Tigemonam

Tigemonam is a monobactam antibiotic.[1][2]

Tigemonam
Names
IUPAC name
2-[[1-(2-Amino-1,3-thiazol-4-yl)- 2-[[(3S)-2,2-dimethyl-4-oxo-1- sulfooxyazetidin-3-yl]amino]-2- oxoethylidene]amino]oxyacetic acid
Other names
Tigemen
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
InChI
  • InChI=1S/C12H15N5O9S2/c1-12(2)8(10(21)17(12)26-28(22,23)24)15-9(20)7(16-25-3-6(18)19)5-4-27-11(13)14-5/h4,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)(H,22,23,24)/b16-7-/t8-/m1/s1 N
    Key: VAMSVIZLXJOLHZ-QWFSEIHXSA-N N
  • InChI=1/C12H15N5O9S2/c1-12(2)8(10(21)17(12)26-28(22,23)24)15-9(20)7(16-25-3-6(18)19)5-4-27-11(13)14-5/h4,8H,3H2,1-2H3,(H2,13,14)(H,15,20)(H,18,19)(H,22,23,24)/b16-7-/t8-/m1/s1
    Key: VAMSVIZLXJOLHZ-QWFSEIHXBK
SMILES
  • CC1([C@@H](C(=O)N1OS(=O)(=O)O)NC(=O)/C(=N\OCC(=O)O)/C2=CSC(=N2)N)C
Properties
Chemical formula
 C12H15N5O9S2
Molar mass 437.40 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YN ?)
Infobox references

References
  1. Fuchs PC, Jones RN, Barry AL (March 1988). "In vitro antimicrobial activity of tigemonam, a new orally administered monobactam". Antimicrob. Agents Chemother. 32 (3): 346–9. doi:10.1128/aac.32.3.346. PMC 172173. PMID 3259122.
  2. Chin NX, Neu HC (January 1988). "Tigemonam, an oral monobactam". Antimicrob. Agents Chemother. 32 (1): 84–91. doi:10.1128/aac.32.1.84. PMC 172104. PMID 3279906.


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