4-Amino-1-benzylpiperidine-4-carboxylic acid

Name: 4-Amino-1-benzylpiperidine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 39143-25-4
Cat. No. CS-W006436
Purity≥98%
MDL No.MFCD00794952

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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4-Amino-1-benzylpiperidine-4-carboxylic acid|CS-W006436

Structure of 39143-25-4

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General Information

CAS No. 39143-25-4
Cat. No. CS-W006436
Purity ≥98%
MDL No. MFCD00794952
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₈N₂O₂
Molecular Weight 234.29
Synonym(s) N'-(3,4-dichlorophenyl)propane-1,6-diamine
SMILES NC1(C(O)=O)CCN(CC2=CC=CC=C2)CC1

Description

4-Amino-1-benzylpiperidine-4-carboxylic acid features a rigid piperidine core functionalized with a benzyl group at N1 and a carboxylic acid at C4, enabling integration into bioactive scaffolds. The para-amino substitution enhances hydrogen bonding capacity, while the benzylic linkage provides structural rigidity and favorable lipophilicity for membrane permeability in CNS-targeted compounds.

Application

4-Amino-1-benzylpiperidine-4-carboxylic acid serves as a versatile building block for medicinal chemistry, enabling the synthesis of piperidine-based scaffolds prevalent in CNS-targeted therapeutics. Its amine and carboxylic acid functionalities offer orthogonal reactivity for peptide coupling, amidation, and derivatization. The benzyl group enhances metabolic stability and modulates lipophilicity, while the 4-amino substituent facilitates further functionalization. Bench-stable and readily purified via standard chromatographic methods, it supports scalable synthesis and integration into complex molecular architectures.

Synthesis

Route1
- In-stock
  
  28936-94-9
- ~84%
- In-stock
  
  39143-25-4
References
- BOEHRINGER INGELHEIM INTERNATIONAL GmbH; Dahmann, Georg; Fiegen, Dennis; Fleck, Martin; Hoffmann, Matthias; Klicic, Jasna; East, Stephen Peter; Napier, Spencer Charles R.; Scott, John Patent: US2013/23502 A1, 2013 ; Location in patent: Paragraph 0266; 0269-0270 ;
Route2
- 3612-20-2
- ~%
- In-stock
  
  39143-25-4
References
- BOEHRINGER INGELHEIM INTERNATIONAL GMBH; DAHMANN, Georg; FIEGEN, Dennis; FLECK, Martin; HOFFMANN, Matthias; KLICIC, Jasna; EAST, Stephen, Peter; NAPIER, Spencer, Charles, R.; SCOTT, John Patent: WO2012/101013 A1, 2012 ; WO 2012/101013 A1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 66.56
LogP 1.0645
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

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4-Amino-1-benzylpiperidine-4-carboxylic acid

CAS No. 39143-25-4

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