- Photochemical Nitration of Benzoic Acid Derivatives by Irradiation to Nitrate Ions
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Photochemical nitration of p-hydroxybenzoate, HBA, initiated by UV irradiation to sodium nitrate or sodium nitrite was observed in aqueous solutions. 4-Hydroxy-3-nitrobenzoate was formed, with maximum quantum yields of 0.007 and 0.09 for NaNO3 and NaNO2, respectively.From the dependence of the yields on the pH and concentrations of oxygen and OH-scavengers, we propose a mechanism involving the addition of OH(radical) to the aromatic ring of HBA and electron abstraction from NO2 by the OH(radical) adduct for the photonitration.
- Usui, Yoshiharu,Takebayashi, Shigeharu,Takeuchi, Manabu
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Read Online
- Nitration method for aryl phenol or aryl ether derivative
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The invention relates to a nitration method for an aryl phenol or aryl ether derivative. The method comprises the steps of stirring an aryl phenol or aryl ether compound, nitrate, trimethylchlorosilane (TMSCl) and a copper salt in an acetonitrile solution in air at room temperature, simultaneously, monitoring extent of reaction through a TLC dot plate, removing a solvent from a mixture by a rotaryevaporator after a substrate is consumed completely, and carrying out purification through a silica-gel column, thereby obtaining a nitroolefin derivative. Meanwhile, the selective mono-nitration orbis-nitration of the substrate can be achieved through controlling equivalent weight of the nitrate. Compared with the prior art, the nitration method disclosed by the invention has the advantages that the consumption of strong-acid substances is avoided, the reaction conditions are mild, the yield is high, the applicable range of the substrate is wide, reaction activity is free of obvious attenuation after an amplified reaction, and an excellent yield is still obtained, so that the method has an obvious industrial application value.
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Paragraph 0050-0055; 0077-0079
(2020/01/03)
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- Synthesis, Structure Revision, and Cytotoxicity of Nocarbenzoxazole G
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The total synthesis of nocarbenzoxazoles F (1) and G (2), originally obtained from the marine-derived halophilic bacterial strain Nocardiopsis lucentensis DSM 44048, was achieved via a simple and versatile route involving microwave-assisted construction of a benzoxazole skeleton, followed by carbon-carbon bond formation with the corresponding aryl bromides. Unfortunately, the 1H and 13C NMR spectra of natural nocarbenzoxazole G did not agree with those of the synthesized compound. In particular, the spectra of the isolated and synthesized compounds showed considerable differences in the signals from the protons and carbons in the aryl group. The revised structure was validated by the total synthesis of the actual nocarbenzoxazole G (8c) molecule, which is a regioisomer of the compound that was reported earlier as nocarbenzoxazole G. The synthesized derivatives showed specific cytotoxicity to the human cervical carcinoma cell line, HeLa, but did not have any remarkable effect on the other cell lines.
- Kim, Taejung,Lee, Sin-Ae,Noh, Taesub,Choi, Pilju,Choi, Seon-Jun,Song, Bong Geun,Kim, Youngseok,Park, Young-Tae,Huh, Gyuwon,Kim, Young-Joo,Ham, Jungyeob
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p. 1325 - 1330
(2019/05/04)
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- N-(3-nitro-4-alkoxybenzoyl)amino acid compounds as well as preparation method and application thereof
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The invention discloses N-(3-nitro-4-alkoxybenzoyl)amino acid compounds as well as a preparation method and an application thereof and belongs to the field of medicines. 4-hydroxy-3-nitrobenzoic acidis subjected to methanol esterification, bromo-alkane substitution, hydrolysis and chlorination and then acylated with L-phenylglycine, R2 which is L-phenylglycine sodium salt is obtained, and the N-(3-nitro-4-alkoxybenzoyl)amino acid compounds are obtained after hydrolysis. The N-(3-nitro-4-alkoxybenzoyl)amino acid compounds have novel chemical structures, have good effects in an in-vitro xanthine oxidase inhibition activity test and can be used for treating and preventing gout diseases.
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Paragraph 0069-0071
(2019/10/01)
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- QUINAZOLINE HETEROCYCLIC COMPOUND AS EGFR KINASE INHIBITOR AND PREPARATION AND APPLICATION THEREOF
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The present invention relates to an N-substituted-phenyl-5-substituted-alkoxy-2,3-dihydro-[1,4]dioxane[2,3-f]quinazolin-10-amine (I) or 4-substituted-arylamino-6-substituted-alkyl-6H-[1,4]oxazino[3,2-g]quinazoline-7(8H)-one (II) type compounds, a preparation method thereof and an application thereof as an inhibitor for epidermal growth factor receptor (EGFR) (comprising some mutant forms of EGFR) to treat cancer. These compounds and salts thereof can be used to treat or prevent various cancer diseases.
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Paragraph 0304; 0305
(2018/01/19)
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- 2 - (methylthio) benzo [d] oxazole-5-carboxylic acid and its use
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The invention discloses a 2-(methylthio)benzo[d]oxazolyl-5-carboxylic acid and application thereof. The product is prepared by the following steps: synthesizing methyl 3-nitro-4-hydroxybenzoate; synthesizing 3-amino-4-hydroxybenzoic acid; synthesizing 2-sulfhydrylbenzo[d]oxazolyl-5-carboxylic acid; and synthesizing the 2-(methylthio)benzo[d]oxazolyl-5-carboxylic acid. The test result indicates that the electrochemiluminescence property of the 2-(methylthio)benzo[d]oxazolyl-5-carboxylic acid is very stable within the potential range of (-2-0)V and has obviously higher luminescent intensity in a water phase than an organic phase.
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Paragraph 0025; 0027-0029
(2017/03/08)
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- Novel morpholin-3-one fused quinazoline derivatives as EGFR tyrosine kinase inhibitors
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A series of novel morpholin-3-one-fused quinazoline derivatives were designed, synthesized and evaluated as EGFR tyrosine kinase inhibitors. Nineteen compounds showed significant inhibitory activities against EGFRwtkinase (IC50?wt(IC50?=?53.1?nM). Compound a7 and a8 showed excellent inhibitory activities against mutant EGFRT790M/L858Rand strong antiproliferative activity against H358 and A549 cell lines. Finally, molecular docking studies were performed to predict the possible binding mode of the target compounds. It is believed that this work would be very useful for designing a new series of tyrosine kinase inhibitors targeting EGFR.
- Qin, Xuemei,Lv, Yongjuan,Liu, Peng,Li, Zhipeng,Hu, Liming,Zeng, Chengchu,Yang, Leifu
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p. 1571 - 1575
(2016/07/27)
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- Regioselective nitration of phenols and phenyl ethers using aluminium nitrate on silica as a nitrating system
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Silica supported aluminum nitrate (Al(NO3)3·9H2O) was found to be an excellent reagent for the nitration of phenols and phenyl ethers. This procedure works efficiently on most of the examples at room temperature yielding nitro derivatives in fair to good yields with high regioselectivity. The present methodology evidenced a considerable enhancement in the reaction rate along with high o-selectivity, excellent yields, ease of handling and the simplicity in work up.
- Patil, Mahadeo R.,Mohite, Pravinkumar H.,Shisodia, Suresh,Keri, Rangappa S.
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p. 129 - 135
(2015/06/23)
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- Synthesis and structure-activity relationship study of chemical probes as hypoxia induced factor-1α/malate dehydrogenase 2 inhibitors
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A structure-activity relationship study of hypoxia inducible factor-1α inhibitor 3-aminobenzoic acid-based chemical probes, which were previously identified to bind to mitochondrial malate dehydrogenase 2, was performed to provide a better understanding of the pharmacological effects of LW6 and its relation to hypoxia inducible factor-1α (HIF-1α) and malate dehydrogenase 2 (MDH2). A variety of multifunctional probes including the benzophenone or the trifluoromethyl diazirine for photoaffinity labeling and click reaction were prepared and evaluated for their biological activity using a cell-based HRE-luciferase assay as well as a MDH2 assay in human colorectal cancer HCT116 cells. Among them, the diazirine probe 4a showed strong inhibitory activity against both HIF-1α and MDH2. Significantly, the inhibitory effect of the probes on HIF-1α activity was consistent with that of the MDH2 enzyme assay, which was further confirmed by the effect on in vitro binding activity to recombinant human MDH2, oxygen consumption, ATP production, and AMP activated protein kinase (AMPK) activation. Competitive binding modes of LW6 and probe 4a to MDH2 were also demonstrated.
- Naik, Ravi,Won, Misun,Ban, Hyun Seung,Bhattarai, Deepak,Xu, Xuezhen,Eo, Yumi,Hong, Ye Seul,Singh, Sarbjit,Choi, Yongseok,Ahn, Hee-Chul,Lee, Kyeong
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p. 9522 - 9538
(2015/01/09)
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- Synthesis and biological evaluation of ortho-carborane containing benzoxazole as an inhibitor of hypoxia inducible factor (HIF)-1 transcriptional activity
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ortho-Carborane and adamantane containing benzoxazoles were synthesized by intramolecular dehydration of the corresponding phenoxyacetanilides. Among the compounds synthesized, ortho-carborane containing benzoxazole 2b which has a carboxylic group on the benzoxazole ring, exhibited significant inhibition of hypoxia-induced HIF-1 transcriptional activity with the IC50 value of 14.4 μM toward HeLa cell-based reporter gene assay.
- Nakamura, Hiroyuki,Yasui, Yuka,Ban, Hyun Seung
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p. 189 - 194
(2013/11/19)
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- Identification of malate dehydrogenase 2 as a target protein of the HIF-1 inhibitor LW6 using chemical probes
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Tracking the target: To identify a protein that binds directly to the HIF-1α inhibitor LW6, a series of new chemical probes were synthesized with a clickable tag and/or a photoactivatable moiety. LW6 was found to be localized to the mitochondria (see picture) and MDH2 was identified as a target protein of LW6. These results indicate that the HIF-1α inhibitory activity of LW6 is a consequence of MDH2 suppression. Copyright
- Lee, Kyeong,Ban, Hyun Seung,Naik, Ravi,Hong, Ye Seul,Son, Seohyun,Kim, Bo-Kyung,Xia, Yan,Song, Kyung Bin,Lee, Hong-Sub,Won, Misun
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supporting information
p. 10286 - 10289
(2013/10/21)
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- Synthesis and biological activities of some Novel 2-Amino-(5 or 7-Substituted- 2-Oxoindolin-3-Ylidene) Benzoxazole-5-Carbohydrazide derivatives
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A series of 2-amino-(5 or 7-substituted-2-oxoindolin-3-ylidene) benzoxazole-5-carbohydrazide derivatives were synthesized by treating 2-aminobenzoxazole-5-carbohydrazide with different substituted isatins. All the synthesized derivatives (VI a-l) were screened for their in vitro anticancer (against HeLa, IMR-32 & MCF-7 cancer cell lines), antioxidant (against DPPH radicals) and antimicrobial activities. The results of these studies showed the dose dependant anticancer, antioxidant and antimicrobial activities of the test compounds and the IC50 values of some compounds were comparable with their standard agent. The test compounds having substitution with different electron withdrawing groups at C-5 position showed more potent anticancer, antioxidant and antibacterial activities than those at C-7 position.
- Rajyalakshmi,Reddy, A. Rama Narsimha,Sarangapani
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experimental part
p. 625 - 632
(2012/08/28)
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- ARYLOXYPHENOXYACETYL-BASED COMPOUND HAVING HIF-1 INHIBITION ACTIVITY, PREPARATION METHOD THEREOF AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME AS AN ACTIVE INGREDIENT
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Disclosed are a compound inhibitory of HIF-1 activity, a method for preparing the same, and a pharmaceutical composition comprising the same as an active ingredient. The compound has anticancer activity which is attributable to its inhibitory activity against HIF-1, but not to non-selective cellular toxicity. Thus, having inhibitory activity against HIF-1, the compound or a pharmaceutically acceptable salt thereof can be used as an ingredient in an anticancer agent for various cancers including large intestine cancer, hepatic cancer, stomach cancer and breast cancer. Further, the compound or a pharmaceutically acceptable salt thereof is applicable to the treatment of diabetic retinopathy or arthritis which is aggravated upon the activation of VEGFA by HIF-1.
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Page/Page column 11-12
(2012/05/05)
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- Small molecules that protect against β-amyloid-induced cytotoxicity by inhibiting aggregation of β-amyloid
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Aggregated β-amyloid (Aβ) plays crucial roles in Alzheimer's disease (AD) pathogenesis, therefore blockade of Aβ aggregation is considered as a potential therapeutic target. We designed and synthesized small molecules to reduce Aβ-induced cytotoxicity by inhibiting Aβ aggregation. The small molecules were screened via ThT, MTT, and cell-based cytotoxicity assay (Aβ burden assay). Selected compounds 1c, 1d, 1e, and 1f were then investigated by evaluating their effects on cognitive impairment of acute AD mice model. Learning and memory dysfunction by injection of Aβ(1-42) was recovered by administration of these molecules. Especially, 1d showed the best recovery activity in Y-maze task, object recognition task, and passive avoidance task with dose dependent manner. These results suggest that 1d has high potential as a therapeutic agent for AD.
- Lee, Yun Suk,Kim, Hye Yun,Kim, Youngsoo,Seo, Jae Hong,Roh, Eun Joo,Han, Hogyu,Shin, Kye Jung
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experimental part
p. 4921 - 4935
(2012/10/08)
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- COMPOUND HAVING 11 ?-HSD1 INHIBITORY ACTIVITY
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The present invention provides compounds having excellent 11β-HSD1 inhibitory activity. A compound represented by the following formula (I): [wherein X1 represents an oxygen atom, or the formula -(CR11R12)p-, etc., Y1 represents a hydrogen atom, a hydroxyl group, etc., Z1 represents an oxygen atom or the formula -(NR14)-, R1 represents a hydrogen atom, a halogen atom, a cyano group, a C1-4 alkyl group, a C1-4 alkyl group substituted with 1 to 3 halogen atoms, a C1-4 alkoxy group, a C1-4 alkoxycarbonyl group, a carboxyl group, a carbamoyl group, or an amino group, and m represents an integer of 1 or 2, and R2 represents a hydrogen atom or a C1-4 alkyl group, and n represents an integer of 1 or 2].
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Page/Page column 15-16
(2010/04/25)
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- Pharmaceutical Compositions Comprising Nitrogen-Containing Fused Ring Coumpounds
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[Problems] The present invention provides pharmaceutical composition which is effective for the prophylaxis or treatment of pathology showing involvement of uric acid (hyperuricemia, gouty tophus, acute gout arthritis, chronic gout arthritis, gouty kidney, urolithiasis, renal function disorder, coronary arterial disease, ischemic heart disease and the like) and the like, and is superior in the time-course stability and dissolution property (disintegration property). [Solving Means] The pharmaceutical composition of the present invention is a pharmaceutical composition comprising a nitrogen-containing fused ring compound represented by the following formula [1] or a pharmaceutically acceptable salt thereof, and one or more pharmaceutically acceptable additives, wherein the nitrogen-containing fused ring compound or a pharmaceutically acceptable salt thereof is not in contact with a basic additive: wherein each symbol is as described in the specification.
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- Synthesis of some novel 2-substituted-N-aryl-benzoxazole-5-carboxamides using cobalt dipyridine dichloride as a catalyst
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(Chemical Equation Presented) An efficient synthesis of some novel 2-substituted-N-aryl-benzoxazole-5-carboxamides from 2-substituted - 5-carbomethoxy benzoxazole on treatment with different substituted anilines promoted by cobalt dipyridine dichloride as a catalyst is described. This new approach has the advantage of excellent yields (90%) and short reaction times 1-2 h.
- Sarangapani,Sridhar,Arjun,Adharvana Chari
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p. 1187 - 1190
(2008/12/20)
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- Synthesis, anticonvulsant and neurotoxicity evaluation of 5-carbomethoxybenzoxazole derivatives
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A series of 5-carbomethoxybenzoxazole derivatives (6a-t) were prepared by using methyl-p-hydroxybenzoate. The identity of the compounds was confirmed on the basis of their elemental analysis and spectral data. In anti-MES test compounds 6b, 6d, 6h, 6j, 6m, 6p, 6q and 6s showed potent activity parallel to lipophilicity. Compounds 6b, 6d, 6k, 6n and 6s successfully passed the rotorod test without any sign of neurological deficit.
- Siddiqui, Nadeem,Sarafroz,Alam, M. Mumtaz,Ahsan, Waquar
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experimental part
p. 449 - 455
(2009/04/07)
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- Fluoro- and nitro-substitution effect of some chiral compounds
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Four chiral compounds have been synthesized. Their phase transition behavior was investigated by differential scanning calorimetry and polarized optical microscopy. Two of them show monotropic smectic C* phases. Moreover, one of them shows an enantiotropic blue phase. The lateral fluoro-substitution strongly suppressed the formation of SmC* phases and decreased clearing points. Although the introduction of nitro group in the core decreased the length-diameter ratio, the temperature range of monotropic SmC* phase did not change much.
- Guo, Yongmin,Bi, Lifeng,Li, Baozong,Yang, Yonggang,Wen, Jianxun
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scheme or table
p. 65 - 70
(2010/04/02)
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- Production Method of Nitrogen-Containing Fused Ring Compounds
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[Problems] The present invention provides a superior production method and a superior purification method of compounds effective for the treatment or prophylaxis of pathology showing involvement of uric acid, such as hyperuricemia, gouty tophus, acute gouty arthritis, chronic gouty arthritis, gouty kidney, urolithiasis, renal function disorder, coronary artery disease, ischemic heart disease and the like. [Means] A compound represented by the following formula [2] or a pharmaceutically acceptable salt thereof can be produced by reacting a compound represented by the following formula [3] or a salt thereof with a compound represented by the following formula [4], a salt thereof or a reactive derivative thereof. Moreover, crystallization of a compound represented by the formula [2] can be performed with industrially superior workability, and high quality crystals of a compound represented by the formula [2] can be obtained. wherein each symbol is as defined in the description.
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Page/Page column 59
(2010/11/30)
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- Synthesis and evaluation of glycosyl donors with novel leaving groups for transglycosylations employing β-galactosidase from bovine testes
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Novel aryl β-d-galactopyranosides were synthesized employing phase-transfer catalysis, and assayed as potential galactose donors in the presence of β-galactosidase from bovine testes using pNP-Gal as a reference. The aglycones were represented mainly by nitrophenols containing halogens, hydroxymethyl, aldehyde, carboxyl, ester or amino functions. An unusual intermolecular acetyl migration onto the benzylic alcohol group was observed during galactosylation of hydroxymethylnitrophenols. Pyridyl glycosides were obtained by reaction with the corresponding silver pyridinolates. Glycosides of halo-, hydroxymethyl- or methoxycarbonyl-nitrophenols as leaving groups gave virtually the same yields of transglycosylation products. A minor increase was achieved with nitrosalicylaldehyde as leaving group, whereas carboxy or amino derivatives gave very low or no yield of the transglycosylation product. Commercially available donors such as resorufinyl and 4-methylumbelliferyl β-d-galactopyranosides exhibited a lower transglycosylation potential than these novel pNP-Gal derivatives.
- Kroeger, Lars,Thiem, Joachim
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p. 467 - 481
(2008/03/13)
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- Nitrogen-containing fused ring compounds and use thereof
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A URAT1 activity inhibitor containing a nitrogen-containing fused ring compound represented by the following formula [1]: wherein each symbol is as defined in the description. The present invention is useful for the prophylaxis or treatment of pathology showing involvement of uric acid, such as hyperuricemia, gouty tophus, acute gouty arthritis, chronic gouty arthritis, gouty kidney, urolithiasis, renal function disorder, coronary artery disease, ischemic heart disease and the like.
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Page/Page column 96
(2010/11/25)
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- Nonpeptide inhibitors of measles virus entry
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Measles virus (MV) is one of the most infectious pathogens known. Despite the existence of a vaccine, over 500 000 deaths/year result from MV or associated complications. Anti-measles compounds could conceivably reverse these statistics. Previously, we described a homology model of the MV fusion protein trimer and a putative binding site near the head-neck region. The resulting model permitted the identification of two nonpeptidic entry inhibitors. Here, we present the design, synthesis, and bioevaluation of several series of fusion inhibitors and describe their structure-activity relationships (SAR). Five simply substituted anilides show low-μM blockade of the MV, one of which (AS-48) exhibits IC50 = 0.6-3.0 μM across a panel of wild-type MV strains found in the field. Molecular field topology analysis (MFTA), a 2D QSAR approach based on local molecular properties (atomic charges, hydrogen-bonding capacity and local lipophilicity), applied to the anilide series suggests structural modifications to improve potency.
- Sun, Aiming,Prussia, Andrew,Zhan, Weiqiang,Murray, Ernest E.,Doyle, Joshua,Cheng, Li-Ting,Yoon, Jeong-Joong,Radchenko, Eugene V.,Palyulin, Vladimir A.,Compans, Richard W.,Liotta, Dennis C.,Plemper, Richard K.,Snyder, James P.
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p. 5080 - 5092
(2007/10/03)
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- Design, synthesis, structure-activity relationship, and in vivo activity of azabicyclic aryl amides as α7 nicotinic acetylcholine receptor agonists
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A novel set of azabicyclic aryl amides have been identified as potent and selective agonists of the α7 nAChR. A two-pronged approach was taken to improve the potential hERG liability of previously disclosed α7 nAChR agonist, PNU-282,987, while maintaining the compound's other desirable pharmacological properties. The first approach involved further exploration of the aryl carboxylic acid fragment of PNU-282,987, while the second approach focused on modification of the azabicyclic amine portion of PNU-282,987. The best compounds from each series are characterized by rapid brain penetration, good oral bioavailability in rat, and demonstrate in vivo efficacy in a rat P50 auditory sensory gating assay. At least one analog from each series (1h, 1o, 2a, 9a, and 18a) shows an improved hERG safety profile over PNU-282,987.
- Walker, Daniel P.,Wishka, Donn G.,Piotrowski, David W.,Jia, Shaojuan,Reitz, Steven C.,Yates, Karen M.,Myers, Jason K.,Vetman, Tatiana N.,Margolis, Brandon J.,Jacobsen, E. Jon,Acker, Brad A.,Groppi, Vincent E.,Wolfe, Mark L.,Thornburgh, Bruce A.,Tinholt, Paula M.,Cortes-Burgos, Luz A.,Walters, Rodney R.,Hester, Matthew R.,Seest, Eric P.,Dolak, Lester A.,Han, Fusen,Olson, Barbara A.,Fitzgerald, Laura,Staton, Brian A.,Raub, Thomas J.,Hajos, Mihaly,Hoffmann, William E.,Li, Kai S.,Higdon, Nicole R.,Wall, Theron M.,Hurst, Raymond S.,Wong, Erik H.F.,Rogers, Bruce N.
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p. 8219 - 8248
(2007/10/03)
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- Electrochemically induced cascade reaction for the assembly of libraries of biologically relevant 1,4-benzoxazine derivatives
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The scope and mechanism of an electrochemically induced cascade reaction, which leads to highly substituted 1,4-benzoxazine derivatives, have been explored through the variation of the structure of the o-azaquinone mediator. This reaction sequence, wherein both cycloaddition partners are generated in situ, at room temperature, under metal-free conditions, allows the regiospecific inverse-electron-demand Diels-Alder (IEDDA) reaction of an o-azaquinone heterodiene and a secondary alkylenamine dienophile, two chemically nonaccessible unstable entities. The cascade reaction was found to be general with electron-poor o-azaquinone entities generated from substituted 2-aminoresorcinol substrates. In the case of o-aminophenol derivatives which lack the 2-hydroxyl group, the generated o-azaquinone species failed to catalyze the oxidation of the amine to the corresponding imine, precursor of the enamine dienophile, because the absence of an intramolecular hydrogen bond at the origin of a highly reactive Schiff base cyclic transition state. To overcome this problem, a tandem oxidation-IEDDA reaction, in which the o-azaquinone is generated in the presence of a preformed enamine, has been developed as an alternative. These one-pot methodologies, which offer the opportunity to introduce variations in both cycloaddition partners, should be particularly useful for the development of libraries of biologically relevant 1,4-benzoxazine derivatives.
- Xu, Daiwang,Chiaroni, Angele,Fleury, Maurice-Bernard,Largeron, Martine
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p. 6374 - 6381
(2007/10/03)
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- 3-Aminobenzamide compounds and inhibitors of vanilloid receptor subtype 1 (VR1) activity
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The present invention relates to a novel 3-aminobenzamide compound represented by the following formula which effectively inhibits vanilloid receptor subtype 1 (VR1) activity (wherein, for example, R1 is a C1-6 alkyl group which may be substituted, R2 is a hydrogen atom, a C1-6 alkyl group or a C1-6 alkoxy group which may be substituted, R3 is a hydrogen atom or a C1-6 alkyl group, R4 is a C1-6 alkyl group, a C1-6 alkoxy group, or a halo C1-6 alkyl group, m is an integer of 1 to 5 and P is a carbon or hetero ring) or a pharmaceutically acceptable salt thereof. The pharmaceutical composition comprising as active ingredients the 3-aminobenzamide compound or a pharmaceutically acceptable salt thereof is useful for treating diseases involved in VR1 activity such as pain, acute pain, chronic pain, neuropathic pain, rheumatoid arthritis pain, and neuralgia.
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Page/Page column 24
(2010/10/19)
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- Highly efficient nitration of phenolic compounds in solid phase or solution using Bi(NO3)3·5H2O as nitrating reagent
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Bi(NO3)3·5H2O was used as an efficient nitrating reagent in the nitration of phenolic compounds to give nitrated phenols in good to high yields. The nitration reaction proceeded smoothly by grinding 1 equiv of phenol, 2-methylphenol, 4-methylphenol, or 4-chlorophenol and Bi(NO3)3· 5H2O, and the nitration of other phenolic compounds could be performed in acetone at ambient temperature (22-30 °C).
- Sun, Hong-Bin,Hua, Ruimao,Yin, Yingwu
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p. 9071 - 9073
(2007/10/03)
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- XANTHINE OXIDASE INHIBITORS
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The invention relates to compounds of the following formula (I) or their salts: in which R1 represents OR4 or others, in which R4 is an alkyl group having 1-8 carbon atoms which may have a substituent or the like; R2 is halogen, nitro, cyano, carboxyl, or the like; R3 is hydrogen, halogen, hydroxyl, amino, carboxyl, or the like; X is NR11, oxygen, or sulfur, in which R11 is hydrogen, or an alkyl group having 1-8 carbon atom which may have a substituent; and each of Y and Z is CR12 or nitrogen, in which R12 has the same meaning as R3 above, and a xanthine oxidase inhibitor containing the compound as an active ingredient.
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- Regio-selective mono nitration of phenols with ferric nitrate in room temperature ionic liquid
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The mono nitration of phenols with ferric nitrate has been achieved in high regio-selectivities in 1-3 h at 30-60°C using the ionic liquid 1,3-di-n-butylimidazolium tetraflouroborate [bbim]BF4 as the solvent. In particular, excellent para selectives of the order of 76-86% for unsubstituted, ortho and meta-substituted phenols were observed.
- Rajagopal,Srinivasan
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p. 961 - 966
(2007/10/03)
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- Benzofuran-acrylic acid derivatives and their use as modulators of RXRs or RARs receptors
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PCT No. PCT/FR97/02205 Sec. 371 Date Oct. 13, 1998 Sec. 102(e) Date Oct. 13, 1998 PCT Filed Dec. 4, 1997 PCT Pub. No. WO98/24778 PCT Pub. Date Jun. 11, 1998The present invention provides novel heteroaryl compounds having the general formula (I): their pharmaceutical compositions to be used as human and veterinary medicine, particularly in the treatment of dermatological, rheumatic, respiratory, cardiovascular and ophthalmologic conditions, and their use in cosmetic compositions.
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- Heterocyclic amide compounds and medicinal uses thereof
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PCT No. PCT/JP97/03839 Sec. 371 Date Apr. 22, 1999 Sec. 102(e) Date Apr. 22, 1999 PCT Filed Oct. 22, 1997 PCT Pub. No. WO98/18794 PCT Pub. Date May 7, 1998A heterocyclic amide compound of the formula (I) wherein each symbol is as defined in the specification, a pharmacologically acceptable salt thereof, a pharmaceutical composition thereof and a pharmaceutical use thereof. The heterocyclic amide compound and a pharmacologically acceptable salt thereof of the present invention have superior inhibitory action on chymase group in mammals inclusive of human, and can be administered orally or parenterally. Therefore, they are useful as chymase inhibitors and can be used for the prophylaxis and treatment of various diseases caused by chymase, such as those caused by angiotensin II.
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- Nitration and hydroxylation of substituted phenols by peroxynitrite. Kinetic feature and an alternative mechanistic view
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The reaction of peroxynitrite (ONOO-) with a series of para-substituted phenols has been examined in aqueous phosphate buffer and acetonitrile solutions. Major products were the corresponding 2-nitro derivative and the 4-substituted catechol. Kinetic study showed good correlation with Hammett σ(p)+ parameters and reduction potentials, suggesting the possible one-electron transfer process involving the nitrosoniun ion (NO+) as initial electrophile generated from peroxynitrous acid.
- Nonoyama, Nobuaki,Chiba, Kazuhiko,Hisatome, Kaori,Suzuki, Hitomi,Shintani, Futoshi
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p. 6933 - 6937
(2007/10/03)
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- O-nitrophenyltriflates in quinoline synthesis : Easy access to a streptonigrin synthon
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An efficient route to a wide range of 2-hydroxyquinolines from o-nitrophenyltriflates via a Heck reaction is reported, with emphasis on the preparation of a synthetic equivalent of the streptonigrin AB ring system.
- Holzapfel, Cedric W.,Dwyer, Catherine
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p. 215 - 219
(2007/10/03)
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- Stille and suzuki cross coupling reactions of o-nitrophenyl triflates: A versatile route to a variety of heterocycles
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The cross coupling reactions of selected o-nitrophenyl triflates with arylstannane and arylboron substrates are reported. The resultant 2-nitrobiphenyls provide ready access to a variety of substituted heterocycles.
- Holzapfel, Cedric W.,Dwyer, Catherine
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p. 1513 - 1518
(2007/10/03)
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- Addition of nitroalkanes toortho-halonitrobenzenes: A new synthesis of 4-chloro-7-(trifluoromethyl)quinoline
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Base-mediated reaction of ortho-nitroaryl chlorides and fluorides with nitroalkanes followed by an oxidative Nef reaction provides aryl ketones. With this simple procedure, methylketone 6 was prepared in 91% yield. 6 was then converted in three steps (60-65% yield) to 4-chloro-7-(trifluoromethyl)quinoline (2), an intermediate in the synthesis of the antihypertensive agent losulazine (U-54,669, 1).
- Gregory Reid,Reny Runge, Jean H.
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p. 1093 - 1096
(2007/10/02)
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- Sweetener
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The use of 3-amino-4-n-propoxybenzyl alcohol as a nonnutritive sweetener for foods, beverages and the like is disclosed.
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