Pentamidine isethionate

Names

[ CAS No. ]:
140-64-7

[ Name ]:
Pentamidine isethionate

[Synonym ]:
4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide bis(2-hydroxyethanesulfonic acid)
2-Hydroxyethanesulfonic Acid compd. with 4,4'-(1,5-Pentanediylbis(oxy))bis(benzenecarboximidamide) (2:1)
2-Hydroxyethanesulfonic acid - 4,4'-[1,5-pentanediylbis(oxy)]dibenzenecarboximidamide (2:1)
Pentamidine isethionate salt
2-Hydroxyethanesulfonic acid - 4,4'-[pentane-1,5-diylbis(oxy)]dibenzenecarboximidamide (2:1)
4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate)
MFCD00079213
Ethanesulfonic acid, 2-hydroxy-, compd. with 4,4'-[1,5-pentanediylbis(oxy)]bis[benzenecarboximidamide] (2:1)
EINECS 205-424-1
Pentamidine isethionate
4,4'-Diamidino-a,w-diphenoxypentane Isethionate
4,4â€²-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonate)
Pentamidine diisetionate

Biological Activity

[Description]:

Pentamidine isethionate is an antimicrobial agent for prevention and treatment of Pneumocystis pneumonia (PCP) caused by Pneumocystis jirovecii.

[Related Catalog]:

Signaling Pathways >> Anti-infection >> Bacterial

Research Areas >> Infection

[Related Small Molecules]

Chemical & Physical Properties

[ Boiling Point ]:
539.4ºC at 760mmHg

[ Melting Point ]:
188-194 °C(lit.)

[ Molecular Formula ]:
C₂₃H₃₆N₄O₁₀S₂

[ Molecular Weight ]:
592.683

[ Flash Point ]:
280ºC

[ Exact Mass ]:
592.187256

[ PSA ]:
284.16000

[ LogP ]:
4.37750

[ Vapour Pressure ]:
1.06E-11mmHg at 25°C

[ Storage condition ]:
−20°C

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CV6500000

CHEMICAL NAME :: Benzamidine, 4,4'-(pentamethylenedioxy)di-, bis(beta-hydroxyethanesulfonate)

CAS REGISTRY NUMBER :: 140-64-7

LAST UPDATED :: 199603

DATA ITEMS CITED :: 13

MOLECULAR FORMULA :: C19-H24-N4-O2.C4-H12-O8-S2

MOLECULAR WEIGHT :: 592.75

WISWESSER LINE NOTATION :: MUYZR DO5OR DYZUM &WSQ2Q 2

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TCLo - Lowest published toxic concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 21429 ug/kg/5D-I

TOXIC EFFECTS :: Endocrine - hypoglycemia Skin and Appendages - sweating

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 24 mg/kg/6D-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - hematuria

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 68 mg/kg/17D-I

TOXIC EFFECTS :: Gastrointestinal - changes in structure or function of endocrine pancreas

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 6 mg/kg/D

TOXIC EFFECTS :: Blood - hemorrhage Skin and Appendages - dermatitis, other (after systemic exposure)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intramuscular

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 26 mg/kg/9D-I

TOXIC EFFECTS :: Endocrine - hypoglycemia

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 63 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 120 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 15100 ug/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - other changes

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 756 mg/kg/6W-I

TOXIC EFFECTS :: Gastrointestinal - changes in structure or function of endocrine pancreas Liver - changes in liver weight Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 112 mg/kg/2W-I

TOXIC EFFECTS :: Kidney, Ureter, Bladder - other changes Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Intravenous

DOSE :: 24 mg/kg

SEX/DURATION :: female 6-11 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants)

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Rodent - mouse Leukocyte

DOSE/DURATION :: 29500 ug/L

REFERENCE :: INNDDK Investigational New Drugs. The Journal of New Anticancer Agents. Kluwer Academic Pub., POB 358, Accord Stn., Hingham, MA 02018) V.1- 1983- Volume(issue)/page/year: 1,103,1983

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H317-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38;R43

[ Safety Phrases ]:
S26-S36/37

[ RIDADR ]:
3249

[ WGK Germany ]:
3

[ RTECS ]:
CV6500000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Specific Cell Targeting Therapy Bypasses Drug Resistance Mechanisms in African Trypanosomiasis.

PLoS Pathog. 11 , e1004942, (2015)

African trypanosomiasis is a deadly neglected disease caused by the extracellular parasite Trypanosoma brucei. Current therapies are characterized by high drug toxicity and increasing drug resistance ...

Anti-leishmanial lindenane sesquiterpenes from Hedyosmum angustifolium.

Planta Med. 76 , 365-8, (2010)

The aim of this work is the isolation of anti-leishmanial compounds from the ethyl acetate extracts of the bark of HEDYOSMUM ANGUSTIFOLIUM. We have successfully isolated and characterized five sesquit...

Pentamidine is an N-methyl-D-aspartate receptor antagonist and is neuroprotective in vitro.

J. Neurosci. 12 , 970, (1992)

Acquired immunodeficiency syndrome (AIDS) is frequently associated with dementia. The wide spectrum of neurological abnormalities associated with this dementia may involve a neurotoxin that activates ...