Delorazepam

Delorazepam
Ball-and-stick model of the delorazepam molecule
Clinical data
Trade namesEN, Dadumir
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
Pharmacokinetic data
Bioavailability87%
MetabolismHepatic
Elimination half-life60–140 hours
ExcretionRenal
Identifiers
  • 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-1,4-benzodiazepin-2(2H)-one
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.018.884 Edit this at Wikidata
Chemical and physical data
FormulaC15H10Cl2N2O
Molar mass305.16 g·mol−1
3D model (JSmol)
  • ClC1=CC=CC=C1C2=NCC(NC3=C2C=C(C=C3)Cl)=O
  • InChI=1S/C15H10Cl2N2O/c16-9-5-6-13-11(7-9)15(18-8-14(20)19-13)10-3-1-2-4-12(10)17/h1-7H,8H2,(H,19,20) checkY
  • Key:CHIFCDOIPRCHCF-UHFFFAOYSA-N checkY
  (verify)

Delorazepam, also known by the synonyms chlordesmethyldiazepam and nordiclazepam, is a drug which is a benzodiazepine and a derivative of desmethyldiazepam.[2] It is marketed in Italy, where it is available under the trade name EN and Dadumir.[3] Delorazepam (chlordesmethyldiazepam) is also an active metabolite of the benzodiazepine drugs diclazepam and cloxazolam.[4] Adverse effects may include hangover type effects, drowsiness, behavioural impairments[5][6] and short-term memory impairments.[7] Similar to other benzodiazepines delorazepam has anxiolytic,[8] skeletal muscle relaxant,[9] hypnotic[5] and anticonvulsant properties.[10]

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ Govoni S, Fresia P, Spano PF, Trabucchi M (November 1976). "Effect of desmethyldiazepam and chlordesmethyldiazepam on 3',5'-cyclic guanosine monophosphate levels in rat cerebellum". Psychopharmacology. 50 (3): 241–4. doi:10.1007/BF00426839. PMID 188062. S2CID 32711086.
  3. ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. Archived from the original on 2008-12-08. Retrieved 2008-12-29.
  4. ^ Oliveira-Silva D, Oliveira CH, Mendes GD, Galvinas PA, Barrientos-Astigarraga RE, De Nucci G (December 2009). "Quantification of chlordesmethyldiazepam by liquid chromatography-tandem mass spectrometry: application to a cloxazolam bioequivalence study". Biomedical Chromatography. 23 (12): 1266–75. doi:10.1002/bmc.1249. PMID 19488979.
  5. ^ a b Zimmermann-Tansella C, Tansella M, Lader M (October 1976). "The effects of chlordesmethyldiazepam on behavioral performance and subjective judgment in normal subjects". Journal of Clinical Pharmacology. 16 (10 Pt 1): 481–88. PMID 977791.
  6. ^ Cesco G, Giannico S, Fabbruci I, Scaggiante L, Montanaro N (1977). "Single-blind evaluation of hypnotic activity of chlordesmethyldiazepam in No-placebo-reactor medical patients". Arzneimittel-Forschung. 27 (1): 146–8. PMID 322671.
  7. ^ Scarone S, Strambi LF, Cazzullo CL (1981). "Effects of two dosages of chlordesmethyldiazepam on mnestic-information processes in normal subjects". Clinical Therapeutics. 4 (3): 184–91. PMID 6796270.
  8. ^ Andreoli V, Maffei F, Montanaro N, Morandini G (February 1977). "Double-blind cross-over clinical comparison of two 2'-chloro benzodiazepines: 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one (chlordesmethyldiazepam) versus 7-chloro-5-(o-chlorophenyl)-1,3-dihydro-3-hydroxy-2H-1,4-benzodiazepin-2-one (lorazepam) in neurotic anxiety". Arzneimittel-Forschung. 27 (2): 436–9. PMID 16622.
  9. ^ Kostowski W, Płaźnik A, Puciłowski O, Trzaskowska E, Lipińska T (1981). "Some behavioral effects of chlorodesmethyldiazepam and lorazepam". Polish Journal of Pharmacology and Pharmacy. 33 (6): 597–602. PMID 6127668.
  10. ^ Curatolo P, Cusmai R, Trasatti G, Sciarretta A (1985). "[Effects of intravenous administration of chlordesmethyldiazepam on paroxysmal intercritical activity in various electroclinical forms of infantile epilepsy]". Rivista di Neurologia. 55 (6): 377–86. PMID 3938567.