Tulathromycin A

Base Information

• Chemical Name: Tulathromycin A
• CAS No.: 217500-96-4
• Molecular Formula: C₄₁H₇₉N₃O₁₂
• Molecular Weight: 806.091
• European Community (EC) Number: 638-829-0
• UNII: 897A3KN7AP
• DSSTox Substance ID: DTXSID60274184
• Nikkaji Number: J1.801.351G
• Wikipedia: Tulathromycin
• Wikidata: Q7851973
• NCI Thesaurus Code: C81443
• RXCUI: 1437806
• Metabolomics Workbench ID: 144454
• Mol file: 217500-96-4.mol

Synonyms:draxxin;tulathromycin

Chemical Property of Tulathromycin A

Chemical Property:

• Boiling Point: 853.8±65.0 °C(Predicted)
• PKA: 13.19±0.70(Predicted)
• PSA: 200.90000
• Density: 1.17
• LogP: 2.64800
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 15
• Rotatable Bond Count: 11
• Exact Mass: 805.56637496
• Heavy Atom Count: 56
• Complexity: 1240

Purity/Quality:

99% ^*data from raw suppliers

Tulathromycin A ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNCC1(C(OC(CC1(C)OC)OC2C(C(C(CC(CNC(C(C(C(OC(=O)C2C)CC)(C)O)O)C)C)(C)O)OC3C(C(CC(O3)C)N(C)C)O)C)C)O
• Isomeric SMILES: CCCNC[C@@]1([C@@H](O[C@H](C[C@@]1(C)OC)O[C@H]2[C@@H]([C@H]([C@](C[C@H](CN[C@@H]([C@H]([C@]([C@H](OC(=O)[C@@H]2C)CC)(C)O)O)C)C)(C)O)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)C)C)O
• Uses: Tulathromycin A is used for the treatment of pulmonary diseases in pigs and cattle. In cattle, tulathromycin is used for the treatment of rinderpest caused by Haemolytic rinderpest, polyvalent rinderpest and Haemophilus somnus (formerly Haemophilus somnus). It is also effective in the treatment of infections caused by Mycoplasma bovis. When used in high-risk calves, it is also used to prevent infections caused by these pathogens. It is also used for the treatment of bovine foot rot (interdigital necrotizing fungal disease) associated with Fusarium necrophorum and Fusarium oxysporum. A single dose is effective in bovine infectious keratoconjunctivitis (Mycobacterium bovis).In pigs, it is used to control and treat SRD associated with Actinobacillus pleuropneumoniae, Bacteroides multilocularis, Bordetella bronchiseptica, Mycoplasma pneumoniae, and Haemophilus parasiticus, and tulathromycin has been used to treat lung abscesses.
• Description: Tulathromycin A is a triamide antibiotic used for the treatment of respiratory diseases in cattle and pigs. It exists as a balanced mixture of two isomers. Tulathromycin is an antimicrobial agent of a macrolide, a 15-membered macrolide structure that is considered a triamide macrolide with three charged nitro groups.

Technology Process of Tulathromycin A

There total 69 articles about Tulathromycin A which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

propylamine (107-10-8,42939-71-9) + (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((3S,4S,6R,8R)-8-methoxy-4,8-dimethyl-1,5-dioxaspiro[2.5]octan-6-yl)oxy)-3,5,8,10,12,14-hexamethyl-1-oxa-6-azacyclopentadecan-15-one → (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[[2,6-dideoxy-3-C-methyl-3-Ο-methyl-4-C-[(propylamino)methyl]-α-L-ribohexopyranosyl]oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylohexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one (217500-96-4)

Guidance literature:

at 60 ℃;

Reference yield: 93.0%

C41H77N3O12 → tulathromycin (217500-96-4)

Guidance literature:

With ammonia; hydrogen; In methanol; at 50 ℃; for 5h; under 3750.38 Torr; Reagent/catalyst; Temperature; Autoclave; Sealed tube;

Reference yield: 90.0%

propylamine (107-10-8,42939-71-9) + C38H70N2O12 → tulathromycin (217500-96-4)

Guidance literature:

In isopropyl alcohol; at 60 ℃; for 20h; Temperature; Solvent;

upstream raw materials:

propylamine

carbonic acid benzyl ester 4-dimethylamino-2-[2-ethyl-3,4,10-trihydroxy-13-(8-methoxy-4,8-dimethyl-1,5-dioxa-spiro[2.5]oct-6-yloxy)-3,5,8,10,12,14-hexamethyl-15-oxo-1-oxa-6-aza-cyclopentadec-11-yloxy]-6-methyl-tetrahydro-pyran-3-yl ester

erythromycin A 9-(E)-oxime

9-Deoxo-9a-aza-9a-homoerythromycin A

Refernces

• 1、 -. "Preparation method of tulathromycin". Paragraph 0022-0033. . Retrieved 2021/05/05.
• 2、 -. "Method for synthesizing oxytetracycline and oxytetracycline phosphate (by machine translation)". Paragraph 0052-0056. . Retrieved 2020/04/22.