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Merck
CN

142360

4-Benzylpiperidine

99%

Synonym(s):

Phenyl(4-piperidyl)methane

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About This Item

Empirical Formula (Hill Notation):
C12H17N
CAS Number:
31252-42-3
Molecular Weight:
175.27
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24848521
EC Number:
250-535-0
Beilstein/REAXYS Number:
132339
MDL number:
MFCD00006006
Assay:
99%

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InChI key

ABGXADJDTPFFSZ-UHFFFAOYSA-N

InChI

1S/C12H17N/c1-2-4-11(5-3-1)10-12-6-8-13-9-7-12/h1-5,12-13H,6-10H2

SMILES string

C1CC(CCN1)Cc2ccccc2

description

Drug Control: Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet

assay

99%

Quality Level

100

Gene Information

rat ... Htr2a(29595), Htr2c(25187)

refractive index

n20/D 1.537 (lit.)

bp

279 °C (lit.)

mp

6-7 °C (lit.)

density

0.997 g/mL at 25 °C (lit.)

functional group

phenyl

Related Categories

General description

4-Benzylpiperidine is dopamine-selective releaser. It is a potential candidate for treatments for cocaine dependence.

Application

4-Benzylpiperidine was used to study the metabolism of 1,3-butadiene and its oxidized metabolites in perfused livers of male B6C3F1 mice and Sprague-Dawley rats.
Reactant for synthesis of:
  • Antiproliferatives
  • GABA uptake inhibitors
  • Pyridines
  • Histamine H3 antagonists
  • Multipotent drugs with cholinergic and neuroprotective properties for the treatment of Alzheimer′s and neuronal vascular diseases
  • Antiserotoninergic, antiplatelet, hemorheologic, antiarrythmic and antioxidant molecules via nucleophilic substitution

Biochem/physiol Actions

4-Benzylpiperidine inhibits the activity of rat brain monoamine oxidase-A and -B.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

233.6 °F - closed cup

flash_point_c

112 °C - closed cup

ppe

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
12903TH
S43132
14111HH
08921CH
05316CH

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Sindhu S Ganti et al.
International journal of pharmaceutics, 550(1-2), 71-78 (2018-08-21)
The objective of our study was to develop a transdermal patch of 4-benzylpiperidine and to evaluate its in vitro transdermal permeation profile. Appropriate pressure sensitive adhesives and additives were selected based on solubility and slide crystallization studies. Release liners and
Johannes G Filser et al.
Toxicological sciences : an official journal of the Society of Toxicology, 114(1), 25-37 (2009-12-17)
The industrial chemical 1,3-butadiene (BD) is a potent carcinogen in mice and a weak one in rats. This difference is generally related to species-specific burdens by the metabolites 1,2-epoxy-3-butene (EB), 1,2:3,4-diepoxybutane (DEB), and 3,4-epoxy-1,2-butanediol (EBD), which are all formed in
Y Arai et al.
Neuroscience letters, 70(2), 255-260 (1986-10-08)
Inhibitory effects of some MPTP and MPP+ analogues on rat brain MAO activity were studied to further clarify the structure-activity relationships of MPTP neurotoxicity. Of the analogues tested, 4-(4-chlorophenyl)-1,2,3,6-tetrahydropyridine (CPTP), 4-(4-chlorobenzyl)-pyridine (CBP), 4-benzylpyridine (BPY) and 4-benzylpiperidine (BPIP) dose-dependently inhibited both
S S Negus et al.
The Journal of pharmacology and experimental therapeutics, 329(1), 272-281 (2009-01-20)
Monoamine releasers constitute one class of drugs currently under investigation as potential agonist medications for the treatment of cocaine dependence. The efficacy and safety of monoamine releasers as candidate medications may be influenced in part by their relative potency to

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