77414-54-1

Basic information

• Product Name: N-(4-CHLOROBENZO[D]THIAZOL-2-YL)CYCLOPROPANECARBOXAMIDE
• Synonyms: N-(4-CHLOROBENZO[D]THIAZOL-2-YL)CYCLOPROPANECARBOXAMIDE
• CAS NO: 77414-54-1
• Molecular Formula: C11H9ClN2OS
• Molecular Weight: 252.71996
• Mol File: 77414-54-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N-(4-CHLOROBENZO[D]THIAZOL-2-YL)CYCLOPROPANECARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-CHLOROBENZO[D]THIAZOL-2-YL)CYCLOPROPANECARBOXAMIDE(77414-54-1)
• EPA Substance Registry System: N-(4-CHLOROBENZO[D]THIAZOL-2-YL)CYCLOPROPANECARBOXAMIDE(77414-54-1)

Safety Data

• Hazardous Substances Data: 77414-54-1(Hazardous Substances Data)

Upstream product

• 19952-47-7 4-chlorobenzo[d]thiazol-2-amine 
• 4023-34-1 cyclopropanecarboxylic acid chloride 

Downstream Products

• 77414-62-1 (4-Chloro-benzothiazol-2-yl)-cyclopropylmethyl-amine 

Relevant articles and documents

Chagas Disease Drug Discovery: Multiparametric Lead Optimization against Trypanosoma cruzi in Acylaminobenzothiazole Series

Acylaminobenzothiazole hits were identified as potential inhibitors of Trypanosoma cruzi replication, a parasite responsible for Chagas disease. We selected compound 1 for lead optimization, aiming to improve in parallel its anti-T. cruzi activity (IC50 = 0.63 μM) and its human metabolic stability (human clearance = 9.57 mL/min/g). A total of 39 analogues of 1 were synthesized and tested in vitro. We established a multiparametric structure-activity relationship, allowing optimization of antiparasite activity, physicochemical parameters, and ADME properties. We identified compound 50 as an advanced lead with an improved anti-T. cruzi activity in vitro (IC50 = 0.079 μM) and an enhanced metabolic stability (human clearance = 0.41 mL/min/g) and opportunity for the oral route of administration. After tolerability assessment, 50 demonstrated a promising in vivo efficacy.