Pentamidine isethionate (CHEM016945)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 03:48:22 UTC
Update Date2016-11-09 01:15:30 UTC
Accession NumberCHEM016945
Identification
Common NamePentamidine isethionate
ClassSmall Molecule
DescriptionAn organosulfonate salt obtained by reaction of pentamidine with two equivalents of 2-hydroxyethylsulfonic acid.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
4,4'-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonate)ChEBI
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate)ChEBI
4,4'-Diamidino-alpha,omega-diphenoxypentane isethionateChEBI
4,4'-Diamidinodiphenoxypentane di(beta-hydroxyethanesulfonate)ChEBI
[Pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium) bis(2-hydroxyethanesulfonate)ChEBI
p,P'-(pentamethylenedioxy)dibenzamidine bis(beta-hydroxyethanesulfonate)ChEBI
Pentamidine diisethionateChEBI
Pentamidine isetionateKegg
Pentam 300Kegg
4,4'-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonic acid)Generator
4,4'-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulphonate)Generator
4,4'-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulphonic acid)Generator
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonic acid)Generator
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulphonate)Generator
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulphonic acid)Generator
4,4'-Diamidino-a,omega-diphenoxypentane isethionateGenerator
4,4'-Diamidino-a,omega-diphenoxypentane isethionic acidGenerator
4,4'-Diamidino-alpha,omega-diphenoxypentane isethionic acidGenerator
4,4'-Diamidino-α,omega-diphenoxypentane isethionateGenerator
4,4'-Diamidino-α,omega-diphenoxypentane isethionic acidGenerator
4,4'-Diamidinodiphenoxypentane di(b-hydroxyethanesulfonate)Generator
4,4'-Diamidinodiphenoxypentane di(b-hydroxyethanesulfonic acid)Generator
4,4'-Diamidinodiphenoxypentane di(b-hydroxyethanesulphonate)Generator
4,4'-Diamidinodiphenoxypentane di(b-hydroxyethanesulphonic acid)Generator
4,4'-Diamidinodiphenoxypentane di(beta-hydroxyethanesulfonic acid)Generator
4,4'-Diamidinodiphenoxypentane di(beta-hydroxyethanesulphonate)Generator
4,4'-Diamidinodiphenoxypentane di(beta-hydroxyethanesulphonic acid)Generator
4,4'-Diamidinodiphenoxypentane di(β-hydroxyethanesulfonate)Generator
4,4'-Diamidinodiphenoxypentane di(β-hydroxyethanesulfonic acid)Generator
4,4'-Diamidinodiphenoxypentane di(β-hydroxyethanesulphonate)Generator
4,4'-Diamidinodiphenoxypentane di(β-hydroxyethanesulphonic acid)Generator
[Pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium) bis(2-hydroxyethanesulfonic acid)Generator
[Pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium) bis(2-hydroxyethanesulphonate)Generator
[Pentane-1,5-diylbis(oxy-4,1-phenylene)]bis(aminomethaniminium) bis(2-hydroxyethanesulphonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(b-hydroxyethanesulfonate)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(b-hydroxyethanesulfonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(b-hydroxyethanesulphonate)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(b-hydroxyethanesulphonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(beta-hydroxyethanesulfonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(beta-hydroxyethanesulphonate)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(beta-hydroxyethanesulphonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(β-hydroxyethanesulfonate)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(β-hydroxyethanesulfonic acid)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(β-hydroxyethanesulphonate)Generator
p,P'-(pentamethylenedioxy)dibenzamidine bis(β-hydroxyethanesulphonic acid)Generator
Pentamidine diisethionic acidGenerator
Pentamidine isetionic acidGenerator
Pentamidine isethionic acidGenerator
PentamidineMeSH
American pharmaceutical partners brand 2 OF pentamidine isethionateMeSH
LomidineMeSH
NebuPentMeSH
Aventis brand OF pentamidine isethionateMeSH
Pentamidine mesylateMeSH
American pharmaceutical partners brand 1 OF pentamidine isethionateMeSH
DiamidineMeSH
GlaxoSmithKline brand OF pentamidine isethionateMeSH
PentamMeSH
Sicor brand OF pentamidine isethionateMeSH
JHC Brand OF pentamidine isethionateMeSH
PentacarinatMeSH
Pentamidine isethionateMeSH
Rhône-poulenc rorer brand OF pentamidine isethionateMeSH
PentamidinMeSH
Chemical FormulaC23H36N4O10S2
Average Molecular Mass592.680 g/mol
Monoisotopic Mass592.187 g/mol
CAS Registry Number140-64-7
IUPAC Namebis(2-hydroxyethane-1-sulfonic acid); 4-{[5-(4-carbamimidoylphenoxy)pentyl]oxy}benzene-1-carboximidamide
Traditional Namepentamidine; bis(sodium isethionate)
SMILESOCCS(O)(=O)=O.OCCS(O)(=O)=O.NC(=N)C1=CC=C(OCCCCCOC2=CC=C(C=C2)C(N)=N)C=C1
InChI IdentifierInChI=1S/C19H24N4O2.2C2H6O4S/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;2*3-1-2-7(4,5)6/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23);2*3H,1-2H2,(H,4,5,6)
InChI KeyYBVNFKZSMZGRAD-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as phenol ethers. These are aromatic compounds containing an ether group substituted with a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassNot Available
Direct ParentPhenol ethers
Alternative Parents
Substituents
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Organic sulfonic acid or derivatives
  • Organosulfonic acid or derivatives
  • Alkanesulfonic acid
  • Organosulfonic acid
  • Sulfonyl
  • Amidine
  • Carboxylic acid amidine
  • Ether
  • Carboximidamide
  • Organopnictogen compound
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Organic nitrogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic homomonocyclic compound
Molecular FrameworkNot Available
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.024 g/LALOGPS
logP1.32ALOGPS
logP2.32ChemAxon
logS-4.2ALOGPS
pKa (Strongest Basic)12.13ChemAxon
Physiological Charge2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area118.2 ŲChemAxon
Rotatable Bond Count14ChemAxon
Refractivity120.53 m³·mol⁻¹ChemAxon
Polarizability39 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0000090000-3628184177af43a8c965Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0000090000-3628184177af43a8c965Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-0000090000-3628184177af43a8c965Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0000090000-1e265c51dae9a17658deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0000090000-1e265c51dae9a17658deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0000090000-1e265c51dae9a17658deSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000967
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPentamidine
Chemspider IDNot Available
ChEBI ID7977
PubChem Compound ID8813
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1589716
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18155842
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=18349360
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=18408970
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=18509543
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=18833075
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=19125672
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=19126051
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=19208882
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=19356780
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=19361701
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=22271285
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=22281895