title: DCMCIT, an analogue of the antitumour drugs mitozolomide and temozolomide.
abstract: The crystal structure of 3-(2-chloroethyl)-N,N-dimethyl-4-oxo-3,4-dihydroimidazo[5,1-d]-1,2 ,3,5- tetrazine-8-carboxamide, (1), C9H11C1N6O2, an analogue of the novel bicyclic antitumour agents mitozolomide (2) and temozolomide (3), has been determined at 290 K. Although, as in structures (2) and (3), the imidazotetrazinone ring system is essentially planar, the substitution of the--CONH2 group at C8 by a--CON(CH3)2 group in (1) negates the possibility of forming an intramolecular hydrogen bond at either N7 or N1 and thus allows rotation of this group about the C8-C81 bond by ca 45 degrees.
authors.affiliation: Pharmaceutical Sciences Institute, Aston University, Aston Triangle, Birmingham, England.
authors.forename: P R
authors.initials: PR
authors.lastname: Lowe
authors.forename: C H
authors.initials: CH
authors.lastname: Schwalbe
mesh_terms: D000970:Antineoplastic Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D003606:Dacarbazine / Q000031:analogs & derivatives* / Q000737:chemistry; D008958:Models, Molecular; D008968:Molecular Conformation; D015394:Molecular Structure; D009588:Nitrogen Mustard Compounds / Q000737:chemistry*; D013329:Structure-Activity Relationship; D000077204:Temozolomide
chemical_list: D000970:Antineoplastic Agents; D009588:Nitrogen Mustard Compounds; D003606:Dacarbazine; C060846:8-(N,N-dimethyl)mitozolomide; C040369:mitozolomide; D000077204:Temozolomide