41302-34-5Relevant articles and documents
Carboxylation of cyclohexanone with carbon dioxide and potassium phenoxide. Dependence of the reaction upon the amount of carbon dioxide complexed with potassium phenoxide
Mori,Satake
, p. 3469 - 3472 (1985)
The uptake of CO2 by potassium phenoxide (PhOK) in N,N-dimethylformamide (DMF) was investigated in a vacuum system. Further, the carboxylation of cyclohexanone by various amounts of CO2 complexed with PhOK was studied. The yield of the carboxylate at 30s increased with increase of M.R. (molar ratio of CO2 absorbed by PhOK to PhOK initially added) in the range of M.R. less than 0.41. However, in the range of M.R. above 0.60, it decreased with increase of M.R. The time required for completion of the reaction depended on the M.R., and the three ranges were distinguishable. The ultimate yield of the carboxylate in the carboxylation increased proportionally to M.R. value. It is considered that the source of CO2 for carboxylate formation was CO2 complexed with PhOK rather than uncomplexed CO2.
An improved synthesis of a hydroxymethyl tricyclic ketone from cyclohexanone, the key processes for the synthesis of a highly potent anti-inflammatory and cytoprotective agent
Saito, Akira,Zheng, Suqing,Takahashi, Motohiro,Li, Wei,Ojima, Iwao,Honda, Tadashi
, p. 3251 - 3254 (2013)
An improved synthesis of hydroxymethyl tricyclic ketone, (±)-(4aS,8aS)-8a-(hydroxymethyl)-1,1,4a-trimethyl-3,4,4a,6,7,8,8a,9,10, 10a-decahydrophenanthren-2(1H)-one, in five steps (34% yield) from cyclohexanone has been successfully established. Accordingly, 10 grams of a highly potent anti-inflammatory and cytoprotective agent, (±)-(4bS,8aR,10aS)-10a- ethynyl-4b,8,8-trimethyl-3,7-dioxo-3,4b,7,8,8a,9,10,10a-octahydrophenanthrene-2, 6-dicarbonitrile (TBE-31), was obtained in 15 steps (9.2% overall yield) via the hydroxymethyl tricyclic ketone from 32 grams of cyclohexanone. Georg Thieme Verlag Stuttgart New York.
Highly Selective Difluoromethylations of β-Keto Amides with -TMSCF 2Br under Mild Conditions
Chen, Pengli,Fu, Yang,Hu, Yanqin,Wang, Shuaifei,Wang, Yakun,Zhang, Conghui,Zhang, Mingwei,Zhao, Ting
supporting information, p. 1123 - 1130 (2021/06/18)
Without employing any transition metal and other additives, efficient methods for selective difluoromethylations of β-keto amides with TMSCF 2 Br reagent have been developed under mild conditions. This protocol allows a convenient access to various α-difluoromethyl β-keto amides with excellent yields (up to 93%) and high carbon/oxygen (C/O) regioselectivities (up to 99:1). The C/O selectivity of β-keto amides could be easily reversed and controlled by simply changing the base. This protocol can be easily scaled-up and the C-difluoromethylation product could be reduced into CF 2 H-containing amino alcohol derivatives. Moreover, the first enantioselective electrophilic difluoromethylation of β-keto amides has been achieved by phase-transfer catalysis.
INHIBITORS OF LYSINE BIOSYNTHESIS VIA THE DIAMINOPIMELATE PATHWAY
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Paragraph 0274, (2020/01/24)
The present invention relates to compounds that have the ability to inhibit lysine biosynthesis via the diaminopimelate pathway in certain organisms. As a result of this activity these compounds can be used in applications where inhibition of lysine biosynthesis is useful. Applications of this type include the use of the compound as herbicides and/or anti-bacterial agents.
Novel KV7 ion channel openers for the treatment of epilepsy and implications for detrusor tissue contraction
Seefeld, Mark A.,Lin, Hong,Holenz, Joerg,Downie, Dave,Donovan, Brian,Fu, Tingting,Pasikanti, Kishore,Zhen, Wei,Cato, Matthew,Chaudhary, Khuram W.,Brady, Pat,Bakshi, Tania,Morrow, Dwight,Rajagopal, Sridharan,Samanta, Swapan Kumar,Madhyastha, Naveena,Kuppusamy, Bharathi Mohan,Dougherty, Robert W.,Bhamidipati, Ravi,Mohd, Zainuddin,Higgins, Guy A.,Chapman, Mark,Rouget, Céline,Lluel, Philippe,Matsuoka, Yasuji
supporting information, p. 3793 - 3797 (2018/10/20)
Neuronal voltage-gated potassium channels, KV7s, are the molecular mediators of the M current and regulate membrane excitability in the central and peripheral neuronal systems. Herein, we report novel small molecule KV7 openers that demonstrate anti-seizure activities in electroshock and pentylenetetrazol-induced seizure models without influencing Rotarod readouts in mice. The anti-seizure activity was determined to be proportional to the unbound concentration in the brain. KV7 channels are also expressed in the bladder smooth muscle (detrusor) and activation of these channels may cause localized undesired effects. Therefore, the impact of individual KV7 isoforms was investigated in human detrusor tissue using a panel of KV7 openers with distinct activity profiles among KV7 isoforms. KCNQ4 and KCNQ5 mRNA were highly expressed in detrusor tissue, yet a compound that has significantly reduced activity on homomeric KV7.4 did not reduce detrusor contraction. This may suggest that the homomeric KV7.4 channel plays a less significant role in bladder contraction and further investigation is needed.
