Sefonisid

Sefonisid
Data klinis
AHFS/Drugs.comMicromedex Detailed Consumer Information
MedlinePlusa601206
Kode ATC
Pengenal
  • Asam (6R,7R)-7-[(2R)-2-hidroksi-2-fenilasetil)amino]-8-okso-
    3-{[1-(sulfometil)tetrazol-5-il]sulfanilmetil}-
    5-tia-1-azabisiklo[4.2.0]okt-2-ena-2-karboksilat
Nomor CAS
PubChem CID
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Data sifat kimia dan fisik
RumusC18H18N6O8S3
Massa molar542,56 g·mol−1
Model 3D (JSmol)
  • O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)[C@H](O)c3ccccc3)CSc4nnnn4CS(=O)(=O)O)C(=O)O
  • InChI=1S/C18H18N6O8S3/c25-13(9-4-2-1-3-5-9)14(26)19-11-15(27)24-12(17(28)29)10(6-33-16(11)24)7-34-18-20-21-22-23(18)8-35(30,31)32/h1-5,11,13,16,25H,6-8H2,(H,19,26)(H,28,29)(H,30,31,32)/t11-,13-,16-/m1/s1 checkY
  • Key:DYAIAHUQIPBDIP-AXAPSJFSSA-N checkY
  (verify)

Sefonisid atau sefonisida adalah salah satu antibiotik sefalosporin.[1] Antibiotik ini memiliki massa jenis sebesar 1,92g/cm3.

Sintesis

Antibiotik sefalosporin semi-sintetik suntik yang terkait dengan sefamandol, q.v.

Sintesis sefonisid:[2][3][4]

Sefonisid disintesis secara mudah melalui perpindahan nukleofilik gugus 3-asetoksi dari 1 dengan tetrazol tiol 2 yang tersubstitusi dengan tepat. Rantai samping amida asam mandelat C-7 mengingatkan pada sefamandol.

Referensi

  1. ^ Saltiel E, Brogden RN (September 1986). "Cefonicid. A review of its antibacterial activity, pharmacological properties and therapeutic use". Drugs. 32 (3): 222–59. doi:10.2165/00003495-198632030-00002. PMID 3530703. S2CID 243051006.
  2. ^ DE 2611270, Berges, David Alan, "Cephalosporin-Derivate [Cephalosporin derivatives]", diterbitkan tanggal 1976-09-30, diberikan kepada SmithKline Corp. 
  3. ^ D. A. Berges, U.S. Patent 4.048.311 (1977 to Smith Kline).
  4. ^ U.S. Patent 4.093.723, U.S. Patent 4.159.373 (1978, 1979 both to Smith Kline).

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