- Novel synthesis of telithromycin
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A novel synthesis route for telithromycin was developed based on a 11,12-cylic carbonate protection strategy to prevent formation of 9,12-hemiacetal by-product. Through a 11,12-carbonate-6-O-methylerythromycin intermediate, telithromycin was synthesised from 6-O-methylerythromycin in five steps with 33% overall yield.
- Cao, Zhiling,Liu, Bing,Liua, Weiwei,Yao, Guowei,Liu, Wenjie,Wang, Qianqian
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- 14-MEMBERED KETOLIDES AND METHODS OF THEIR PREPARATION AND USE
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Provided herein are methods of preparing new 14-membered ketolides via coupling of an eastern and western half moiety, followed by macrocyclization, and optional functionalization. Intermediates in the synthesis of these ketolides including the eastern and western halves are also provided. Pharmaceutical compositions and methods of treating infectious diseases and inflammatory conditions using these ketolides are also provided.
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- PROCESS FOR THE PRODUCTION OF TELITHROMYCIN
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The present invention relates to a process for the preparation of erythromysin derivatives, in particular telithromycin of formula (I) and its pharmaceutically acceptable salts, providing the isolated intermediates in crystalline form of superior stability and purity.
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Page/Page column 10; 17-18
(2009/05/28)
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- Novel process for the preparation of telithromycin
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The present invention relates to the process for the preparation of compounds of formula (I) or its pharmaceutically acceptable salts wherein, R is
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Page/Page column 14
(2008/06/13)
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- NOVEL PROCESS FOR THE PREPARATION OF TELITHROMYCIN
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The present invention relates to the process for the preparation of compounds of formula (I) or its pharmaceutically acceptable salts wherein, (R) is a.
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Page/Page column 22
(2010/11/30)
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- PROCESS FOR THE PREPARATION OF TELITHROMYCIN
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The present invention relates to the process for the preparation of compounds of formula (I) or its pharmaceutically acceptable salts.The novel compounds (i) 10,11-Anhydro-2',4"-di-O-benzoyl-12-O-imidazolylcarbonyl-6-O-methylerythromycin A of formula (Xa) (ii) 2',4"-di-O-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-6-O- methylerythromycin A 11,12-cyclic carbamate of formula (XIa) (iii) 2'-O-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O-desosaminyl- 6-O-methylerythronolide A 11,12-cyclic carbamate of formula (XIIa) (iv) 2'-benzoyl-11-amino-11-N-[4-[4-(3-pyridyl)imidazol-1-yl]butyl]-11-deoxy-5-O- desosaminyl-6-O-methylerythronolide A 11,12-cyclic carbamate of formula (XIIa) and their use as intermediates in formation of compound of Formula (I). Also the process of preparation of compound of formula (XIIIa).
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Page/Page column 26
(2008/06/13)
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- Method of treating tuberculosis
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Macrolide and ketolides, and compositions containing the same, useful in the treatment of tuberculosis are disclosed. Methods of treating tuberculosis using the macrolides and ketolides, and compositions containing the same, also are disclosed.
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Page/Page column 24
(2010/02/10)
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- Synthesis and antibacterial activity of HMR 3647 a new ketolide highly potent against erythromycin-resistant and susceptible pathogens
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In the search for new ketolides with improved activities against erythromycin-resistant S. pneumoniae and H. influenzae we synthesized a new 11,12 carbamate ketolide substituted by an imidazo-pyridyl side chain: HMR 3647. This compound demonstrated a potent activity against erythromycin susceptible and resistant pathogens, including penicillin G/erythromycin A-resistant S. pneumoniae and H. influenzae. In vivo, HMR 3647 displayed good pharmacokinetic parameters (Cmax = 2.9 μg/ml, bioavailability = 49%, AUC0-8 = 17.2 μg.h/l, t( 1/2 )= lh) and was shown to have a high therapeutic efficacy in mice infected by various respiratory pathogens, including multi-resistant S. pneumoniae and Gram negative bacteria such as H. influenzae. HMR 3647 appears to be a very promising agent for the treatment of respiratory infections and is currently in clinical trials.
- Denis, Alexis,Agouridas, Constantin,Auger, Jean-Michel,Benedetti, Yannick,Bonnefoy, Alain,Bretin, Francois,Chantot, Jean-Francois,Dussarat, Arlette,Fromentin, Claude,Gouin D'Ambrieres, Solange,Lachaud, Sylvette,Laurin, Patrick,Le Martret, Odile,Loyau, Veronique,Tessot, Nicole,Pejac, Jean-Marie,Perron, Sebastien
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p. 3075 - 3080
(2007/10/03)
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