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MedKoo Cat#: 328306 | Name: Telithromycin
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Description:

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

Telithromycin, also known as HMR-3647 and RU-66647, is a semi-synthetic erythromycin derivative used to treat mild to moderate respiratory infections.

Chemical Structure

Telithromycin
Telithromycin
CAS#191114-48-4

Theoretical Analysis

MedKoo Cat#: 328306

Name: Telithromycin

CAS#: 191114-48-4

Chemical Formula: C43H65N5O10

Exact Mass: 811.4731

Molecular Weight: 812.02

Elemental Analysis: C, 63.60; H, 8.07; N, 8.62; O, 19.70

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
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Synonym
Telithromycin; HMR-3647; HMR 3647; HMR3647; RU-66647; RU 66647; RU66647
IUPAC/Chemical Name
(3aS,4R,7R,9R,10R,11R,13R,15R,15aR)-10-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-1-(4-(4-(pyridin-3-yl)-1H-imidazol-1-yl)butyl)octahydro-2H-[1]oxacyclotetradecino[4,3-d]oxazole-2,6,8,14(1H,7H,9H)-tetraone
InChi Key
LJVAJPDWBABPEJ-PNUFFHFMSA-N
InChi Code
InChI=1S/C43H65N5O10/c1-12-33-43(8)37(48(41(53)58-43)19-14-13-18-47-23-31(45-24-47)30-16-15-17-44-22-30)27(4)34(49)25(2)21-42(7,54-11)38(28(5)35(50)29(6)39(52)56-33)57-40-36(51)32(46(9)10)20-26(3)55-40/h15-17,22-29,32-33,36-38,40,51H,12-14,18-21H2,1-11H3/t25-,26-,27+,28+,29-,32+,33-,36-,37-,38-,40+,42-,43-/m1/s1
SMILES Code
O=C([C@H](C)C[C@@](C)(OC)[C@H](O[C@@H]1O[C@H](C)C[C@H](N(C)C)[C@H]1O)[C@@H](C)C([C@@H](C)C(O[C@H](CC)[C@@]2(C)O3)=O)=O)[C@H](C)[C@@]2([H])N(CCCCN4C=C(C5=CC=CN=C5)N=C4)C3=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
>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
Certificate of Analysis
View CoA: current batch, Lot#A21K04S21
Safety Data Sheet (SDS)
View Safety Data Sheet (SDS)
Instruction
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 812.02 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: Jones RN, Biedenbach DJ. Antimicrobial activity of RU-66647, a new ketolide. Diagn Microbiol Infect Dis. 1997 Jan-Feb;27(1-2):7-12. doi: 10.1016/s0732-8893(96)00181-2. PMID: 9127099. 2: Ednie LM, Jacobs MR, Appelbaum PC. Comparative antianaerobic activities of the ketolides HMR 3647 (RU 66647) and HMR 3004 (RU 64004). Antimicrob Agents Chemother. 1997 Sep;41(9):2019-22. doi: 10.1128/AAC.41.9.2019. PMID: 9303406; PMCID: PMC164057. 3: Araujo FG, Khan AA, Slifer TL, Bryskier A, Remington JS. The ketolide antibiotics HMR 3647 and HMR 3004 are active against Toxoplasma gondii in vitro and in murine models of infection. Antimicrob Agents Chemother. 1997 Oct;41(10):2137-40. doi: 10.1128/AAC.41.10.2137. PMID: 9333038; PMCID: PMC164083. 4: Pankuch GA, Visalli MA, Jacobs MR, Appelbaum PC. Susceptibilities of penicillin- and erythromycin-susceptible and -resistant pneumococci to HMR 3647 (RU 66647), a new ketolide, compared with susceptibilities to 17 other agents. Antimicrob Agents Chemother. 1998 Mar;42(3):624-30. doi: 10.1128/AAC.42.3.624. PMID: 9517943; PMCID: PMC105509. 5: Boswell FJ, Andrews JM, Wise R. Pharmacodynamic properties of HMR 3647, a novel ketolide, on respiratory pathogens, enterococci and Bacteroides fragilis demonstrated by studies of time-kill kinetics and postantibiotic effect. J Antimicrob Chemother. 1998 Feb;41(2):149-53. doi: 10.1093/jac/41.2.149. PMID: 9533455. 6: Barry AL, Fuchs PC, Brown SD. Antipneumococcal activities of a ketolide (HMR 3647), a streptogramin (quinupristin-dalfopristin), a macrolide (erythromycin), and a lincosamide (clindamycin). Antimicrob Agents Chemother. 1998 Apr;42(4):945-6. doi: 10.1128/AAC.42.4.945. PMID: 9559816; PMCID: PMC105575. 7: Hoppe JE, Bryskier A. In vitro susceptibilities of Bordetella pertussis and Bordetella parapertussis to two ketolides (HMR 3004 and HMR 3647), four macrolides (azithromycin, clarithromycin, erythromycin A, and roxithromycin), and two ansamycins (rifampin and rifapentine). Antimicrob Agents Chemother. 1998 Apr;42(4):965-6. doi: 10.1128/AAC.42.4.965. PMID: 9559823; PMCID: PMC105582. 8: Soriano F, Fernández-Roblas R, Calvo R, García-Calvo G. In vitro susceptibilities of aerobic and facultative non-spore-forming gram-positive bacilli to HMR 3647 (RU 66647) and 14 other antimicrobials. Antimicrob Agents Chemother. 1998 May;42(5):1028-33. doi: 10.1128/AAC.42.5.1028. PMID: 9593121; PMCID: PMC105739. 9: Goldstein EJ, Citron DM, Hunt Gerardo S, Hudspeth M, Merriam CV. Activities of HMR 3004 (RU 64004) and HMR 3647 (RU 66647) compared to those of erythromycin, azithromycin, clarithromycin, roxithromycin, and eight other antimicrobial agents against unusual aerobic and anaerobic human and animal bite pathogens isolated from skin and soft tissue infections in humans. Antimicrob Agents Chemother. 1998 May;42(5):1127-32. doi: 10.1128/AAC.42.5.1127. PMID: 9593139; PMCID: PMC105757. 10: Reinert RR, Bryskier A, Lütticken R. In vitro activities of the new ketolide antibiotics HMR 3004 and HMR 3647 against Streptococcus pneumoniae in Germany. Antimicrob Agents Chemother. 1998 Jun;42(6):1509-11. doi: 10.1128/AAC.42.6.1509. PMID: 9624505; PMCID: PMC105633. 11: Roblin PM, Hammerschlag MR. In vitro activity of a new ketolide antibiotic, HMR 3647, against Chlamydia pneumoniae. Antimicrob Agents Chemother. 1998 Jun;42(6):1515-6. doi: 10.1128/AAC.42.6.1515. PMID: 9624507; PMCID: PMC105635. 12: Schülin T, Wennersten CB, Ferraro MJ, Moellering RC Jr, Eliopoulos GM. Susceptibilities of Legionella spp. to newer antimicrobials in vitro. Antimicrob Agents Chemother. 1998 Jun;42(6):1520-3. doi: 10.1128/AAC.42.6.1520. PMID: 9624509; PMCID: PMC105637. 13: Biedenbach DJ, Barrett MS, Jones RN. Comparative antimicrobial activity and kill-curve investigations of novel ketolide antimicrobial agents (HMR 3004 and HMR 3647) tested against Haemophilus influenzae and Moraxella catarrhalis strains. Diagn Microbiol Infect Dis. 1998 Jun;31(2):349-53. doi: 10.1016/s0732-8893(98)00022-4. PMID: 9635909. 14: Hamilton-Miller JM, Shah S. Comparative in-vitro activity of ketolide HMR 3647 and four macrolides against gram-positive cocci of known erythromycin susceptibility status. J Antimicrob Chemother. 1998 Jun;41(6):649-53. doi: 10.1093/jac/41.6.649. PMID: 9687104. 15: Vazifeh D, Preira A, Bryskier A, Labro MT. Interactions between HMR 3647, a new ketolide, and human polymorphonuclear neutrophils. Antimicrob Agents Chemother. 1998 Aug;42(8):1944-51. doi: 10.1128/AAC.42.8.1944. PMID: 9687388; PMCID: PMC105714. 16: Barry AL, Fuchs PC, Brown SD. In vitro activities of the ketolide HMR 3647 against recent gram-positive clinical isolates and Haemophilus influenzae. Antimicrob Agents Chemother. 1998 Aug;42(8):2138-40. doi: 10.1128/AAC.42.8.2138. PMID: 9687424; PMCID: PMC105887. 17: Edlund C, Sillerström E, Wahlund E, Nord CE. In vitro activity of HMR 3647 against anaerobic bacteria. J Chemother. 1998 Aug;10(4):280-4. doi: 10.1179/joc.1998.10.4.280. PMID: 9720465. 18: Schülin T, Wennersten CB, Moellering RC Jr, Eliopoulos GM. In-vitro activity of the new ketolide antibiotic HMR 3647 against gram-positive bacteria. J Antimicrob Chemother. 1998 Sep;42(3):297-301. doi: 10.1093/jac/42.3.297. PMID: 9786468. 19: Pankuch GA, Hoellman DB, Lin G, Bajaksouzian S, Jacobs MR, Appelbaum PC. Activity of HMR 3647 compared to those of five agents against Haemophilus influenzae and moraxella catarrhalis by MIC determination and time-kill assay. Antimicrob Agents Chemother. 1998 Nov;42(11):3032-4. doi: 10.1128/AAC.42.11.3032. PMID: 9797250; PMCID: PMC105990. 20: Torres C, Zarazaga M, Tenorio C, Portillo A, Saenz Y, Ruiz F, Baquero F. In vitro activity of the new ketolide HMR3647 in comparison with those of macrolides and pristinamycins against Enterococcus spp. Antimicrob Agents Chemother. 1998 Dec;42(12):3279-81. doi: 10.1128/AAC.42.12.3279. PMID: 9835527; PMCID: PMC106035.

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