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TCI

CAS 22287-28-1

Bicyclo[1.1.1]pentane-1-carboxylic Acid TCI B6619

Bicyclo[1.1.1]pentane-1-carboxylic Acid TCI B6619

Chemical Identity

Other names
1-Carboxybicyclo[1.1.1]pentane
CAS No.
22287-28-1
PubChem
CID 11297945
Formula
C6H8O2
Molecular weight
112.13 g/mol
Purity
>98.0%(HPLC)(qNMR)
Storage
0-10°C
Full identifiers (IUPAC, SMILES, InChIKey)
IUPAC
bicyclo[1.1.1]pentane-1-carboxylic acid
SMILES
C1C2CC1(C2)C(=O)O
InChIKey
ORCXPYPDHLVQFP-UHFFFAOYSA-N
MDL
MDL19228106
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TCI B6619 is bicyclo[1.1.1]pentane-1-carboxylic acid, a monofunctional derivative of the widely studied BCP cage. The bridgehead-to-bridgehead axis of bicyclo[1.1.1]pentane closely mimics the linear geometry of para-substituted benzene rings, making it a favoured aromatic bioisostere. Replacing arenes with BCP units is frequently associated with improved aqueous solubility, reduced lipophilicity, and enhanced metabolic stability. AMI Scientific supplies this TCI building block in a 100 mg pack size for drug discovery and organic synthesis laboratories.

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References cited in the TCI brochure

  1. Murugaiah A. M. Subbaiah. Bioisosteres of the Phenyl Ring: Recent Strategic Applications in Lead Optimization and Drug Design Journal of Medicinal Chemistry, 2021. doi:10.1021/acs.jmedchem.1c01215