Irazepine

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Irazepine
Identifiers
  • 7-chloro-5-(2-fluorophenyl)-1-(2-isothiocyanatoethyl)-3H-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H13ClFN3OS
Molar mass373.83 g·mol−1
3D model (JSmol)
  • C1C(=O)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CCN=C=S
  • InChI=1S/C18H13ClFN3OS/c19-12-5-6-16-14(9-12)18(13-3-1-2-4-15(13)20)22-10-17(24)23(16)8-7-21-11-25/h1-6,9H,7-8,10H2
  • Key:LTKSVYFAUMFQML-UHFFFAOYSA-N
 ☒NcheckY (what is this?)

Irazepine (Ro 7-1986/1) is a benzodiazepine derivative containing isothiocyanate functional group. It is a non-competitive benzodiazepine binding site antagonist. Irazepine and other alkylating benzodiazepines, such as kenazepine, bind to brain benzodiazepine receptors in a non-competitive (covalent) fashion in vitro, and may exert a long-lasting anticonvulsant effect.

References

  1. ^ Ganellin CR, Triggle DJ, eds. (1999). Dictionary of Pharmacological Agents (1st ed.). London: Chapman & Hall. ISBN 9780412466304.
  2. ^ Hall IK, Morton JM (1999). Concise Dictionary of Pharmacological Agents Properties and Synonyms. Dordrecht: Springer Netherlands. p. 156. ISBN 978-94-011-4439-1.
  3. ^ Williams EF, Rice KC, Mattson M, Paul SM, Skolnick P (April 1981). "In vivo effects of two novel alkylating benzodiazepines, irazepine and kenazepine". Pharmacology, Biochemistry, and Behavior. 14 (4): 487–91. doi:10.1016/0091-3057(81)90307-5. PMID 7232472. S2CID 22221220.
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