32601-90-4Relevant articles and documents
The smallest vicinal tricarbonyl compound as a monohydrate and tetracarbonyl compound as a Thiane Derivative- First effective synthesis, characterization and chemistry
Goswami, Shyamaprosad,Maity, Annada C.,Fun, Hoong-Kun,Chantrapromma, Suchada
experimental part, p. 1417 - 1426 (2009/08/07)
An effective synthesis of 2-oxo-l,3-propanedial monohydrate or mesoxaldehyde (6a) and the first synthesis of 2, 3-dioxo-1,4-butanedial (18) as a thiane derivative are reported. These first members of the smallest vicinal tri- and tetracarbonyl compounds are stabilized by conversion to thiane derivatives 8, 9, 10, 11, 12, 15 and 19, which can be isolated as long-lived compounds at room temperature. The structures of these novel thianes 8, 10, 12 and 15 were confirmed by their X-ray crystal structures. The synthesis of a series of protected as well as free heterocyclic aldehydes (pterins and quinoxa-lines) by the use of the appropriate tricarbonyl compounds is also reported. Additionally, a one-step synthetic strategy to prepare a series of different biheterocycles with the smallest vicinal tetracarbonyl compound is demonstrated. Wiley-VCH Verlag GmbH & Co. KGaA.
Side chain bromination of mono and dimethyl heteroaromatic and aromatic compounds by solid phase N-bromosuccinimide reaction without radical initiator under microwave
Goswami, Shyamaprosad,Dey, Swapan,Jana, Subrata,Adak, Avijit Kumar
, p. 916 - 917 (2007/10/03)
A series of side chain mono and dibromo derivatives of mono and dimethyl heteroaromatic and aromatic compounds (1-17) were synthesized by one step solid phase N-bromosuccinimide (NBS) reaction without radical initiator by microwave irradiation. The benzylic mono and dibromo products were exclusively preferred except in the case of 6-methylpyridine amides (8 and 9) where nuclear and also side chain bromination resulted. Naphthyridine systems resulted improved yields. By this method, we also report the synthesis of 2-pivaloylaminopterin-6- carbaldehyde.
Synthesis and Selective Class III Antiarrhythmic Activity of Novel N-Heteroaralkyl-Substituted 1-(Aryloxy)-2-propanolamine and Related Propylamine Derivatives
Butera, John A.,Spinelli, Walter,Anantharaman, Viji,Marcopulos, Nicholas,Parsons, Roderick W.,et al.
, p. 3212 - 3228 (2007/10/02)
The synthesis and biological evaluation of a series of novel 1-(aryloxy)-2-propanolamines and several related deshydroxy analogues are described.Compounds 4-29 were prepared and investigated for their class III electrophysiological activity in isolated canine Purkinje fibers and in anesthetized open-chest dogs.None of these compounds showed any class I activity.On the basis of the in vitro data, structure-activity relationships for the series are discussed.Two compounds, N-propoxy>phenyl>methanesulfonamide (12, WAY-123,223) and N-phenoxy>propyl>amino>methyl>-6-quinolinyl>methanesulfonamide (24, WAY-125,971) were identified and characterized as potent and specific class III antiarrhythmic agents in vitro and in vivo.Compound 12 was found to be orally bioavailable, to produce large increases of ventricular fibrillation threshold (VFT), and, in some instances, to restore sinus rhythm from ventricular fibrillation in anesthetized open-chest dogs at a dose of 5 mg/kg (iv).The enantiomers of 12 (i.e., 13 and 14) were synthesized and were found to exhibit similar electrophysiological effects in the Purkinje fiber screen.Compound 24, a propylamine analogue with potency and efficacy comparable to those of UK-68798 (2) and E-4031 (3), was studied in voltage-clamp experiments (isolated cat myocytes) and was found to be a potent and specific blocker of the delayed rectifier potassium current (IK).
