Tiamulin fumarate
* Please be kindly noted products are not for therapeutic use. We do not sell to patients.
| Category | Antibiotics |
| Catalog number | BBF-04638 |
| CAS | 55297-96-6 |
| Molecular Weight | 609.81 |
| Molecular Formula | C32H51NO8S |
| Purity | ≥95% |
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Description
Tiamulin Fumarate is a derivative of Pleuromutilin, which acts as an antibacterial. It is an antibiotic with activity against a variety of mycoplasma and gram-positive bacteria.
Specification
| Related CAS | 56193-13-6 (Deleted CAS) 89708-74-7 (Deleted CAS) 55297-95-5 (free base) |
| Synonyms | (3aS,4R,5S,6S,8R,9S,9aR,10R)-2-[[2-(Diethylamino)ethyl]thio]acetic Acid 6-Ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl Ester (2E)-2-Butenedioate; SQ-22947; Denagard; Dynamutilin; Tiamutin; Tiavet; Acetic acid, 2-[[2-(diethylamino)ethyl]thio]-, (3aS,4R,5S,6S,8R,9R,9aR,10R)-6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, (2E)-2-butenedioate (1:1); Acetic acid, [[2-(diethylamino)ethyl]thio]-, 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester, [3aS-(3aα,4β,5α,6α,8β,9α,9aβ,10S*)]-, (E)-2-butenedioate (1:1) (salt); 14-Deoxy-14-[(2-diethylaminoethyl)-mercaptoacetoxy]mutilin hydrogen fumarate; 81723hfu; Sandoz 81723hfu; Thiamutilin fumarate; Tiamulin hydrogen fumarate; Tiamupharm; Vievitin |
| Shelf Life | As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly |
| Storage | Store at 2-8°C |
| IUPAC Name | (E)-but-2-enedioic acid;[(1S,2R,3S,4S,6R,7S,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.01,8]tetradecanyl] 2-[2-(diethylamino)ethylsulfanyl]acetate |
| Canonical SMILES | CCN(CC)CCSCC(=O)OC1CC(C(C(C23CCC(C1(C2C(=O)CC3)C)C)C)O)(C)C=C.C(=CC(=O)O)C(=O)O |
| InChI | InChI=1S/C28H47NO4S.C4H4O4/c1-8-26(6)17-22(33-23(31)18-34-16-15-29(9-2)10-3)27(7)19(4)11-13-28(20(5)25(26)32)14-12-21(30)24(27)28;5-3(6)1-2-4(7)8/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3;1-2H,(H,5,6)(H,7,8)/b;2-1+/t19-,20+,22-,24+,25+,26-,27-,28+;/m1./s1 |
| InChI Key | YXQXDXAHCSEVSD-QETAFFDQSA-N |
| Source | Semi-synthetic |
Properties
| Appearance | White Solid |
| Antibiotic Activity Spectrum | Gram-positive bacteria; Mycoplasma |
| Boiling Point | 563°C at 760 mmHg |
| Melting Point | 139-141°C |
| Solubility | Soluble in DMSO, Chloroform, Ethanol, Methanol |
Reference Reading
1.Drinking water application of Denagard® Tiamulin for control of Brachyspira pilosicoli infection of laying poultry.
Woodward MJ1, Mappley L1, Le Roy C1, Claus SP1, Davies P2, Thompson G2, La Ragione RM3. Res Vet Sci. 2015 Dec;103:87-95. doi: 10.1016/j.rvsc.2015.09.015. Epub 2015 Sep 25.
Avian intestinal spirochaetosis (AIS) caused by Brachyspira spp., and notably Brachyspira pilosicoli, is common in layer flocks and reportedly of increasing incidence in broilers and broiler breeders. Disease manifests as diarrhoea, increased feed consumption, reduced growth rates and occasional mortality in broilers and these signs are shown in layers also associated with a delayed onset of lay, reduced egg weights, faecal staining of eggshells and non-productive ovaries. Treatment with Denagard® Tiamulin has been used to protect against B. pilosicoli colonisation, persistence and clinical presentation of AIS in commercial layers, but to date there has been no definitive study validating efficacy. Here, we used a poultry model of B. pilosicoli infection of layers to compare the impact of three doses of Denagard® Tiamulin. Four groups of thirty 17 week old commercial pre-lay birds were all challenged with B. pilosicoli strain B2904 with three oral doses two days apart.
2.The effects of amoxicillin, ceftiofur, doxycycline, tiamulin and tulathromycin on swine humoral immune response induced by erysipelas vaccination.
Pomorska-Mól M1, Kwit K1, Wierzchosławski K2, Dors A1, Pejsak Z1. Vet Rec. 2016 Apr 12. pii: vetrec-2015-103533. doi: 10.1136/vr.103533. [Epub ahead of print]
It addition to their antimicrobial properties, antibiotics can influence the host immune system (modulation of cytokine secretion, antibody production and T-cell proliferation). In the present study, the authors studied the effects of therapeutic doses of amoxicillin (AMX), ceftiofur (CEF), doxycycline (DOXY), tiamulin (TIAM) and tulathromycin (TUL) on the postvaccinal immune response after pigs had been vaccinated against erysipelas. Because humoral immunity is considered as the most important in the protection against swine erysipelas, the present study focused on the interactions between antibiotics and postvaccinal humoral immunity. One hundred and five, eight-week-old pigs of both sexes were used. Specific antibodies to theErysipelothrix rhusiopathiaeantigen were determined using a commercial ELISA test. In pigs treated with DOXY or CEF or TIAM, a significant reduction in the number of positive pigs was observed four and six weeks after the second dose of vaccine, compared with the remaining vaccinated groups.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
