172734-75-7

Basic information

• Product Name: 3-Piperidinepropanol, 1-benzoyl-3-(3,4-dichlorophenyl)-
• CAS NO: 172734-75-7
• Molecular Formula: C21H23Cl2NO2
• Molecular Weight: 392.325
• Mol File: 172734-75-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-Piperidinepropanol, 1-benzoyl-3-(3,4-dichlorophenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Piperidinepropanol, 1-benzoyl-3-(3,4-dichlorophenyl)-(172734-75-7)
• EPA Substance Registry System: 3-Piperidinepropanol, 1-benzoyl-3-(3,4-dichlorophenyl)-(172734-75-7)

Safety Data

• Hazardous Substances Data: 172734-75-7(Hazardous Substances Data)

Upstream product

• 182621-49-4 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid 
• 182621-50-7 Acetic acid 3-[3-(3,4-dichloro-phenyl)-2,6-dioxo-piperidin-3-yl]-propyl ester 
• 146395-96-2 2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile 
• 146395-97-3 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester 
• 146395-98-4 5-tetrahydropyranyloxypropyl-5-(3,4-dichlorophenyl)piperidone 
• 146395-99-5 3-(3,4-Dichloro-phenyl)-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-piperidine 
• 3218-49-3 3,4-dichloro-benzeneacetonitrile 
• 146396-02-3 {3-(3,4-Dichloro-phenyl)-3-[3-(tetrahydro-pyran-2-yloxy)-propyl]-piperidin-1-yl}-phenyl-methanone 

Downstream Products

• 172734-92-8 osanetant 
• 182621-57-4 {3-(3,4-Dichloro-phenyl)-3-[3-(4-methylamino-4-phenyl-piperidin-1-yl)-propyl]-piperidin-1-yl}-phenyl-methanone 
• 172734-92-8 (S)-(N)-(1-(3-(1-benzoyl-3(3,4-dichlorophenyl)piperidin-3-yl)propyl)-4-phenylpiperidin-4-yl)-N-methylacetamide 
• 146396-03-4 1-benzoyl-3-(3,4-dichlorophenyl)-3-(3-methane-sulphonyloxypropyl)piperidine 

Relevant articles and documents

Discovery of bioavailable 4,4-disubstituted piperidines as potent ligands of the chemokine receptor 5 and inhibitors of the human immunodeficiency virus-1

We describe robust chemical approaches toward putative CCR5 scaffolds designed in our laboratories. Evaluation of analogues in the 125I-[MIP-1β] binding and Ba-L-HOS antiviral assays resulted in the discovery of 64 and 68 in the 4,4-disubstitited piperidine class H, both potent CCR5 ligands (pIC50 = 8.30 and 9.00, respectively) and HIV-1 inhibitors (pIC50 = 7.80 and 7.84, respectively, in Ba-L-HOS assay). In addition, 64 and 68 were bioavailable in rodents, establishing them as lead molecules for further optimization toward CCR5 clinical candidates.

3-alkyl-3-phenyl-piperidines

PCT No. PCT/US97/15443 Sec. 371 Date Jan. 22, 1998 Sec. 102(e) Date Jan. 22, 1998 PCT Filed Sep. 2, 1997 PCT Pub. No. WO98/11090 PCT Pub. Date Mar. 19, 1998The small nonpeptides of the instant invention are tachykinin antagonists of formula or a pharmaceutically acceptable salt thereof wherein: R1 is straight or branched alkyl of from 5 to 15 carbon atoms, aryl, or heteroaryl; R2 is hydrogen, hydroxy, amino, or thiol; R3 is aryl, arylsulfonylmethyl, or saturated or unsaturated heterocycle; R4 is from 1 to 4 groups each independently selected from halogen, alkyl, hydroxy, and alkoxy; n is an integer of from 2 to 6; and the carbon atom of (CH2)n group can be replaced by oxygen, nitrogen, or sulphur. The compounds are highly selective and functional NK3 antagonists expected to be useful in the treatment of pain, depression, anxiety, panic, schizophrenia, neuralgia, addiction disorders, inflammatory diseases, gastrointestinal disorders, vascular disorders, and neuropathological disorders.

A reliable and efficient synthesis of SR 142801

A convenient synthesis of the potent human NK-3 receptor antagonist SR 142801, (S)-(+)-N-{{3-[1-benzoyl-3-(3,4-dichlorophenyl)piperidin-3-yl]prop-1 -yl}-4-phenylpiperidin-4-yl}-N-methylacetamide [(S)-(+)-(15)], is described. Improvements over the previously reported procedure are the preparation of the intermediate 5 via the novel imide 3 and subsequent reaction with the nucleophile 14, which reacts, regioselectively, at the endocyclic nitrogen.