MedKoo Cat#: 531287 | Name: Propamidine isethionate

Description:

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

Propamidine isethionate, the salt of propamidine with isethionic acid, is used in the treatment of Acanthamoeba infection. Propamidine is a member of the aromatic diamidine group of compounds which possess bacteriostatic properties against a wide range of organisms. These diamidines exert antibacterial action against pyrogenic cocci, antibiotic resistant staphylococci and some Gram-negative bacilli, the activity of the diamidines being retained in the presence of organic matter such as tissue fluids, pus and serum.

Chemical Structure

Propamidine isethionate
Propamidine isethionate
CAS#140-63-6 (isethionate)

Theoretical Analysis

MedKoo Cat#: 531287

Name: Propamidine isethionate

CAS#: 140-63-6 (isethionate)

Chemical Formula: C21H32N4O10S2

Exact Mass: 564.1560

Molecular Weight: 564.63

Elemental Analysis: C, 44.67; H, 5.71; N, 9.92; O, 28.34; S, 11.36

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
104-32-5 (free base) 140-63-6 (isethionate)
Synonym
Propamidine isethionate; M and B 782;
IUPAC/Chemical Name
Ethanesulfonic acid, 2-hydroxy-, compd. with 4,4'-(trimethylenedioxy)dibenzamidine (2:1)
InChi Key
WSOSYBUSMXEYDO-UHFFFAOYSA-N
InChi Code
InChI=1S/C17H20N4O2.2C2H6O4S/c18-16(19)12-2-6-14(7-3-12)22-10-1-11-23-15-8-4-13(5-9-15)17(20)21;2*3-1-2-7(4,5)6/h2-9H,1,10-11H2,(H3,18,19)(H3,20,21);2*3H,1-2H2,(H,4,5,6)
SMILES Code
OCCS(=O)(O)=O.OCCS(=O)(O)=O.N=C(N)C1=CC=C(OCCCOC2=CC=C(C=C2)C(N)=N)C=C1
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
Shelf Life
>3 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 564.63 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
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PMID: 36014060; PMCID: PMC9412465. 4: Kaufman AR, Tu EY. Advances in the management of Acanthamoeba keratitis: A review of the literature and synthesized algorithmic approach. Ocul Surf. 2022 Jul;25:26-36. doi: 10.1016/j.jtos.2022.04.003. Epub 2022 Apr 22. PMID: 35462076. 5: Chuang YH, Wang YC, Yen CY, Lin CC, Chen CC. Case Series: Unusual Presentation of Acanthamoeba Coinfection in the Cornea. Optom Vis Sci. 2022 Jul 1;99(7):605-611. doi: 10.1097/OPX.0000000000001906. Epub 2022 Apr 13. PMID: 35413026; PMCID: PMC9296050. 6: Behnia M, Latifi A, Rezaian M, Kharazi S, Mohebali M, Yasami S, Saghafi S, Chahardoli R, Anasori N, Torkian H, Soleimani M, Niyyati M, Kazemirad E. In Vitro Activity of Pentamidine Isethionate against Trophozoite and Cyst of Acanthamoeba. Iran J Parasitol. 2021 Oct-Dec;16(4):560-566. doi: 10.18502/ijpa.v16i4.7868. PMID: 35082884; PMCID: PMC8710197. 7: Korkmaz I, Barut Selver O, Simsek C, Palamar M. Negative Corneal Fluorescein Staining as an Exceptionally Early Sign of Acanthamoeba Keratitis: A Case Report. Eye Contact Lens. 2021 Nov 1;47(11):622-624. doi: 10.1097/ICL.0000000000000825. PMID: 34348354. 8: Sangkanu S, Mitsuwan W, Mahabusarakam W, Jimoh TO, Wilairatana P, Girol AP, Verma AK, de Lourdes Pereira M, Rahmatullah M, Wiart C, Siyadatpanah A, Norouzi R, Mutombo PN, Nissapatorn V. Anti-Acanthamoeba synergistic effect of chlorhexidine and Garcinia mangostana extract or α-mangostin against Acanthamoeba triangularis trophozoite and cyst forms. Sci Rep. 2021 Apr 13;11(1):8053. doi: 10.1038/s41598-021-87381-x. PMID: 33850179; PMCID: PMC8044166. 9: Shi L, Fries FN, Xanthopoulou K, Stachon T, Daas L, Zemova E, Langenbucher A, Seitz B, Szentmáry N. Endothelial Cell Density and Central Corneal Thickness following Penetrating Keratoplasty of Acanthamoeba Keratitis Patients - A Retrospective Cross-Sectional Observational Study. Klin Monbl Augenheilkd. 2022 Aug;239(8):1007-1012. English. doi: 10.1055/a-1353-5171. Epub 2021 Mar 17. Erratum in: Klin Monbl Augenheilkd. 2021 Apr 14;: PMID: 33733447. 10: Shi L, Muthukumar V, Stachon T, Latta L, Elhawy MI, Gunaratnam G, Orosz E, Seitz B, Kiderlen AF, Bischoff M, Szentmáry N. The Effect of Anti-Amoebic Agents and Ce6-PDT on Acanthamoeba castellanii Trophozoites and Cysts, In Vitro. Transl Vis Sci Technol. 2020 Nov 23;9(12):29. doi: 10.1167/tvst.9.12.29. PMID: 33262903; PMCID: PMC7691790. 11: Bonini S, Di Zazzo A, Varacalli G, Coassin M. Acanthamoeba Keratitis: Perspectives for Patients. Curr Eye Res. 2021 Jun;46(6):771-776. doi: 10.1080/02713683.2020.1846753. Epub 2020 Nov 29. PMID: 33151784. 12: Lakhani BK, Thajudeen B, Jawaid I, Attzs MS, Maharajan VS. Endotheliitis-A Presentation of Acanthamoeba Keratitis. Cornea. 2021 Jun 1;40(6):769-773. doi: 10.1097/ICO.0000000000002491. PMID: 32833843. 13: Hahn HJ, Escrig JI, Shing B, Debnath A. In Vitro Effect of Pitavastatin and Its Synergistic Activity with Isavuconazole against Acanthamoeba castellanii. Pathogens. 2020 Aug 21;9(9):681. doi: 10.3390/pathogens9090681. PMID: 32825652; PMCID: PMC7559540. 14: Arnalich-Montiel F, de-Arriba-Palomero P, de Dompablo E, Carrillo-Gijon R, Lopez-Velez R, Lorenzo-Morales J. Vittaforma Corneae keratoconjunctivitis: An emerging pathology among travelers returning from Southeast Asia. Arch Soc Esp Oftalmol (Engl Ed). 2020 Nov;95(11):569-572. English, Spanish. doi: 10.1016/j.oftal.2020.04.017. Epub 2020 Jul 10. PMID: 32660763. 15: Hendiger EB, Padzik M, Sifaoui I, Reyes-Batlle M, López-Arencibia A, Rizo- Liendo A, Bethencourt-Estrella CJ, Nicolás-Hernández DS, Chiboub O, Rodríguez- Expósito RL, Grodzik M, Pietruczuk-Padzik A, Stępień K, Olędzka G, Chomicz L, Piñero JE, Lorenzo-Morales J. Silver Nanoparticles as a Novel Potential Preventive Agent against Acanthamoeba Keratitis. Pathogens. 2020 May 5;9(5):350. doi: 10.3390/pathogens9050350. PMID: 32380785; PMCID: PMC7281428. 16: Musayeva A, Riedl JC, Schuster AK, Wasielica-Poslednik J, Pfeiffer N, Gericke A. Topical Voriconazole as Supplemental Treatment for Acanthamoeba Keratitis. Cornea. 2020 Aug;39(8):986-990. doi: 10.1097/ICO.0000000000002315. PMID: 32243421. 17: Lang SJ, Böhringer D, Reinhard T. Nekrotisierende Skleritis nach Akanthamöbenkeratitis [Necrotizing scleritis after acanthamoeba keratitis]. Ophthalmologe. 2021 Jan;118(1):50-52. German. doi: 10.1007/s00347-020-01080-y. PMID: 32162088; PMCID: PMC7808987. 18: Shing B, Singh S, Podust LM, McKerrow JH, Debnath A. The Antifungal Drug Isavuconazole Is both Amebicidal and Cysticidal against Acanthamoeba castellanii. Antimicrob Agents Chemother. 2020 Apr 21;64(5):e02223-19. doi: 10.1128/AAC.02223-19. PMID: 32094126; PMCID: PMC7179639. 19: Lim CC, Peng IC, Huang YH. Safety of intrastromal injection of polyhexamethylene biguanide and propamidine isethionate in a rabbit model. J Adv Res. 2019 Dec 4;22:1-6. doi: 10.1016/j.jare.2019.11.012. PMID: 31956437; PMCID: PMC6961213. 20: Shi L, Stachon T, Latta L, Elhawy MI, Gunaratnam G, Orosz E, Kiderlen AF, Seitz B, Bischoff M, Szentmáry N. Comparison of in vitro assays to study the effectiveness of antiparasitics against Acanthamoeba castellani trophozoites and cysts. Acta Microbiol Immunol Hung. 2019 Dec 13;67(1):23-32. doi: 10.1556/030.66.2019.029. PMID: 31833381.