Ciclacillin

Ciclacillin
	File:Ciclacillin.svg
Systematic (IUPAC) name
	(2S,5R,6R)-6-{[(1-aminocyclohexyl)carbonyl]amino}- 3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane- 2-carboxylic acid
Clinical data
Routes of; administration	Oral
Pharmacokinetic data
Bioavailability	Moderate
Protein binding	<25%
Identifiers
CAS Number	3485-14-1
ATC code	none
PubChem	CID 19003
DrugBank	DB01000
ChemSpider	17941
Chemical data
Formula	C15H23N3O4S
Molar mass	341.425 g/mol[[Script error: No such module "String".]]
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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.^[1] 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;^[2] later studies seemed to confirm this improved tolerability, at least in children.^[3]^[4]

Ciclacillin has been superseded by newer antibiotics and is no longer in clinical use, at least in the United States.^[5]

References

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↑ Warren GH (1976). "Cyclacillin: microbiological and pharmacological properties and use in chemotherapy of infection - a critical appraisal". Chemotherapy. 22 (3-4): 154–82. doi:10.1159/000221924. PMID 773605.
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↑ McLinn SE, Kaplan J, West N (1983). "Multicenter comparison of cyclacillin and amoxicillin in the treatment of acute streptococcal pharyngitis". Clin Ther. 5 (3): 299–304. PMID 6342785.
↑ Gorbach SL, Bartlett JG, Blacklow NR (2004). Infectious diseases (3rd ed.). Hagerstown, MD: Lippincott Williams & Wilkins. pp. p. 186. ISBN 0-7817-3371-5. Retrieved on September 7, 2008 through Google Book Search.