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Pentamidine isethionate

CAS No.
140-64-7
Chemical Name:
Pentamidine isethionate
Synonyms
2512RP;PentaM;M&B-800;RP-2512;LoMidin;Benambax;Aeropent;BanaMbax;NebuPent;P.P.-2512
CBNumber:
CB5101632
Molecular Formula:
C23H36N4O10S2
Molecular Weight:
592.68
MDL Number:
MFCD00079213
MOL File:
140-64-7.mol
MSDS File:
SDS
Last updated:2023-09-05 17:53:06

Pentamidine isethionate Properties

Melting point 188-194 °C(lit.)
storage temp. 2-8°C
solubility Freely soluble in water, sparingly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
form powder
color White to Off-White
Merck 13,7192
Stability Hygroscopic
InChIKey YBVNFKZSMZGRAD-UHFFFAOYSA-N
CAS DataBase Reference 140-64-7(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms Pentam; pentamidine isethionate
FDA UNII V2P3K60DA2
NCI Drug Dictionary NebuPent
ATC code P01CX01
EPA Substance Registry System Ethanesulfonic acid, 2-hydroxy-, compd. with 4,4'-[1,5-pentanediylbis(oxy)]bis[benzenecarboximidamide] (2:1) (140-64-7)

Pharmacokinetic data

Protein binding 69%
Excreted unchanged in urine <5%
Volume of distribution 3-4(L/kg)
Biological half-life 6-9 / 9

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H317-H319-H335
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38-43
Safety Statements  26-36/37
RIDADR  3249
WGK Germany  3
RTECS  CV6500000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2925294500
Toxicity LD50 intraperitoneal in mouse: 63mg/kg

Pentamidine isethionate price More Price(22)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P0547 Pentamidine isethionate salt powder 140-64-7 1g $167 2024-03-01 Buy
Sigma-Aldrich 1504900 Pentamidine isethionate United States Pharmacopeia (USP) Reference Standard 140-64-7 200mg $436 2024-03-01 Buy
Sigma-Aldrich P0547 Pentamidine isethionate salt powder 140-64-7 25mg $43.7 2024-03-01 Buy
Sigma-Aldrich P0547 Pentamidine isethionate salt powder 140-64-7 100mg $45.8 2024-03-01 Buy
Sigma-Aldrich P0547 Pentamidine isethionate salt powder 140-64-7 250mg $86 2024-03-01 Buy
Product number Packaging Price Buy
P0547 1g $167 Buy
1504900 200mg $436 Buy
P0547 25mg $43.7 Buy
P0547 100mg $45.8 Buy
P0547 250mg $86 Buy

Pentamidine isethionate Chemical Properties,Uses,Production

Chemical Properties

White or almost white powder or colourless crystals, hygroscopic.

Originator

Nebupent,Fujisawa Healthcare Inc ,USA

Uses

Antiparasitic

Uses

Pentamidine isethionate salt has been used:

  • as a positive control for anti-leishmanial, anti-plasmodial and cytotoxic assays
  • as a prototypical compound to analyse the inhibitor effect on human ether-a-go-go-related gene (HERG) K+ channel trafficking
  • as an anti-leishmanial agent in promastigotes

Uses

Has been widely used as a drug to treat protozoal diseases, such as malaria, amoebic dysentery and trypanosomiasis. It has also been shown to be effective for both prophylaxis of pneumocystic carinii pneumonia (PCC).

Definition

ChEBI: An organosulfonate salt obtained by reaction of pentamidine with two equivalents of 2-hydroxyethylsulfonic acid.

Manufacturing Process

2.5 g of p,p'-dicyano-1,5-diphenoxy-pentane (obtained by the interaction of phydroxybenzonitrile and pentamethylene-dibromide in aqueous alkaline solution, melting point 114°C) are dissolved in 15 cc of nitrobenzene and 2.5 cc of absolute ethyl alcohol added. The solution is saturated with dry hydrochloric acid gas at 0°C and allowed to stand for 48 h. It is then diluted with dry ether and the precipitated 1,5-diphenoxypentane, 4,4'di(ethoxycarbonimidoyl) dihydrochlorid is filtered and washed with ether.
4 g of 1,5-diphenoxypentane, 4,4'-di(ethoxycarbonimidoyl) dihydrochloride are mixed with 30 cc. of 6 % ethyl alcoholic ammonia and heated in a closed vessel at 50°C for 5 h. The alcohol is removed and the residual 1,5diphenoxypentane, 4,4'-diamidino dihydrochloride is twice recrystallised fromdilute hydrochloric acid and finally purifled by dissolving in water and precipitating with acetone. Its melts at 236°C, dec.
Pentamidine isetionate salt may be produced by the reaction pentamidine base with isethionic acid.

Therapeutic Function

Antiprotozoal

General Description

Odorless white or almost white crystals or powder. Odor also reported as a slight butyric odor. Very bitter taste. pH (5% aqueous solution) 4.5-6.5.

Air & Water Reactions

Hygroscopic. May be sensitive to prolonged exposure to air. Aqueous solutions deteriorate on storage. Water soluble.

Reactivity Profile

Can decompose on prolonged exposure to light.

Fire Hazard

Flash point data for Pentamidine isethionate are not available; however, Pentamidine isethionate is probably combustible.

Biological Activity

Antimicrobial. Neuroprotective; inhibits constitutive nitric oxide synthase in the brain and acts as a NMDA glutamate receptor antagonist.

Biochem/physiol Actions

Neuroprotective; inhibits constitutive nitric oxide synthase in the brain; NMDA glutamate receptor antagonist.

Clinical Use

4,4’-(Pentamethylenedioxy)dibenzamidine diisethionate(NebuPent, Pentam 300) is a water-soluble crystalline saltthat is stable to light and air. The principal use of pentamidineis for the treatment of pneumonia caused by the opportunisticpathogenic protozoan P. carinii, a frequent secondaryinvader associated with AIDS. The drug may beadministered by slow intravenous infusion or by deep intramuscularinjection for PCP. An aerosol form of pentamidineis used by inhalation for the prevention of PCP inhigh-risk patients infected with HIV who have a previoushistory of PCP infection or a low peripheral CD4+ lymphocytecount.
Pentamidine has been used for the prophylaxis and treatmentof African trypanosomiasis. It also has some value fortreating visceral leishmaniasis. Pentamidine rapidly disappearsfrom the plasma after intravenous injection and is distributedto the tissues, where it is stored for a long period.This property probably contributes to the usefulness of thedrug as a prophylactic agent.

Drug interactions

Potentially hazardous interactions with other drugs
Anti-arrhythmics: increased risk of ventricular arrhythmias with amiodarone - avoid; possible increased risk of ventricular arrhythmias with disopyramide.
Antibacterials: increased risk of ventricular arrhythmias with delamanid, moxifloxacin and parenteral erythromycin - avoid with moxifloxacin; increased risk of ventricular arrhythmias with parenteral pentamidine and telithromycin.
Antidepressants: increased risk of ventricular arrhythmias with tricyclics; increased risk of ventricular arrhythmias with citalopram and escitalopram - avoid.
Antimalarials: increased risk of ventricular arrhythmias with piperaquine with artenimol - avoid.
Antipsychotics: increased risk of ventricular arrhythmias with amisulpride, droperidol and phenothiazines - avoid with amisulpride and droperidol.
Antivirals: increased risk of hypocalcaemia with parenteral pentamidine and foscarnet; increased risk of ventricular arrhythmias with saquinavir - avoid.
Cytotoxics: increased risk of ventricular arrhythmias with vandetanib - avoid.
Ivabradine: increased risk of ventricular arrhythmias.

Metabolism

Extensively hepatically metabolised.
Renal clearance accounts for <5% of the plasma clearance of pentamidine.

Pentamidine isethionate Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 188)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd
+8613288715578 sales@hbmojin.com China 12452 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2931 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282 alice@crovellbio.com China 8823 58
Wuhan Chemwonders Technology Inc.
027-85778276 info@chemwonders.com CHINA 176 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845 sales@amoychem.com China 6387 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63711 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58

View Lastest Price from Pentamidine isethionate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Pentamidine isethionate pictures 2023-09-05 Pentamidine isethionate
140-64-7
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Pentamidine isethionate pictures 2021-03-13 Pentamidine isethionate
140-64-7
US $10.00 / PCS 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
Pentamidine isethionate pictures 2019-07-06 Pentamidine isethionate
140-64-7
US $8.00 / kg 1kg 99% 10tons Career Henan Chemical Co
PENTAMIDINE DIISETHIONATE PENTAMINIDE ISETIONATE 4,4μ-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonate), 1,5-Bis(p-amidinophenoxy)pentane bis(2-hydroxyethanesulfonate salt) Benambax Benzamidine, 4,4'-(pentamethylenedioxy)di-, bis(beta-hydroxyethanesulfonate) Diamidine Pentacarinat 2512RP M&B-800 P.P.-2512 RP-2512 Pentamidine Isethionate (200 mg) 4,4'-(Pentane-1,5-diylbis(oxy))dibenziMidaMide bis(2-hydroxyethanesulfonate) 1,5-Bis(4-aMidinophenoxy)pentane Diisethionate 4,4'-(PentaMethylenedioxy)di-benzaMidine Diisethionate 4,4'-[1,5-Pentanediylbis(oxy)]bis-benzenecarboxiMidaMide Bis(2-hydroxyethanesulfonate) 4,4'-DiaMidinodiphenoxypentane di(β-hydroxyethanesulfonate) Aeropent BanaMbax LoMidin NebuPent PentaM PentaM 300 4,4'-(Pentamethylenedioxy)dibenzamidinebis-2-hydroxyethanesulfonatesalt Pentamidine isethionate, >=99% 1,5-BIS(P-AMIDINOPHENOXY)PENTANE BIS(2-HYDROXYETHANESULFONATE SALT) 1,5-BIS[P-AMIDINOPHENOXY]PENTANE BIS[2-HYDROXYETHANESULFONATE SALT] ISETHIONATE SALT PENTAMIDINE ISETHIONATE NMDA ANTAGONIST, NEUR Pentamide Isethionate PENTAMINE ISETHIONATE p,p'-[Pentamethylenedioxy] dibenzamidine bis[β-hydroxyethanesulfonate] 4,4'-(PENTAMETHYLENEDIOXY)DIBENZAMIDE BIS(2-HYDROXYETHANESULFONATE) 4,4'-(PENTAMETHYLENEDIOXY)DIBENZAMIDINE, BIS-2-HYDROXYETHANESULFONATE PENTAMIDINE ISETHIONATE PENTAMIDINE ISETHIONATE SALT 4,4'-(pentamethylenedioxy)dibenzamidine bis(2-hyd pentamidine isetionate pentamidine isothionate Pentamidine diisetionate CRS Pentamidine isethionater Pentamidine Isethionate (1504900) Pentamidine hydroxyethate 140-64-7 C21H30N4O6S C23H36N4O10S2 C19H24N4O22C2H6O4S CH2CH2CH2OC6H4CNHNH222HOCH2CH2SO3H 2C2H6O4SC19H24N4O2 Ion Channels Ionotropic Glutamate Receptor Modulators Imines/Amidines Organic Building Blocks Building Blocks BioChemical Cell Signaling and Neuroscience Cell Biology AMIDINE Nitrogen Compounds