66429-81-0Relevant articles and documents
Kinetic investigation on the hydrolysis of aryl(fluoro)(phenyl)-λ6-sulfanenitriles
Dong,Fujii,Murotani,Dai,Ono,Morita,Shimasaki,Yoshimura
, p. 945 - 954 (2001)
A kinetic investigation on the hydrolysis of aryl(fluoro)(phenyl)-λ6-sulfanenitriles was carried out in some aqueous and mixed aqueous-organic solutions. The pH-rate profiles showed that the hydrolysis consists of pH-independent, acidcatalyzed
ALKYNYLPYRIMIDINES AS TIE2 KINASE INHIBITORS
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Page/Page column 76, (2009/01/23)
The invention relates to alkynylpyrimidines according to the general formula (I) in which A, R1, R2, R3, R4, R5, and R6 are as defined in the claims, to pharmaceutical compositions comprising said alkynylpyrimidines, to methods of preparing said alkynylpyrimidines, as well as to uses thereof for manufacturing a pharmaceutical composition for the treatment of diseases of dysregulated vascular growth or of diseases which are accompanied with dysregulated vascular growth, wherein the compounds effectively interfere with Tie2 and VEGFR2 signalling.
SULFOXIMINE-SUBSTITUTED PYRIMIDINES , THEIR PREPARATION AND USE AS DRUGS
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Page/Page column 114, (2010/11/27)
The invention relates to sulfoximine-substituted pyrimidines of the general Formula (I) processes for the preparation thereof and their use as kinase inhibitors for treating for example cancer or inflammation.
Sulfoximine-substituted pyrimidines, processes for production thereof and use thereof as drugs
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Page/Page column 44, (2010/11/28)
The invention relates to sulfoximine-substituted pyrimidines of the general formula I processes for the preparation thereof and their use as drugs.
Study of the mechanism for the hydrolysis of alkoxy(aryl)(phenyl)-λ6- sulfanenitriles, ArPhS(OR)(?N)
Yoshimura, Toshiaki,Dong, Tiaoling,Fujii, Takayoshi,Ohkubo, Masanori,Sakuta, Mikiko,Wakai, Youko,Ono, Shin,Morita, Hiroyuki,Shimasaki, Choichiro
, p. 957 - 965 (2007/10/03)
The hydrolysis of alkoxy(aryl)(phenyl)-λ6-sulfanenitriles in several buffer solutions was found to follow a good pseudo-first-order kinetic equation, giving the corresponding sulfoximides and alcohols (for the case of the hydrolysis of neopentyloxy-λ6-sulfanenitrile, giving a rearranged product, 2-methyl-2-butanol). The dependence of the rate of hydrolysis on the structure of the alkyl group showed the opposite trend to the usual S(N)2 character, i.e. Me +] at pH more than 6.08, and trends to saturate at low pH. According to these kinetic results, a two-step reaction mechanism was proposed which involves a pre-equilibrium protonation on the nitrogen atom of the alkoxy-λ6- sulfanenitriles, followed by a rate-determining C-O bond cleavage via an S(N)2 or S(N)1 mechanism on the alkyl carbon atom depending on the structure of the alkyl group. From a double-reciprocal plot of 1/k(obs) vs. 1/[H+], the pK(a) value and the rate constant of the second reaction of neopentyloxy(diphenyl)-λ6-sulfanenitrile were estimated to be 5.02 and 7.02x10-3 s-1, respectively. The substituent effects on the phenyl group of neopentyloxy(diphenyl)-λ6-sulfanenitrile afforded a large negative p- value (-1.88) for pK(a) and positive one (+1.66) for the second reaction at 25.2 °C. The small negative p-values observed at pH 6.27 for diphenyl(propoxy)-λ6-sulfanenitrile (-0.42) and neopentyloxy(diphenyl)- λ6-sulfanenitrile (-0.26) were found to be the results of a cancellation of those for the opposite trend of the reactions of the pre-equilibrium and the second step. The activation parameters for both the pre-equilibrium and the subsequent reactions were also estimated based on the parameters for the hydrolysis of neopentyloxy(diphenyl)-λ6-sulfanenitrile at pH 6.22 and 2.99. The buffer effect is due to a nucleophilic attack of the buffer base to the alkyl carbon atom of the protonated alkoxy-λ6-sulfanenitriles. The sulfoximide moiety in the protonated λ6-sulfanenitrile is revealed to be a very good leaving group.
CONVENIENT PREPARATION AND SPECTROSCOPIC STUDIES OF SULFOXIMINES AND SULFONEDIIMINES: N-CHLOROSULFILIMINE AS KEY INTERMEDIATE
Furukawa, Naomichi,Akutagawa, Kunihiko,Oae, Shigeru
, p. 1 - 14 (2007/10/02)
N-Unsubstituted sulfilimines, when reacted with sodium hypochlorite in an aqueous alkaline methanol solution or with Chloramine-T in dry acetonitrile in the presence of excess sodium salt of tosylamide were converted to the corresponding N-unsubstituted s
A FACILE CONVERSION OF SULFOXIMINES AND SULFONEDIIMINES TO SULFOXIDES AND SULFILIMINES WITH TERT-BUTYL NITRITE
Akutagawa, Kunihiko,Furukawa, Naomichi,Oae, Shigeru
, p. 369 - 374 (2007/10/02)
N-Unsubstituted sulfoximines and N-mono-tosylsulfonediimines were found to react readily with tert-butyl nitrite to give the corresponding sulfoxides and N-tosylsulfilimines in high yields with no racemization.
REDUCTIVE DEIMINATION OF SULFOXIMIDES AND SULFIMIDES WITH P-TOLUENESULFONYL NITRITE AND T-BUTYL THIONITRATE
Oae, Shigeru,Iida, Kazuyuki,Takata, Toshikazu
, p. 103 - 114 (2007/10/02)
Reduction of sulfimides and sulfoximides with p-toluenesulfonyl nitrite, a new nitrosating agent, gave nearly quantitatively the corresponding deimination products, sulfides and sulfoxides, respectively.In the reaction of dialkyl and aryl alkyl sulfoximides with t-butyl thionitrate, N-t-butylthiosulfoximides were obtained besides the usual deimination products, although diaryl sulfoximides were readily deiminated to the corresponding sulfoxides in good yields in the same treatment. t-Butyl thionitrsate was also found to deiminate diphenyl sulfimide to give diphenyl sulfide in good yield.Sulfoximides reacted sluggishly with t-butyl thionitrite, however, eventually affording a small amount of sulfoxides.