78822-40-9

Basic information

• Product Name: L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride
• Synonyms: L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride;PIRLIMYCINHYDROCHLORIDE;cis-4-Ethyl-L-picecolic acid amide of 7-deoxy-7(S)chloromethylthio lincosaminide hydrochloride;L-Threo-alpha-D-galacto-octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(((4-ethyl-2-piperidinyl)carbonyl)amino)-1-thio-, monohydrochloride, (2S-cis)-;Pirsue;U 57930E;U-57930E;L-threo-.alpha.-D-galacto-Octopyranoside
• CAS NO: 78822-40-9
• Molecular Formula: C17H32Cl2N2O5S
• Molecular Weight: 447.41738
• Product Categories: Carbohydrates & Derivatives;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 78822-40-9.mol
• Article Data: 0

Chemical Properties

• Melting Point: >198°C (dec.)
• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility: Methanol (Slightly), Water (Slightly)
• CAS DataBase Reference: L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride(78822-40-9)
• EPA Substance Registry System: L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride(78822-40-9)

Safety Data

• Hazardous Substances Data: 78822-40-9(Hazardous Substances Data)

Usage

Description

L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride is a complex organic compound with a unique chemical structure. It is a derivative of L-threo-.alpha.-D-galacto-Octopyranoside, featuring a methyl group, a 7-chloro substitution, and a trideoxy sugar moiety. L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride also contains a 2S,4R-configured 4-ethyl-2-piperidinylcarbonylamino group and a thioether linkage. The monohydrochloride salt form enhances its solubility and stability, making it suitable for pharmaceutical applications.

Uses

Used in Pharmaceutical Industry:
L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride is used as a semi-synthetic antibiotic for its broad-spectrum antimicrobial activity. It is a structural analog of Clindamycin, a well-known lincosaminide antibiotic, and exhibits antibacterial properties by binding to the 23S ribosomal subunit, thereby blocking protein synthesis in bacteria.
Used in Research and Development:
L-threo-.alpha.-D-galacto-Octopyranoside, methyl 7-chloro-6,7,8-trideoxy-6-(2S,4R)-4-ethyl-2-piperidinylcarbonylamino-1-thio-, monohydrochloride is also utilized in research and development for the discovery of new antibiotics and the study of its structure-activity relationship. Its unique chemical features make it a valuable tool for understanding the mechanisms of action and resistance in bacteria, as well as for the development of new therapeutic agents to combat antibiotic-resistant infections.

InChI:InChI=1/C17H31ClN2O5S.ClH/c1-4-9-5-6-19-10(7-9)16(24)20-11(8(2)18)15-13(22)12(21)14(23)17(25-15)26-3;/h8-15,17,19,21-23H,4-7H2,1-3H3,(H,20,24);1H/t8?,9-,10+,11?,12-,13-,14+,15?,17-;/m1./s1