Penethamate hydriodide | CAS#808-71-9 | Parenteral antibiotic

MedKoo Cat#: 463589 | Name: Penethamate hydriodide

Description:

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

Penethamate hydriodide is a parenteral antibiotic for cows used to treat against naturally occurring, chronic, streptococcal mastitis during lactation.

Chemical Structure

Penethamate hydriodide

CAS#808-71-9 (hydriodide)

Theoretical Analysis

MedKoo Cat#: 463589

Name: Penethamate hydriodide

CAS#: 808-71-9 (hydriodide)

Chemical Formula: C22H32IN3O4S

Exact Mass: 561.1158

Molecular Weight: 561.48

Elemental Analysis: C, 47.06; H, 5.74; I, 22.60; N, 7.48; O, 11.40; S, 5.71

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.

Bulk Inquiry

Related CAS #

3689-73-4 (free base) 808-71-9 (hydriodide)

Synonym

Penethamate hydriodide; Alivin; Bronchocillin; Bronchopen; Deripen; Penethacillin;

IUPAC/Chemical Name

2-(diethylamino)ethyl (2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenylacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate hydroiodide

InChi Key

XWRCFDRXQPRCCO-FLQNVMKHSA-N

InChi Code

InChI=1S/C22H31N3O4S.HI/c1-5-24(6-2)12-13-29-21(28)18-22(3,4)30-20-17(19(27)25(18)20)23-16(26)14-15-10-8-7-9-11-15;/h7-11,17-18,20H,5-6,12-14H2,1-4H3,(H,23,26);1H/t17-,18+,20-;/m1./s1

SMILES Code

CCN(CCOC([C@@H]1N2[C@@H]([C@@H](C2=O)NC(Cc3ccccc3)=O)SC1(C)C)=O)CC.I

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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 561.48 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.

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: Ismail ZB, Muhaffel MM, Abu-Basha E. The effect of dry cow therapy using systemic tylosin in combination with common intramammary medications on mastitis rate, cull rate, somatic cell count, and milk production in dairy cows affected with subclinical mastitis. Vet World. 2018 Sep;11(9):1266-1271. doi: 10.14202/vetworld.2018.1266-1271. Epub 2018 Sep 15. PMID: 30410232; PMCID: PMC6200555. 2: Reyes J, Chaffer M, Sanchez J, Torres G, Macias D, Jaramillo M, Duque PC, Ceballos A, Keefe GP. Evaluation of the efficacy of intramuscular versus intramammary treatment of subclinical Streptococcus agalactiae mastitis in dairy cows in Colombia. J Dairy Sci. 2015 Aug;98(8):5294-303. doi: 10.3168/jds.2014-9199. PMID: 26074229. 3: Passchyn P, Piepers S, De Vliegher S. Pathogen group-specific risk factors for intramammary infection in treated and untreated dairy heifers participating in a prepartum antimicrobial treatment trial. J Dairy Sci. 2014 Oct;97(10):6260-70. doi: 10.3168/jds.2014-8119. Epub 2014 Aug 6. PMID: 25108863. 4: Guccione J, Pesce A, Pascale M, Tommasini N, Garofalo F, Di Loria A, Cortese L, Salzano C, Ciaramella P. Short communication: effects of systemic treatment with penethamate hydriodide on udder health and milk yields in dry primiparous Mediterranean buffaloes (Bubalus bubalis). J Dairy Sci. 2014;97(4):2219-25. doi: 10.3168/jds.2013-7268. Epub 2014 Feb 22. PMID: 24565324. 5: Steele N, McDougall S. Effect of prolonged duration therapy of subclinical mastitis in lactating dairy cows using penethamate hydriodide. N Z Vet J. 2014 Jan;62(1):38-46. doi: 10.1080/00480169.2013.830350. Epub 2013 Sep 20. PMID: 24053165. 6: Passchyn P, Piepers S, De Vliegher S. Systemic prepartum treatment of end- term dairy heifers with penethamate hydriodide: effect on udder health, milk yield, and culling until 120 days in milk. J Dairy Sci. 2013 Oct;96(10):6324-35. doi: 10.3168/jds.2013-6626. Epub 2013 Aug 9. PMID: 23932138. 7: Gundelach Y, Kalscheuer E, Hamann H, Hoedemaker M. Risk factors associated with bacteriological cure, new infection, and incidence of clinical mastitis after dry cow therapy with three different antibiotics. J Vet Sci. 2011 Sep;12(3):227-33. doi: 10.4142/jvs.2011.12.3.227. PMID: 21897095; PMCID: PMC3165151. 8: Passchyn P, Piepers S, Schmitt-Van de Leemput E, Guidarini C, De Vliegher S. Concentration of penicillin G in mammary tissue and secretion of end-term dairy heifers following systemic prepartum administration of penethamate hydriodide. J Dairy Res. 2010 Feb;77(1):33-6. doi: 10.1017/S0022029909990288. Epub 2009 Sep 29. PMID: 19785913. 9: McDougall S, Bryan MA, Tiddy RM. Effect of treatment with the nonsteroidal antiinflammatory meloxicam on milk production, somatic cell count, probability of re-treatment, and culling of dairy cows with mild clinical mastitis. J Dairy Sci. 2009 Sep;92(9):4421-31. doi: 10.3168/jds.2009-2284. Erratum in: J Dairy Sci. 2009 Nov;92(11):5765. PMID: 19700702. 10: Gonzalo C, Linage B, Carriedo JA, Juárez MT, Beneitez E, Martínez A, De La Fuente LF. Short communication: effect of dry therapy using an intramammary infusion on bulk tank somatic cell count in sheep. J Dairy Sci. 2009 Jan;92(1):156-9. doi: 10.3168/jds.2008-1403. PMID: 19109274. 11: Linage B, Gonzalo C. Influence of an intramammary infusion at drying-off of combined penethamate hydriodide, benethamine penicillin, and framycetin sulfate on intramammary infections and somatic cell counts in dairy sheep. J Dairy Sci. 2008 Sep;91(9):3459-66. doi: 10.3168/jds.2007-0842. PMID: 18765604. 12: Salat O, Sérieys F, Poutrel B, Durel L, Goby L. Systemic treatment of subclinical mastitis in lactating cows with penethamate hydriodide. J Dairy Sci. 2008 Feb;91(2):632-40. doi: 10.3168/jds.2007-0174. PMID: 18218750. 13: Kreiger M, Friton GM, Hofer J, Fuchs K, Winter P. Effects of periparturient systemic treatment with penethamate hydriodide on udder health and milk yield of dairy heifers. J Dairy Res. 2007 Nov;74(4):392-8. doi: 10.1017/S0022029907002683. Epub 2007 Jul 26. PMID: 17651515. 14: Almeida RA, Patel D, Friton GM, Oliver SP. Intracellular killing of mastitis pathogens by penethamate hydriodide following internalization into mammary epithelial cells. J Vet Pharmacol Ther. 2007 Apr;30(2):151-6. doi: 10.1111/j.1365-2885.2007.00830.x. PMID: 17348901. 15: McDougall S, Agnew KE, Cursons R, Hou XX, Compton CR. Parenteral treatment of clinical mastitis with tylosin base or penethamate hydriodide in dairy cattle. J Dairy Sci. 2007 Feb;90(2):779-89. doi: 10.3168/jds.S0022-0302(07)71562-X. PMID: 17235155. 16: Beggs DS, Wraight MD. Pilot study--parenteral treatment of recently acquired subclinical mastitis during lactation. Aust Vet J. 2006 Jan-Feb;84(1-2):50-2. doi: 10.1111/j.1751-0813.2006.tb13127.x. PMID: 16498836. 17: McDougall S. Efficacy of two antibiotic treatments in curing clinical and subclinical mastitis in lactating dairy cows. N Z Vet J. 1998 Dec;46(6):226-32. doi: 10.1080/00480169.1998.36094. PMID: 16032054. 18: Sérieys F, Raguet Y, Goby L, Schmidt H, Friton G. Comparative efficacy of local and systemic antibiotic treatment in lactating cows with clinical mastitis. J Dairy Sci. 2005 Jan;88(1):93-9. doi: 10.3168/jds.S0022-0302(05)72666-7. PMID: 15591371. 19: St Rose SG, Swinkels JM, Kremer WD, Kruitwagen CL, Zadoks RN. Effect of penethamate hydriodide treatment on bacteriological cure, somatic cell count and milk production of cows and quarters with chronic subclinical Streptococcus uberis or Streptococcus dysgalactiae infection. J Dairy Res. 2003 Nov;70(4):387-94. doi: 10.1017/s0022029903006460. PMID: 14649409. 20: Ziv G, Storper M. Intramuscular treatment of subclinical staphylococcal mastitis in lactating cows with penicillin G, methicillin and their esters. 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