332144-07-7

Basic information

• Product Name: N-(5-CHLORO-1,3-BENZOXAZOL-2-YL)GUANIDINE
• Synonyms: TOSLAB-BB TOS-BB-1290;N-(5-CHLORO-1,3-BENZOXAZOL-2-YL)GUANIDINE
• CAS NO: 332144-07-7
• Molecular Formula: C₈H₇ClN₄O
• Molecular Weight: 210.62
• Mol File: 332144-07-7.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(5-CHLORO-1,3-BENZOXAZOL-2-YL)GUANIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(5-CHLORO-1,3-BENZOXAZOL-2-YL)GUANIDINE(332144-07-7)
• EPA Substance Registry System: N-(5-CHLORO-1,3-BENZOXAZOL-2-YL)GUANIDINE(332144-07-7)

Safety Data

• Hazardous Substances Data: 332144-07-7(Hazardous Substances Data)

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Relevant articles and documents

Structure-Based Optimization of Small Molecule Human Galactokinase Inhibitors

Classic galactosemia is a rare disease caused by inherited deficiency of galactose-1 phosphate uridylyltransferase (GALT). Accumulation of galactose-1 phosphate (gal-1P) is thought to be the major cause of the chronic complications associated with this disease, which currently has no treatment. Inhibiting galactokinase (GALK1), the enzyme that generates galactose-1 phosphate, has been proposed as a novel strategy for treating classic galactosemia. Our previous work identified a highly selective unique dihydropyrimidine inhibitor against GALK1. With the determination of a co-crystal structure of this inhibitor with human GALK1, we initiated a structure-based structure-activity relationship (SAR) optimization campaign that yielded novel analogs with potent biochemical inhibition (IC50 100 nM). Lead compounds were also able to prevent gal-1P accumulation in patient-derived cells at low micromolar concentrations and have pharmacokinetic properties suitable for evaluation in rodent models of galactosemia.

Microwave-assisted synthesis of s-triazino[2,1-b][1,3]benzoxazoles, s-triazino[2,1-b][1,3]benzothiazoles, and s-triazino[1,2-a]benzimidazoles

2-Amino-4-oxo-derivatives of s-triazino[2,1e][1,3]benzoxazoles, s-triazino[2,1,b][1,3]benzothiazoles, and s-triazino[1,2-a]benzimidazoles were synthesized by carbonylation of 2-benz-oxazolylguanidines, 2- benzothiazolylguanidines, and 2-benzimidazolylguanidines with phenyl isocyanate under microwave irradiation (180°C, 15 minutes). Using phenyl isothiocyanate instead of phenyl isocyanate under the same conditions led to the successful ring closure via thiocarbonylation of 2-benzoxazolylguanidines. However, the formation of 2-imino-4-phenylimino-s-triazino[2,1-b][1,3]benzothiazoles from 2-benzothiazolylguanidines was observed instead under microwave irradiation conditions. Georg Thieme Verlag Stuttgart.