Ciclacillin (INN) or cyclacillin (USAN), trade names Cyclapen, Cyclapen-W, Vastcillin, and others, is an aminopenicillin antibiotic. Its spectrum of activity is similar to that of ampicillin, although it is less susceptible to beta-lactamases than ampicillin and has much higher bioavailability. A large randomized, double-blind clinical trial published in 1978 also showed that ciclacillin is associated with significantly fewer and milder adverse effects than ampicillin; later studies seemed to confirm this improved tolerability, at least in children.

Property Value
dbo:abstract
  • Ciclacillin (INN) or cyclacillin (USAN), trade names Cyclapen, Cyclapen-W, Vastcillin, and others, is an aminopenicillin antibiotic. Its spectrum of activity is similar to that of ampicillin, although it is less susceptible to beta-lactamases than ampicillin and has much higher bioavailability. A large randomized, double-blind clinical trial published in 1978 also showed that ciclacillin is associated with significantly fewer and milder adverse effects than ampicillin; later studies seemed to confirm this improved tolerability, at least in children. Ciclacillin has been superseded by newer antibiotics and is no longer in clinical use, at least in the United States. (en)
dbo:atcPrefix
  • none
dbo:casNumber
  • 3485-14-1
dbo:chEBI
  • 31444
dbo:drugbank
  • DB01000
dbo:fdaUniiCode
  • 72ZJ154X86
dbo:iupacName
  • (2S,5R,6R)-6-{[(1-aminocyclohexyl)carbonyl]amino}- 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane- 2-carboxylic acid (en)
dbo:pubchem
  • 19003
dbo:thumbnail
dbo:wikiPageExternalLink
dbo:wikiPageID
  • 19221569 (xsd:integer)
dbo:wikiPageRevisionID
  • 740783611 (xsd:integer)
dbp:bioavailability
  • Moderate
dbp:c
  • 15 (xsd:integer)
dbp:chembl
  • 1200356 (xsd:integer)
dbp:chemspiderid
  • 17941 (xsd:integer)
dbp:h
  • 23 (xsd:integer)
dbp:iupharLigand
  • 4817 (xsd:integer)
dbp:kegg
  • D01334
dbp:molecularWeight
  • 341.425000 (xsd:double)
dbp:n
  • 3 (xsd:integer)
dbp:o
  • 4 (xsd:integer)
dbp:proteinBound
  • <25%
dbp:routesOfAdministration
  • Oral
dbp:s
  • 1 (xsd:integer)
dbp:smiles
  • O=C[C@@H]2N3C[C@@H][C@H]3SC2C
dbp:stdinchi
  • 1 (xsd:integer)
dbp:stdinchikey
  • HGBLNBBNRORJKI-WCABBAIRSA-N
dbp:verifiedfields
  • changed
dbp:verifiedrevid
  • 460035351 (xsd:integer)
dct:subject
rdf:type
rdfs:comment
  • Ciclacillin (INN) or cyclacillin (USAN), trade names Cyclapen, Cyclapen-W, Vastcillin, and others, is an aminopenicillin antibiotic. Its spectrum of activity is similar to that of ampicillin, although it is less susceptible to beta-lactamases than ampicillin and has much higher bioavailability. A large randomized, double-blind clinical trial published in 1978 also showed that ciclacillin is associated with significantly fewer and milder adverse effects than ampicillin; later studies seemed to confirm this improved tolerability, at least in children. (en)
rdfs:label
  • Ciclacillin (en)
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