195812
4-Amino-1-benzylpiperidine
98%
Synonym(s):
1-(Phenylmethyl)-4-piperidinamine
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About This Item
Empirical Formula (Hill Notation):
C12H18N2
CAS Number:
Molecular Weight:
190.28
Beilstein/REAXYS Number:
146038
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
form
liquid
refractive index
n20/D 1.543 (lit.)
density
0.933 g/mL at 25 °C (lit.)
functional group
phenyl
SMILES string
NC1CCN(CC1)Cc2ccccc2
InChI
1S/C12H18N2/c13-12-6-8-14(9-7-12)10-11-4-2-1-3-5-11/h1-5,12H,6-10,13H2
InChI key
YUBDLZGUSSWQSS-UHFFFAOYSA-N
Gene Information
rat ... Grin2a(24409)
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Application
4-Amino-1-benzylpiperidine was used in the preparation of:
- butyl 4-amino-1-piperidineacetate, key intermediate required for the synthesis of butyl 4-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-1-piperidineacetate
- 5-alkylimino-1,2,4-thiadiazolidine-3-ones, such as 4-ethyl-5-[imino-[1-(phenylmethyl)-4-piperidinyl]]-2-methyl-1,2,4-thiadiazolidin-3-one and 4-benzyl-5-[imino-[1-(phenylmethyl)-4-piperidinyl]]-2-isopropyl-1,2,4-thiadiazolidin-3-one
- glycyrrhetinic acid derivatives
Reactant for synthesis of:
Highly selective inhibitors of p38a mitogen-activated protein kinase
Antiplasmodial compounds
Dual activity cholinesterase and Aβ-aggregation inhibitors
Muscarinic acetylcholine receptor antagonist and beta 2 adrenoceptor agonists
Photostable near-infrared cyanine dyes
99mTc-labeled piperidine analogues for targeting sigma receptors
Highly selective inhibitors of p38a mitogen-activated protein kinase
Antiplasmodial compounds
Dual activity cholinesterase and Aβ-aggregation inhibitors
Muscarinic acetylcholine receptor antagonist and beta 2 adrenoceptor agonists
Photostable near-infrared cyanine dyes
99mTc-labeled piperidine analogues for targeting sigma receptors
signalword
Warning
hcodes
Hazard Classifications
Skin Irrit. 2
Storage Class
10 - Combustible liquids
wgk_germany
WGK 3
flash_point_f
230.0 °F - closed cup
flash_point_c
110 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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J Sakaguchi et al.
Chemical & pharmaceutical bulletin, 49(6), 788-790 (2001-06-20)
A new and facile route for the synthesis of the novel gastrointestinal prokinetic butyl 4-[(4-amino-5-chloro-2-methoxybenzoyl)amino]-1-piperidineacetate (1b), which exhibited potent gastro- and colon-prokinetic activities by oral administration without significant side effects, was established. The key intermediate, butyl 4-amino-1-piperidineacetate (16), was prepared
A Martinez et al.
European journal of medicinal chemistry, 35(10), 913-922 (2000-12-21)
A new family of 1,2,4-thiadiazolidinone derivatives containing the N-benzylpiperidine fragment has been synthesised. The acetylcholinesterase (AChE) inhibitory activity of all compounds was measured using Ellman's method and some of them turned out to be as potent as tacrine. Furthermore, compound
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Bioorganic & medicinal chemistry, 11(24), 5345-5352 (2003-12-04)
To synthesize glycyrrhetinic acid (GA) derivatives (3, 4, 5, 10, 13, 14, 15, and 16), we first removed the ketonic group in the C-11 position, and the carboxylic function at the C-30 position was kept intact, reduced to an alcohol
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