Tiamulin fumarate
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
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)
- form
- Solid
- 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)
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.
Health Hazard
Inhalation may irritate (cough, short breathing, difficulty in breathing). Headache.
It may cause moderate irritation, including a burning sensation, tearing, redness, or swelling. Itching.
Causes serious eye irritation. Redness, itching, tears. Stinging.
It may cause irritation to the digestive tract. Abdominal pain, nausea.
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.
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