73687-55-5Relevant academic research and scientific papers
Double-Bond-Stabilizing Abilities of Dimethylamino, Alkylsulfonyl, and Acetyl Substituents
Hine, Jack,Linden, Shwn-Meei,Wang, An,Thiagarajan, V.
, p. 2821 - 2825 (1980)
Equilibrium constants have been determined for the isomerization of trans-XCH2CH=CHY to trans-XCH=CHCH2Y for three combinations of X and Y.The values obtained were 40+/-15 for X = dimethylamino and Y = phenyl, 40+/-15 for X = methyl and Y = n-butylsulfonyl, and 4,8+/-0,5 for X = acetyl and Y = methyl.These data give D values (double-bond-stabilizing parameters) of 8,2, -0,1, and 3,36 kcal/mol for dimethylamino, n-butylsulfonyl, and acetyl substituents, respectively.The dimethylamino substituent is thus by far the best double-bond-stabilizing substituent that has been studied.The equilibrium constant for isomerization of n-butyl trans-1-butenyl sulfone is about eight times as large as that reported by other workers and it yields a D value for the n-butylsulfonyl group that is much nearer the value for the methylsulfonyl group.The D value for acetyl is near that found earlier for carbomethoxy.
1-aryl-3-arylmethyl-1,8-naphthyridin-4(1H)-ones
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, (2008/06/13)
A compound of the formula or the pharmaceutically acceptable salt thereof, wherein R1, R2 and R3 are as defined above, useful in the treatment of respiratory, allergic, rheumatoid, body weight regulation, inflammatory and central nervous system disorders such as asthma, chronic obstructive pulmonary disease, adult respiratory diseases syndrome, toxic shock, fibrosis, pulmonary hypersensitivity, allergic rhinitis, atopic dermatitis, psoriasis, weight control, rheumatoid arthritis, cachexia, Crohn's disease, ulcerative colitis, arthritic conditions and other inflammatory diseases, depression, multi-infarct dementia and AIDS.
Empirical Substituent Parameters for E/Z Equilibrium Constants
Knorr, Rudolf
, p. 2441 - 2461 (2007/10/02)
A set of substituent parameters λd is proposed which permits the prediction of E/Z equilibrium constants for olefins, enamines, Schiff bases, hydrazones, semicarbazones, oximes, and nitrones.The set includes values for the "non-bonded" electron pairs and the nitrone oxygen as well as for amino or phenyl groups coplanar and orthogonal to the double bond.Ketone anils prefer a perpendicular phenyl group.Principal limitations of the very simple heuristic model are discussed.The model is also applied to the "cis"- and "ortho"-effects, enolates, and Schiff bases of cyclic and bicyclic ketones.
