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165800-03-3

165800-03-3 structural image
Product Name: Linezolid
Formula: C16H20FN3O4
Synonyms: Linezolid;N-[[(5S)-3-[3-Fluoro-4-(4-morpholinyl)phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide;PNU-100766;U-100766
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CHEMICAL AND PHYSICAL PROPERTIES

Physical Description Solid
Color/Form White crystals from ethyl acetate and hexanes
Melting Point 154.5
Solubility 3 mg/mL
LogP 0.9
Optical Rotation Specific optical rotation at 20 °C for D (sodium) line = -9 deg (c = 0.919 in chloroform)
Dissociation Constants 1.8

SAFETY INFORMATION

Signal word Danger
Pictogram(s)

Health Hazard
GHS08
GHS Hazard Statements H372:Specific target organ toxicity, repeated exposure
Precautionary Statement Codes P260:Do not breathe dust/fume/gas/mist/vapours/spray.

COMPUTED DESCRIPTORS

Molecular Weight 337.35 g/mol
XLogP3 0.7
Hydrogen Bond Donor Count 1
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 4
Exact Mass 337.14378429 g/mol
Monoisotopic Mass 337.14378429 g/mol
Topological Polar Surface Area 71.1 Ų
Heavy Atom Count 24
Formal Charge 0
Complexity 472
Isotope Atom Count 0
Defined Atom Stereocenter Count 1
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

PRODUCT INTRODUCTION

description

Linezolid is an organofluorine compound that consists of 1,3-oxazolidin-2-one bearing an N-3-fluoro-4-(morpholin-4-yl)phenyl group as well as an acetamidomethyl group at position 5. A synthetic antibacterial agent that inhibits bacterial protein synthesis by binding to a site on 23S ribosomal RNA of the 50S subunit and prevents further formation of a functional 70S initiation complex. It has a role as an antibacterial drug and a protein synthesis inhibitor. It is an oxazolidinone, a member of morpholines, an organofluorine compound and a member of acetamides.

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