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MedKoo Cat#: 319557 | Name: Tildipirosin
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Description:

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

Tildipirosin (TIP) is a novel 16-membered-ring macrolide authorized for the treatment of bovine and swine respiratory disease. Tildipirosin is developed to treat bacterial pathogens, including Mannheimia haemolytica and Pasteurella multocida, that cause respiratory tract infections in cattle and swine. Tildipirosin inhibits protein synthesis in bacteria and blocks the production of biofilms. Tildipirosin is particularly effective against Gram-negative pathogens.

Chemical Structure

Tildipirosin
Tildipirosin
CAS#328898-40-4

Theoretical Analysis

MedKoo Cat#: 319557

Name: Tildipirosin

CAS#: 328898-40-4

Chemical Formula: C41H71N3O8

Exact Mass: 733.5241

Molecular Weight: 734.03

Elemental Analysis: C, 67.09; H, 9.75; N, 5.72; O, 17.44

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
1g USD 3,850.00 2 Weeks
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Related CAS #
No Data
Synonym
TIP; Tildipirosin; Zuprevo.
IUPAC/Chemical Name
(5S,6S,7R,9R,11E,13E,15R,16R)-6-(((2R,3R,4S,5S,6R)-4-(dimethylamino)-3,5-dihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-16-ethyl-4-hydroxy-5,9,13-trimethyl-7-(2-(piperidin-1-yl)ethyl)-15-(piperidin-1-ylmethyl)oxacyclohexadeca-11,13-diene-2,10-dione
InChi Key
HNDXPZPJZGTJLJ-ZQFISELQSA-N
InChi Code
InChI=1S/C41H71N3O8/c1-8-35-32(26-44-20-13-10-14-21-44)23-27(2)15-16-33(45)28(3)24-31(17-22-43-18-11-9-12-19-43)40(29(4)34(46)25-36(47)51-35)52-41-39(49)37(42(6)7)38(48)30(5)50-41/h15-16,23,28-32,34-35,37-41,46,48-49H,8-14,17-22,24-26H2,1-7H3/b16-15+,27-23+/t28-,29+,30-,31+,32-,34?,35-,37+,38-,39-,40-,41+/m1/s1
SMILES Code
CC[C@@H]1[C@H](/C=C(/C=C/C(=O)[C@@H](C[C@@H]([C@@H]([C@H](C(CC(=O)O1)O)C)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)C)O)N(C)C)O)CCN3CCCCC3)C)\C)CN4CCCCC4
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, not in water
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 734.03 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: Rose M, Pridmore A, Shaw A, Wilhelm C, Menge M, Kilp S, Röpke R, Nürnberger M. A microbiological assay to estimate the antimicrobial activity of parenteral tildipirosin against foodborne pathogens and commensals in the colon of beef cattle and pigs. J Vet Pharmacol Ther. 2015 Nov 5. doi: 10.1111/jvp.12277. [Epub ahead of print] PubMed PMID: 26538405. 2: Angell JW, Clegg SR, Sullivan LE, Duncan JS, Grove-White DH, Carter SD, Evans NJ. In vitro susceptibility of contagious ovine digital dermatitis associated Treponema spp. isolates to antimicrobial agents in the UK. Vet Dermatol. 2015 Dec;26(6):484-e115. doi: 10.1111/vde.12269. Epub 2015 Oct 19. PubMed PMID: 26482550. 3: Dieste-Pérez L, Fraile L, de Miguel MJ, Barberán M, Blasco JM, Muñoz PM. Studies on a suitable antibiotic therapy for treating swine brucellosis. J Vet Pharmacol Ther. 2015 Aug;38(4):357-64. doi: 10.1111/jvp.12189. Epub 2014 Nov 21. PubMed PMID: 25413993. 4: Olsen AS, Warrass R, Douthwaite S. Macrolide resistance conferred by rRNA mutations in field isolates of Mannheimia haemolytica and Pasteurella multocida. J Antimicrob Chemother. 2015 Feb;70(2):420-3. doi: 10.1093/jac/dku385. Epub 2014 Sep 25. PubMed PMID: 25261417. 5: Dickson LC. Performance characterization of a quantitative liquid chromatography-tandem mass spectrometric method for 12 macrolide and lincosamide antibiotics in salmon, shrimp and tilapia. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Sep 15;967:203-10. doi: 10.1016/j.jchromb.2014.07.031. Epub 2014 Jul 27. PubMed PMID: 25125397. 6: Gautier-Bouchardon AV, Ferré S, Le Grand D, Paoli A, Gay E, Poumarat F. Overall decrease in the susceptibility of Mycoplasma bovis to antimicrobials over the past 30 years in France. PLoS One. 2014 Feb 4;9(2):e87672. doi: 10.1371/journal.pone.0087672. eCollection 2014. PubMed PMID: 24503775; PubMed Central PMCID: PMC3913625. 7: Amrine DE, White BJ, Larson RL, Mosier DA. Pulmonary lesions and clinical disease response to Mannheimia haemolytica challenge 10 days following administration of tildipirosin or tulathromycin. J Anim Sci. 2014 Jan;92(1):311-9. doi: 10.2527/jas.2013-6577. Epub 2013 Nov 15. PubMed PMID: 24243906. 8: Emmerich IU. [New drugs for horses and production animals in 2011]. Tierarztl Prax Ausg G Grosstiere Nutztiere. 2012 Oct 17;40(5):301-8. German. PubMed PMID: 23076759. 9: Andersen NM, Poehlsgaard J, Warrass R, Douthwaite S. Inhibition of protein synthesis on the ribosome by tildipirosin compared with other veterinary macrolides. Antimicrob Agents Chemother. 2012 Nov;56(11):6033-6. doi: 10.1128/AAC.01250-12. Epub 2012 Aug 27. PubMed PMID: 22926570; PubMed Central PMCID: PMC3486562. 10: Rose S, Desmolaize B, Jaju P, Wilhelm C, Warrass R, Douthwaite S. Multiplex PCR to identify macrolide resistance determinants in Mannheimia haemolytica and Pasteurella multocida. Antimicrob Agents Chemother. 2012 Jul;56(7):3664-9. doi: 10.1128/AAC.00266-12. Epub 2012 May 7. PubMed PMID: 22564832; PubMed Central PMCID: PMC3393452. 11: Poehlsgaard J, Andersen NM, Warrass R, Douthwaite S. Visualizing the 16-membered ring macrolides tildipirosin and tilmicosin bound to their ribosomal site. ACS Chem Biol. 2012 Aug 17;7(8):1351-5. doi: 10.1021/cb300105p. Epub 2012 May 14. PubMed PMID: 22563863. 12: Rose M, Menge M, Bohland C, Zschiesche E, Wilhelm C, Kilp S, Metz W, Allan M, Röpke R, Nürnberger M. Pharmacokinetics of tildipirosin in porcine plasma, lung tissue, and bronchial fluid and effects of test conditions on in vitro activity against reference strains and field isolates of Actinobacillus pleuropneumoniae. J Vet Pharmacol Ther. 2013 Apr;36(2):140-53. doi: 10.1111/j.1365-2885.2012.01397.x. Epub 2012 Apr 15. PubMed PMID: 22500881. 13: Michael GB, Eidam C, Kadlec K, Meyer K, Sweeney MT, Murray RW, Watts JL, Schwarz S. Increased MICs of gamithromycin and tildipirosin in the presence of the genes erm(42) and msr(E)-mph(E) for bovine Pasteurella multocida and Mannheimia haemolytica. J Antimicrob Chemother. 2012 Jun;67(6):1555-7. doi: 10.1093/jac/dks076. Epub 2012 Mar 7. PubMed PMID: 22398653. 14: Menge M, Rose M, Bohland C, Zschiesche E, Kilp S, Metz W, Allan M, Röpke R, Nürnberger M. Pharmacokinetics of tildipirosin in bovine plasma, lung tissue, and bronchial fluid (from live, nonanesthetized cattle). J Vet Pharmacol Ther. 2012 Dec;35(6):550-9. doi: 10.1111/j.1365-2885.2011.01349.x. Epub 2011 Dec 21. PubMed PMID: 22188102.

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