₂₄H₃₆FN₃O₄ 
• 1058645-24-1 C₁₈H₂₄FNO 
• 1058642-13-9 C₁₇H₂₂FNO 
• 1013655-14-5 C₃₂H₃₅FN₈O₃ 
• 813445-37-3 {(7R,8S)-8-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,4-dioxa-spiro[4.5]dec-7-yl}-carbamic acid benzyl ester 
• 813445-25-9 {(7S,8R)-7-[(S)-3-(4-fluorobenzyl)-piperidin-1-ylmethyl]-1,4-dioxa-spiro[4.5]dec-8-yl}-carbamic acid benzyl ester 
• 382637-74-3 (3S)-1-[(2E)-2-butenoyl]-3-(4-fluorobenzyl)piperidine 

Relevant articles and documents

Stereoselective process for a CCR3 antagonist

A convergent, multikilogram, stereoselective synthesis of 1 is described. A key fragment, (S)-3-(4-fluorobenzyl)piperidine (2) was synthesized from valerolactam in three steps using our recently discovered Ir-BDPP-catalyzed asymmetric hydrogenation. Anoth

Discovery of CC chemokine receptor-3 (CCR3) antagonists with picomolar potency

Starting with our previously described20 class of CC chemokine receptor-3 (CCR3) antagonist, we improved the potency by replacing the phenyl linker of 1 with a cyclohexyl linker and by replacing the 4-benzylpiperidine with a 3-benzylpiperidine. The resulting compound, 32, is a potent and selective antagonist of CCR3. SAR studies showed that the 3-acetylphenyl urea of 32 could be replaced with heterocyclic ureas or heterocyclic-substituted phenyl ureas and still maintain the potency (inhibition of eotaxin-induced chemotaxis) of this class of compounds in the low-picomolar range (IC50 = 10-60 pM), representing some of the most potent CCR3 antagonists reported to date. The potency of 32 for mouse CCR3 (chemotaxis IC50 = 41 nM) and its oral bioavailability in mice (20% F) were adequate to assess the efficacy in animal models of allergic airway inflammation. Oral administration of 32 reduced eosinophil recruitment into the lungs in a dose-dependent manner in these animal models. On the basis of its overall potency, selectivity, efficacy, and safety profile, the benzenesulfonate salt of 32, designated DPC168, entered phase I clinical trials.

N-UREIDOALKYL-PIPERIDINES AS MODULATORS OF CHEMOKINE RECEPTOR ACTIVITY.

The present application describes N-ureidoalkyl piperidines as modulators of chemokine receptors, or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.