An antibiotic with antimycobacterial activity
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PBTZ169

Item No. 22202

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[4-(cyclohexylmethyl)-1-piperazinyl]-8-nitro-6-(trifluoromethyl)-4H-1,3-benzothiazin-4-one
CAS Number
1377239-83-2
Molecular Formula
C20H23F3N4O3S
Formula Weight
456.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 1 mg/mlDMF: 0.5 mg/mlDMSO: slightly solubleEthanol: slightly soluble
λmax
246, 342 nm
SMILES
O=C1N=C(N2CCN(CC3CCCCC3)CC2)SC4=C([N+]([O-])=O)C=C(C(F)(F)F)C=C41
InChi Code
InChI=1S/C20H23F3N4O3S/c21-20(22,23)14-10-15-17(16(11-14)27(29)30)31-19(24-18(15)28)26-8-6-25(7-9-26)12-13-4-2-1-3-5-13/h10-11,13H,1-9,12H2
InChi Key
BJDZBXGJNBMCAV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    Product Description

    PBTZ169 is an antibiotic with antimycobacterial activity.1,2 It is an irreversible inhibitor of DprE1, an essential enzyme for cell wall synthesis in mycobacteria.2 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.2,1 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.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Peng, C.T., Gao, C., Wang, N.Y., et al. Synthesis and antitubercular evaluation of 4-carbonyl piperazine substituted 1,3-benzothiazin-4-one derivatives. Bioorg. Med. Chem. Lett. 25(7), 1373-1376 (2015).

    2. Makarov, V., Lechartier, B., Zhang, M., et al. Towards a new combination therapy for tuberculosis with next generation benzothiazinones. EMBO Mol. Med. 6(3), 372-383 (2014).