Sulopenem

Chemical compound
  • None
Identifiers
  • (5R,6S)-6-[(1R)-1-hydroxyethyl]-7-oxo-3-[(1R,3S)-1-oxothiolan-3-yl]sulfanyl-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid
CAS Number
  • 120788-07-0 checkY
PubChem CID
  • 9950244
DrugBank
  • DB15284
ChemSpider
  • 8125855
UNII
  • XX514BJ1XW
KEGG
  • D05969
CompTox Dashboard (EPA)
  • DTXSID20869656 Edit this at Wikidata
Chemical and physical dataFormulaC12H15NO5S3Molar mass349.43 g·mol−13D model (JSmol)
  • Interactive image
  • C[C@H]([C@@H]1[C@@H]2N(C1=O)C(=C(S2)S[C@H]3CC[S@@](=O)C3)C(=O)O)O
InChI
  • InChI=1S/C12H15NO5S3/c1-5(14)7-9(15)13-8(11(16)17)12(20-10(7)13)19-6-2-3-21(18)4-6/h5-7,10,14H,2-4H2,1H3,(H,16,17)/t5-,6+,7+,10-,21-/m1/s1
  • Key:FLSUCZWOEMTFAQ-PRBGKLEPSA-N

Sulopenem (CP-70,429) is an antibiotic derivative from the carbapenem family, which unlike most related drugs is orally active. It was developed in Japan in the 1990s but has never been approved for medical use, however it has reached Phase III clinical trials on several occasions and continues to be the subject of ongoing research into potential applications, especially in the treatment of multiple drug resistant urinary tract infections.[1][2][3][4][5]

See also

  • Imipenem
  • Tebipenem

References

  1. ^ Minamimura M, Taniyama Y, Inoue E, Mitsuhashi S (July 1993). "In vitro antibacterial activity and beta-lactamase stability of CP-70,429 a new penem antibiotic". Antimicrobial Agents and Chemotherapy. 37 (7): 1547–1551. doi:10.1128/AAC.37.7.1547. PMC 188011. PMID 8363389.
  2. ^ Hamilton-Miller JM (November 2003). "Chemical and microbiologic aspects of penems, a distinct class of beta-lactams: focus on faropenem". Pharmacotherapy. 23 (11): 1497–1507. doi:10.1592/phco.23.14.1497.31937. PMID 14620395. S2CID 43705118.
  3. ^ Ednie LM, Appelbaum PC (May 2009). "Antianaerobic activity of sulopenem compared to six other agents". Antimicrobial Agents and Chemotherapy. 53 (5): 2163–2170. doi:10.1128/AAC.01557-08. PMC 2681565. PMID 19223615.
  4. ^ Bader MS, Loeb M, Leto D, Brooks AA (April 2020). "Treatment of urinary tract infections in the era of antimicrobial resistance and new antimicrobial agents". Postgraduate Medicine. 132 (3): 234–250. doi:10.1080/00325481.2019.1680052. PMID 31608743. S2CID 204545734.
  5. ^ Veeraraghavan B, Bakthavatchalam YD, Sahni RD (December 2021). "Oral Antibiotics in Clinical Development for Community-Acquired Urinary Tract Infections". Infectious Diseases and Therapy. 10 (4): 1815–1835. doi:10.1007/s40121-021-00509-4. PMC 8572892. PMID 34357517.
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