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Sigma-Aldrich

4-Benzylpiperidine

99%

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Synonym(s):
Phenyl(4-piperidyl)methane
Empirical Formula (Hill Notation):
C12H17N
CAS Number:
31252-42-3
Molecular Weight:
175.27
Beilstein:
132339
EC Number:
250-535-0
MDL number:
MFCD00006006
PubChem Substance ID:
24848521
NACRES:
NA.22

Assay

99%

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.)

SMILES string

C1CC(CCN1)Cc2ccccc2

InChI

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

InChI key

ABGXADJDTPFFSZ-UHFFFAOYSA-N

Gene Information

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

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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 Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

233.6 °F - closed cup

Flash Point(C)

112 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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