Bicyclo[1.1.1]pentane-1-carboxylic acid

CAS No. 22287-28-1
Cat. No. CS-0036907
Purity≥95%
MDL No.MFCD19228106

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Bicyclo[1.1.1]pentane-1-carboxylic acid|CS-0036907

Structure of 22287-28-1

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Description

Bicyclo[1.1.1]pentane-1-carboxylic acid features a rigid, strain-engineered cage structure that imparts exceptional metabolic stability and enhanced lipophilicity. This unique scaffold integrates readily into bioactive molecules, delivering improved membrane permeability and pharmacokinetic profiles in drug discovery applications.

Application

Bicyclo[1.1.1]pentane-1-carboxylic acid serves as a robust bioisostere for tert-butyl and phenyl groups in medicinal chemistry, offering enhanced metabolic stability and improved physicochemical properties. Its rigid, three-dimensional structure enables favorable binding interactions while maintaining excellent bench stability and compatibility with standard coupling reactions. The carboxylic acid functionality facilitates direct derivatization or salt formation, supporting efficient purification and downstream functionalization in API development workflows.

General Information

CAS No. 22287-28-1
Cat. No. CS-0036907
Purity ≥95%
MDL No. MFCD19228106
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈O₂
Molecular Weight None
Synonym(s) bicyclo[1.1.1]pentane-3-carboxylic acid
SMILES C1C2CC1(C2)C(=O)O

Computational Chemistry Data

TPSA 37.3
LogP 0.8711
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 1

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313-P362+P364

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Other Classifications

Building Blocks Skeleton Fatty ring compounds Cyclobutane compounds

Building Blocks Skeleton Bridge Rings compounds Other bridge ring compounds

Chemical Biology Pharmaceutical Development and Drug Discovery Research Reagents Specialized Building Blocks for Drug Discovery Bicyclo[1.1.1]pentane Building Blocks

Key Words

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Bicyclo[1.1.1]pentane-1-carboxylic acid

CAS No. 22287-28-1

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