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Substance Name: Pentamidine isethionate [USAN:USP]
RN: 140-64-7
UNII: V2P3K60DA2
InChIKey: YBVNFKZSMZGRAD-UHFFFAOYSA-N

Note

  • Antiprotozoal 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.

Molecular Formula

  • C19-H24-N4-O2.2C2-H6-O4-S

Molecular Weight

  • 592.6874
 

Classification Codes

  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Prevention and Treatment of Pneumonia
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Pentamidine isethionate [USAN:USP]

Synonyms

  • 2512 R.P.
  • 4,4'-(Pentamethylenedioxy)-dibenzamidine bis(2-hydroxyethanesulfonate)
  • 4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate)
  • 4,4'-Diamidino-alpha,omega-diphenoxypentane isethionate
  • 4,4'-Diamidinodiphenoxypentane di(beta-hydroxyethanesulfonate)
  • CCRIS 1660
  • Diamidine
  • EINECS 205-424-1
  • Lomidin
  • Lomidine
  • Lomidine isoethionate
  • M & B 800
  • Nebupent
  • p,p'-(Pentamethylenedioxy)dibenzamidine bis(beta-hydroxyethanesulfonate)
  • Pentacarinat
  • Pentam
  • Pentam 300
  • Pentamidine diisethionate
  • Pentamidine isethionate
  • Pneumopent
  • R.P. 2512
  • RP 2512
  • UNII-V2P3K60DA2
  • USAF XR-10
  • WR 4931

Systematic Names

  • Benzamidine, 4,4'-(pentamethylenedioxy)di-, bis(beta-hydroxyethanesulfonate)
  • Ethanesulfonic acid, 2-hydroxy-, compd. with 4,4'-(1,5-pentanediylbis(oxy))bis(benzenecarboximidamide) (2:1)
  • Pentamidine isetionate
  • Pentamidine isothionate

Registry Numbers

CAS Registry Number

  • 140-64-7

FDA UNII

  • V2P3K60DA2

System Generated Number

  • 0000140647

Molecular Formulas

Molecular Formula

  • C19-H24-N4-O2.2C2-H6-O4-S

Molecular Formula Fragments

  • C19-H24-N4-O2
  • C2-H6-O4-S
  • COMPONENT

Structure Descriptors

InChI

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)

InChIKey

YBVNFKZSMZGRAD-UHFFFAOYSA-N

Smiles

c1cc(ccc1C(=N)N)OCCCCCOc2ccc(cc2)C(=N)N.C(CS(=O)(=O)O)O.C(CS(=O)(=O)O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo intravenous 68mg/kg/17D-I (68mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF ENDOCRINE PANCREAS JAMA, Journal of the American Medical Association. Vol. 256, Pg. 2383, 1986.
man TCLo inhalation 21429ug/kg/5D (21.429mg/kg) ENDOCRINE: HYPOGLYCEMIA

SKIN AND APPENDAGES (SKIN): SWEATING: OTHER
Annals of Internal Medicine. Vol. 108, Pg. 490, 1988.
man TDLo intramuscular 26mg/kg/9D-I (26mg/kg) ENDOCRINE: HYPOGLYCEMIA Journal of Tropical Medicine and Hygiene. Vol. 87, Pg. 15, 1984.
man TDLo intravenous 24mg/kg/6D-I (24mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA Annals of Internal Medicine. Vol. 105, Pg. 146, 1986.
mouse LD50 intraperitoneal 63mg/kg (63mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics and Chemotherapy Vol. 2, Pg. 581, 1952.
mouse LD50 intravenous 15100ug/kg (15.1mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Antibiotics and Chemotherapy Vol. 2, Pg. 581, 1952.
mouse LD50 subcutaneous 120mg/kg (120mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Antibiotics and Chemotherapy Vol. 2, Pg. 581, 1952.
women TDLo intramuscular 6mg/kg/D (6mg/kg) BLOOD: HEMORRHAGE

SKIN AND APPENDAGES (SKIN): "DERMATITIS, OTHER: AFTER SYSTEMIC EXPOSURE"
Cancer Vol. 34, Pg. 441, 1974.