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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/REAXYS Number:
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.)

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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
P Singh et al.
Journal of enzyme inhibition, 16(4), 331-338 (2002-03-28)
Two series of compounds were recently reported as novel alpha1a-selective adrenoceptor antagonists. In the first series, a dihydropyrimidone moiety is attached to a 4-phenyl piperidine containing side chain, while in the second, it is linked to a 4-substituted phenyl piperazine
Xing-hai Wang et al.
European journal of medicinal chemistry, 41(2), 226-232 (2006-01-13)
A nonlinear QSAR study was conducted on a series of 4-phenylpiperidine derivatives (4PPs) acting as mu opioid agonists by three-layer back-propagation neural network (NN) method. At first a variety of molecular descriptors were calculated and then selected with two-stage least
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
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