2-Chloro-N-cyclopropylacetamide

Name: 2-Chloro-N-cyclopropylacetamide
Brand: ChemScene
Availability: InStock
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CAS No. 19047-31-5
Cat. No. CS-W005640
Molecule weight133.58
Purity≥98%
MDL No.MFCD00276391

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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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2-Chloro-N-cyclopropylacetamide|CS-W005640

Structure of 19047-31-5

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General Information

CAS No. 19047-31-5
Cat. No. CS-W005640
Purity ≥98%
MDL No. MFCD00276391
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₈ClNO
Molecular Weight 133.58
Synonym(s) [N-(cyclopropyl)aminocarbonylmethyl]chloride
SMILES ClCC(NC1CC1)=O

Description

2-Chloro-N-cyclopropylacetamide features a cyclopropyl amide group paired with a chlorinated acetyl moiety, delivering enhanced metabolic stability and favorable lipophilicity. This structural combination supports efficient incorporation into bioactive scaffolds for medicinal chemistry applications, particularly in kinase inhibitor development.

Application

2-Chloro-N-cyclopropylacetamide serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds and peptide-like motifs. Its cyclopropyl amide functionality offers enhanced metabolic stability and conformational restraint, while the acyl chloride moiety facilitates nucleophilic substitution under mild conditions. The compound exhibits excellent bench stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into multi-step syntheses.

Synthesis

Route1
- 79-04-9
- 765-30-0
- ~98%
- In-stock
  
  19047-31-5
References
- ELI LILLY AND COMPANY Patent: WO2006/47124 A1, 2006 ; Location in patent: Page/Page column 11-12 ; WO 2006/047124 A1
Route2
- In-stock
  
  593-71-5
- 4747-72-2
- ~96%
- In-stock
  
  19047-31-5
References
- Pace, Vittorio; Castoldi, Laura; Holzer, Wolfgang Chemical Communications, 2013 , vol. 49, # 75 p. 8383 - 8385

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

Quality Control

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Computational Chemistry Data

TPSA 29.1
LogP 0.5038
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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2-Chloro-N-cyclopropylacetamide

CAS No. 19047-31-5

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