CAS 220620-09-7: Tigecycline
Description:Tigecycline is a broad-spectrum glycylcycline antibiotic, structurally related to tetracyclines, and is primarily used to treat various bacterial infections, particularly those caused by multidrug-resistant organisms. It exhibits a unique mechanism of action by inhibiting bacterial protein synthesis through binding to the 30S ribosomal subunit, thereby preventing the incorporation of amino acids into peptides. Tigecycline is effective against a wide range of Gram-positive and Gram-negative bacteria, including some strains of methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin-resistant Enterococcus (VRE). It is typically administered intravenously and is indicated for complicated skin and skin structure infections, complicated intra-abdominal infections, and community-acquired pneumonia. Tigecycline has a relatively low oral bioavailability, which is why parenteral administration is preferred. Its side effects may include nausea, vomiting, and potential liver enzyme elevation. Due to its broad activity and effectiveness against resistant strains, tigecycline plays a crucial role in the treatment of serious infections, although its use is often reserved for specific cases to mitigate the risk of resistance development.
Formula:C29H39N5O8
InChI:InChI=1S/C29H39N5O8/c1-28(2,3)31-11-17(35)32-15-10-16(33(4)5)13-8-12-9-14-21(34(6)7)24(38)20(27(30)41)26(40)29(14,42)25(39)18(12)23(37)19(13)22(15)36/h10,12,14,21,31,36,38-39,42H,8-9,11H2,1-7H3,(H2,30,41)(H,32,35)/t12-,14-,21-,29-/m0/s1
InChI key:InChIKey=FPZLLRFZJZRHSY-HJYUBDRYSA-N
SMILES:O=C(N)C=1C(=O)C2(O)C(O)=C3C(=O)C=4C(O)=C(C=C(C4CC3CC2C(C1O)N(C)C)N(C)C)NC(=O)CNC(C)(C)C
- Synonyms:
- 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-[[[(1,1-dimethylethyl)amino]acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)-
- GAR 936
- 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-[[2-[(1,1-dimethylethyl)amino]acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)-
- WAY-GAR 936
- (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-9-[[2-[(1,1-dimethylethyl)amino]acetyl]amino]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
