Chemistry:Oxazepam hemisuccinate

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Oxazepam hemisuccinate
Clinical data
Trade namesEmpracil
Identifiers
CAS Number
PubChem CID
UNII
Chemical and physical data
FormulaC19H15ClN2O5
Molar mass386.79 g·mol−1
3D model (JSmol)

Oxazepam hemisuccinate (Empracil), is a benzodiazepine derivative which is an ester substituted prodrug of oxazepam. It was developed as a water-soluble benzodiazepine suitable for administration by injection, for use as an anxiolytic and for procedural sedation. It was used medically to a limited extent during the 1970s and 1980s under the brand name Empracil, but fell into disuse following the introduction of midazolam, which is similarly water-soluble and is more potent and effective than oxazepam hemisuccinate for the same medical applications. It has two isomers, with the R enantiomer being more effective due to more efficient cleavage of the ester link.[1][2][3][4][5][6]

See also

References

  1. ↑ "[A new benzodiazepine derivative, oxazepam hemisuccinate ester, in anesthesilogy and resuscitation]". Minerva Anestesiologica 34 (11): 1285–1294. November 1968. PMID 5715826. 
  2. ↑ "Stereostructure-activity relationships for oxazepam hemisuccinate. Effects on central nervous system". Arzneimittel-Forschung 22 (8): 1328–1333. August 1972. PMID 4678394. 
  3. ↑ "Investigation on pharmacological properties of hexadiphane, oxazepam hemisuccinate and of their combination". Current Therapeutic Research, Clinical and Experimental 14 (6): 311–323. June 1972. PMID 4403034. 
  4. ↑ "A double-blind cross-over evaluation of the activity of d-oxazepam hemisuccinate sodium salt (D-7-chloro-1,3-dihydro-3-hemisuccinyloxy-5-phenyl-2H-1,4-benzodiazepine-2-one) compared to its racemic form". Arzneimittel-Forschung 26 (8): 1623–1626. 1976. PMID 795440. 
  5. ↑ "Specific binding of racemic oxazepam esters to rat brain synaptosomes and the influence of bioactivation by esterases". Arzneimittel-Forschung 31 (6): 979–981. 1981. PMID 7196245. 
  6. ↑ "Hydrolysis and Enantiodiscrimination of (R)- and (S)-Oxazepam Hemisuccinate by Methylated β-Cyclodextrins: An NMR Investigation". Molecules 26 (21). October 2021. doi:10.3390/molecules26216347. PMID 34770758.