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195812

Sigma-Aldrich

4-Amino-1-benzylpiperidine

98%

Synonyme(s) :

1-(Phenylmethyl)-4-piperidinamine

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About This Item

Formule empirique (notation de Hill):
C12H18N2
Numéro CAS:
Poids moléculaire :
190.28
Numéro Beilstein :
146038
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352100
ID de substance PubChem :
Nomenclature NACRES :
NA.22

Niveau de qualité

Pureté

98%

Forme

liquid

Indice de réfraction

n20/D 1.543 (lit.)

Densité

0.933 g/mL at 25 °C (lit.)

Chaîne SMILES 

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

Clé InChI

YUBDLZGUSSWQSS-UHFFFAOYSA-N

Informations sur le gène

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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

Pictogrammes

Exclamation mark

Mention d'avertissement

Warning

Mentions de danger

Classification des risques

Skin Irrit. 2

Code de la classe de stockage

10 - Combustible liquids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

230.0 °F - closed cup

Point d'éclair (°C)

110 °C - closed cup

Équipement de protection individuelle

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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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
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
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
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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