1664-57-9Relevant academic research and scientific papers
(PYRIDIN-2-YL)AMINE DERIVATIVES AS TGF-BETA R1 (ALK5) INHIBITORS FOR THE TREATMENT OF CANCER
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Paragraph 00283-00284, (2020/07/15)
The present invention relates to pharmaceutical compounds, compositions and methods, especially as they are related to compositions and methods for the treatment and/or prevention of a proliferation disorder associated with ΤGFβR1 activity, such as a cancer or fibrosis. The invention provides compounds of Formula (I) and Formula (II) as further described herein having an acidic moiety that enhances tissue specificity for targeted tissues and organs. The invention includes pharmaceutical compositions, pharmaceutical combinations, and methods of use of these compounds for treating conditions including cancer or fibrosis.
Synthesis of isomeric (3,3,3-trifluoropropyl)anilines
Trofymchuk, Sergii,Bezdudny, Andrii,Pustovit, Yurii,Mykhailiuk, Pavel K.
, p. 174 - 176 (2015/03/04)
Ortho-, meta- and para-isomers of (3,3,3-trifluoropropyl)aniline have been prepared in 60-70 g amount from the corresponding nitrobenzaldehydes in three steps. The key synthesis step was a transformation of the carboxylic group of 3-(nitrophenyl)propanoic acids into the trifluoromethyl group by SF4.
Rhodium(I)-catalyzed 1,4-addition of arylboronic acids to acrylic acid in water: One-step preparation of 3-arylpropionic acids
Vautravers, Nicolas R.,Breit, Bernhard
supporting information; experimental part, p. 2517 - 2520 (2011/11/12)
A practical method for the one-step preparation of 3-arylpropionic acids through rhodium-catalyzed 1,4-addition of arylboronic acids to acrylic acid is reported. The method is applicable to a broad scope of aryl boronic acids and displays a wide functional group tolerance operating in water as the optimal reaction medium. Georg Thieme Verlag Stuttgart · New York.
Short synthesis of ethyl 3-(3-aminophenyl)propanoate
Nagel, Ulrike,Radau, Gregor,Link, Andreas
experimental part, p. 840 - 842 (2012/03/08)
A short and effective synthesis of ethyl 3-(3-aminophenyl)propanoate is presented, employing a tandem Knoevenagel condensation/alkylidene reduction of 3-nitrobenzaldehyde with Meldrum's acid in TEAF (triethylammonium formate) followed by reduction of the
Derivatives of 4-(2-amino-1-hydroxyethyl)phenol as agonists of the b2 adrenergic receptor
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Page/Page column 31, (2009/09/26)
The present invention provides a compound of formula (I): wherein: R1 is a group selected from -CH2OH,-NHCOH and R2 is a hydrogen atom; or R1 together with R2 form the group -NHC(O)CH=CH-, wherein the nitrogen atom is bound to the carbon atom in the phenyl ring holding R1 and the carbon atom is bound to the carbon atom in the phenyl ring holding R2, R3a and R3b are independently selected from the group consisting of hydrogen atoms and C1-4 alkyl groups n is an integer selected from 0 to 6, R4 is selected from the group consisting of an optionally substituted monocyclic or polycyclic C3-10 cycloalkyl group, an optionally substituted monocyclic C5-10 aryl group and, a methyl group which is substituted with one or more substituents selected from C5-10 aryl and C5-10 aryloxy groups, wherein the monocyclic or polycyclic C3-10 cycloalkyl and the monocyclic C5-10 aryl groups independently are optionally substituted with one or more substituents selected from halogen atoms, C1-4 alkyl, C1-4 alkoxy, C5-10 aryl and C5-10 aryloxy groups, or a pharmaceutically-acceptable salt or solvate or stereoisomer thereof.
Experiments on the Chaperon effect in the nitration of aromatics
Strazzolini, Paolo,Giumanini, Angelo G.,Runcio, Antonio,Scuccato, Massimo
, p. 952 - 958 (2007/10/03)
A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.
Polyiodinated triglyceride analogs as potential computed tomography imaging agents for the liver
Weichert,Longino,Bakan,Spigarelli,Chou -,Schwendner,Counsell
, p. 636 - 646 (2007/10/02)
A series of glyceryl 2-oleoyl 1,3-bis[ω-(3-amino-2,4,6-triiodophenyl)] alkanoates was synthesized, radioiodinated with iodine-125, emulsified, and evaluated for their ability to selectively localize in the liver for potential use as hepatographic agents i
Rate of decarboxylation, monitored via the key enzyme-bound enamine, of conjugated α-keto acids by pyruvamide activated pyruvate decarboxylase is kinetically competent with turnover
Menon-Rudolph, Sunitha,Nishikawa, Sadakatsu,Zeng, Xiaoping,Jordan, Frank
, p. 10110 - 10112 (2007/10/02)
The rate of formation of the covalent thiamin diphosphate-bound enamine/C2-α-carbanion intermediate monitored at 440 nm from conjugated mechanism-based inhibitors of the structure (E)-YC6H4CH=CHCOCOOH, where Y = p-Cl, m-NO2, m-CF3, was determined in the absence and presence of the allosteric activator pyruvamide on brewers' yeast pyruvate decarboxylase (PDC, E.C. 4.1.1.1). For all three compounds the first-order rate constant for enamine formation was accelerated from 15-150-fold by conversion of the enzyme to its activated form. The rate constant for enamine formation is 102-103 times faster than those estimated for inactivation. Comparing the kcat (0.44 s-1) to the rate constant for decarboxylation (0.653 s-1) for Y = p-Cl leads one to conclude that enamine formation is kinetically competent to participate in the turnover pathway. Based on the maximum absorbance developed at 440 nm, and the ε= 104 at this wavelength for a model compound (Y = H), there appear to be four active sites per tetrameric holoenzyme. The kcat/active site for pyruvate is estimated at ca. 40 s-1 at 20°C, and the decarboxylation rate constant for pyruvate can be estimated to be 80 s-1 /active site at 20°C, assuming decarboxylation and product release are equal in kinetic significance. The rate constants for decarboxylation by activated PDC for Y = m-NO2, m-CF3 (53 and 69 s-1) are comparable to this estimated decarboxylation rate constant for pyruvate (80 s-1). The k's for Y = m-NO2, m-CF3 are also similar in magnitude to the decarboxylation rate constant (62-80 s-1 at 22°C) reported for pyruvate oxidase, an enzyme with considerable sequence homology to PDC, and one that follows the same mechanism through decarboxylation.
Iodoaryl analogues of dioctanoylglycerol and 1-oleoyl-2-acetylglycerol as probes for protein kinase C
Strawn,Martell,Simpson,Leach,Counsell
, p. 2104 - 2110 (2007/10/02)
Analogues of dioctanoylglycerol (diC8) and 1-oleoyl-2-acetylglycerol (OAG) containing an iodoaryl group have been synthesized and shown to compete with [3H]phorbol dibutyrate ([3H]PDBu) for binding to protein kinase C in a crude rat brain preparation. Phorbol diesters have been shown to bind specifically to protein kinase C and the PDBu receptor has been copurified with protein kinase C activity. All three diacylglycerol analogues were comparable to OAG in binding affinity. In an assay of protein kinase C activation, the diC8 analogue was more active than the OAG analogues, thus demonstrating greater structural specificity under the conditions of this assay.
