WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 522564
Description: BTZ-N3 is a potent and selective anti-TB drug candidate. BTZ-N3 is a related click chemistry products based on the molecular mode of activation of BTZ043. BTZ-N3 binds in the essentially same pocket as that of BTZ043. Detailed biochemical studies with cell envelope enzyme fractions of Mycobacterium smegmatis combined with the model biochemical reactivity studies with nucleophiles indicated that, in contrast to BTZ043, the azide analogue may have a different mode of activation for anti-TB activity. Subsequent enzymatic studies with recombinant DprE1 from Mtb followed by MIC determination in NTB1 strain of Mtb (harboring Cys387Ser mutation in DprE1 and is BTZ043 resistant) unequivocally indicated that BTZ-N3 is an effective reversible and noncovalent inhibitor of DprE1.
MedKoo Cat#: 522564
Chemical Formula: C17H16F3N5O3S
Exact Mass: 427.0926
Molecular Weight: 427.4022
Elemental Analysis: C, 47.77; H, 3.77; F, 13.34; N, 16.39; O, 11.23; S, 7.50
Synonym: BTZ-N3; BTZN3; BTZ N3.
IUPAC/Chemical Name: (S)-8-azido-2-(2-methyl-1,4-dioxa-8-azaspiro[4.5]decan-8-yl)-6-(trifluoromethyl)-4H-benzo[e][1,3]thiazin-4-one
InChi Key: BXOYTROLGQRAES-VIFPVBQESA-N
InChi Code: InChI=1S/C17H16F3N5O3S/c1-9-8-27-16(28-9)2-4-25(5-3-16)15-22-14(26)11-6-10(17(18,19)20)7-12(23-24-21)13(11)29-15/h6-7,9H,2-5,8H2,1H3/t9-/m0/s1
SMILES Code: O=C1N=C(N(CC2)CCC32OC[C@H](C)O3)SC4=C(N=[N+]=[N-])C=C(C(F)(F)F)C=C14
Design, Syntheses, and Anti-TB Activity of 1,3-Benzothiazinone Azide and Click Chemistry Products Inspired by BTZ043 Rohit Tiwari, Patricia A. Miller, Laurent R. Chiarelli, Giorgia Mori, Michal Šarkan, Ivana Centárová, Sanghyun Cho, Katarína Mikušová, Scott G. Franzblau, Allen G. Oliver, and Marvin J. Miller Publication Date (Web): January 4, 2016 (Letter) DOI: 10.1021/acsmedchemlett.5b00424