4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)-
2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-8-nitro-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one
CAS: 957217-65-1
Molecular Formula: C17H16F3N3O5S
4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)- - Names and Identifiers
4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)- - Physico-chemical Properties
| Molecular Formula | C17H16F3N3O5S |
| Molar Mass | 431.39 |
| Density | 1.68±0.1 g/cm3(Predicted) |
| Boling Point | 547.6±60.0 °C(Predicted) |
| Solubility | Soluble in DMSO |
| pKa | -0.51±0.20(Predicted) |
| Storage Condition | -20℃ |
| Use | BTZ043 Racemic is a mixture of BTZ043-S-isomer and BTZ043-R-isomer. BTZ043 is a decaprenylphosphoryl-β-D-ribose 2'-epimerase (DprE1) inhibitor acting as a new antimycobacterial agent that kill Mycobacterium tuberculosis. |
| Target | DprE1 |
| In vitro study | TZ043 prevents the formation of decaprenylphosphoryl arabinose by recognizing 2 '-epimerase leading to cell lysis and death of tubercle bacilli. BTZ043 showed the same activity against all clinical isolates of Mycobacterium tuberculosis, including multidrug-resistant and extensively drug-resistant strains. BTZ043 has a significant effect on Mycobacterium tuberculosis H37Rv and Mycobacterium smegmatis, and its MIC is 1 ng/mL (2.3 nM) and 4 ng/mL (9.2 nM), respectively. It is much more effective than the existing tuberculosis drugs isoniazid(INH) and ethambutol tablets (EMB), whose MIC is 0.02-0.2 μg/mL and 1-5 μg/ML, respectively. BTZ043 has a weak effect on two different inert model systems (auxotrophic and starvation) involved in the metabolism of Mycobacterium tuberculosis, which means that BTZ043 is like isoniazid (INH) it also blocks a step in the active metabolism. Treatment of M. Smegmatii cells with BTZ043 rapidly reduced their growth rate, followed by swelling and lysis after a few hours. This is similar to the symptoms of TB but slower than TB. The use of BTZ043 (1/4 MIC 0.375 ng/mL) and TMC207 (1/4 MIC 20 ng/mL) together has a strong killing effect on Mycobacterium tuberculosis, however, the effect on BTZ-resistant mutant strains of Mycobacterium tuberculosis was not as good as TMC207 alone at a dose of 80 ng/mL. |
| In vivo study | In a mouse model of chronic tuberculosis disease, BTZ043 was treated with 37.5 mg/kg or 300 mg/kg for four weeks, the number of bacteria in the lungs and spleen of mice can be reduced by 1 and 2 orders of magnitude, respectively. |
4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)- - Reference
| Reference Show more | 1: Pasca MR, Degiacomi G, Ribeiro AL, Zara F, De Mori P, Heym B, Mirrione M, Brerra R, Pagani L, Pucillo L, Troupioti P, Makarov V, Cole ST, Riccardi G. Clinical isolates of Mycobacterium tuberculosis in four European hospitals are uniformly susceptible to benzothiazinones. Antimicrob Agents Chemother. 2010 Apr;54(4):1616-8. Epub 2010 Jan 19. PubMed PMID: 20086151; PubMed Central PMCID: PMC2849388. 2: Makarov V, Manina G, Mikusova K, Möllmann U, Ryabova O, Saint-Joanis B, Dhar N, Pasca MR, Buroni S, Lucarelli AP, Milano A, De Rossi E, Belanova M, Bobovska A, Dianiskova P, Kordulakova J, Sala C, Fullam E, Schneider P, McKinney JD, Brodin P, Christophe T, Waddell S, Butcher P, Albrethsen J, Rosenkrands I, Brosch R, Nandi V, Bharath S, Gaonkar S, Shandil RK, Balasubramanian V, Balganesh T, Tyagi S, Grosset J, Riccardi G, Cole ST. Benzothiazinones kill Mycobacterium tuberculosis by blocking arabinan synthesis. Science. 2009 May 8;324(5928):801-4. Epub 2009 Mar 19. PubMed PMID: 19299584. |
4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)- - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.318 ml | 11.59 ml | 23.181 ml |
| 5 mM | 0.464 ml | 2.318 ml | 4.636 ml |
| 10 mM | 0.232 ml | 1.159 ml | 2.318 ml |
| 5 mM | 0.046 ml | 0.232 ml | 0.464 ml |
Last Update：2024-01-02 23:10:35
4H-1,3-Benzothiazin-4-one, 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]dec-8-yl)-8-nitro-6-(trifluoromethyl)- - Reference Information
| biological activity | BTZ043 Racemate is an inhibitor of Δ2 '-epimerase, is a new anti-Mycobacterial Drug That Can Kill Mycobacterium tuberculosis. |
| Target | Value |
Last Update：2024-04-09 21:04:16
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Product Name: 2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-8-nitro-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one Visit Supplier Webpage Request for quotationCAS: 957217-65-1
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