Lofendazam

Lofendazam[1] is an organic molecule which is a benzodiazepine derivative. Lofendazam is a 1,5-benzodiazepine, with the nitrogen atoms located at positions 1 and 5 of the diazepine ring; therefore, lofendazam is most closely related to other 1,5-benzodiazepines such as clobazam.[2][3]

Lofendazam
Clinical data
ATC code
  • none
Identifiers
IUPAC name
  • 8-chloro-1-phenyl-1,3,4,5-tetrahydro- 2H-1,5-benzodiazepin- 2-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard100.044.975
Chemical and physical data
FormulaC15H13ClN2O
Molar mass272.73 g·mol−1
3D model (JSmol)
SMILES
  • Clc3ccc1c(N(C(=O)CCN1)c2ccccc2)c3
InChI
  • InChI=1S/C15H13ClN2O/c16-11-6-7-13-14(10-11)18(15(19)8-9-17-13)12-4-2-1-3-5-12/h1-7,10,17H,8-9H2 Y
  • Key:IUJQOUHDFKALCY-UHFFFAOYSA-N Y
  (verify)

Lofendazam as a human pharmaceutical has sedative and anxiolytic effects similar to those produced by other benzodiazepine derivatives. It is an active metabolite of another benzodiazepine, arfendazam.[4]

See also

References
  1. DE 1929656
  2. Malik F, Hasan M, Khan KM, Perveen S, Snatzke G, Duddeck H, Voelter W (1995). "Syntheses and CD studies of optically active substituted 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones". Liebigs Annalen der Chemie. 1995 (10): 1861–1869. doi:10.1002/jlac.1995199510261.
  3. Aversa MC, Giannetto P, Romeo G, Ficarra P, Vigorita MG (1981). "Nuclear magnetic resonance spectra of psychotherapeutic agents. V* - conformational analysis of 1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-ones". Organic Magnetic Resonance. 15 (4): 394–398. doi:10.1002/mrc.1270150414.
  4. Adrien J, Albani F, Baruzzi A, Berger M, Bixler EO, Borbeley AA, Dikeos DG, Drucker-Colin R, Montero RF, Hishikawa Y, Inoue S (11 December 1995). The Pharmacology of Sleep. Springer. ISBN 978-3-540-58961-7.
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