Tiamulin

Tiamulin
Clinical data
Trade names	Dynamutilin, others
Routes of; administration	Oral
ATCvet code	QJ01XQ01 (WHO) ;
Legal status
Legal status	Veterinary use only;
Identifiers
	IUPAC name [(1S,2R,3S,4S,6R,7R,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;
CAS Number	55297-95-5 ;
PubChem CID	656958;
ChemSpider	571196 ;
UNII	E38WZ4U54R;
ChEBI	CHEBI:44137 ;
ChEMBL	ChEMBL498466 ;
CompTox Dashboard (EPA)	DTXSID2046701 ;
ECHA InfoCard	100.054.145
Chemical and physical data
Formula	C28H47NO4S
Molar mass	493.75 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C;
	InChI InChI=1S/C28H47NO4S/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/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1 ; Key:UURAUHCOJAIIRQ-QGLSALSOSA-N ;
	(what is this?) (verify)

Tiamulin (previously thiamutilin) is a pleuromutilin antibiotic drug that is used in veterinary medicine particularly for pigs and poultry.^[1]^[2]

Tiamulin is a diterpene antimicrobial with a pleuromutilin chemical structure similar to that of valnemulin.^[3]

References

^ "Tiamulin in Veterinary Medicine". HACCP. Archived from the original on 2009-06-10.
^ Long KS, Hansen LH, Jakobsen L, Vester B (April 2006). "Interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center". Antimicrobial Agents and Chemotherapy. 50 (4): 1458–62. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.
^ "Tiamulin Summary Report" (PDF). EMEA.

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[1] "Tiamulin in Veterinary Medicine". HACCP. Archived from the original on 2009-06-10.

[2] Long KS, Hansen LH, Jakobsen L, Vester B (April 2006). "Interaction of pleuromutilin derivatives with the ribosomal peptidyl transferase center". Antimicrobial Agents and Chemotherapy. 50 (4): 1458–62. doi:10.1128/AAC.50.4.1458-1462.2006. PMC 1426994. PMID 16569865.

[3] "Tiamulin Summary Report" (PDF). EMEA.

[1]

[2]

[3]

Clinical data

Trade names	Dynamutilin, others
Routes of administration	Oral
ATCvet code	QJ01XQ01 (WHO)
Legal status
Legal status	Veterinary use only
Identifiers
IUPAC name [(1S,2R,3S,4S,6R,7R,8R,14R)-4-ethenyl-3-hydroxy-2,4,7,14-tetramethyl-9-oxo-6-tricyclo[5.4.3.0^1,8]tetradecanyl] 2-[2-(diethylamino)ethylsulfanyl]acetate
CAS Number	55297-95-5^Y
PubChem CID	656958
ChemSpider	571196^N
UNII	E38WZ4U54R
ChEBI	CHEBI:44137^N
ChEMBL	ChEMBL498466^N
CompTox Dashboard (EPA)	DTXSID2046701
ECHA InfoCard	100.054.145
Chemical and physical data
Formula	C₂₈H₄₇NO₄S
Molar mass	493.75 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CCN(CC)CCSCC(=O)O[C@@H]1C[C@@]([C@H]([C@@H]([C@@]23CC[C@H]([C@@]1([C@@H]2C(=O)CC3)C)C)C)O)(C)C=C
InChI InChI=1S/C28H47NO4S/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/h8,19-20,22,24-25,32H,1,9-18H2,2-7H3/t19-,20+,22-,24+,25+,26-,27+,28+/m1/s1^N Key:UURAUHCOJAIIRQ-QGLSALSOSA-N^N
^NY (what is this?) (verify)