P0547

Pentamidine isethionate salt

powder

• Synonym(s): 1,5-Bis(p-amidinophenoxy)pentane bis(2-hydroxyethanesulfonate salt), 4,4′-(Pentamethylenedioxy)dibenzamidine bis(2-hydroxyethanesulfonate)
• Linear Formula: CH₂[CH₂CH₂OC₆H₄C(=NH)NH₂]₂·2HOCH₂CH₂SO₃H
• CAS Number: 140-64-7
• Molecular Weight: 592.68
• EC Number: 205-424-1
• MDL number: MFCD00079213
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277999
• NACRES: NA.77

Properties

• form: powder
• 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)

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

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

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H317,H319,H335
• Precautionary Statements: 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 Code: 11 - Combustible Solids
• WGK: WGK 3