Chemical Component Summary

Name1,5-BIS(4-AMIDINOPHENOXY)PENTANE
Identifiers4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide
FormulaC19 H24 N4 O2
Molecular Weight340.419
TypeNON-POLYMER
Isomeric SMILESc1cc(ccc1C(=N)N)OCCCCCOc2ccc(cc2)C(=N)N
InChIInChI=1S/C19H24N4O2/c20-18(21)14-4-8-16(9-5-14)24-12-2-1-3-13-25-17-10-6-15(7-11-17)19(22)23/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
InChIKeyXDRYMKDFEDOLFX-UHFFFAOYSA-N

Chemical Details

Formal Charge0
Atom Count49
Chiral Atom Count0
Bond Count50
Aromatic Bond Count12

Drug Info: DrugBank

DrugBank IDDB00738 
NamePentamidine
Groups
  • approved
  • investigational
DescriptionAntiprotozoal agent effective in trypanosomiasis, leishmaniasis, and some fungal infections; used in treatment of pneumocystis pneumonia in HIV-infected patients. It may cause diabetes mellitus, central nervous system damage, and other toxic effects.
Synonyms
  • Pentamidin
  • p,p'-(pentamethylenedioxy)dibenzamidine
  • 4,4'-(pentamethylenedioxy)dibenzamidine
  • 1,5-bis(4-amidinophenoxy)pentane
  • Pentamidine mesylate
Brand Names
  • NebuPent
  • Pentam 300
  • Pentacarinat 300 Inj Pws 300mg/vial
  • Pentamidine Isetionate for Injection BP
  • Pentamidine Isethionate Inj 300mg/vial BP
IndicationFor the treatment of pneumonia due to <i>Pneumocystis carinii</i>.
Categories
  • Agents Against Leishmaniasis and Trypanosomiasis
  • Agents causing hyperkalemia
  • Amidines
  • Anti-Infective Agents
  • Antibiotics for Pneumocystis Pneumonia
ATC-CodeP01CX01
CAS number100-33-4

Drug Targets

NameTarget SequencePharmacological ActionActions
tRNA (cytosine(38)-C(5))-methyltransferaseMEPLRVLELYSGVGGMHHALRESCIPAQVVAAIDVNTVANEVYKYNFPHT...unknownother
DNA-unknownintercalation
Cytochrome P450 2C19MDPFVVLVLCLSCLLLLSIWRQSSGRGKLPPGPTPLPVIGNILQIDIKDV...unknownsubstrate
Cytochrome P450 1A1MLFPISMSATEFLLASVIFCLVFWVIRASRPQVPKGLKNPPGPWGWPLIG...unknownsubstrate
Cytochrome P450 2D6MGLEALVPLAVIVAIFLLLVDLMHRRQRWAARYPPGPLPLPGLGNLLHVD...unknownsubstrate
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL55
PubChem 4735
ChEMBL CHEMBL55
ChEBI CHEBI:45081