142360
4-Benzylpiperidine
99%
Synonym(s):
Phenyl(4-piperidyl)methane
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About This Item
Empirical Formula (Hill Notation):
C12H17N
CAS Number:
Molecular Weight:
175.27
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
250-535-0
Beilstein/REAXYS Number:
132339
MDL number:
Assay:
99%
description
Drug Control: Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
Quality Segment
assay
99%
drug control
Pszichotróp anyag / Psychotropic Substance (Hungary), 78/2022. (XII. 28.) BM rendelet
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
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)
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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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
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
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