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posizolid

posizolid structure

CAS No:
252260-02-9
Formula:
C21H21F2N3O7
Chemical Name:
posizolid
Synonyms:
posizolid;(5R)-3-[4-[1-[(2S)-2,3-Dihydroxy-1-oxopropyl]-1,2,3,6-tetrahydro-4-pyridinyl]-3,5-difluorophenyl]-5-[(3-isoxazolyloxy)methyl]-2-oxazolidinone;Posizolid,(5R)-3-[4-[1-[(2S)-2,3-Dihydroxy-1-oxopropyl]-1,2,3,6-tetrahydro-4-pyridinyl]-3,5-difluorophenyl]-5-[(3-isoxazolyloxy)Methyl]-2-oxazolidinone
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

Description

Posizolid (AZD2563) is an oxazolidinone antibiotic. In July 2002, after completion of phase I trials in December 2001, AstraZeneca announced that they were no longer pursuing the development of Posizolid, presumably due to negative trial results (though no results were reported).|Posizolid is an oxazolidinone antibiotic agent with bactericidal activity against common gram-positive bacteria.

posizolid Basic Attributes

Molecular Weight：

465.407

Exact Mass：

465.134766

UNII：

82V2M8K24R

NCI Thesaurus Code：

C72666

Characteristics

PSA：

125.57000

XLogP3：

1.34

Density：

1.5±0.1 g/cm3

Boiling Point：

724.5±60.0 °C at 760 mmHg

Flash Point：

392.0±32.9 °C

Refractive Index：

1.596

Safety Information

GHS Classification：

|Warning|H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 3 companies from 1 notifications to the ECHA C&L Inventory.

Toxicity

Toxicity Summary：

Clinical signs of acute toxicity lead to decreased activity, ataxia, vomiting and tremors.

Drug Information

Drug Indication：

For the treatment of gram-positive infections, including multiresistant strains.

Pharmacology：

AZD2563 is an oxazolidinone antibiotic. Oxazolidinones inhibit protein synthesis by binding at the P site at the ribosomal 50S subunit. Resistance to other protein synthesis inhibitors does not affect oxazolidinone activity, however rare development of oxazolidinone resistance cases, associated with 23S rRNA alterations during treatment have been reported.

Mechanism of Action：

AZD2563 selectively inhibits bacterial protein synthesis through binding to sites on the bacterial ribosome and prevents the formation of a functional 70S-initiation complex. Specifically, AZD2563 binds to a site on the bacterial 23S ribosomal RNA of the 50S subunit and prevents the formation of a functional 70S initiation complex, which is an essential component of the bacterial translation process.

MeSH Entry Terms：

AZD 2563

Computed Properties

Molecular Weight:465.4
XLogP3:0.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:10
Rotatable Bond Count:7
Exact Mass:465.13475634
Monoisotopic Mass:465.13475634
Topological Polar Surface Area:126
Heavy Atom Count:33
Complexity:745
Defined Atom Stereocenter Count:2
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes