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ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate

CAS No.
864941-32-2
Chemical Name:
ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate
Synonyms
ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate;Inhibitor,DprE1,Bacterial,inhibit,TCA1,MoeW,Mycobacterium,tuberculosis,oral;Carbamic acid, N-[[2-[(2-benzothiazolylcarbonyl)amino]-3-thienyl]carbonyl]-, ethyl ester
CBNumber:
CB03591680
Molecular Formula:
C16H13N3O4S2
Molecular Weight:
375.42
MDL Number:
MFCD04430653
MOL File:
864941-32-2.mol
Last updated:2023-05-21 10:59:17

ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate Properties

Density 1.493±0.06 g/cm3(Predicted)
storage temp. Store at -20°C
solubility DMSO : 125 mg/mL (332.96 mM; Need ultrasonic)
pka 10.32±0.70(Predicted)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313P

ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate Chemical Properties,Uses,Production

Biological Activity

TCA1 is a small molecule with activity against drug-susceptible and -resistant Mycobacterium tuberculosis (Mtb). TCA1 inhibits enzymes involved in cell wall and molybdenum cofactor biosynthesis, such as DprE1 and MoeW[1]. TCA1 shows bactericidal activity against both replicating (WT and drug resistant) and nonreplicating Mycobacterium tuberculosis (Mtb). TCA1 inhibits biofilm formation by Mtb H37Rv[1]. TCA1 shows selective inhibitory activity against bacterial growth-it is inactive against Escherichia coli, Staphylococcus aureus, and Pseudomonas aeruginosa, suggesting that the target for its bactericidal activity is specific to the genus Mycobacterium[1]. TCA1 (40 mg/kg; oral gavage; 1 time/d for 5 d/week; for 4 weeks) is efficacious in acute and chronic Mtb infection mouse models[1].In a mouse model of Mtb infection, after i.v. administration, TCA1 exhibits a low clearance and steady-state volume of distribution, with an elimination half-life of 0.73 h. After oral administration of 20 and 50 mg/kg in solution formulation, TCA1 shows a high Cmax (2122 and 5653 nM, respectively), moderate exposure with oral bioavailability ranging from 19% to 46%, and a half-life of 1.8 h[1].BALB/c mice infected with Mtb H37Rv[1]40 mg/kgOral gavage; 1 time/d for 5 d/week; for 4 weeksEffectively inhibits Mtb in vivo.

References

[1]. Feng Wang, et al. Identification of a small molecule with activity against drug-resistant and persistent tuberculosis. Proc Natl Acad Sci U S A. 2013 Jul 2;110(27):E2510-7.

ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate Preparation Products And Raw materials

Raw materials

Preparation Products

ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate Suppliers

Global( 5)Suppliers
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TargetMol Chemicals Inc.
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Nanjing Shizhou Biology Technology Co.,Ltd 025-85560043 15850508050 cindy.huang@synzest.com China 12007 58
ethyl (2-(benzo[d]thiazole-2-carboxamido)thiophene-3-carbonyl)carbamate Inhibitor,DprE1,Bacterial,inhibit,TCA1,MoeW,Mycobacterium,tuberculosis,oral Carbamic acid, N-[[2-[(2-benzothiazolylcarbonyl)amino]-3-thienyl]carbonyl]-, ethyl ester 864941-32-2