ChemicalBook--->CAS DataBase List--->108050-54-0

108050-54-0

108050-54-0 Structure

108050-54-0 Structure
IdentificationBack Directory
[Name]

Tilmicosin
[CAS]

108050-54-0
[Synonyms]

EL 870
Micotil
pulmotil
LY 177370
TILMICOSIN
Tilmicosine
Micotil 300
20%Tilmicosin
Tilmicosin Base
Antibiotic EL 870
Tilmicosin (250 mg)
Tilmicosin, Vetranal
Herba Dianthi Superbi
20-DEOXO-20-(3,5-DIMETHYL-1-PIPERIDINYL)DESMYCOSIN
20-Deoxy-20-(3,5-diMethylpiperidin-1-yl)-desMycosin, EL-870
Tilmicosin,20-Deoxo-20-(3,5-dimethyl-1-piperidinyl)desmycosin
4A-O-De(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-20-deoxo-20-[(3R,5S)-3,5-dimethyl-1-piperidinyl]tylosin
4A-O-De(2,6-dideoxy-3-C-methyl-a-L-ribo-hexopyranosyl)-20-deoxo-20-[(3R,5S)-3,5-dimethyl-1-piperidinyl]tylosin
Tylosin, 4A-O-de(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-20-deoxo-20-[(3R,5S)-3,5-dimethyl-1-piperidinyl]-
4'-O-De(2,6-dideoxy-3-C-methyl-α-L-ribo-hexopyranosyl)-20-deoxo-20-(3,5-dimethyl-1-piperidinyl)tyrosine [antibiotic]
Tylosin, 4A-O-de(2,6-dideoxy-3-C-methyl-.alpha.-L-ribo-hexopyranosyl)-20-deoxo-20-(3R,5S)-3,5-dimethyl-1-piperidinyl-
(11Z,13Z)-6-{[4-(diMethylaMino)-3,5-dihydroxy-6-Methyloxan-2-yl]oxy}-7-[2-(3,5-diMethylpiperidin-1-yl)ethyl]-16-ethyl-4-hydroxy-15-{[(5-hydroxy-3,4-diMethoxy-6-Methyloxan-2-yl)oxy]Methyl}-5,9,13-triMethyl-1-oxacyclohexadeca-11,13-diene-2,10-dione
[EINECS(EC#)]

639-676-2
[Molecular Formula]

C46H80N2O13
[MDL Number]

MFCD00864842
[MOL File]

108050-54-0.mol
[Molecular Weight]

869.13
Chemical PropertiesBack Directory
[Melting point ]

>97°C (dec.)
[alpha ]

D23 +12.75° (c = 0.010004 in CHCl3, 5 cm)
[Boiling point ]

926.6±65.0 °C(Predicted)
[density ]

1.18±0.1 g/cm3(Predicted)
[storage temp. ]

0-6°C
[solubility ]

Acetone (Slightly), DMSO (Slightly), Methanol (Sparingly)
[form ]

neat
[pka]

pKa (66% DMF): 7.4, 8.5(at 25℃)
[color ]

White to Off-White
[InChIKey]

JTSDBFGMPLKDCD-XVFHVFLVSA-N
[SMILES]

CC1OC(OCC(C(CC)O2)/C=C(/C=C/C(C(C)CC(CCN3CC(C)CC(C)C3)C(OC4OC(C)C(O)C(N(C)C)C4O)C(C)C(O)CC2=O)=O)C)C(OC)C(OC)C1O
[EPA Substance Registry System]

Tylosin, 4A-O-de(2,6-dideoxy-3-C-methyl-. alpha.-L-ribo-hexopyranosyl)- 20-deoxo-20-[(3R,5S)-3,5- dimethyl-1-piperidinyl]-(108050-54-0)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
[WGK Germany ]

3
[HS Code ]

29419090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
STOT RE 2
[Hazardous Substances Data]

108050-54-0(Hazardous Substances Data)
Questions And AnswerBack Directory
[Brief introduction]

Tilmicosin is a relatively novel semi-synthetic macrolide antibiotics derived from tylosin for being applied to livestock and poultry. The chemical name is 4A-O-de (2, 6-dideoxy-methyl-3-C--L-ribose-pyran-hexyl)-20-deoxy-20-(3,5-dimethyl-1-piperidinyl)-[20 (cis: trans)] tylosin. Molecule formula is C46H80N2O13 and the molecular weight of 869.15.
Tilmicosin has a similar antibacterial spectrum as tylosin but has enhanced effect on the anti-Pasteurella multocida and hemolytic pasteurella. It was successfully developed in 1980s and initially used with a code of EL-870. Common trade names include Pulmotil © Micotil ©, preparations include tilmicosin soluble powder, premix (20%) preparation, and injection. In 1990 it was approved in most European countries; it was approved in the US in 1992, and included in USP. China also has some domestic enterprises approved for production of tilmicosin.
Because of its special antibacterial activity and pharmacokinetic characteristics, the drug has been approved for clinical prevention and treatment of infectious diseases for cattle, goats, sheep, cows, pigs, and chickens. It is especially applied to the treatment of respiratory diseases of livestock, such as cattle Actinobacillus pleuropneumonia, Pasteurella disease, chicken mycoplasmosis and mastitis of lactating animals.
The above information is edited by the Chemicalbook of Dai Xiongfeng.
[Chemical Properties]

It is white or white powder with humidity: ≤5.0%.
[Uses]

It can be used as anti-bacterial.
It is mainly used for the treatment of infection caused by pleuropneumonia, Actinobacillus, Pasteurella and mycoplasma.
Hazard InformationBack Directory
[Preparation]

The synthesis of tilmicosin starts with the removal of the sugar mycarose from tylosin by acid hydrolysis to give desmycosin. Reductive amination of the aldehyde at C-20 of desmycosin with 3,5-dimeth ylpiperidine via a Wallach reaction or a metal hydride (e.g., NaBH3CN) completes the synthesis to give tilmi cosin[1].
[Veterinary Drugs and Treatments]

Tilmicosin is indicated for the treatment of bovine or ovine respiratory diseases (BRD) caused by Mannheimia (Pasturella) haemolytica.
[References]

[1] Willard, K. E., Kirst, H. A., Leeds, J. P., Readnour, R. S., Klink, P. R., Cleveland, C. M., Kiehl, D. E. (1998). Identification and Synthesis of an Oxidation Product of Tilmicosin. Journal of Agricultural and Food Chemistry, 46(8), 3265–3271. https://doi.org/10.1021/jf9710746
Spectrum DetailBack Directory
[Spectrum Detail]

Tilmicosin(108050-54-0)MS
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