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Substance Name: Tiamulin [USAN:USP:INN:BAN]
RN: 55297-95-5
UNII: E38WZ4U54R
InChIKey: UURAUHCOJAIIRQ-KWVPEQCVSA-N

Note

  • 81723 HFU and tiamutin are for fumarate salt; prevents senescence in ascomycete; pleuromutilin derivative.

Molecular Formula

  • C28-H47-N-O4-S

Molecular Weight

  • 493.7483
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial (Veterinary)
  • Drug / Therapeutic Agent
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Names and Synonyms

Name of Substance

  • Tiamulin
  • Tiamulin [USAN:USP:INN:BAN]

Synonyms

  • ((2-(Diethylamino)ethyl)thio)-, 6-ethenyldecahydro-5-hydroxy-4,6,9,10-tetramethyl-1-oxo-3a,9-propano-3aH-cyclopentacycloocten-8-yl ester (3aS-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-
  • ((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
  • ((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
  • 14-Deoxy-14-((2-diethylaminoethyl-thio)-acetoxy)mutiline
  • 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-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-
  • BRN 2229396
  • Denagard
  • EINECS 259-580-0
  • HSDB 7026
  • SQ 14055
  • Thiamutilin
  • Tiamulin
  • Tiamulina
  • Tiamulina [INN-Spanish]
  • Tiamulina [Italian]
  • Tiamuline
  • Tiamuline [INN-French]
  • Tiamulinum
  • Tiamulinum [INN-Latin]
  • Tiavet P
  • UNII-E38WZ4U54R

Systematic Names

  • Acetic acid, ((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
  • 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-(3aalpha,4beta,5alpha,6alpha,8beta,9alpha,9abeta,10S*))-
  • Tiamulin

Registry Numbers

CAS Registry Number

  • 55297-95-5

FDA UNII

  • E38WZ4U54R

Other Registry Number

  • 56142-71-3

System Generated Number

  • 0055297955

Structure Descriptors

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

InChIKey

UURAUHCOJAIIRQ-KWVPEQCVSA-N

Smiles

CCN(CC)CCSCC(=O)O[C@@H]1C[C@@](C)(C=C)[C@@H](O)[C@H](C)[C@@]23CC[C@@H](C)[C@@]1(C)[C@@H]2C(=O)CC3

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 intramuscular 250mg/kg (250mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
chicken LD50 intravenous 25mg/kg (25mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
chicken LD50 oral 1550mg/kg (1550mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
mammal (species unspecified) LD50 oral 812mg/kg (812mg/kg)   Drugs of the Future. Vol. 2, Pg. 274, 1977.
mouse LD50 intravenous 49mg/kg (49mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
mouse LD50 oral 710mg/kg (710mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
mouse LD50 subcutaneous 1020mg/kg (1020mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
rat LD50 intravenous 20mg/kg (20mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
rat LD50 oral 2230mg/kg (2230mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
rat LD50 subcutaneous 4380mg/kg (4380mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
turkey LD50 intramuscular 409mg/kg (409mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.
turkey LD50 oral 1345mg/kg (1345mg/kg)   Rivista di Zootecnia e Veterinaria. Zootechnical and Veterinary Review. Vol. 8, Pg. 251, 1980.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 4.750 (none)   EST

Physical property data is provided to ChemIDplus by SRC, Inc.