- Design, synthesis and biological evaluation of novel thiohydantoin derivatives as potent androgen receptor antagonists for the treatment of prostate cancer
-
Prostate cancer (PC) is the most common malignancy in men worldwide. Here, two series of novel thiohydantoin derivatives of enzalutamide as potent androgen receptor (AR) antagonists were designed and synthesized. Among them, compound 31c was identified as an AR antagonist which is 2.3–fold more potent than enzalutamide. Molecular docking studies were performed to explain the improved potency of 31c at AR. In cell proliferation assays, 31c exhibited similar anti-proliferative activities with enzalutamide against hormone sensitive LNCaP cells and AR-overexpressing LNCaP/AR cells. These data indicate that 31c can be a good lead compound for further structure optimization for the treatment of prostate cancer.
- Wang, Ao,Wang, Yawan,Meng, Xin,Yang, Yushe
-
-
- Oxidation of Primary Alcohols and Aldehydes to Carboxylic Acids via Hydrogen Atom Transfer
-
The oxidation of primary alcohols and aldehydes to the corresponding carboxylic acids is a fundamental reaction in organic synthesis. In this paper, we report a new chemoselective process for the oxidation of primary alcohols and aldehydes. This metal-free reaction features a new oxidant, an easy to handle procedure, high isolated yields, and good to excellent functional group tolerance even in the presence of vulnerable secondary alcohols and tert-butanesulfinamides.
- Tan, Wen-Yun,Lu, Yi,Zhao, Jing-Feng,Chen, Wen,Zhang, Hongbin
-
supporting information
p. 6648 - 6653
(2021/09/08)
-
- Repurposing an Aldolase for the Chemoenzymatic Synthesis of Substituted Quinolines
-
Quinoline derivatives are important natural products and pharmaceuticals, but their synthesis can be challenging due to poor yields, harsh reaction conditions, and instability of starting materials. Here we report the chemoenzymatic synthesis of quinaldic acids under mild conditions using an aldolase, trans-o-hydroxybenzylidenepyruvate hydratase-aldolase (NahE, or HBPA). A series of 2-aminobenzaldehydes derived from reduction of the corresponding nitro analogue were reacted with pyruvate in the presence of NahE to give substituted quinolines in up to 93% isolated yield. This reaction differs from the aldol condensation catalyzed by NahE in vivo, instead resembling the heterocycle formation catalyzed by its homologue, dihydrodipicolinate synthase.
- Fansher, Douglas J.,Granger, Richard,Kaur, Satinderpal,Palmer, David R. J.
-
p. 6939 - 6943
(2021/06/28)
-
- Nickel-Catalyzed Conversion of Amides to Carboxylic Acids
-
We report the conversion of amides to carboxylic acids using nonprecious metal catalysis. The methodology strategically employs a nickel-catalyzed esterification using 2-(trimethylsilyl)ethanol, followed by a fluoride-mediated deprotection in a single-pot operation. This approach circumvents catalyst poisoning observed in attempts to directly hydrolyze amides using nickel catalysis. The selectivity and mildness of this transformation are shown through competition experiments and the net-hydrolysis of a complex valine-derived substrate. This strategy addresses a limitation in the field with regard to functional groups accessible from amides using transition metal-catalyzed C-N bond activation and should prove useful in synthetic applications.
- Bulger, Ana S.,Garg, Neil K.,Knapp, Rachel R.
-
supporting information
(2020/04/02)
-
- Method for preparing aromatic carboxylic acid compound
-
The invention discloses a method for preparing an aromatic carboxylic acid compound. The method comprises the following steps: 1) heating carbon dioxide and hydrosilane in the presence of a copper catalyst in a reaction medium A; and 2) adding a reaction medium B, aryl halide, a palladium catalyst and a base to the reaction mixture in the step 1), sealing the reaction system, and performing a heating reaction. The method has the advantages that raw materials are simple and easy to obtain, the raw materials are cheap and stable, the catalyst is common, easy to obtain and stable, the reaction conditionsaremild, the aftertreatment is simple, the yield is high, and the like.
- -
-
Paragraph 0085-0086; 0132-0135; 0176
(2020/02/14)
-
- Eco-efficient synthesis of 2-quinaldic acids from furfural
-
Quinaldic acids are important fine chemicals. Nowadays, industrial methods to synthesize quinaldic acids rely heavily on a three-step process established based on the Reissert reaction, which involves however the use of highly toxic potassium cyanide. In this paper, a novel cyclization of aniline with ethyl 4,4-diethoxycrotonate was realized, which offered ethyl quinaldate in good yield. Based on this reaction, an eco-efficient method to prepare quinaldic acids was developed, which involves the following three steps: (i) synthesis of ethyl 4,4-diethoxycrotonate through photooxidation of furfural and a consecutive ring-opening alcoholysis; (ii) cyclization of ethyl 4,4-diethoxycrotonate with aniline, and (iii) hydrolysis of the generated ethyl quinaldate. This new method not only avoids the use of toxic potassium cyanide but also meets many salient features of green chemistry, such as the use of bio-based feedstocks, environmentally benign metal-free conditions and good reaction yields.
- Li, Minghao,Dong, Xiaohan,Zhang, Na,Jér?me, Fran?ois,Gu, Yanlong
-
p. 4650 - 4655
(2019/09/09)
-
- Amide pyridine derivative and application thereof
-
The invention belongs to the technical field of medicine and relates to an amide pyridine derivative which is shown as a general formula I. The invention further relates to stereoisomer and pharmaceutically-acceptable salt, hydrate, solvate or prodrug of the amide pyridine derivative. The definitions of substituent groups of Ar, M, R and Py are given out in an instruction book. The invention further relates to a method for preparing the compound shown in the general formula I, pharmaceutical composition containing the compound and application of the compound and the pharmaceutical compositionin preparing medicine for treating and preventing superficial-layer fungal diseases and deep-layer fungal diseases.
- -
-
-
- Design, synthesis and biological evaluation of amide-pyridine derivatives as novel dual-target (SE, CYP51)antifungal inhibitors
-
Based on the analysis of the squalene cyclooxygenase (SE)and 14α-demethylase (CYP51)inhibitors pharmacophore feature and the dual-target active sites, a series of compounds with amide-pyridine scaffolds have been designed and synthesized to treat the increasing incidence of drug-resistant fungal infections. In vitro evaluation showed that these compounds have a certain degree of antifungal activity. The most potent compounds 11a, 11b with MIC values in the range of 0.125–2 μg/ml had a broad-spectrum antifungal activity and exhibited excellent inhibitory activity against drug-resistant pathogenic fungi. Preliminary mechanism studies revealed that the compound 11b might play an antifungal role by inhibiting the activity of SE and CYP51. Notably compounds did not show the genotoxicity through plasmid binding assay. Finally, this study of molecular docking, ADME/T prediction and the construction of 3D QSAR model were performed. These results can point out the direction for further optimization of the lead compound.
- Sun, Bin,Dong, Yue,Lei, Kang,Wang, Jian,Zhao, Liyu,Liu, Min
-
p. 2427 - 2437
(2019/02/14)
-
- Electrochemical Oxidation of Alcohols and Aldehydes to Carboxylic Acids Catalyzed by 4-Acetamido-TEMPO: An Alternative to "anelli" and "pinnick" Oxidations
-
An electrocatalytic method has been developed to oxidize primary alcohols and aldehydes to the corresponding carboxylic acids using 4-acetamido-2,2,6,6-tetramethylpiperidin-1-oxyl (ACT) as a mediator. The method successfully converts benzylic, aliphatic, heterocyclic, and other heteroatom-containing substrates to the corresponding carboxylic acids in aqueous solution at room temperature. The mild conditions enable retention of stereochemistry adjacent to the site of oxidation, as demonstrated in a 40 g-scale synthesis of a precursor to levetiracetam, a medication used to treat epilepsy.
- Rafiee, Mohammad,Konz, Zachary M.,Graaf, Matthew D.,Koolman, Hannes F.,Stahl, Shannon S.
-
p. 6738 - 6744
(2018/06/19)
-
- Tandem one-pot CO2 reduction by PMHS and silyloxycarbonylation of aryl/vinyl halides to access carboxylic acids
-
The present study discloses the synthesis of aryl/vinyl carboxylic acids from Csp2-bound halides (Cl, Br, I) in a carbonylative path by using silyl formate (from CO2 and hydrosilane) as an instant CO-surrogate. Hydrosilane provides hydride for reduction and its oxidation product silanol serves as a coupling partner. Mono-, di-, and tri-carboxylic acids were obtained from the corresponding aryl/vinyl halides.
- Paridala, Kumaraswamy,Lu, Sheng-Mei,Wang, Meng-Meng,Li, Can
-
supporting information
p. 11574 - 11577
(2018/10/31)
-
- A quinoline -2 - formic acid and quinoline -2 - carboxylic acid derivatives of the preparation method (by machine translation)
-
The invention discloses a quinoline - 2 - carboxylic acid and quinoline - 2 - carboxylic acid derivatives of the preparation method, the preparation method comprises the following steps: (1) 2 - furan formaldehyde after photolysis reaction to produce 5 - hydroxy furan - 2 (5 H) - one; (2) 5 - hydroxy furan - 2 (5 H) - ketone after acid hydrolysis reaction to produce 4, 4 - diethoxy - 2 - butene thiourethane; (3) 4, 4 - diethoxy - 2 - butenoic acid ethyl ester and aniline or an aniline derivative reaction, get the quinoline - 2 - carboxylic acid ethyl ester or the quinoline - 2 - carboxylic acid ethyl ester derivatives; (4) quinoline - 2 - carboxylic acid ethyl ester or the quinoline - 2 - carboxylic acid ethyl ester derivatives ester is hydrolyzed to generate quinoline - 2 - carboxylic acid or quinoline - 2 - carboxylic acid derivatives. The invention has the easy availability of raw materials, environmental pollution is small, high reaction selectivity, industrial application value is large and the like. (by machine translation)
- -
-
Paragraph 0028; 0036; 0044; 0045
(2018/08/03)
-
- Isolation and total synthesis of stolonines A-C, unique taurine amides from the Australian marine tunicate Cnemidocarpa stolonifera
-
Cnemidocarpa stolonifera is an underexplored marine tunicate that only occurs on the tropical to subtropical East Coast of Australia, with only two pyridoacridine compounds reported previously. Qualitative analysis of the lead-like enhanced fractions of C. stolonifera by LC-MS dual electrospray ionization coupled with PDA and ELSD detectors led to the identification of three new natural products, stolonines A-C (1-3), belonging to the taurine amide structure class. Structures of the new compounds were determined by NMR and MS analyses and later verified by total synthesis. This is the first time that the conjugates of taurine with 3-indoleglyoxylic acid, quinoline-2-carboxylic acid and β-carboline-3-carboxylic acid present in stolonines A-C (1-3), respectively, have been reported. An immunofluorescence assay on PC3 cells indicated that compounds 1 and 3 increased cell size, induced mitochondrial texture elongation, and caused apoptosis in PC3 cells.
- Tran, Trong D.,Pham, Ngoc B.,Ekins, Merrick,Hooper, John N.A.,Quinn, Ronald J.
-
p. 4556 - 4576
(2015/08/06)
-
- Continuous flow synthesis of ketones from carbon dioxide and organolithium or grignard reagents
-
We describe an efficient continuous flow synthesis of ketones from CO 2 and organolithium or Grignard reagents that exhibits significant advantages over conventional batch conditions in suppressing undesired symmetric ketone and tertiary alcohol byproducts. We observed an unprecedented solvent-dependence of the organolithium reactivity, the key factor in governing selectivity during the flow process. A facile, telescoped three-step-one-flow process for the preparation of ketones in a modular fashion through the in-line generation of organometallic reagents is also established.
- Wu, Jie,Yang, Xiaoqing,He, Zhi,Mao, Xianwen,Hatton, T. Alan,Jamison, Timothy F.
-
supporting information
p. 8416 - 8420
(2014/08/18)
-
- 1,2,3-Triazoles as versatile directing group for selective sp2 and sp3 C-H activation: Cyclization vs substitution
-
Selective cyclization and substitution was achieved with designated 1,2,3-triazole acid auxiliary groups under Pd catalyzed C-H activation conditions. Both sp2 and sp3 C-H bonds were effectively activated, giving the desired products
- Ye, Xiaohan,He, Zhengrong,Ahmed, Tonia,Weise, Keith,Akhmedov, Novruz G.,Petersen, Jeffrey L.,Shi, Xiaodong
-
p. 3712 - 3716
(2013/11/19)
-
- Acid-induced degradation and ancillary ligand replacement of biscyclometalated iridium(III) complexes
-
Three biscyclometalated iridium(III) complexes with three different ancillary ligands have been investigated with respect to the final products of acid-induced transformation in coordinating or non-coordinating solvents. All of these complexes, represented as [Ir(LC^N)2L O^O] and [Ir(LC^N)2LN^O], are susceptible to acid attack, followed by the departure of the ancillary ligand, LO^O or LN^O. Depending on the coordinating ability of the solvent molecule and whether or not a coordinating anion exists, the final product will be either a solvento complex or a dichloro-bridged iridium(III) dimer. Although coexistence of the solvento complex and dichloro-bridged iridium(III) dimer was observed under certain conditions, the conversion of the solvento complex into the dichloro-bridged iridium(III) dimer has been proven. Remaining solvent: Three biscyclometalated iridium(III) complexes with three different ancillary ligands are investigated with respect to the final products of acid-induced transformation in coordinating or non-coordinating solvents (see picture). Although coexistence of the solvento complex and dichloro-bridged iridium(III) dimer is observed under certain conditions, the conversion of the solvento complex into the dichloro-bridged iridium(III) dimer is seen. Copyright
- Zhou, Yuyang,Li, Wanfei,Liu, Yang,Zhou, Ming
-
p. 413 - 418
(2013/07/19)
-
- PROTEIN KINASE INHIBITORS AND METHODS OF TREATMENT
-
The present invention relates to chemical compounds of formula (I) and methods for their use and preparation. In particular, the invention relates to substituted pyrazolo[3,4-d]pyrimidine based compounds which can be used in treating proliferative disorders, use of these compounds in methods of therapy and the manufacture of medicaments as well as compositions containing these compounds.
- -
-
Page/Page column 67-68
(2012/02/01)
-
- Preparation of 4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid catalyzed by iron(III)porphyrins with (diacetoxyiodo)benzene
-
Using iron(III)porphyrins in combination with (diacetoxyiodo)benzene allows for the conversion of 2,9-bis(bromomethyl)-4,7-diphenyl-1,10-phenanthroline into 4,7-diphenyl-1,10-phenanthroline-2,9-dicarboxylic acid. This method provides a cost-effective and environmentally-friendly oxidation procedure using less toxic PhI(OAc)2 and biologically relevant iron(III)porphyrins. The catalytic activity of five kinds of iron-metallated functional porphyrins were investigated using different oxidants, including air, H2O 2, PhI(OAc)2, PhIO and NaClO. Our results showed that the use of T(p-NO2)PPFeCl with PhI(OAc)2 as the oxidant in the presence of water displays remarkable activity for the desired oxidation reaction. The generality of this method was examined by synthesizing the carboxylic acids of pyridines and quinolines.
- Zhong, Qi-Di,Xue, Yun-Zhou,Yan, Hong,Song, Xiu-Qing,Zhong, Ru-Gang
-
body text
p. 5532 - 5535
(2010/12/20)
-
- One-pot friedlnder quinoline synthesis: Scope and limitations
-
A highly effective one-pot Friedlnder quinoline synthesis from o-nitroarylcarbaldehydes and ketones or aldehydes was developed and the scope and limitations of the method were examined. The o-nitroarylcarbaldehydes were reduced to o-aminoarylcarbaldehydes with iron in the presence of a catalytic amount of aqueous hydrochloric acid; the amino compounds were then condensed in situ with ketones or aldehydes to form mono- or disubstituted quinolines, respectively, in good-to-excellent yields (58-100%). Georg Thieme Verlag Stuttgart - New York.
- Li, An-Hu,Beard, David J.,Coate, Heather,Honda, Ayako,Kadalbajoo, Mridula,Kleinberg, Andrew,Laufer, Radoslaw,Mulvihill, Kristen M.,Nigro, Anthony,Rastogi, Pawan,Sherman, Dan,Siu, Kam W.,Steinig, Arno G.,Wang, Ti,Werner, Doug,Crew, Andrew P.,Mulvihill, Mark J.
-
experimental part
p. 1678 - 1686
(2010/06/22)
-
- Oxidative carboxylation of arylaldehydes with water by a Sulfoxylalkyl-substituted N-heterocyclic carbene catalyst
-
The N-Heterocyclic carbene-catalysed oxidative carboxylation of arylaldehydes with water successfully proceeded when a sulfoxylalkyl-substituted imidazolium salt was used as the catalyst. The reactions can be run in the absence of oxidant, and a variety of arylaldehydes having an electron-withdrawing group were converted to the corresponding carboxylic acids.
- Yoshida, Masahiro,Katagiri, Yuki,Zhu, Wen-Bin,Shishido, Kozo
-
supporting information; experimental part
p. 4062 - 4066
(2009/12/06)
-
- A highly effective one-pot synthesis of quinolines from o-nitroarylcarbaldehydes
-
A simple and an efficient one-pot quinoline synthesis using inexpensive and readily available reagents was proposed. The solids were removed by filtration and the filtrate was treated with ketone and powdered KOH. The o-Nitroarylcarbaldehydes were reduced to aminocarbaldehydes with iron in the presence of catalytic HCl and subsequently condensed in situ with aldehydes or ketones to form mono- or di-substituted quinolines in high yields. The method can be used to prepare 2,3-disubstituted quinolines. A mixture of isomers was generated when an unsymmetrical ketone was used, which proved to be easily separable by silica gel column chromatography. The one-pot procedure is mild enough to allow a phenyl-substituted α,β-unsaturated ketone for using as a reactant under basic conditions in refluxing ethanol without significant competition from 1,4-Michael addition. The method provides efficient means to synthesize biologically active natural and unnatural quinoline-derived compounds.
- Li, An-Hu,Ahmed, Eilaf,Chen, Xin,Cox, Matthew,Crew, Andrew P.,Dong, Han-Qing,Jin, Meizhong,Ma, Lifu,Panicker, Bijoy,Siu, Kam W.,Steinig, Arno G.,Stolz, Kathryn M.,Tavares, Paula A. R.,Volk, Brian,Weng, Qinghua,Werner, Doug,Mulvihill, Mark J.
-
-
- Enantiomerically pure hexahydropyrazinoquinolines as potent and selective dopamine 3 subtype receptor ligands
-
We report the design and synthesis of a series of enantiomerically pure hexahydropyrazinoquinolines as potent and selective ligands for the dopamine 3 subtype receptor using a newly developed synthetic method and using in vitro pharmacological evaluation. Our efforts yielded optically pure ligands with high affinities for the D3 receptor and outstanding selectivity over closely related D1-like and D2-like receptors. For example, compound 38a has a Ki value of 5.7 nM to the D3 receptor and selectivity greater than 10000- and 1600-fold over the D 1-like and D2-like receptors, respectively, and thus is one of the most selective D3 ligands reported to date.
- Ding, Ke,Chen, Jianyong,Ji, Min,Wu, Xihan,Varady, Judith,Yang, Chao-Yie,Lu, Yipin,Deschamps, Jeffrey R.,Levant, Beth,Wang, Shaomeng
-
p. 3171 - 3181
(2007/10/03)
-
- 3-Thio-1,2,4-triazoles, novel somatostatin sst2/sst5 agonists
-
Novel 3-thio-1,2,4-triazoles have been obtained via a solution-phase parallel synthesis strategy, affording potent non-peptidic human somatostatin receptor subtypes 2 and 5 agonists.
- Contour-Galcera, Marie-Odile,Sidhu, Alban,Plas, Pascale,Roubert, Pierre
-
p. 3555 - 3559
(2007/10/03)
-
- Improved oxidation of active methyl group of N-heteroaromatic compounds by selenium dioxide in the presence of tert-butyl hydroperoxide
-
The oxidation of active methyl group of N-heteroaromatic compounds including both of bicyclic and monocyclic compounds using SeO2 was considerably improved in the presence of tert-butyl hydroperoxde in dioxane to give the corresponding aldehyde or carboxylic acid in the moderate to good yields. The present oxidation proceeds more mildly and more selectively to form aldehyde rather than carboxylic acid, compared with conventional SeO2 oxidation without tert-butyl hydroperoxide.
- Tagawa, Yoshinobu,Yamashita, Katsuya,Higuchi, Yoshitaka,Goto, Yoshinobu
-
p. 953 - 957
(2007/10/03)
-
- Remarkable effect of nitrogen dioxide for N-hydroxyphthalimide-catalyzed aerobic oxidation of methylquinolines
-
Aerobic oxidation of methylquinolines was successfully achieved by the use of N-hydroxyphthalimide/Co(OAc)2/Mn(OAc)2 as catalyst in the presence of a small amount of nitrogen dioxide as an initiator.
- Sakaguchi, Satoshi,Shibamoto, Akihiro,Ishii, Yasutaka
-
p. 180 - 181
(2007/10/03)
-
- Neighbouring Group Participation of the N-Acyl Function. I: A Selective Conversion of Nitriles into Carboxamides by Formic Acid
-
Aliphatic α-(acylamino)nitriles react with formic acid at room temperature to give the corresponding α-(acyl-amino)carboxamides with concomitant formation of one mole of carbon monoxide. This new reaction, which was first observed with 2-acylamino-2-cyano-3,6-dihydro-2H-thiapyranes 1, can also be used to convert other N-(α-cyanoalkyl) amides such as N-cyanomethylbenzamides 3, 5 and the 3,4-dihydro Reissert compound 16 into the corresponding carboxamides. Another application is a synthesis of 2-formylaminoacetamides 11. A mechanism for the reaction is proposed.
- Friedrich, Klaus,Zamkanei, Mohebullah,Zimmer, Ralph
-
p. 404 - 408
(2007/10/03)
-
- A new approach to the oxidation of methylquinolines with selenium dioxide
-
A study of some parameters which influence the oxidation of 2- and 4-methylquinolines with selenium dioxide (or selenious acid) in dioxane has allowed to correct some erroneous opinions of this method and to elaborate a general, simple, fast, and cheap procedure of oxidation of methylquinolines having a methyl group in the position 2 or 4.
- Achremowicz, Lucjan
-
p. 1681 - 1684
(2007/10/03)
-
- The oxidation of aromatic aldehydes to carboxylic acids using hydrogen peroxide in formic acid
-
Aromatic aldehydes and particularly heteroaromatic aldehydes 1 are efficiently and conveniently oxidized to their corresponding carboxylic acids 2 by hydrogen peroxide in formic acid at 4°C.
- Dodd,Le Hyaric
-
p. 295 - 297
(2007/10/02)
-
- Preparation of 3-methylquinoline-8-carboxylic acid
-
3-Methylquinoline-8-carboxylic acid I STR1 and derivatives thereof are prepared by reacting o-toluidine II or a derivative thereof STR2 with methacrolein II STR3 in 70-90% strength by weight sulfuric acid in the presence of iodine or of an iodine compound, and oxidizing the resulting 3,8-dimethylquinoline IV or a derivative thereof STR4 with nitric acid in a solution containing sulfuric acid, in the presence of vanadium ions, by a process in which, in the sulfuric acid-containing reaction solution of the 3,8-dimethylquinoline IV, the byproducts of the reaction are first decomposed by oxidation, the resulting 3,8-dimethylquinoline solution is concentrated by distillation and the 3,8-dimethylquinoline is then oxidized in situ with nitric acid to give the 3-methylquinoline-carboxylic acid.
- -
-
-
- Preparation of 7-chloroquinoline-8-carboxylic acids
-
7-Chloroquinoline-8-carboxylic acids of the formula (I) STR1 where R is hydrogen, chlorine or methyl, are prepared by direct oxidation of the corresponding 8-methylqunoline compound with nitric acid or nitrogen oxide in the presence of sulfuric acid and a heavy metal catalyst.
- -
-
-
- Quinolonecarboxamide compounds, their preparation and use as antivirals.
-
Compounds of the formula STR1 where R is hydrogen, hydroxy, amino or lwer-alkyl; R1 is lower-alkyl, lower-alkenyl, cycloalkyl, pyridinyl, phenyl or substituted phenyl; R2 is hydrogen, amino or hydroxy; R6 is hydrogen or fluoro; and R7 is phenyl, pyridinyl or selected other heterocycles, have antiviral acitivity against herpes virus. The compounds are prepared from the corresponding carboxylic acids or ester, or by a tin-coupling reaction on the corresponding 7-halo compounds.
- -
-
-
- Pigment composition
-
A pigment composition contains a pigment and a dispersant. The dispersant is a phosphoric ester compound represented by the following general formula: wherein at least one of the three Rs is a residuum of a polyester chain containing as principal bonds thereof ester bonds of a polycarboxylic acid and a polyalcohol.
- -
-
-
- Pigment composition
-
A pigment composition contains a pigment and a dispersant. The dispersant is a polyester compound which contains, per molecule, a residuum of at least two benzene rings coupled together, an aromatic ring having at least 8 carbon atoms or a heterocyclic ring having at least 8 carbon atoms, and at least one ester bond as a principal bond.
- -
-
-
- Photochemical Reaction of Ethoxycarbonyl-Substituted Quinolines
-
The photochemical reactions of the quinoline derivatives substituted by an ethoxycarbonyl group at the 2-, 3-, and 4-positions of a quinoline nucleus have been investigated in several alcohols and cyclohexane.Irradiation of ethyl 4-quinolinecarboxylate (1) yielded ethyl 2-hydroxyalkyl-4-quinolinecarboxylates (4a-c) in alcohols and ethyl 2-cyclohexyl-4-quinolinecarboxylate (4d) in cyclohexane in a good yield, respectively.The photochemical reactions of ethyl 3-quinolinecarboxylate (2) showed remarkable solvent dependency.Irradiation in methanol and cyclohexane afforded a solvent-additive product, ethyl 4-hydroxymethyl-1,4-dihydro-3-quinolinecarboxylate (5a) and ethyl 4-cyclohexyl-1,4-dihydro-3-quinolinecarboxylate (5b), while such photoaddition of the solvent did not proceed in ethanol and 2-propanol but instead ethyl 1,4-dihydro-3-quinolinecarboxylate (6) and dimeric compounds were formed, both of which were unstable and finally reverted to 2 at room temperature in air.In the case of ethyl 2-quinolinecarboxylate two types of the products, ethyl 4-hydroxyalkyl-1,4-dihydro-2-quinolinecarboxylate (7) and ethyl 1,4-dihydro-2-quinolinecarboxylate (8) were obtained in ethanol and 2-propanol but the yields of those products were poor.On the basis of triplet quenching experiments, the photochemical reactions of those ethyl quinolinecarboxylates are suggested to occur through hydrogen abstraction from the solvents by the ring nitrogen in the S1 state.
- Ono, Isao,Hata, Norisuke
-
p. 2891 - 2898
(2007/10/02)
-
- Angiotensin converting enzyme inhibitors: N-substituted monocyclic and bicyclic amino acid derivatives
-
The synthesis of N-(3-mercaptopropionyl)-N-arylglycines (14a-x), -N-arylalanines (15a,b), -N-cycloalkylglycines (16a-k), and -1,2,3,4-tetrahydroisoquinoline-3-carboxylic acids (17a-d), -1,2,3,4-tetrahydroquinoline-2-carboxylic acids (18a-f), and -indoline-2-carboxylic acids (19a-k) is described. In vitro inhibition of angiotensin converting enzyme (ACE) is reported for each compound, and the structure-activity relationship for each series is discussed. The in vivo inhibition of ACE and antihypertensive effects of representative compounds from each series are discussed. The most potent compound, 19d, had an in vitro ACE IC50 of 2.6 x 10-9 M and lowered blood pressure in spontaneous hypertensive rats 85 mm at a dose of 10 mg/kg po.
- Stanton,Gruenfeld,Babiarz,Ackerman,Friedmann,Yuan,Macchia
-
p. 1267 - 1277
(2007/10/02)
-
- Oxidation by Singlet Oxygen of 2-(2-Quinolyl)indan-1,3-dione
-
Self-sensitised and Methylene Blue- or Rose Bengal-sensitised photo-oxidation of 2-(2-quinolyl)indan-1,3-dione (1) in solution gives phthalic acid, quinoline-2-carbaldehyde, and quinoline-2-carboxylic acid, via the reaction of singlet oxygen with (1).
- Kuramoto, Nobuhiro,Kitao, Teijiro
-
p. 1569 - 1572
(2007/10/02)
-
- Hydroformylation of olefins using azoxy-dentated ligands
-
At a temperature in the range 100° C to 225° C the destructive dissociation of cobalt carbonyl compounds to cobalt metal and residue is inhibited by the action of one or more azoxy-dentated chelation ligands.
- -
-
-
