Pentamidine isethionate salt

Pentamidine isethionate salt

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Pentamidine isethionate salt
Category Others
Catalog number BBF-03828
CAS 140-64-7
Molecular Weight 592.68
Molecular Formula C23H36N4O10S2
Purity 98%

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Description

The diisethionate salt form of Pentamidine, an amidine derivative, has been found to have antiprotozoal and antifungal effect and could be commonly used against sorts of fungal infections.

Specification

Synonyms 4,4'-(Pentane-1,5-Diylbis(Oxy))Dibenzimidamide Bis(2-Hydroxyethanesulfonate)
Shelf Life As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly
Storage Store at -20°C
IUPAC Name 4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-hydroxyethanesulfonic acid
Canonical SMILES C1=CC(=CC=C1C(=N)N)OCCCCCOC2=CC=C(C=C2)C(=N)N.C(CS(=O)(=O)O)O.C(CS(=O)(=O)O)O
InChI 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

Properties

Appearance White to Off-white Solid
Antibiotic Activity Spectrum Fungi; Parasites
Boiling Point 539.4°C at 760 mmHg
Melting Point 188-194°C(lit.)
Solubility Soluble in Water

Reference Reading

1.Pentamidine, the drug of choice for the treatment of cutaneous leishmaniasis in Surinam.
Lai A Fat EJ;Vrede MA;Soetosenojo RM;Lai A Fat RF Int J Dermatol. 2002 Nov;41(11):796-800.
BACKGROUND: ;Cutaneous leishmaniasis is an endemic disease in Surinam. The disease was treated until the early 1970s with pentavalent antimony. Pentamidine mesylate was introduced by Niemel in 1973 for the treatment of cutaneous leishmaniasis in Surinam.;MATERIALS AND METHODS: ;In this retrospective study, we evaluate the results of treatment with pentamidine mesylate in 235 patients and with pentamidine isethionate in 80 patients.;RESULTS: ;In the pentamidine mesylate- and pentamidine isethionate-treated groups, a cure rate (healing without relapse) of nearly 90% was found. Relapses were seen in approximately 10% of patients in both groups. Minor side-effects, such as pain at the injection site, bitter taste, and nausea, were seen with both drugs in about 65% of patients. Complaints of the respiratory tract were seen in less than 10% of patients in the pentamidine isethionate-treated group, but were uncommon in the pentamidine mesylate-treated group.;CONCLUSIONS: ;Pentamidine mesylate and isethionate have similar safety, efficacy, and side-effect profiles in the treatment of cutaneous leishmaniasis in Surinam.
2.Preparation and stability of a radioiodinated pentamidine isethionate analog.
Blower PJ;Smith CM;Smith RJ;Moores GE;O'Doherty MJ Int J Rad Appl Instrum A. 1992 Oct;43(10):1189-95.
Iodopentamidine isethionate was heated for 70 min with [I-123]- or [I-125]-sodium iodide and ammonium sulphate in the absence of solvent at 140 degrees C. The product, [I-123]- or [I-125]-iodopentamidine isethionate, was purified by ion exchange chromatography. It was stable at room temperature in aqueous solution over several days, in human blood in vitro for at least 24 h (showing no binding to either cells or proteins), in urine over at least 15 h, and during nebulization in both ultrasonic and jet nebulizers.
3.Pentamidine isethionate in the treatment of Pneumocystis carinii pneumonia.
Drake S;Lampasona V;Nicks HL;Schwarzmann SW Clin Pharm. 1985 Sep-Oct;4(5):507-16.
The chemistry, antiprotozoal activity, pharmacology, clinical efficacy, adverse effects, dosage, administration, and hospital formulary considerations of pentamidine isethionate are reviewed. Pentamidine, an aromatic diamidine, has been used since the 1940s to treat a variety of protozoal infections. It is now most commonly administered in the treatment of Pneumocystis carinii pneumonia (PCP). It is generally not metabolized, and it is stored or bound to tissue and excreted slowly as the parent compound. Pentamidine is clearly effective in the treatment of PCP; however, the high incidence of adverse reactions associated with the drug led to the use of trimethoprim-sulfamethoxazole (TMP-SMX) as the first-line agent for PCP. Recent studies have reported a high incidence of adverse reactions, including leukopenia and hepatotoxicity, associated with the use of TMP-SMX therapy for PCP in patients with the acquired immunodeficiency syndrome (AIDS). The severity and frequency of these reactions suggest a possible new role for pentamidine in patients with AIDS who have PCP. The recommended intramuscular and intravenous dosage of pentamidine isethionate for adults and children is 4 mg/kg/day for 14 days.

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