Paromomycin

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MedKoo CAT#: 592819

CAS#: 7542-37-2

Description: Paromomycin is an oligosaccharide antibiotic produced by various STREPTOMYCES.


Price and Availability

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Pricing updated 2020-07-11. Prices are subject to change without notice.

Paromomycin is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 592819
Name: Paromomycin
CAS#: 7542-37-2
Chemical Formula: C23H45N5O14
Exact Mass: 615.2963
Molecular Weight: 615.63
Elemental Analysis: C, 44.87; H, 7.37; N, 11.38; O, 36.38


Synonym: Paromomycin; R 400; R-400; R400; Crestomycin

IUPAC/Chemical Name: (2S,3S,4R,5R,6R)-5-amino-2-(aminomethyl)-6-(((2R,3S,4R,5S)-5-(((1R,2R,3S,5R,6S)-3,5-diamino-2-(((2S,3R,4R,5S,6R)-3-amino-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-6-hydroxycyclohexyl)oxy)-4-hydroxy-2-(hydroxymethyl)tetrahydrofuran-3-yl)oxy)tetrahydro-2H-pyran-3,4-diol

InChi Key: UOZODPSAJZTQNH-LSWIJEOBSA-N

InChi Code: InChI=1S/C23H45N5O14/c24-2-7-13(32)15(34)10(27)21(37-7)41-19-9(4-30)39-23(17(19)36)42-20-12(31)5(25)1-6(26)18(20)40-22-11(28)16(35)14(33)8(3-29)38-22/h5-23,29-36H,1-4,24-28H2/t5-,6+,7+,8-,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1

SMILES Code: NC[C@@H]1O[C@@H]([C@@H]([C@H]([C@@H]1O)O)N)O[C@H]2[C@H]([C@@H](O[C@@H]2CO)O[C@@H]3[C@H]([C@@H](C[C@@H]([C@H]3O[C@H]4O[C@@H]([C@H]([C@@H]([C@H]4N)O)O)CO)N)N)O)O


Technical Data

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:
2934.99.03.00


References

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6: Jamil KM, Haque R, Rahman R, Faiz MA, Bhuiyan AT, Kumar A, Hassan SM, Kelly H, Dhalaria P, Kochhar S, Desjeux P, Bhuiyan MA, Khan MM, Ghosh RS. Effectiveness Study of Paromomycin IM Injection (PMIM) for the Treatment of Visceral Leishmaniasis (VL) in Bangladesh. PLoS Negl Trop Dis. 2015 Oct 23;9(10):e0004118. doi: 10.1371/journal.pntd.0004118. eCollection 2015. PubMed PMID: 26496648; PubMed Central PMCID: PMC4619770.

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11: Gaspar MM, Calado S, Pereira J, Ferronha H, Correia I, Castro H, Tomás AM, Cruz ME. Targeted delivery of paromomycin in murine infectious diseases through association to nano lipid systems. Nanomedicine. 2015 Oct;11(7):1851-60. doi: 10.1016/j.nano.2015.06.008. Epub 2015 Jul 11. PubMed PMID: 26169150.

12: Berkov-Zrihen Y, Herzog IM, Feldman M, Sonn-Segev A, Roichman Y, Fridman M. Di-alkylated paromomycin derivatives: targeting the membranes of gram positive pathogens that cause skin infections. Bioorg Med Chem. 2013 Jun 15;21(12):3624-31. doi: 10.1016/j.bmc.2013.03.046. Epub 2013 Apr 2. PubMed PMID: 23602621.

13: Atia AM, Mumina A, Tayler-Smith K, Boulle P, Alcoba G, Elhag MS, Alnour M, Shah S, Chappuis F, van Griensven J, Zachariah R. Sodium stibogluconate and paromomycin for treating visceral leishmaniasis under routine conditions in eastern Sudan. Trop Med Int Health. 2015 Dec;20(12):1674-84. doi: 10.1111/tmi.12603. Epub 2015 Nov 11. PubMed PMID: 26427033.

14: Pujol-Brugués A, Calpena-Campmany AC, Riera-Lizandra C, Halbaut-Bellowa L, Clares-Naveros B. Development of a liquid chromatographic method for the quantification of paromomycin. Application to in vitro release and ex vivo permeation studies. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Dec 10;133:657-62. doi: 10.1016/j.saa.2014.06.017. Epub 2014 Jun 14. PubMed PMID: 24992924.

15: Khan W, Sharma SS, Kumar N. Bioanalytical method development, pharmacokinetics, and toxicity studies of paromomycin and paromomycin loaded in albumin microspheres. Drug Test Anal. 2013 Jun;5(6):453-60. doi: 10.1002/dta.339. Epub 2012 Mar 22. PubMed PMID: 22447374.

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17: Heidari-Kharaji M, Taheri T, Doroud D, Habibzadeh S, Badirzadeh A, Rafati S. Enhanced paromomycin efficacy by solid lipid nanoparticle formulation against Leishmania in mice model. Parasite Immunol. 2016 Oct;38(10):599-608. doi: 10.1111/pim.12340. Epub 2016 Jun 29. PubMed PMID: 27213964.

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19: Musa A, Khalil E, Hailu A, Olobo J, Balasegaram M, Omollo R, Edwards T, Rashid J, Mbui J, Musa B, Abuzaid AA, Ahmed O, Fadlalla A, El-Hassan A, Mueller M, Mucee G, Njoroge S, Manduku V, Mutuma G, Apadet L, Lodenyo H, Mutea D, Kirigi G, Yifru S, Mengistu G, Hurissa Z, Hailu W, Weldegebreal T, Tafes H, Mekonnen Y, Makonnen E, Ndegwa S, Sagaki P, Kimutai R, Kesusu J, Owiti R, Ellis S, Wasunna M. Sodium stibogluconate (SSG) & paromomycin combination compared to SSG for visceral leishmaniasis in East Africa: a randomised controlled trial. PLoS Negl Trop Dis. 2012;6(6):e1674. doi: 10.1371/journal.pntd.0001674. Epub 2012 Jun 19. PubMed PMID: 22724029; PubMed Central PMCID: PMC3378617.

20: Bavarsad N, Fazly Bazzaz BS, Khamesipour A, Jaafari MR. Colloidal, in vitro and in vivo anti-leishmanial properties of transfersomes containing paromomycin sulfate in susceptible BALB/c mice. Acta Trop. 2012 Oct;124(1):33-41. doi: 10.1016/j.actatropica.2012.06.004. Epub 2012 Jun 29. PubMed PMID: 22750480.