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195812

Sigma-Aldrich

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:
50541-93-0
Molecular Weight:
190.28
Beilstein:
146038
EC Number:
256-620-9
MDL number:
MFCD00006504
UNSPSC Code:
12352100
PubChem Substance ID:
24851715
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.543 (lit.)

density

0.933 g/mL at 25 °C (lit.)

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Federica Prati et al.
ChemMedChem, 11(12), 1284-1295 (2016-02-18)
We discovered a small series of hit compounds that show multitargeting activities against key targets in Alzheimer's disease (AD). The compounds were designed by combining the structural features of the anti-AD drug donepezil with clioquinol, which is able to chelate
Soo-Jong Um et al.
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
Josef Dib et al.
Journal of mass spectrometry : JMS, 50(2), 407-417 (2015-03-25)
AdipoR agonists are small, orally active molecules capable of mimicking the protein adiponectin, which represents an adipokine with antidiabetic and antiatherogenic effects. Two adiponectin receptors were reported in the literature referred to as adipoR1 and adipoR2. Activation of these receptors

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