PBTZ169

Base Information

• Chemical Name: PBTZ169
• CAS No.: 1377239-83-2
• Molecular Formula: C20H23F3N4O3S
• Molecular Weight: 456.489
• Mol file: 1377239-83-2.mol

Synonyms:2-(4-(Cyclohexylmethyl)piperazin-1-yl)-8-nitro-6-trifluoromethyl-4H-1,3-benzothiazin-4-one

Chemical Property of PBTZ169

Chemical Property:

• PSA: 110.50000
• LogP: 4.81190

Purity/Quality:

97% ^*data from raw suppliers

PBTZ169 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: PBTZ169 is an antibiotic with antimycobacterial activity. It is an irreversible inhibitor of DprE1, an essential enzyme for cell wall synthesis in mycobacteria. PBTZ169 is active against M. tuberculosis in vitro (MIC = ≤0.19 ng/ml) without inducing cytotoxicity in Vero cells when used at concentrations up to 125 μM. It reduces the bacterial burden in the lung and spleen in a mouse model of chronic tuberculosis when administered at a dose of 50 mg/kg per day.
• Uses: PBTZ169 is a potent irreversible inhibitor of decaprenylphosphoryl-beta-D-ribose 2-epimerase (DprE1), and display nanomolar bactericidal activity against Mycobacterium tuberculosis in vitro.

Technology Process of PBTZ169

There total 8 articles about PBTZ169 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

sodium 4-(cyclohexylmethyl)piperazine-1-carbodithioate + 2-chloro-3-nitro-5-(trifluoromethyl)benzamide (22227-47-0) → 2-[4-(cyclohexylmethyl)piperazin-1-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1377239-83-2)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 2h;

DOI:10.1107/S2053229619009185

Reference yield: 71.0%

→ 2-[4-(cyclohexylmethyl)piperazin-1-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1377239-83-2)

Guidance literature:

Reference yield: 68.0%

2-chloro-3-nitro-5-(trifluoromethyl)benzoyl chloride (87033-30-5) + C12H23N3S → 2-[4-(cyclohexylmethyl)piperazin-1-yl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one (1377239-83-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In toluene; at 20 - 110 ℃;

DOI:10.1002/cmdc.202100733

upstream raw materials:

2-chloro-3-nitro-5-(trifluoromethyl)benzamide

piperazine-1-carbaldehyde

Cyclohexylmethyl bromide

1-cyclohexylmethylpiperazine