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MedKoo Cat#: 318465 | Name: Pentamidine Isethionate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Pentamidine isethionate inhibits constitutive NOS1 in the brain and acts as a NMDA Glu antagonist. Pentamidine isethionate is an antimicrobial and neuroprotective agent.

Chemical Structure

Pentamidine Isethionate
Pentamidine Isethionate
CAS#140-64-7

Theoretical Analysis

MedKoo Cat#: 318465

Name: Pentamidine Isethionate

CAS#: 140-64-7

Chemical Formula: C23H36N4O10S2

Exact Mass:

Molecular Weight: 592.68

Elemental Analysis: C, 46.61; H, 6.12; N, 9.45; O, 26.99; S, 10.82

Price and Availability

Size Price Availability Quantity
100mg USD 150.00
200mg USD 250.00
500mg USD 450.00
1g USD 650.00
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Synonym
Pentamidine Isethionate; Pentamidine isethionate salt; Pentamidine diisethionate; 4,4'-(Pentane-1,5-diylbis(oxy))dibenzimidamide bis(2-hydroxyethanesulfonate); Pentamidine (isethionate);Pentamidine Mesylate; Rhône-Poulenc Rorer Brand of Pentamidine Isethionate; Sicor Brand of Pentamidine Isethionate;
IUPAC/Chemical Name
4,4'-(Pentamethylenedioxy)-dibenzamidine bis(2-hydroxyethanesulfonate)4-[5-(4-carbamimidoylphenoxy)pentoxy]benzenecarboximidamide;2-hydroxyethanesulfonic acid
InChi Key
YBVNFKZSMZGRAD-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
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
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 592.68 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Mans DR, Kent AD, Hu RV, Lai A Fat EJ, Schoone GJ, Adams ER, Rood EJ, Alba S, Sabajo LO, Lai A Fat RF, de Vries HJ, Schallig HD. Monitoring the response of patients with cutaneous leishmaniasis to treatment with pentamidine isethionate by quantitative real-time PCR, and identification of Leishmania parasites not responding to therapy. Clin Exp Dermatol. 2015 Dec 9. doi: 10.1111/ced.12786. [Epub ahead of print] PubMed PMID: 26648589. 2: Hu RV, Straetemans M, Kent AD, Sabajo LO, de Vries HJ, Fat RF. Randomized single-blinded non-inferiority trial of 7 mg/kg pentamidine isethionate versus 4 mg/kg pentamidine isethionate for cutaneous leishmaniaisis in Suriname. PLoS Negl Trop Dis. 2015 Mar 20;9(3):e0003592. doi: 10.1371/journal.pntd.0003592. eCollection 2015 Mar. PubMed PMID: 25793773; PubMed Central PMCID: PMC4368628. 3: Orgel E, Rushing T. Efficacy and tolerability of intravenous pentamidine isethionate for Pneumocystis jiroveci prophylaxis in a pediatric oncology population. Pediatr Infect Dis J. 2014 Mar;33(3):319-21. doi: 10.1097/INF.0000000000000044. PubMed PMID: 24030353. 4: Sundaramurthi P, Burcusa MR, Suryanarayanan R. Physical characterization of pentamidine isethionate during freeze-drying-relevance to development of stable lyophilized product. J Pharm Sci. 2012 May;101(5):1732-43. doi: 10.1002/jps.23055. Epub 2012 Jan 23. PubMed PMID: 22271285. 5: Akpa PO, Ezeokonkwo RC, Eze CA, Anene BM. Comparative efficacy assessment of pentamidine isethionate and diminazene aceturate in the chemotherapy of Trypanosoma brucei brucei infection in dogs. Vet Parasitol. 2008 Feb 14;151(2-4):139-49. Epub 2007 Nov 19. PubMed PMID: 18155842. 6: Roussel M, Nacher M, Frémont G, Rotureau B, Clyti E, Sainte-Marie D, Carme B, Pradinaud R, Couppié P. Comparison between one and two injections of pentamidine isethionate, at 7 mg/kg in each injection, in the treatment of cutaneous leishmaniasis in French Guiana. Ann Trop Med Parasitol. 2006 Jun;100(4):307-14. PubMed PMID: 16762111. 7: Lightburn E, Morand JJ, Meynard JB, Kraemer P, Chaudier B, Pages F, Garnotel E, Patte JH, Banzet S, Dampierre H, Lepage J, Morillon M, Boutin JP, Hovette P, Chouc C. [Management of American cutaneous leishmaniasis. Outcome apropos of 326 cases treated with high-dose pentamidine isethionate]. Med Trop (Mars). 2003;63(1):35-44. French. PubMed PMID: 12891748. 8: Delobel P, Pradinaud R. Rhabdomyolysis associated with pentamidine isethionate therapy for American cutaneous leishmaniasis. J Antimicrob Chemother. 2003 May;51(5):1319-20. Epub 2003 Mar 28. PubMed PMID: 12668576. 9: Hellier I, Dereure O, Tournillac I, Pratlong F, Guillot B, Dedet JP, Guilhou JJ. Treatment of Old World cutaneous leishmaniasis by pentamidine isethionate. An open study of 11 patients. Dermatology. 2000;200(2):120-3. PubMed PMID: 10773699. 10: Beach JR, Campbell M, Andrews DJ. Exposure of health care workers to pentamidine isethionate. Occup Med (Lond). 1999 May;49(4):243-5. PubMed PMID: 10474916. 11: Chongprasert S, Griesser UJ, Bottorff AT, Williams NA, Byrn SR, Nail SL. Effects of freeze-dry processing conditions on the crystallization of pentamidine isethionate. J Pharm Sci. 1998 Sep;87(9):1155-60. PubMed PMID: 9724570. 12: Watts RG, Conte JE Jr, Zurlinden E, Waldo FB. Effect of charcoal hemoperfusion on clearance of pentamidine isethionate after accidental overdose. J Toxicol Clin Toxicol. 1997;35(1):89-92. PubMed PMID: 9022658. 13: Pérez-Molina JA, López-Vélez R, Montilla P, Guerrero A. Pentamidine isethionate as secondary prophylaxis against visceral leishmaniasis in HIV-positive patients. AIDS. 1996 Feb;10(2):237-8. PubMed PMID: 8838721. 14: Selkirk JK, He C, Merrick BA. Gel electrophoretic analysis of cellular and secreted proteins from resting and activated rat alveolar macrophages treated with pentamidine isethionate. J Chromatogr A. 1995 Sep 22;711(2):331-7. PubMed PMID: 7581850. 15: Partisani M, Fraisse P, De Mautort E, Rey D, Lang JM. [High incidence of bullous pulmonary lesions before pentamidine isethionate aerosols. 35 cases]. Presse Med. 1994 Dec 10;23(39):1831. French. PubMed PMID: 7899308. 16: Hiles RA, Mong S, Bekersky I, Banks C, Lulham G, Tellier P. Inhalation toxicity of aerosolized pentamidine isethionate in rats and dogs. Fundam Appl Toxicol. 1994 Oct;23(3):382-90. PubMed PMID: 7835539. 17: Williams NA, Schwinke DL. Low temperature properties of lyophilized solutions and their influence on lyophilization cycle design: pentamidine isethionate. J Pharm Sci Technol. 1994 May-Jun;48(3):135-9. PubMed PMID: 8069514. 18: Salah A, Lortholary O, Lhote F, Cohen P, Guillevin L. [Acute pancreatitis induced by pentamidine isethionate in aerosols]. Presse Med. 1994 Jan 8-15;23(1):49. French. PubMed PMID: 8127816. 19: Anees M, Steven FS. Inhibition of a tumour protease with 3,4-dichloroisocoumarin, pentamidine-isethionate and guanidino derivatives. J Enzyme Inhib. 1994;8(3):213-21. PubMed PMID: 7539490. 20: Belsito DV. Contact urticaria from pentamidine isethionate. Contact Dermatitis. 1993 Sep;29(3):158-9. PubMed PMID: 8222633.