Pivmecillinam

• Catalog No.: DB01605
• CAS Number: 32886-97-8
• M. F.: C21H33N3O5S
• M. W.: 439.56882

SYNONYMS

• IUPAC name: [(5R,6R)-6-[(E)-(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate
• IUPAC Traditional name: [(5R,6R)-6-[(E)-(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyloxy]methyl 2,2-dimethylpropanoate
• Brand Name: Selexid; Coactabs
• Synonyms: Pivmecillinamum [inn-latin]; Pivmecilinamo [inn-spanish]; Amdinocillin pivoxil

DATABASE IDS

• CAS Number: 32886-97-8

DETAILS

Description (English)

• Drug Groups: approved
• Description: Pivmecillinam is a mecillinam prodrug, a pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin. [PubChem]
• Indication: Used to treat infections due to mecillinam-sensitive organisms such as urinary tract infections, salmonellosis and typhoid fever.
• Pharmacology: Pivmecillinam is a pivaloyloxymethyl ester of amdinocillin that is well absorbed orally, but broken down to amdinocillin in the intestinal mucosa. It is active against gram-negative organisms and used as for amdinocillin.
• Affected Organisms: Enteric bacteria and other eubacteria
• Absorption: Well absorbed following oral administration.
• References: Sjovall J, Huitfeldt B, Magni L, Nord CE: Effect of beta-lactam prodrugs on human intestinal microflora. Scand J Infect Dis Suppl. 1986;49:73-84. [Pubmed] ; Graninger W: Pivmecillinam--therapy of choice for lower urinary tract infection. Int J Antimicrob Agents. 2003 Oct;22 Suppl 2:73-8. [Pubmed] ; Pivmecillinam (selexid). Drug Ther Bull. 1978 Dec 22;16(26):103-4. [Pubmed]

REFERENCES

• Graninger W: Pivmecillinam--therapy of choice for lower urinary tract infection. Int J Antimicrob Agents. 2003 Oct;22 Suppl 2:73-8. Pubmed
• Sjovall J, Huitfeldt B, Magni L, Nord CE: Effect of beta-lactam prodrugs on human intestinal microflora. Scand J Infect Dis Suppl. 1986;49:73-84. Pubmed
• Pivmecillinam (selexid). Drug Ther Bull. 1978 Dec 22;16(26):103-4. Pubmed