Oxazepam hemisuccinate
| Clinical data | |
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| Trade names | Empracil |
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| CAS Number | |
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| CompTox Dashboard (EPA) | |
| ECHA InfoCard | 100.022.886 |
| Chemical and physical data | |
| Formula | C19H15ClN2O5 |
| Molar mass | 386.79 g·mol−1 |
| 3D model (JSmol) | |
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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
- ^ Zafiri O, Alessio-Vernì A, Mastroianni A, Marin LA (November 1968). "[A new benzodiazepine derivative, oxazepam hemisuccinate ester, in anesthesilogy and resuscitation]". Minerva Anestesiologica. 34 (11): 1285–1294. PMID 5715826.
- ^ de Angelis L, Predominato M, Vertua R (August 1972). "Stereostructure-activity relationships for oxazepam hemisuccinate. Effects on central nervous system". Arzneimittel-Forschung. 22 (8): 1328–1333. PMID 4678394.
- ^ Babbini M, Torrielli MV (June 1972). "Investigation on pharmacological properties of hexadiphane, oxazepam hemisuccinate and of their combination". Current Therapeutic Research, Clinical and Experimental. 14 (6): 311–323. PMID 4403034.
- ^ Lescovelli M, Castellani A, Perbellini D (1976). "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. PMID 795440.
- ^ Maksay G, Kardos J, Simonyi M, Tegyey Z, Otvös L (1981). "Specific binding of racemic oxazepam esters to rat brain synaptosomes and the influence of bioactivation by esterases". Arzneimittel-Forschung. 31 (6): 979–981. PMID 7196245.
- ^ Cesari A, Balzano F, Uccello Barretta G, Recchimurzo A (October 2021). "Hydrolysis and Enantiodiscrimination of (R)- and (S)-Oxazepam Hemisuccinate by Methylated β-Cyclodextrins: An NMR Investigation". Molecules. 26 (21). doi:10.3390/molecules26216347. PMC 8587842. PMID 34770758.