79592-92-0

Basic information

• Product Name: 23-O-DesMycinosyl-tylosin
• Synonyms: 23-O-DesMycinosyl-tylosin
• CAS NO: 79592-92-0
• Molecular Formula: C₃₈H₆₃NO₁₃
• Molecular Weight: 741.9057
• Product Categories: Carbohydrates & Derivatives, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 79592-92-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 890.7°Cat760mmHg
• Flash Point: 492.5°C
• Appearance: /
• Density: 1.23g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 23-O-DesMycinosyl-tylosin(CAS DataBase Reference)
• NIST Chemistry Reference: 23-O-DesMycinosyl-tylosin(79592-92-0)
• EPA Substance Registry System: 23-O-DesMycinosyl-tylosin(79592-92-0)

Safety Data

• Hazardous Substances Data: 79592-92-0(Hazardous Substances Data)

Usage

Description

23-O-DesMycinosyl-tylosin is a modified tylosin-related macrolide antibiotic that has undergone a chemical modification to remove the mycaminose sugar moiety at the 23-O position. This modification enhances the drug's stability and effectiveness as an antibiotic.

Uses

Used in Pharmaceutical Industry:
23-O-DesMycinosyl-tylosin is used as an orally effective antibiotic for treating bacterial infections. Its modification at the aldehyde functional group allows for improved pharmacokinetics and enhanced efficacy against a range of bacterial pathogens.
Additionally, 23-O-DesMycinosyl-tylosin serves as a degradation product of tylosin macromolecules, which can be further studied and utilized in the development of new antibiotics or understanding the degradation mechanisms of macrolide antibiotics.

InChI:InChI=1/C38H63NO13/c1-10-29-26(19-41)15-20(2)11-12-27(42)21(3)16-25(13-14-40)34(22(4)28(43)17-30(44)50-29)52-37-33(45)32(39(8)9)35(23(5)49-37)51-31-18-38(7,47)36(46)24(6)48-31/h11-12,14-15,21-26,28-29,31-37,41,43,45-47H,10,13,16-19H2,1-9H3/b12-11+,20-15+/t21-,22+,23-,24+,25+,26-,28-,29-,31+,32-,33-,34-,35+,36+,37+,38-/m1/s1

Upstream product

• 84134-59-8 C₄₂H₆₇NO₁₅ 
• 121530-10-7 2',4'',20-tri-O-acetyl-2''',3'''-didehydro-2'''-demethoxy-4'''-deoxy-4'''-oxotylosin 3,20-hemiacetal 
• 90232-56-7 4-'''-O-(dimethyl-t-butylsilyl)tylosin 
• 90232-69-2 2'.4'',20-tri-O-acetyltylosin-3,20-hemiacetal 
• 90232-68-1 2',4'',20-tri-O-acetyl-4'''-O-(dimethyl-t-butylsilyl)tylosin 3,20-hemiacetal 
• 1401-69-0 tylosin 
• 3067-23-0 4-O-acetylmycarose 
• 84171-64-2 4-O-acetyl-1,5-anhydro-2,6-dideoxy-3-C-methyl-L-ribo-hex-1-enitol 
• 51548-96-0 1-α-bromo-2,4-diacetyl-mycaminose hydrobromide 
• 84120-94-5 (7E,9E)-(3aR,5R,11R,12R,16R,17S,17aS)-12-Ethyl-2,16-dihydroxy-5,9,17-trimethyl-11-trityloxymethyl-3,3a,4,5,11,12,15,16,17,17a-decahydro-2H-1,13-dioxa-cyclopentacyclohexadecene-6,14-dione 
• 84130-12-1 (11E,13E)-(4R,5S,6S,7R,9R,15R,16R)-7-[1,3]Dioxolan-2-ylmethyl-16-ethyl-4,6-dihydroxy-5,9,13-trimethyl-15-trityloxymethyl-oxacyclohexadeca-11,13-diene-2,10-dione 
• 84120-90-1 C₄₂H₆₆BrNO₁₅ 
• 84134-61-2 (11E,13E)-(4R,5S,6S,7R,9R,15R,16R)-6-((2R,3R,4S,5S,6R)-4-Dimethylamino-3,5-dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-7-[1,3]dioxolan-2-ylmethyl-16-ethyl-4-hydroxy-5,9,13-trimethyl-15-trityloxymethyl-oxacyclohexadeca-11,13-diene-2,10-dione 
• 84134-58-7 C₅₄H₇₁NO₁₂ 

Downstream Products

• 121512-74-1 23-O-benzoyl-23-O-demycinosyltylosin 
• 121512-73-0 2'-O-acetyl-23-O-benzoyl-23-O-demycinosyltylosin 
• 132059-76-8 C₄₉H₇₅N₃O₁₅S 
• 132059-77-9 C₅₀H₇₇N₃O₁₅S 
• 873783-00-7 C₄₆H₇₀N₂O₁₄ 
• 81307-38-2 23-O-demycinosyl-23-O-phenylacetyltylosin 

Relevant articles and documents

Semisynthetic Macrolide Antibacterials Derived from Tylosin. Synthesis of 23-O-Demycinosyltylosin and Related Compounds

The synthesis of a versatile intermediate 4'''-O-(dimethyl-t-butylsilyl)tylosin, directly from tylosin, is described.Its utility in the synthesis of selected acyl derivatives of tylosin, as well in the synthesis of 23-O-demycinosyltylosin, is discussed.Li