Temocillin

Temocillin
Clinical data
AHFS/Drugs.comInternational Drug Names
ATC code
Identifiers
  • (2S,5R,6S)-6-[(Carboxy-3-thienylacetyl)amino]- 6-methoxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0] heptane-2-carboxylic acid,
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
CompTox Dashboard (EPA)
ECHA InfoCard100.060.148 Edit this at Wikidata
Chemical and physical data
FormulaC16H18N2O7S2
Molar mass414.45 g·mol−1
3D model (JSmol)
  • O=C(O)[C@@H]2N3C(=O)[C@@](OC)(NC(=O)C(c1ccsc1)C(=O)O)[C@H]3SC2(C)C
  • InChI=1S/C16H18N2O7S2/c1-15(2)9(12(22)23)18-13(24)16(25-3,14(18)27-15)17-10(19)8(11(20)21)7-4-5-26-6-7/h4-6,8-9,14H,1-3H3,(H,17,19)(H,20,21)(H,22,23)/t8?,9-,14+,16-/m0/s1 checkY
  • Key:BVCKFLJARNKCSS-DWPRYXJFSA-N checkY
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Temocillin is a β-lactamase-resistant penicillin[1][2] introduced by Beecham, marketed by Eumedica Pharmaceuticals as Negaban. It is used primarily for the treatment of multiple drug-resistant, Gram-negative bacteria.
It is actually a 6-methoxy Ticarcillin; it is also a carboxypenicillin.[3]

  1. ^ Andrews JM, Jevons G, Walker R, Ashby J, Fraise AP (July 2007). "Temocillin susceptibility by BSAC methodology". The Journal of Antimicrobial Chemotherapy. 60 (1): 185–187. doi:10.1093/jac/dkm179. PMID 17550891.
  2. ^ Van Landuyt HW, Pyckavet M, Lambert A, Boelaert J (October 1982). "In vitro activity of temocillin (BRL 17421), a novel beta-lactam antibiotic". Antimicrobial Agents and Chemotherapy. 22 (4): 535–540. doi:10.1128/aac.22.4.535. PMC 183789. PMID 7181470.
  3. ^ Chanal M, Sirot J, Cluzel M, Joly B, Glanddier Y (June 1983). "[In vitro study of the bacteriostatic and bactericidal activity of temocillin (BRL 17421)]". Pathologie-Biologie (in French). 31 (6): 467–470. PMID 6348653.