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MedKoo Cat#: 461602 | Name: Modithromycin

Description:

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

Modithromycin is a bicyclolide agent that has been studied for its antibacterial activity.

Chemical Structure

Modithromycin
Modithromycin
CAS#736992-12-4

Theoretical Analysis

MedKoo Cat#: 461602

Name: Modithromycin

CAS#: 736992-12-4

Chemical Formula: C43H64N6O11

Exact Mass: 840.4633

Molecular Weight: 841.01

Elemental Analysis: C, 61.41; H, 7.67; N, 9.99; O, 20.93

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 #
No Data
Synonym
Modithromycin; S 013420; S-013420; S013420;
IUPAC/Chemical Name
N-((1R,2R,3R,6R,8R,9R,10R,13E,16S,17E,18R)-13-(((6-(1H-pyrazol-1-yl)pyridin-3-yl)methoxy)imino)-9-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-3-ethyl-2-hydroxy-2,6,8,10,16,18-hexamethyl-5,7-dioxo-4,11,15-trioxabicyclo[8.5.4]nonadecan-17-ylidene)acetamide
InChi Key
WLGSYOKBEDVHQB-XSKCQLPHSA-N
InChi Code
InChI=1S/C43H64N6O11/c1-12-33-43(9,54)39-26(4)35(46-29(7)50)24(2)19-42(8,56-23-31(22-55-39)47-57-21-30-14-15-34(44-20-30)49-17-13-16-45-49)38(27(5)36(51)28(6)40(53)59-33)60-41-37(52)32(48(10)11)18-25(3)58-41/h13-17,20,24-28,32-33,37-39,41,52,54H,12,18-19,21-23H2,1-11H3/b46-35+,47-31+/t24-,25-,26+,27+,28-,32+,33-,37-,38-,39-,41+,42-,43-/m1/s1
SMILES Code
CC(/N=C([C@H](C)C1)/[C@H](C)[C@]2([H])[C@](C)(O)[C@@H](CC)OC([C@H](C)C([C@H](C)[C@@H](O[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3)[C@]1(C)OC/C(CO2)=N/OCC4=CC=C(N5N=CC=C5)N=C4)=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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 841.01 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: Katsube T, Wajima T, Yamano Y, Yano Y. Pharmacokinetic/pharmacodynamic modeling for concentration-dependent bactericidal activity of a bicyclolide, modithromycin. J Pharm Sci. 2014 Apr;103(4):1288-97. doi: 10.1002/jps.23897. Epub 2014 Feb 12. PubMed PMID: 24523230. 2: Jacobsson S, Golparian D, Phan LT, Ohnishi M, Fredlund H, Or YS, Unemo M. In vitro activities of the novel bicyclolides modithromycin (EDP-420, EP-013420, S-013420) and EDP-322 against MDR clinical Neisseria gonorrhoeae isolates and international reference strains. J Antimicrob Chemother. 2015 Jan;70(1):173-7. doi: 10.1093/jac/dku344. Epub 2014 Sep 1. PubMed PMID: 25182063. 3: Maglio D, Sun HK, Patel T, Banevicius MA, Nightingale CH, Arya A, Wang G, Chen Z, Phan LT, Nicolau DP. Pharmacodynamic profiling of modithromycin: assessment in a pneumococcal murine pneumonia model. Int J Antimicrob Agents. 2014 Jun;43(6):540-6. doi: 10.1016/j.ijantimicag.2014.01.029. Epub 2014 Mar 19. PubMed PMID: 24703590. 4: Sato T, Tateda K, Kimura S, Ishii Y, Yamaguchi K. In vitro intracellular activity and in vivo efficacy of modithromycin, a novel bicyclolide, against Legionella pneumophila. Antimicrob Agents Chemother. 2011 Apr;55(4):1594-7. doi: 10.1128/AAC.01474-10. Epub 2011 Jan 10. PubMed PMID: 21220530; PubMed Central PMCID: PMC3067182. 5: Sato T, Tateda K, Kimura S, Iwata M, Ishii Y, Yamaguchi K. In vitro antibacterial activity of modithromycin, a novel 6,11-bridged bicyclolide, against respiratory pathogens, including macrolide-resistant Gram-positive cocci. Antimicrob Agents Chemother. 2011 Apr;55(4):1588-93. doi: 10.1128/AAC.01469-10. Epub 2011 Jan 10. PubMed PMID: 21220534; PubMed Central PMCID: PMC3067159. 6: Sato T, Kawai Y, Matsuda H, Tateda K, Kimura S, Ishii Y, Yamaguchi K, Gotoh N. In vitro and in vivo antibacterial activity of modithromycin against streptococci and Haemophilus influenzae. J Antimicrob Chemother. 2011 Jul;66(7):1547-54. doi: 10.1093/jac/dkr161. Epub 2011 Apr 21. PubMed PMID: 21511823. 7: Kern WV. [New antibacterial agents on the market and in the pipeline]. Internist (Berl). 2015 Nov;56(11):1255-63. Review. German. PubMed PMID: 26475603. 8: Georgopapadakou NH. The wobbly status of ketolides: where do we stand? Expert Opin Investig Drugs. 2014 Oct;23(10):1313-9. doi: 10.1517/13543784.2014.954036. Epub 2014 Aug 25. PubMed PMID: 25154307. 9: Furuie H, Saisho Y, Yoshikawa T, Shimada J. Intrapulmonary pharmacokinetics of S-013420, a novel bicyclolide antibacterial, in healthy Japanese subjects. Antimicrob Agents Chemother. 2010 Feb;54(2):866-70. doi: 10.1128/AAC.00567-09. Epub 2009 Nov 23. PubMed PMID: 19933801; PubMed Central PMCID: PMC2812166. 10: Jiang LJ, Or YS. Pharmacokinetics of EDP-420 after multiple oral doses in healthy adult volunteers and in a bioequivalence study. Antimicrob Agents Chemother. 2009 Aug;53(8):3218-25. doi: 10.1128/AAC.00022-09. Epub 2009 May 18. PubMed PMID: 19451282; PubMed Central PMCID: PMC2715630. 11: Jiang LJ, Wang M, Or YS. Pharmacokinetics of EDP-420 after ascending single oral doses in healthy adult volunteers. Antimicrob Agents Chemother. 2009 May;53(5):1786-92. doi: 10.1128/AAC.01270-08. Epub 2009 Feb 17. PubMed PMID: 19223626; PubMed Central PMCID: PMC2681569. 12: Bermudez LE, Motamedi N, Kolonoski P, Chee C, Baimukanova G, Bildfell R, Wang G, Phan LT, Lowell SY. The efficacy of clarithromycin and the bicyclolide EDP-420 against Mycobacterium avium in a mouse model of pulmonary infection. J Infect Dis. 2008 Jun 1;197(11):1506-10. doi: 10.1086/587906. PubMed PMID: 18422455. 13: Bermudez LE, Motamedi N, Chee C, Baimukanova G, Kolonoski P, Inderlied C, Aralar P, Wang G, Phan LT, Young LS. EDP-420, a bicyclolide (bridged bicyclic macrolide), is active against Mycobacterium avium. Antimicrob Agents Chemother. 2007 May;51(5):1666-70. Epub 2007 Feb 12. PubMed PMID: 17296742; PubMed Central PMCID: PMC1855536. 14: Stucki A, Gerber P, Acosta F, Cottagnoud M, Cottagnoud P, Jiang L, Nguyen P, Wachtel D, Wang G, Phan LT. Effects of EDP-420 on penicillin-resistant and quinolone- and penicillin-resistant pneumococci in the rabbit meningitis model. J Antimicrob Chemother. 2008 Mar;61(3):665-9. doi: 10.1093/jac/dkm505. Epub 2008 Jan 25. PubMed PMID: 18222952.