Irazepine

Irazepine

Systematic (IUPAC) name
7-chloro-5-(2-fluorophenyl)-1-(2-isothiocyanatoethyl)-3H-1,4-benzodiazepin-2-one
Identifiers
CAS Number	71735-92-7
PubChem	CID 194406
ChemSpider	168688
Chemical data
Formula	C18H13ClFN3OS
Molar mass	373.83 g/mol
SMILES C1C(=O)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CCN=C=S
InChI 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
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Irazepine (Ro 7-1986/1) is a benzodiazepine derivative containing isothiocyanate functional group.^[1] It is a non-competitive benzodiazepine binding site antagonist.^[2] Irazepine and other alkylating benzodiazepine, kenazepine, bind to brain benzodiazepine receptors in a non-competitive (covalent) fashion in vitro, and may exert a long-lasting anticonvulsant effect.^[3]

References

1. Edited by Ganellin, CR; Triggle, DJ (1999). Dictionary of Pharmacological Agents. (1st ed.). London: Chapman & Hall. ISBN 9780412466304.
2. Hall, Ian K.M. Morton, Judith M. (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. PMID 7232472.