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Tiamulin fumarate

CAS No.:
55297-96-6
Catalog Number:
AG01CCMN
Molecular Formula:
C32H51NO8S
Molecular Weight:
609.8142
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
25mg
>98%(HPLC)powder
In Stock USA
United States
$73
- +
100mg
>98%(HPLC)powder
In Stock USA
United States
$139
- +
Product Description
Catalog Number:
AG01CCMN
Chemical Name:
Tiamulin fumarate
CAS Number:
55297-96-6
Molecular Formula:
C32H51NO8S
Molecular Weight:
609.8142
MDL Number:
MFCD27966802
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
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
SMILES:
OC(=O)/C=C/C(=O)O.CCN(CCSCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@@H]([C@]23[C@H]([C@]1(C)[C@H](C)CC2)C(=O)CC3)C)CC
EC Number:
259-581-6
Properties
Complexity:
889  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
8  
Defined Bond Stereocenter Count:
1  
Exact Mass:
609.334g/mol
Formal Charge:
0
Heavy Atom Count:
42  
Hydrogen Bond Acceptor Count:
10  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
609.819g/mol
Monoisotopic Mass:
609.334g/mol
Rotatable Bond Count:
12  
Topological Polar Surface Area:
167A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
Design, synthesis, and antibacterial activity of novel pleuromutilin derivatives bearing an amino thiazolyl ring. Archiv der Pharmazie 20120801
[Effect of different compatibility of tetramethylpyrazine on its pharmacokinetics in vivo]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20120501
Pleuromutilin and its derivatives-the lead compounds for novel antibiotics. Mini reviews in medicinal chemistry 20120101
Determination of minimum inhibitory and minimum bactericidal concentrations of tiamulin against field isolates of Actinobacillus pleuropneumoniae. Veterinary microbiology 20110805
Decreased susceptibility of MRSA ST398 to tiamulin. Veterinary microbiology 20110805
Change in antimicrobial susceptibility of Mycoplasma gallisepticum field isolates. Veterinary microbiology 20110602
Assessment of the antihistomonal effect of paromomycin and tiamulin. Tijdschrift voor diergeneeskunde 20110601
Antimicrobial susceptibility of Actinobacillus pleuropneumoniae isolates from clinical outbreaks of porcine respiratory diseases. Veterinary microbiology 20110512
Recurrence of Chlamydiasuis infection in pigs after short-term antimicrobial treatment. Veterinary journal (London, England : 1997) 20110301
Simultaneous determination of three classes of antibiotics in the suspended solids of swine wastewater by ultrasonic extraction, solid-phase extraction and liquid chromatography-mass spectrometry. Journal of environmental sciences (China) 20110101
Mutations in 23S rRNA gene associated with decreased susceptibility to tiamulin and valnemulin in Mycoplasma gallisepticum. FEMS microbiology letters 20100701
Factors influencing the activity of tiamulin against Histomonas meleagridis in vitro. Avian diseases 20100601
Tiamulin hydrogen fumarate--veterinary uses and HPLC method of determination in premixes and medicated feeding stuffs. Acta poloniae pharmaceutica 20100101
The activity and compatibility of the antibiotic tiamulin with other drugs in poultry medicine--A review. Poultry science 20091101
Mutilins derivatives: from veterinary to human-used antibiotics. Mini reviews in medicinal chemistry 20091001
U2504 determines the species specificity of the A-site cleft antibiotics: the structures of tiamulin, homoharringtonine, and bruceantin bound to the ribosome. Journal of molecular biology 20090529
Spironucleosis in gamebirds. The Veterinary record 20090321
Single 23S rRNA mutations at the ribosomal peptidyl transferase centre confer resistance to valnemulin and other antibiotics in Mycobacterium smegmatis by perturbation of the drug binding pocket. Molecular microbiology 20090301
Tiamulin activity against Brachyspira hyodysenteriae. The Veterinary record 20081206
Compatibility of a combination of tiamulin and chlortetracycline with salinomycin in feed during a pulsed medication program coadministration in broilers. Poultry science 20081201
Tiamulin activity against Brachyspira hyodysenteriae. The Veterinary record 20081201
A click chemistry approach to pleuromutilin conjugates with nucleosides or acyclic nucleoside derivatives and their binding to the bacterial ribosome. Journal of medicinal chemistry 20080828
Simultaneous determination of sulfonamides, tetracyclines and tiamulin in swine wastewater by solid-phase extraction and liquid chromatography-mass spectrometry. Journal of chromatography. A 20080822
Compatibility of a combination of tiamulin plus chlortetracycline with salinomycin in feed during a long-term co-administration in broilers. Poultry science 20080801
[Multiresistant Brachyspira hyodysenteriae in a Dutch sow herd]. Tijdschrift voor diergeneeskunde 20080701
Treatment of histomonosis in turkeys with tiamulin. The Veterinary record 20071201
The effect of medicated diets and level of feeding on caecal microbiota of lactating rabbit does. Journal of applied microbiology 20071001
Effects of tiamulin, neomycin, tetracycline, fluorophenicol, penicillin G, Linco-Spectin, erythromycin and oxytetracycline on controlling bacterial contaminations of the river buffalo (Buballus bubalis) semen. Pakistan journal of biological sciences : PJBS 20070915
The effect of lactating rabbit does on the development of the caecal microbial community in the pups they nurture. Journal of applied microbiology 20070901
Susceptibility of bacteria isolated from pigs to tiamulin and enrofloxacin metabolites. Veterinary microbiology 20070331
Persistence of antibiotics such as macrolides, tiamulin and salinomycin in soil. Environmental pollution (Barking, Essex : 1987) 20061001
Isolation and structural elucidation of tiamulin metabolites formed in liver microsomes of pigs. Journal of pharmaceutical and biomedical analysis 20060918
Elimination of macrolides, tiamulin, and salinomycin during manure storage. Archives of environmental contamination and toxicology 20060701
Treatment of a field case of avian intestinal spirochaetosis caused by Brachyspira pilosicoli with tiamulin. Avian pathology : journal of the W.V.P.A 20060601
Trace analysis of tiamulin in honey by liquid chromatography-diode array-electrospray ionization mass spectrometry detection. Journal of chromatography. A 20060526
Tiamulin and semduramicin: effects of simultaneous administration on performance and health of growing broiler chickens. Poultry science 20060301
Tiamulin resistance in porcine Brachyspira pilosicoli isolates. Research in veterinary science 20060201
Evaluation of the therapeutic activity of tulathromycin against swine respiratory disease on farms in Europe. Veterinary therapeutics : research in applied veterinary medicine 20050101
Inhibition of peptide bond formation by pleuromutilins: the structure of the 50S ribosomal subunit from Deinococcus radiodurans in complex with tiamulin. Molecular microbiology 20041201
Mutations in ribosomal protein L3 and 23S ribosomal RNA at the peptidyl transferase centre are associated with reduced susceptibility to tiamulin in Brachyspira spp. isolates. Molecular microbiology 20041201
Testing the efficacy of fermented wheat germ extract against Mycoplasma gallisepticum infection of chickens. Poultry science 20041101
Comparison of methods for antimicrobial susceptibility testing and MIC values for pleuromutilin drugs for Brachyspira hyodysenteriae isolated in Germany. Veterinary microbiology 20040819
Further characterization of porcine Brachyspira hyodysenteriae isolates with decreased susceptibility to tiamulin. Journal of medical microbiology 20040401
Decreased susceptibility to tiamulin and valnemulin among Czech isolates of Brachyspira hyodysenteriae. Journal of medical microbiology 20040401
Biochemical background of toxic interaction between tiamulin and monensin. Chemico-biological interactions 20040315
[The use of macrolides, lincomycin and tiamulin as animal feed drugs for pigs in Schleswig-Holstein]. Berliner und Munchener tierarztliche Wochenschrift 20040101
Effects of the administration of spiramycin and tiamulin on in vivo complex formation and hepatic cytochrome P4503A (CYP3A)-dependent monooxygenases in rabbits. Veterinary research communications 20030901
Determination of antibiotics from soil by pressurized liquid extraction and liquid chromatography-tandem mass spectrometry. Journal of chromatography. A 20030627
Putative biomarkers for evaluating antibiotic treatment: an experimental model of porcine Actinobacillus pleuropneumoniae infection. Research in veterinary science 20030601
Determination of antibiotics such as macrolides, ionophores and tiamulin in liquid manure by HPLC-MS/MS. Analytical and bioanalytical chemistry 20030401
Effects of the antibacterial agents tiamulin, olanquindox and metronidazole and the anthelmintic ivermectin on the soil invertebrate species Folsomia fimetaria (Collembola) and Enchytraeus crypticus (Enchytraeidae). Chemosphere 20030101
Screening method for detecting cross-contamination residues of tiamulin in swine feeds. Journal of AOAC International 20030101
In vitro formation of metabolic-intermediate cytochrome P450 complexes in rabbit liver microsomes by tiamulin and various macrolides. Veterinary research 20030101
Reduction of economic losses caused by mycoplasmal pneumonia of pigs by vaccination with Respisure and by Tiamutin treatment. Acta veterinaria Hungarica 20030101
In vitro development of resistance to enrofloxacin, erythromycin, tylosin, tiamulin and oxytetracycline in Mycoplasma gallisepticum, Mycoplasma iowae and Mycoplasma synoviae. Veterinary microbiology 20020802
Influence of in-feed zinc bacitracin and tiamulin treatment on experimental avian intestinal spirochaetosis caused by Brachyspira intermedia. Avian pathology : journal of the W.V.P.A 20020601
Evaluation of tiamulin and lincomycin for the treatment of broiler breeders experimentally infected with the intestinal spirochaete Brachyspira pilosicoli. Avian pathology : journal of the W.V.P.A 20020601
Simultaneous determination of various macrolides by liquid chromatography/mass spectrometry. Journal of veterinary science 20020601
Determination of tiamulin in type C medicated swine feeds using high throughput extraction with liquid chromatography. Journal of AOAC International 20020101
An assessment of antimicrobial consumption in food producing animals in Kenya. Journal of veterinary pharmacology and therapeutics 20011201
The pleuromutilin drugs tiamulin and valnemulin bind to the RNA at the peptidyl transferase centre on the ribosome. Molecular microbiology 20010901
Eradication of endemic Brachyspira pilosicoli infection from a farrowing herd: a case report. Animal health research reviews 20010601
Susceptibility to pleuromutilins in Brachyspira (Serpulina) hyodysenteriae. Animal health research reviews 20010601
Intestinal spirochete infections of chickens: a review of disease associations, epidemiology and control. Animal health research reviews 20010601
Pleuromutilins. Part 1. The identification of novel mutilin 14-carbamates. Bioorganic & medicinal chemistry 20010501
An investigation of the etiology of a mild diarrhea observed in a group of grower/finisher pigs. The Canadian veterinary journal = La revue veterinaire canadienne 20010101
Proposed quality control guidelines for National Committee for Clinical Laboratory Standards Susceptibility Tests using the veterinary antimicrobial agent tiamulin. Diagnostic microbiology and infectious disease 20010101
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