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P0547

Pentamidine isethionate salt

Name: Pentamidine isethionate salt
Brand: SIGMA

NMDA glutamate receptor antagonist, powder

Synonym(s):

1,5-Bis(p-amidinophenoxy)pentane bis(2-hydroxyethanesulfonate salt), 4,4′-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonate)

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About This Item

Linear Formula:

CH₂[CH₂CH₂OC₆H₄C(=NH)NH₂]₂·2HOCH₂CH₂SO₃H

CAS Number:

140-64-7

Molecular Weight:

592.68

NACRES:

NA.77

PubChem Substance ID:

24277999

UNSPSC Code:

12352200

EC Number:

205-424-1

MDL number:

MFCD00079213

Form:

powder

Quality level:

100

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Product Name

Pentamidine isethionate salt, powder

form

powder

Quality Level

100

mp

188-194 °C (lit.)

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

originator

Celgene

storage temp.

−20°C

SMILES string

OCCS(O)(=O)=O.OCCS(O)(=O)=O.NC(=N)c1ccc(OCCCCCOc2ccc(cc2)C(N)=N)cc1

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)

InChI key

YBVNFKZSMZGRAD-UHFFFAOYSA-N

Gene Information

human ... GRIN1(2902), GRIN2A(2903), GRIN2B(2904), GRIN2C(2905), GRIN2D(2906), GRINA(2907), NOS1(4842), NOS2(4843), NOS2B(201288), NOS2C(645740), NOS3(4846)

Related Categories

Bioactive Small Molecules

Application

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

Antimicrobial against Pneumocystis carinii.

Biochem/physiol Actions

Pentamidine isethionate is used as a second line drug for leishmaniasis.

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

Features and Benefits

This compound was developed by Celgene. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

GHS07

signalword

Warning

hcodes

H315,H317,H319,H335

pcodes

P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

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

I J Reynolds et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 12(3), 970-975 (1992-03-01)

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 the NMDA subtype of glutamate receptor in neurons. We have found that the antimicrobial agent

Anti-leishmanial lindenane sesquiterpenes from Hedyosmum angustifolium

Acebey L, et al.

Planta Medica, 76(04), 365-368 (2010)

Drug-induced functional cardiotoxicity screening in stem cell-derived human and mouse cardiomyocytes: effects of reference compounds

Himmel HM

Journal of Pharmacological and Toxicological Methods, 68(1), 97-111 (2013)

S100B Inhibition Attenuates Intestinal Damage and Diarrhea Severity During Clostridioides difficile Infection by Modulating Inflammatory Response.

Deiziane V S Costa et al.

Frontiers in cellular and infection microbiology, 11, 739874-739874 (2021-09-28)

The involvement of the enteric nervous system, which is a source of S100B, in Clostridioides difficile (C. difficile) infection (CDI) is poorly understood although intestinal motility dysfunctions are known to occur following infection. Here, we investigated the role of S100B

Anti-leishmanial lindenane sesquiterpenes from Hedyosmum angustifolium.

Lucia Acebey et al.

Planta medica, 76(4), 365-368 (2009-10-16)

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 sesquiterpenes: one new compound (oxyonoseriolide, 1), one compound isolated for the

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Global Trade Item Number

SKU	GTIN
P0547-100MG	04061834304326
P0547-250MG	04061834304340
P0547-1G	04061834304333
P0547-25MG	04061832083483

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