Telavancin

Base Information

• Chemical Name: Telavancin
• CAS No.: 372151-71-8
• Molecular Formula: C80H106Cl2N11O27P
• Molecular Weight: 1755.6349
• European Community (EC) Number: 927-282-6
• UNII: XK134822Z0
• DSSTox Substance ID: DTXSID10873383
• Nikkaji Number: J2.013.711H
• Wikipedia: Telavancin
• Wikidata: Q7695658
• NCI Thesaurus Code: C87603
• RXCUI: 473837
• Metabolomics Workbench ID: 144259
• ChEMBL ID: CHEMBL507870
• Mol file: 372151-71-8.mol

Synonyms:TD 6424;TD-6424;TD6424;telavancin;telavancin hydrochloride;Vibativ

Chemical Property of Telavancin

Chemical Property:

• PSA: 607.90000
• Density: 1.54g/cm³
• LogP: 6.99100
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 23
• Hydrogen Bond Acceptor Count: 31
• Rotatable Bond Count: 30
• Exact Mass: 1753.6374295
• Heavy Atom Count: 121
• Complexity: 3490

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCNCCNC1(CC(OC(C1O)C)OC2C(C(C(OC2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)C(C(C(=O)NC(C(=O)NC5C(=O)NC7C8=CC(=C(C=C8)O)C9=C(C(=C(C=C9C(NC(=O)C(C(C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)CNCP(=O)(O)O)O)CC(=O)N)NC(=O)C(CC(C)C)NC)O)Cl)CO)O)O)C
• Isomeric SMILES: CCCCCCCCCCNCCN[C@]1(C[C@@H](O[C@H]([C@H]1O)C)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=C4C=C5C=C3OC6=C(C=C(C=C6)[C@H]([C@H](C(=O)N[C@H](C(=O)N[C@H]5C(=O)N[C@@H]7C8=CC(=C(C=C8)O)C9=C(C(=C(C=C9[C@H](NC(=O)[C@H]([C@@H](C1=CC(=C(O4)C=C1)Cl)O)NC7=O)C(=O)O)O)CNCP(=O)(O)O)O)CC(=O)N)NC(=O)[C@@H](CC(C)C)NC)O)Cl)CO)O)O)C
• Recent ClinicalTrials: Telavancin Pediatric PK Study (Ages >3 Months to 17 Years)
• Recent EU Clinical Trials: A Phase 3 Multicenter, Randomized, Open-label, Clinical Trial of Telavancin Versus Standard Intravenous Therapy in the Treatment of Subjects with Staphylococcus aureus Bacteremia Including Infective Endocarditis

Technology Process of Telavancin

There total 1 articles about Telavancin 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: 79.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Aminomethylphosphonic acid (1066-51-9) + N3-decylaminoethylvancomycin → telavancin (372151-71-8)

Guidance literature:

formaldehyd; Aminomethylphosphonic acid; With N-ethyl-N,N-diisopropylamine; In water; acetonitrile; at 20 ℃; for 0.333333h;

N₃-decylaminoethylvancomycin; In water; acetonitrile; at -10 ℃; for 4h;

DOI:10.1021/acs.jmedchem.7b01345

upstream raw materials:

formaldehyd

Aminomethylphosphonic acid

Refernces

• 1、 Guan, Dongliang,Chen, Feifei,Xiong, Lun,Tang, Feng,Faridoon,Qiu, Yunguang,Zhang, Naixia,Gong, Likun,Li, Jian,Lan, Lefu,Huang, Wei. "Extra Sugar on Vancomycin: New Analogues for Combating Multidrug-Resistant Staphylococcus aureus and Vancomycin-Resistant Enterococci". supporting information. p. 286 - 304. Retrieved 2018/02/10.