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Diamine derivatives containing imidazolidinylidene propanedinitrile as a new class of histamine H(3) receptor antagonists: conformationally restricted derivatives. 2009

Setsuya Sasho, and Takashi Seishi, and Mariko Kawamura, and Misato Tomuro, and Ryo Hirose, and Shinichiro Toki, and Junich Shimada
Medicinal Chemistry Research Laboratories, Pharmaceutical Research Center, Kyowa Hakko Kogyo Co., Ltd, Sunto-gun, Shizuoka 411-8731, Japan. setsuya.sasho@kyowa-kirin.co.jp

Novel conformationally restricted diamine derivatives containing imidazolidinylidene propanedinitrile were synthesized and evaluated for human and rat histamine H(3) receptor (H(3)R) binding affinities. Among them, compounds 2b, 2c, 2j, 2k and 2m were found to be potent ligands for both H(3)Rs with K(i) values in the sub-nanomolar range, and showed potent H(3) receptor antagonism.

UI MeSH Term Description Entries
D008968 Molecular Conformation The characteristic three-dimensional shape of a molecule. Molecular Configuration,3D Molecular Structure,Configuration, Molecular,Molecular Structure, Three Dimensional,Three Dimensional Molecular Structure,3D Molecular Structures,Configurations, Molecular,Conformation, Molecular,Conformations, Molecular,Molecular Configurations,Molecular Conformations,Molecular Structure, 3D,Molecular Structures, 3D,Structure, 3D Molecular,Structures, 3D Molecular
D009570 Nitriles Organic compounds containing the -CN radical. The concept is distinguished from CYANIDES, which denotes inorganic salts of HYDROGEN CYANIDE. Nitrile
D003959 Diamines Organic chemicals which have two amino groups in an aliphatic chain. Diamine
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000818 Animals Unicellular or multicellular, heterotrophic organisms, that have sensation and the power of voluntary movement. Under the older five kingdom paradigm, Animalia was one of the kingdoms. Under the modern three domain model, Animalia represents one of the many groups in the domain EUKARYOTA. Animal,Metazoa,Animalia
D048289 Imidazolidines Compounds based on reduced IMIDAZOLINES which contain no double bonds in the ring. Imidazolidine
D051381 Rats The common name for the genus Rattus. Rattus,Rats, Laboratory,Rats, Norway,Rattus norvegicus,Laboratory Rat,Laboratory Rats,Norway Rat,Norway Rats,Rat,Rat, Laboratory,Rat, Norway,norvegicus, Rattus
D054828 Histamine H3 Antagonists Drugs that selectively bind to but do not activate HISTAMINE H3 RECEPTORS. They have been used to correct SLEEP WAKE DISORDERS and MEMORY DISORDERS. Antihistaminics, H3,Histamine H3 Receptor Antagonists,Histamine H3 Blockers,Antagonists, Histamine H3,Blockers, Histamine H3,H3 Antagonists, Histamine,H3 Antihistaminics,H3 Blockers, Histamine
D018100 Receptors, Histamine H3 A class of histamine receptors discriminated by their pharmacology and mode of action. Histamine H3 receptors were first recognized as inhibitory autoreceptors on histamine-containing nerve terminals and have since been shown to regulate the release of several neurotransmitters in the central and peripheral nervous systems. (From Biochem Soc Trans 1992 Feb;20(1):122-5) H3 Receptor,Histamine H3 Receptors,H3 Receptors,Histamine H3 Receptor,H3 Receptor, Histamine,H3 Receptors, Histamine,Receptor, H3,Receptor, Histamine H3,Receptors, H3
D020128 Inhibitory Concentration 50 The concentration of a compound needed to reduce population growth of organisms, including eukaryotic cells, by 50% in vitro. Though often expressed to denote in vitro antibacterial activity, it is also used as a benchmark for cytotoxicity to eukaryotic cells in culture. IC50,Concentration 50, Inhibitory

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