Structure

Dup-721

CAS
104421-21-8
Catalog Number
ACM104421218
Category
Others
Molecular Weight
276.29
Molecular Formula
C14H16N2O4

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Specification

Description
Dup-721 is a new antimicrobial agent belonging to the oxazolidinone series, a new class of synthetic antibacterial agents.
Synonyms
Dup-721; Dup721; Dup 721
IUPAC Name
(S)-N-((3-(4-acetylphenyl)-2-oxooxazolidin-5-yl)methyl)acetamide
Canonical SMILES
CC(C1=CC=C(N2C[C@H](CNC(C)=O)OC2=O)C=C1)=O
InChI
InChI=1S/C14H16N2O4/c1-9(17)11-3-5-12(6-4-11)16-8-13(20-14(16)19)7-15-10(2)18/h3-6,13H,7-8H2,1-2H3,(H,15,18)/t13-/m0/s1
InChI Key
POXUJOYUVLWPQN-ZDUSSCGKSA-N
Solubility
To be determined
Appearance
Solid powder
Shelf Life
>2 years if stored properly
Storage
Dry, dark and at 0-4 °C for short term (days to weeks) or -20 °C for long term (months to years).
Biological Target
DuP-721 is a broad spectrum and orally active antibacterial agent against a variety of clinically susceptible and resistant bacteria, especially M. tuberculosis.
Drug Formulation
To be determined
Elemental Analysis
C, 60.86; H, 5.84; N, 10.14; O, 23.16
Exact Mass
276.111
HS Tariff Code
2934.99.9001
In Vitro Activity
At concentrations ranging from 1.5 to 4 micrograms/ml, DuP-721 inhibited equally the strains of Mycobacterium tuberculosis susceptible and resistant to conventional antituberculosis drugs. DuP-721 inhibited M. gordonae and M. fortuitum at 3.9 micrograms/ml, M. kansasii at 1.95, and M. scrofulaceum at 15.6 micrograms/ml. It was not active against M. avium and M. intracellulare at concentrations of 250 micrograms/ml. The inhibition of the metabolism of M. tuberculosis as indicated by the liquid scintillation radiometric method was 56% at fourfold the minimum inhibitory concentration (MIC) of DuP-721 that compared well to that of the fourfold MIC concentrations of rifampicin and isoniazid. The in vitro activity of DuP-721 was not affected by reducing the pH from 6.8 to 5.5.
Reference: Diagn Microbiol Infect Dis. Nov-Dec 1991;14(6):465-71. https://pubmed.ncbi.nlm.nih.gov/1802533/
In Vivo Activity
In mice infected with M. tuberculosis, the 50% effective dose (ED50) for DuP-721 was 13.2 mg/kg when administered daily beginning 4 hr postinfection for 17 days. The ED50 was 71.8 mg/kg when DuP-721 was administered only on days 11 and 12 postinfection. A 100% survival rate was obtained at 50 and 160 mg/kg when DuP-721 was administered daily for 17 days, and only on days 11 and 12 after the infection, respectively. The increase in the survival time by DuP-721 at 100 mg/kg (eightfold the ED50 dose) when administered daily for 17 days beginning 4 hr after infection was inferior to that by eightfold the ED50 dose of rifampicin and isoniazid administered on days 11 and 12 postinfection. These results indicate that DuP-721 is protective against M. tuberculosis infection in mice.
Reference: Diagn Microbiol Infect Dis. Nov-Dec 1991;14(6):465-71. https://pubmed.ncbi.nlm.nih.gov/1802533/
Shipping
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Stock Solution Storage
0-4 °C for short term (days to weeks), or -20 °C for long term (months).
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