ZM 213689 (Meropenem impurity)(Mixture of double bond isomers)

• Catalog No.: Z486500
• M. F.: C34H54N6O12S2
• M. W.: 802.95556

SYNONYMS

• IUPAC name: (3R,4S)-2-[(1S,2R)-1-carboxy-2-hydroxypropyl]-4-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-3-methyl-3,4-dihydro-2H-pyrrole-5-carboxylic acid; (4R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
• IUPAC Traditional name: (3S,4R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-4-methyl-4,5-dihydro-3H-pyrrole-2-carboxylic acid; (4R)-5-[(1S,2R)-1-carboxy-2-hydroxypropyl]-3-{[(3S,5S)-5-(dimethylcarbamoyl)pyrrolidin-3-yl]sulfanyl}-4-methyl-4,5-dihydro-1H-pyrrole-2-carboxylic acid
• Synonyms: H 4295; (αS,2S,3R,4S)-5-Carboxy-4-[[(3S,5S)-5-[(dimethylamino)carbonyl]-3-pyrrolidinyl]thio]-3,4-dihydro-α-[(1R)-hydroxyethyl]-3-methyl-2H-pyrrole-2-acetic Acid; UK 1a; ICI 213689

DETAILS

Description (English)

The major metabolite of Meropenem (M225620) - a carbapenem antibiotic - in plasma and urine. This metabolite existed as a mixture of 1-pyrroline and its 2-pyrroline isomer, and the coexistence of the two isomers at equilibrium in aqueous solutions was obs

REFERENCES

• Takeuchi, Y., et al.: J. Antibiotics, 46, 827 (1993)
• Wiseman, L., et al.: Drugs, 50, 73 (1993)
• Valtonen, M., et al.: J. Antimicrob. Chemother., 45, 701 (1993)