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P0547 Sigma-Aldrich

Pentamidine isethionate salt

powder

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

  • CAS Number 140-64-7

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

  • Molecular Weight 592.68

  •  EC Number 205-424-1

  •  MDL number MFCD00079213

  •  PubChem Substance ID 24277999

  •  NACRES NA.77

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Properties

Related Categories Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Mechanism of Action,
Quality Level   100
form   powder
mp   188-194 °C (lit.)
Mode of action   enzyme | inhibits
antibiotic activity spectrum   fungi
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)

Description

Application

Antimicrobial against Pneumocystis carinii.

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

Packaging

1 g in glass bottle

100, 250 mg in glass bottle

25 mg in poly bottle

Biochem/physiol Actions

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

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

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

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

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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