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639869

Sigma-Aldrich

4-Phenylpiperidine

97%

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About This Item

Empirical Formula (Hill Notation):
C11H15N
CAS Number:
771-99-3
Molecular Weight:
161.24
Beilstein:
124508
EC Number:
212-243-1
MDL number:
MFCD00006002
UNSPSC Code:
12352100
PubChem Substance ID:
24883062
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

61-65 °C (lit.)

functional group

phenyl

SMILES string

C1CC(CCN1)c2ccccc2

InChI

1S/C11H15N/c1-2-4-10(5-3-1)11-6-8-12-9-7-11/h1-5,11-12H,6-9H2

InChI key

UTBULQCHEUWJNV-UHFFFAOYSA-N

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB0722
SDBB0325
STBL3815
S32795
S32795V

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G H Loew et al.
Molecular pharmacology, 34(3), 363-376 (1988-09-01)
The 4-(m-OH-phenyl)piperidines are a flexible fragment of the morphine/benzomorphan fused-ring opioids. Analogs in this family were synthesized with varying 4-alkyl substituents increasing in bulk from H through methyl, n-propyl, to t-butyl, each with the three N-substituents methyl, allyl, and phenethyl.
B L Blaylock et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 36(5), 1104-1113 (2011-02-04)
Although dopamine D(3) receptors have been associated with cocaine abuse, little is known about the consequences of chronic cocaine on functional activity of D(3) receptor-preferring compounds. This study examined the behavioral effects of D(3) receptor-selective 4-phenylpiperazines with differing in vitro
Karel Vervisch et al.
Organic & biomolecular chemistry, 10(16), 3308-3314 (2012-03-14)
Non-activated 2-(4-chloro-2-cyano-2-phenylbutyl)aziridines were used as building blocks for the stereoselective synthesis of novel cis-2-cyanomethyl-4-phenylpiperidines via a microwave-assisted aziridine to piperidine ring expansion followed by a radical-induced nitrile translocation through initial formation and subsequent cleavage of intermediate bicyclic iminyl radicals. Furthermore
Alan C Spivey et al.
Organic & biomolecular chemistry, 6(22), 4093-4095 (2008-10-31)
Syntheses of two 4-phenylpiperidines from bromobenzene have been developed involving anchoring to a fluorous-tag, Ir-catalysed borylation, Pd- and Co-catalysed elaboration then traceless cleavage. Although performed using 'cold' (i.e. unlabelled) bromobenzene as the starting material, these routes have been designed to
Paul J Emmerson et al.
European journal of pharmacology, 494(2-3), 121-130 (2004-06-24)
Differences in the anorectic activity of morphinan (e.g., naltrexone) and 3,4-dimethyl-4-(3-hydroxyphenyl)piperidine (4PP) opioid receptor antagonists have been described. In an attempt to explain these differences, the influence of Na(+) on opioid binding affinity and functional activity of 4PP antagonists was
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