- Unexpected reductive transformation of 1-substituted 5-hydroxy-4,5-diphenyl-1H-imidazol-2(5H)-ones and their cyclic analogs by the reaction with thiourea and hydrochloric acid
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An unexpected reductive transformation of 1-substituted 5-hydroxy-4,5-diphenyl-1H-imidazol-2(5H)-ones (imidazolones) and their cyclic analogs to give 1-substituted 4,5-diphenyl-1H-imidazol-2(5H)-ones (imidazolinones) upon reaction with thiourea and hydroc
- Baranov, Vladimir V.,Antonova, Maria M.,Karnoukhova, Valentina A.,Kravchenko, Angelina N.
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p. 2203 - 2205
(2017/05/16)
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- Novel Method for the Synthesis of Substituted Imidazothiazolones
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A general and highly selective method for the synthesis of 4-substituted 3a,6a-diphenyltetrahydro-2H-imidazo[4,5-d][1,3]thiazole-2,5(3H)-diones has been developed through a new reaction of 1-substituted 5-hydroxy-4,5-diphenyl-1H-imidazol-2(5H)-ones with p
- Kravchenko, Angelina N.,Antonova, Maria M.,Baranov, Vladimir V.,Nelyubina, Yulia V.
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supporting information
p. 2521 - 2526
(2015/11/11)
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- Reactions of 2-unsubstituted 1H-imidazole 3-oxides with 2,2-bis(trifluoromethyl)ethene-1,1-dicarbonitrile: A stepwise 1,3-dipolar cycloaddition
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The reaction of 1,4,5-trisubstituted 1H-imidazole-3-oxides 1 with 2,2-bis(trifluoromethyl)ethene-1,1-dicarbonitrile (7, BTF) yielded the corresponding 1,3-dihydro-2H-imidazol-2-ones 10 and 2-(1,3-dihydro-2H-imidazol- 2-vlidene)malononitriles 11, respectiv
- Mloston, Grzegorz,Jasinski, Marcin,Linden, Anthony,Heimgartner, Heinz
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p. 1304 - 1316
(2007/10/03)
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- Synthesis and activity of 4,5-diarylimidazoles as human CB1 receptor inverse agonists
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Structure-activity relationship studies directed toward the optimization of 4,5-diarylimidazole-2-carboxamide analogs as human CB1 receptor inverse agonists resulted in the discovery of the two amide derivatives 24a and b (hCB1 IC50 = 6.1 and 4
- Plummer, Christopher W.,Finke, Paul E.,Mills, Sander G.,Wang, Junying,Tong, Xinchun,Doss, George A.,Fong, Tung M.,Lao, Julie Z.,Schaeffer, Marie-Therese,Chen, Jing,Shen, Chun-Pyn,Stribling, D. Sloan,Shearman, Lauren P.,Strack, Alison M.,Van Der Ploeg, Lex H.T.
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p. 1441 - 1446
(2007/10/03)
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- Substituted imidazoles as cannabinoid receptor modulators
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The use of compounds of the present invention as antagonists and/or inverse agonists of the Cannabinoid-1 (CB1) receptor particularly in the treatment, prevention and suppression of diseases mediated by the Cannabinoid-1 (CB1) receptor. The invention is concerned with the use of these novel compounds to selectively antagonize the Cannabinoid-1 (CB1) receptor. As such, compounds of the present invention are useful as psychotropic drugs in the treatment of psychosis, memory deficits, cognitive disorders, migraine, neuropathy, neuro-inflammatory disorders including multiple sclerosis and Guillain-Barre syndrome and the inflammatory sequelae of viral encephalitis, cerebral vascular accidents, and head trauma, anxiety disorders, stress, epilepsy, Parkinson's disease, and schizophrenia. The compounds are also useful for the treatment of substance abuse disorders, particularly to opiates, alcohol, and nicotine. The compounds are also useful for the treatment of obesity or eating disorders associated with excessive food intake and complications associated therewith. Novel compounds of structural formula (I) are also claimed.
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- Synthesis of imidazole derivatives using 2-unsubstituted 1H-imidazole 3- oxides
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The reaction of 1,4,5-trisubstituted 1H-imidazole 3-oxides 1 with Ac2O in CH2Cl2 at 0-5°leads to the corresponding 1,3-dihydro-2H-imidazol-2-ones 4 in good yields. In refluxing Ac2O, the N-oxides 1 are transformed to N- acetylated 1,3-dihydro-2H-imidazol-2-ones 5. The proposed mechanisms for these reactions are analogous to those for N-oxides of 6-membered heterocycles (Scheme2). A smooth synthesis of 1H-imidazole-2-carbonitriles 2 starting with 1 is achieved by treatment with trimethylsilanecarbonitrile (Me3SiCN) in CH2Cl2 at 0-5°(Scheme 3).
- Mloston, Grzegorz,Celeda, Malgorzata,Prakash, G. K. Surya,Olah, George A.,Heimgartner, Heinz
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p. 728 - 138
(2007/10/03)
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- Condensation Reactions of Aryl Acyloins with Ureas in Ethylene Glycol
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4,5-Diaryl-4-imidazolin-2-ones were prepared in good yield by heating aryl acyloins with ureas in ethylene glycol for 0.5-2 hours. 4,4'-Dimethoxybenzoin and 2,2'-pyridoin gave 4-oxazolin-2-one derivatives in addition to 4-imidazolin-2-ones.
- Kim, Yong Boon,Kim, Chung Soo,Lee, Chang Kiu
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p. 1653 - 1656
(2007/10/02)
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- RECYCLIZATION OF 4,5-DIPHENYLOXAZOLIN-2-ONE AND -2-THIONE UNDER THE INFLUENCE OF AMINES
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4,5-Diphenyl-4-oxazolin-2-one and -2-thione undegro recyclization to 1-substituted 4,5-diphenyl-4-imidazolin-2-ones and -2-thiones, respectively, under the influence of primary amines.The action of hydrazine hydrate on the oxazolone leads to 5,6-diphenyl-1,2,3,4,-tetrahydro-1,2,4-triazin-3-one.The corresponding ureas were isolated from the reaction mixtures in a number of cases.
- Kalcheva, V. B.,Tsvetanska, L. I.
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p. 756 - 758
(2007/10/02)
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- The Copper-Catalysed Reaction of 2-Chloroimidazoles and 2-Chlorobenzimidazoles with Dimethylamine
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The preparation of 2-dimethylamino-benzimidazoles and -imidazoles from the corresponding 2-chloro compounds by reaction with dimethylamine is assisted by the presence of copper salts.In the absence of a copper catalyst, 2-chloroimidazoles fail to react.Ki
- Whittle, Chrostopher P.
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p. 1545 - 1551
(2007/10/02)
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