4-Phenylpiperidine

4-Phenylpiperidine
Names
	IUPAC name 4-Phenylpiperidine
Identifiers
CAS Number	771-99-3 ;
3D model (JSmol)	Interactive image; Interactive image;
ChEMBL	ChEMBL20969 ;
ChemSpider	63068 ;
ECHA InfoCard	100.011.130
PubChem CID	69873;
UNII	8V8IM567WT;
CompTox Dashboard (EPA)	DTXSID40227890 ;
	InChI InChI=1S/C11H15N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-5,11-12H,6-9H2 Key: UTBULQCHEUWJNV-UHFFFAOYSA-N ; InChI=1/C11H15N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-5,11-12H,6-9H2 Key: UTBULQCHEUWJNV-UHFFFAOYAO;
	SMILES c1cc(ccc1)C2CCNCC2; c1ccc(cc1)C2CCNCC2;
Properties
Chemical formula	C11H15N
Molar mass	161.248 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	verify (what is ?)
	Infobox references

4-Phenylpiperidine is a chemical compound. It features a benzene ring bound to a piperidine ring.

4-Phenylpiperidine is the base structure for a variety of opioids, such as pethidine (meperidine), ketobemidone, alvimopan, loperamide, and diphenoxylate.

Preparation

From the 3° alcohol, dehydration of which, and subsequent catalytic hydrogenation furnishes the product.
4-Phenylpyridine can also be catalytically hydrogenated.

Drugs derived from 4-phenylpiperidine proper include:

4-PPBP
ADX-71149
Ropitoin
Altapizone
Vesamicol
JNJ-42153605
#81 & #82, #160 & #162, #165, #166 & #167, #174 & #178 in U.S. Patent 6,057,371
Bromination of 4-PP gives para-bromo-4-PP [80980-89-8] U.S. Patent 6,303,593. See also:[1]
Guzikowski & Tamiz had some interesting example too:[2]
JNJ-40068782
PC21481466 i.e. 5,5-Diphenyl-3-[2-(4-phenyl-piperidin-1-yl)-ethyl]-imidazolidine-2,4-dione.

4-phenylpiperdine core include:

A related compound is 4-benzylpiperidine, in which the rings are separated by a methylene bridge.

gollark: No.

gollark: The bot v2 is in python.

gollark: ++delete "your soul"

gollark: ++delete testPotatOS

gollark: I don't think the bot has @everyone permissions.

Wenzel, Barbara; Sorger, Dietlind; Heinitz, Katrin; Scheunemann, Matthias; Schliebs, Reinhard; Steinbach, Joerg; Sabri, Osama European Journal of Medicinal Chemistry, 2005 , vol. 40, # 12 p. 1197 - 1205
Guzikowski, Anthony P.; Tamiz, Amir P.; Acosta-Burruel, Manuel; Hong-Bae, Soo; Cai, Sui Xiong; Hawkinson, Jon E.; Keana, John F. W.; Kesten, Suzanne R.; Shipp, Christina T.; Tran, Minhtam; Whittemore, Edward R.; Woodward, Richard M.; Wright, Jon L.; Zhou, Zhang-Lin (2000). "Synthesis ofN-Substituted 4-(4-Hydroxyphenyl)piperidines, 4-(4-Hydroxybenzyl)piperidines, and (±)-3-(4-Hydroxyphenyl)pyrrolidines: Selective Antagonists at the 1a/2B NMDA Receptor Subtype". Journal of Medicinal Chemistry. 43 (5): 984–994. doi:10.1021/jm990428c. ISSN 0022-2623.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.