Propamidine

Last updated
Propamidine
Skeletal formula Propamidine.png
Skeletal formula
Ball-and-stick model Propamidine-3D-balls.png
Ball-and-stick model
Names
Preferred IUPAC name
4,4′-[Propane-1,3-diylbis(oxy)]di(benzene-1-carboximidamide)
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.905 OOjs UI icon edit-ltr-progressive.svg
PubChem CID
UNII
  • InChI=1S/C17H20N4O2/c18-16(19)12-2-6-14(7-3-12)22-10-1-11-23-15-8-4-13(5-9-15)17(20)21/h2-9H,1,10-11H2,(H3,18,19)(H3,20,21) Yes check.svgY
    Key: WTFXJFJYEJZMFO-UHFFFAOYSA-N Yes check.svgY
  • InChI=1/C17H20N4O2/c18-16(19)12-2-6-14(7-3-12)22-10-1-11-23-15-8-4-13(5-9-15)17(20)21/h2-9H,1,10-11H2,(H3,18,19)(H3,20,21)
    Key: WTFXJFJYEJZMFO-UHFFFAOYAO
  • O(c1ccc(cc1)C(=[N@H])N)CCCOc2ccc(C(=[N@H])N)cc2
Properties
C17H20N4O2
Molar mass 312.373 g·mol−1
Pharmacology
D08AC03 ( WHO ) S01AX15 ( WHO )
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Propamidine is an antiseptic and disinfectant.

Propamidine isethionate, the salt of propamidine with isethionic acid, is used in the treatment of Acanthamoeba infection. [1]

Propamidine is a member of the aromatic diamidine group of compounds which possess bacteriostatic properties against a wide range of organisms. These diamidines exert antibacterial action against pyrogenic cocci, antibiotic resistant staphylococci and some Gram-negative bacilli, the activity of the diamidines being retained in the presence of organic matter such as tissue fluids, pus and serum. [2]

References

  1. Perrine D, Chenu JP, Georges P, Lancelot JC, Saturnino C, Robba M (February 1995). "Amoebicidal efficiencies of various diamidines against two strains of Acanthamoeba polyphaga". Antimicrob. Agents Chemother. 39 (2): 339–42. doi:10.1128/aac.39.2.339. PMC   162538 . PMID   7726493.
  2. "Brolene Eye Drops - Summary of Product Characteristics (SmPC) - (eMC)". www.medicines.org.uk. Retrieved 2018-11-23.