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Tiamulin fumarate

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Tiamulin fumarate Basic information

Product Name:
Tiamulin fumarate
Synonyms:
  • ((2-(DIETHYLAMINO)ETHYL)THIO)ACETIC ACID 8-ESTER WITH (3AS,4R,5S,6S,8R,9R,9AR,10R)-OCTAHYDRO-5,8-DIHYDROXY-4,6,9,10-TETRAMETHYL-6-VINYL-3A,9-PROPANO-3AH-CYCLOPENTACYCLOOCTEN-1(4H)-ONE FUMARATE
  • sq22947
  • ter,(e)-2-butenedioate(1:1)(salt)
  • thiamutilinfumarate
  • STAMULIN
  • TIAMULIN FUMARATE
  • TIAMULIN FUMERATE
  • TIAMULIN HYDROGEN FUMARATE
CAS:
55297-96-6
MF:
C32H51NO8S
MW:
609.82
EINECS:
259-581-6
Product Categories:
  • Amines
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Sulfur & Selenium Compounds
  • API
Mol File:
55297-96-6.mol
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Tiamulin fumarate Chemical Properties

Melting point:
147-148°C
Boiling point:
563℃
Flash point:
>110°(230°F)
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
color 
White
Water Solubility 
Soluble in water
Merck 
13,9495
InChI
InChI=1/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?;/s3
InChIKey
YXQXDXAHCSEVSD-IHAONTCTSA-N
SMILES
C(/C(=O)O)=C\C(=O)O.C[C@H]1[C@@H]([C@](C[C@@H](OC(=O)CSCCN(CC)CC)C2([C@H](C)CCC31CCC(=O)[C@]32[H])C)(C)C=C)O |&1:9,10,11,13,27,36,r|
CAS DataBase Reference
55297-96-6(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
RIDADR 
UN2811 6.1/PG 3
WGK Germany 
3
RTECS 
AG9560000
HS Code 
29419090
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Tiamulin fumarate Usage And Synthesis

Chemical Properties

White Solid. soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide.

Uses

Tiamulin fumarate is a semisynthetic pleuromutilin antibiotic that binds to the ribosomal peptidyl transferase centre and inhibits protein synthesis. It is a derivative of Pleuromutilin with Antibacterial that targets Gram-positive bacteria as well as a few mycoplasma species.

Application

Tiamulin is a semi–synthetic analogue of pleuromutilin in which the hydroxyacetyl side chain is replaced with a larger diethylaminoethylthioacetyl moiety, providing greater hydrophobicity. The hemi-fumarate provides a stable salt with improved water solubility. Tiamulin is a potent and highly selective antibiotic active against a range of Gram positive bacteria, with no cross resistance to existing antibiotic classes due to its unique mode of action of inhibiting protein synthesis by binding to domain V of 23S rRNA.

Indications

Tiamulin fumarate is mainly used for Mycoplasma suis pneumonia, Haemophilus parasuis, infectious pleuropneumonia and dysentery caused by Treponema swine, and also for chronic respiratory tract of poultry, Mycoplasma pneumonia, infectious rhinitis, Escherichia coli, duck Infectious serositis.

Mode of action

Tiamulin fumarate is a bacteriostatic antibiotic belonging to the pleuromutilin class, which inhibit protein synthesis by targeting the 50S bacterial ribosomal subunit and binding to peptidyl transferase, the enzyme responsible for forming peptide bonds between amino acids.

Tiamulin fumarateSupplier

Shanghai Dingfen Chemical Technology Co., Ltd. Gold
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J & K SCIENTIFIC LTD.
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Adamas Reagent, Ltd.
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021-50135380
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shchemsky@sina.com