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MedKoo Cat#: 527056 | Name: Pentamidine
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Description:

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

Pentamidine is an antiprotozoal and antifungal agent, interacting directly with the pathogen genome by binding to AT-rich regions of duplex DNA and the minor groove of DNA, thereby interfering with DNA replication.

Chemical Structure

Pentamidine
Pentamidine
CAS#100-33-4

Theoretical Analysis

MedKoo Cat#: 527056

Name: Pentamidine

CAS#: 100-33-4

Chemical Formula: C19H24N4O2

Exact Mass: 340.1899

Molecular Weight: 340.43

Elemental Analysis: C, 67.04; H, 7.11; N, 16.46; O, 9.40

Price and Availability

Size Price Availability Quantity
100mg USD 500.00
250mg USD 710.00
500mg USD 1,025.00
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Related CAS #
No Data
Synonym
Pentamidine
IUPAC/Chemical Name
4-[5-(4-Carbamimidoylphenoxy)pentoxy]benzenecarboximidamide
InChi Key
XDRYMKDFEDOLFX-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H24N4O2/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/h4-11H,1-3,12-13H2,(H3,20,21)(H3,22,23)
SMILES Code
N=C(C1=CC=C(OCCCCCOC2=CC=C(C(N)=N)C=C2)C=C1)N
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
>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 340.43 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: Al-Shaikhly T, Al-Obaydi S, Craig TJ, Henao MP. Sulfonamide allergy label and the risk of opportunistic infections in solid organ transplant recipients - A retrospective matched cohort study. Transpl Infect Dis. 2024 Aug 13:e14355. doi: 10.1111/tid.14355. Epub ahead of print. PMID: 39136148. 2: Lipsitt A, Hijano DR, Ferrolino JA, Dallas R, Sharma A, Maron G. Variance in Pneumocystis jirovecii prophylaxis practice for pediatric patients undergoing hematopoietic cell transplantation. Pediatr Blood Cancer. 2024 Jul 15:e31201. doi: 10.1002/pbc.31201. Epub ahead of print. PMID: 39010649. 3: Sood N, Vadnerkar A, Kodali M, Hamacher LK. Cutaneous Pneumocystis Jirovecii Infection in an Allogeneic Stem Cell Transplant Recipient. Eur J Case Rep Intern Med. 2024 Jun 11;11(7):004615. doi: 10.12890/2024_004615. PMID: 38984179; PMCID: PMC11229477. 4: Knapp K, Klasinc R, Koren A, Siller M, Dingelmaier-Hovorka R, Drach M, Sanchez J, Chromy D, Kranawetter M, Grimm C, Bergthaler A, Kubicek S, Stockinger H, Stary G. Combination of compound screening with an animal model identifies pentamidine to prevent Chlamydia trachomatis infection. Cell Rep Med. 2024 Jul 16;5(7):101643. doi: 10.1016/j.xcrm.2024.101643. Epub 2024 Jul 8. PMID: 38981484; PMCID: PMC11293347. 5: Zieneldien T, Kim J, Greene J. Breakthrough Pneumocystis jirovecii Pneumonia in an Allogeneic Hematopoietic Stem Cell Transplant Recipient. Cureus. 2024 Jun 7;16(6):e61890. doi: 10.7759/cureus.61890. PMID: 38978902; PMCID: PMC11228424. 6: Benassi A, Peñalver P, Pérez-Soto M, Pirota V, Freccero M, Morales JC, Doria F. Structure-Activity Study on Substituted, Core-Extended, and Dyad Naphthalene Diimide G-Quadruplex Ligands Leading to Potent Antitrypanosomal Agents. J Med Chem. 2024 Jul 11;67(13):10643-10654. doi: 10.1021/acs.jmedchem.4c00135. Epub 2024 Jun 26. PMID: 38924701. 7: Blais L, Couture L, Laforest-Lapointe I, Côté J-P. Lactobacilli decrease the susceptibility of Salmonella Typhimurium to azithromycin. Microbiol Spectr. 2024 Aug 6;12(8):e0349723. doi: 10.1128/spectrum.03497-23. Epub 2024 Jun 25. PMID: 38916329; PMCID: PMC11302071. 8: Fischer T, Fischer M, Schliemann S, Elsner P. Treatment of mucocutaneous leishmaniasis - A systematic review. J Dtsch Dermatol Ges. 2024 Jun;22(6):763-773. doi: 10.1111/ddg.15424. Epub 2024 May 20. PMID: 38769082. 9: Ferreira BA, Coser EM, de la Roca S, Aoki JI, Branco N, Soares GHC, Lima MIS, Coelho AC. Amphotericin B resistance in Leishmania amazonensis: In vitro and in vivo characterization of a Brazilian clinical isolate. PLoS Negl Trop Dis. 2024 May 20;18(5):e0012175. doi: 10.1371/journal.pntd.0012175. PMID: 38768213; PMCID: PMC11142706. 10: Baran K, Furmańczyk-Zawiska A, Wieczorek-Godlewska R, Nitek P, Durlik M. Pneumocystis jirovecii Pneumonia in a Liver Transplant Recipient With an Adverse Reaction to Trimethoprim/Sulfamethoxazole Treated With a Sulfonamide Desensitization Protocol: Case Report. Transplant Proc. 2024 May;56(4):1000-1005. doi: 10.1016/j.transproceed.2024.03.022. Epub 2024 May 17. PMID: 38760300. 11: Chen W, Zou R, Mei Y, Li J, Xuan Y, Cui B, Zou J, Wang J, Lin S, Zhang Z, Wang C. Structural insights into drug transport by an aquaglyceroporin. Nat Commun. 2024 May 11;15(1):3985. doi: 10.1038/s41467-024-48445-4. PMID: 38734677; PMCID: PMC11088622. 12: Andreana I, Chiapasco M, Bincoletto V, Digiovanni S, Manzoli M, Ricci C, Del Favero E, Riganti C, Arpicco S, Stella B. Targeting pentamidine towards CD44-overexpressing cells using hyaluronated lipid-polymer hybrid nanoparticles. Drug Deliv Transl Res. 2024 Aug;14(8):2100-2111. doi: 10.1007/s13346-024-01617-7. Epub 2024 May 6. PMID: 38709442. 13: Lazzeroni M, Reato S, Antinori S, Milazzo L, Pignataro L, Cantarella G. Laryngeal Leishmaniasis: A Neglected, Emerging Disease in Northern Italy. J Voice. 2024 Apr 23:S0892-1997(24)00124-3. doi: 10.1016/j.jvoice.2024.04.006. Epub ahead of print. PMID: 38658203. 14: Imtiaz A, Shimonaka S, Uddin MN, Elahi M, Ishiguro K, Hasegawa M, Hattori N, Motoi Y. Selection of lansoprazole from an FDA-approved drug library to inhibit the Alzheimer's disease seed-dependent formation of tau aggregates. Front Aging Neurosci. 2024 Mar 26;16:1368291. doi: 10.3389/fnagi.2024.1368291. PMID: 38633982; PMCID: PMC11022852. 15: Liew YX, Ho AYL, Wong GC, Chung SJ, Tan TT, Tan BH. A retrospective study of intravenous pentamidine for Pneumocystis jirovecii pneumonia prophylaxis in adult patients with hematologic malignancies-its utility during respiratory virus pandemics. Int J Infect Dis. 2024 Jun;143:107059. doi: 10.1016/j.ijid.2024.107059. Epub 2024 Apr 16. PMID: 38615824. 16: Bergstrom M, Rahim A, Akodu J, Marshall G, Harrison C, Penrose L, Lipman MC, Miller RF. Nebulised pentamidine prophylaxis of pneumocystis pneumonia in adults accessing HIV services at royal free hospital, London. Int J STD AIDS. 2024 Jul;35(8):644-647. doi: 10.1177/09564624241245155. Epub 2024 Apr 12. PMID: 38606484; PMCID: PMC11283731. 17: Prosty C, Katergi K, Sorin M, Rjeily MB, Butler-Laporte G, McDonald EG, Lee TC. Comparative efficacy and safety of Pneumocystis jirovecii pneumonia prophylaxis regimens for people living with HIV: a systematic review and network meta-analysis of randomized controlled trials. Clin Microbiol Infect. 2024 Jul;30(7):866-876. doi: 10.1016/j.cmi.2024.03.037. Epub 2024 Apr 6. PMID: 38583518. 18: Żołek T, Dömötör O, Żabiński J. Binding mechanism of pentamidine derivatives with human serum acute phase protein α1-acid glycoprotein. Int J Biol Macromol. 2024 May;266(Pt 2):131405. doi: 10.1016/j.ijbiomac.2024.131405. Epub 2024 Apr 4. PMID: 38582487. 19: Murthy D, Attri KS, Suresh V, Rajacharya GH, Valenzuela CA, Thakur R, Zhao J, Shukla SK, Chaika NV, LaBreck D, Rao CV, Hollingsworth MA, Mehla K, Singh PK. The MUC1-HIF-1α signaling axis regulates pancreatic cancer pathogenesis through polyamine metabolism remodeling. Proc Natl Acad Sci U S A. 2024 Apr 2;121(14):e2315509121. doi: 10.1073/pnas.2315509121. Epub 2024 Mar 28. PMID: 38547055; PMCID: PMC10998584. 20: Shi G, Koichi N, Wan R, Wang Y, Reisdorf R, Wilson A, Huang TCT, Amadio PC, Meves A, Zhao C, Moran SL. Pentamidine-loaded gelatin decreases adhesion formation of flexor tendon. J Orthop Translat. 2024 Mar 13;45:75-87. doi: 10.1016/j.jot.2023.10.007. PMID: 38511123; PMCID: PMC10950576.