343330-18-7

Basic information

• Product Name: N-(2-carboxy-ethyl)-succinamic acid 1-(4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-2-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-phenyl-propyl ester
• CAS NO: 343330-18-7
• Molecular Weight: 726.891
• Mol File: 343330-18-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: N-(2-carboxy-ethyl)-succinamic acid 1-(4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-2-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-phenyl-propyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-carboxy-ethyl)-succinamic acid 1-(4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-2-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-phenyl-propyl ester(343330-18-7)
• EPA Substance Registry System: N-(2-carboxy-ethyl)-succinamic acid 1-(4-tert-butylcarbamoyl-5,5-dimethyl-thiazolidine-3-carbonyl)-2-[2-(2,6-dimethyl-phenoxy)-acetylamino]-3-phenyl-propyl ester(343330-18-7)

Safety Data

• Hazardous Substances Data: 343330-18-7(Hazardous Substances Data)

Upstream product

• 189357-33-3 KNI-727 
• 343330-15-4 (R)-N-tert-butyl-3-[(2S,3S)-3-(2,6-dimethylphenoxyacetyl)amino-2-succinyloxy-4-phenylbutanoyl]-5,5-dimethyl-1,3-thiazolidine-4-carboxamide 

Relevant articles and documents

Controlled drug release: New water-soluble prodrugs of an HIV protease inhibitor

We designed and synthesized a series of highly water-soluble prodrugs of an HIV protease inhibitor, KNI-727 (1), containing tandem-linked two auxiliary units, a solubilizing moiety and a self-cleavable spacer. Prodrugs with an ionized amino group at the solubilizing moiety exhibited a remarkable increase of water-solubility (>104 fold) compared to the parent drug 1. These prodrugs released 1 not enzymatically, but chemically via an intramolecular cyclization-elimination reaction through an imide formation in physiological conditions. Diversified rates of parent drug release were observed when the chemical structure of both the solubilizing and the spacer moieties were modified. This new approach for water-soluble prodrugs will enable to control chemically the release of parent drug as well as to maintain high water-solubility.