- Visible-light fluorescence photomodulation in azo-BF2 switches
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Azo-BF2 switches 1 and 2 with their extended phenanthridinyl π-system exhibit red-light fluorescence whose intensity can be photomodulated using visible-light. The para-methoxy group in 2 leads to a bathochromic shift in the emission band, push
- Qian, Hai,Shao, Baihao,Aprahamian, Ivan
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Read Online
- Process development of 5-methoxy-1H-indole-2-carboxylic acid from ethyl 2-methylmalonate
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Development is described of a new process for the preparation from malonates of 5-methoxy-1H-indole-2-carboxylic acid esters, useful intermediates in the synthesis of pharmaceutical compounds. The process uses readily available starting materials, produces little waste, can be operated safely on at least 1 molar scale, and gives high yields. The main areas of optimization included the azo coupling of a diazonium salt with malonate derivatives, the Japp-Klingemann rearrangement, and the Fischer indole synthesis.
- Bessard, Yves
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Read Online
- A comprehensive spectroscopic, solvatochromic and photochemical analysis of 5-hydroxyquinoline and 8-hydroxyquinoline mono-azo dyes
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A series of novel substituted-azo dyes 8-(aryldiazenyl)quinolin-5-ol (5a-i) were synthesized by the coupling reaction of 5-hydroxyquinoline with diazotized aniline derivatives in the presence of NaNO2 in HCl/H2O mixture. The study of
- Coelho, Paulo J.,Lup, Andrew Ng Kay,Mahon, Peter J.,Pesyan, Nader Noroozi,Ramezanitaghartapeh, Mohammad,Raposo, M. Manuela M.,Rashidnejad, Hamid,Soltani, Alireza
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- Synthesis and characterization for new Zn(II) complexes and their optimizing fertilization performance in planting corn hybrid
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Novel Zn(II)–benzohydrazide complexes have been synthesized using Zn(NO3)2·6H2O salt. All new synthesises were investigated by available analytical and spectral tools to demonstrate their formulae. Binuclear complexes were
- Althagafi, Ismail,Morad, Moataz,Al-dawood, Aisha Y.,Yarkandy, Naema,Katouah, Hanadi A.,Hossan, Aisha S.,Khedr, Abdalla M.,El-Metwaly, Nashwa M.,Ibraheem, Farag
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p. 2121 - 2133
(2021/01/07)
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- Regression of Castration-Resistant Prostate Cancer by a Novel Compound HG122
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Prostate cancer (PCa) is a common aggressive disease worldwide which usually progresses into incurable castration-resistant prostate cancer (CRPC) in most cases after 18–24 months treatment. Androgen receptor (AR) has been considered as a crucial factor involved in CRPC and the study of AR as a potential therapeutic target in CRPC may be helpful in disease control and life-cycle management. In this study, we identified a potent small molecule compound, HG122, that suppressed CRPC cells proliferation and metastasis, and inhibited tumor growth both in subcutaneous and orthotopic tumor model. In addition, HG122 reduced the mRNA expression of PSA and TMPRSS2 which are target genes of AR, resulting in cell growth inhibition and metastasis suppression of CRPC, without affecting the expression of AR mRNA level. Mechanically, HG122 promoted AR protein degradation through the proteasome pathway impairing the AR signaling pathway. In conclusion, HG122 overcomes enzalutamide (ENZ) resistance in CRPC both in vitro and in vivo, thus suggesting HG122 is a potential candidate for the clinical prevention and treatment of CRPC.
- Cong, Xiaonan,Ding, Tao,He, Yundong,Liu, Mingyao,Liu, Yongrui,Peng, Shihong,Shao, Ting,Wang, Dingxiang,Wu, Haigang,Yi, Zhengfang,Zheng, Jianghua
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- Synthesis and antioxidant assay of new nicotinonitrile analogues clubbed thiazole, pyrazole and/or pyridine ring systems
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A series of novel nicotinonitrile derivatives were synthesized by hybridization with thiazole, pyrazole, and pyridine ring systems using 4-aminobenzohydrazide as link-bridge. The synthetic strategy of nicotinonitrile-thiazole analogues involves cyclizatio
- Abumelha, Hana M. A.
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- Uses of ethyl benzoyl acetate for the synthesis of thiophene, pyran, and pyridine derivatives with antitumor activities
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The N-(arly)propanamide derivatives 3a,b were used for a series of heterocyclization reactions to give thiophene, pyran, and pyridine derivatives. Thus, these compounds underwent the Gewald's thiophene synthesis through their reactions with either malononitrile or ethyl cyanoacetate and elemental sulfur to afford compounds 6a-f, respectively. In addition, they were subjected through a series of multicomponent reactions (MCRs) to give pyran and fused derivatives. The reactions of 3a,b with either malononitrile or ethyl cyanoacetate gave pyridine derivatives 14a-d, respectively. The latter compounds afforded arylhydrazone derivatives 15a-m through their reactions with any of the aromatic diazonium salts 15a-c. The antitumor of the synthesized compounds against A549 (nonsmall cell lung cancer), H460 (human lung cancer), HT-29 (human colon cancer), and MKN-45 (human gastric cancer cancer) cancer cell lines together with foretinib as the positive control by a MTT assay was measured, and the results obtained showed that many compounds exhibited high potency against the six cancer cell lines.
- Ibrahim, Bishoy A.,Mohareb, Rafat M.
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p. 4023 - 4035
(2020/09/21)
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- 3-Aminopyrazolo[4,3-c]pyridine-4,6-dione as a precursor for novel pyrazolo[4,5,1-ij][1,6]naphthyridines and pyrido[4’,3’:3,4]pyrazolo[1,5-a]pyrimidines
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The versatile, 3-aminopyrazolo[4,3-c]pyridine-4,6-dione (2) was synthesized and allowed to react with aldehydes, aryldiazonium chlorides, chalcones and enaminones to afford regioselectively the novel pyrazolo[4,3-c]pyridine derivatives 4a-c, pyrazolo[4,5,
- Metwally, Nadia H.,Deeb, Emad A.
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supporting information
p. 1614 - 1628
(2018/06/14)
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- (E)-N-Aryl-2-oxo-2-(3,4,5-trimethoxyphenyl)acetohydrazonoyl cyanides as tubulin polymerization inhibitors: Structure-based bioisosterism design, synthesis, biological evaluation, molecular docking and in silico ADME prediction
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A series of (E)-N-Aryl-2-oxo-2-(3,4,5-trimethoxyphenyl)acetohydrazonoyl cyanides have been synthesized and evaluated for their anticancer activity in human hepatocellular liver carcinoma HepG2 and breast adenocarcinoma MCF-7 cell lines. Among all the test
- Wang, Guangcheng,Peng, Zhiyun,Peng, Shanshan,Qiu, Jie,Li, Yongjun,Lan, Yanyu
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supporting information
p. 3350 - 3355
(2018/09/12)
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- Frozen aryldiazonium chlorides in radical reactions with alkenes and arenes
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Frozen aryldiazonium chlorides have been investigated in radical alkene and arene functionalizations. Through freezing at – 84 °C, aryldiazonium chlorides, which otherwise show significant decomposition in aqueous solution after several hours at room temp
- Thon, Daniel,Fürst, Michael C.D.,Altmann, Lisa-Marie,Heinrich, Markus R.
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p. 5289 - 5294
(2018/07/06)
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- Synthesis and characterization of new pyrazole-based thiazoles
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A series of new 5-(heteroaryldiazenyl)thiazole incorporating pyrazole moiety have been synthesized through coupling of the thiazole with the appropriate heteroaryldiazonium salts. The newly synthesized compounds were characterized by elemental analysis, s
- Abdelhamid, Abdou O.,Gomha, Sobhi M.
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supporting information
p. 1409 - 1414
(2017/07/25)
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- Design, synthesis and anticancer activity of some novel 5-(4-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one derivatives
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New pyrazole derivatives were designed and synthesized by the reaction of 5-(4-methoxyphenyl)-2,4-dihydro-3H-pyrazol-3-one (4) or 5-(4-methoxyphenyl)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (5) with series of aldehydes, substituted amines, isatins and phenylisothiocynate to yield 6a-j, 7a-k, 9a-d and 10a-b, respectively. The synthesized compounds were examined in vitro for their anti-tumor activities against HepG-2, PC-3 and HCT-116 human carcinoma cell lines using MTT assay. Eight compounds showed good anticancer activities against HCT-116 carcinoma cells and five compounds showed good anticancer activities against PC-3 cancer cells but all the compounds showed weak or no anticancer activities against HepG-2 liver cancer.
- Fathy, Usama,Gouhar, Rasha S.,Awad, Hanem M.
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p. 1427 - 1436
(2017/10/23)
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- Influence of intramolecular charge transfer and nuclear quantum effects on intramolecular hydrogen bonds in azopyrimidines
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Intramolecular hydrogen bonds (IMHBs) in 5-azopyrimidines are investigated by NMR spectroscopy and DFT computations that involve nuclear quantum effects. A series of substituted 5-phenylazopyrimidines with one or two hydrogen bond donors able to form IMHB
- Bartova, Katerina,?echova, Lucie,Prochazkova, Elis?a,Socha, Ondrěj,Janeba, Zlatko,Drac nsky, Martin
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p. 10350 - 10359
(2018/04/14)
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- Aminothiazoles as Potent and Selective Sirt2 Inhibitors: A Structure-Activity Relationship Study
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Sirtuins are NAD+-dependent protein deacylases that cleave off acetyl but also other acyl groups from the ε-amino group of lysines in histones and other substrate proteins. Dysregulation of human Sirt2 (hSirt2) activity has been associated with the pathogenesis of cancer, inflammation, and neurodegeneration, which makes the modulation of hSirt2 activity a promising strategy for pharmaceutical intervention. The sirtuin rearranging ligands (SirReals) have recently been discovered by us as highly potent and isotype-selective hSirt2 inhibitors. Here, we present a well-defined structure-activity relationship study, which rationalizes the unique features of the SirReals and probes the limits of modifications on this scaffold regarding inhibitor potency. Moreover, we present a crystal structure of hSirt2 in complex with an optimized SirReal derivative that exhibits an improved in vitro activity. Lastly, we show cellular hyperacetylation of the hSirt2 targeted tubulin caused by our improved lead structure.
- Schiedel, Matthias,Rumpf, Tobias,Karaman, Berin,Lehotzky, Attila,Oláh, Judit,Gerhardt, Stefan,Ovádi, Judit,Sippl, Wolfgang,Einsle, Oliver,Jung, Manfred
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p. 1599 - 1612
(2016/03/05)
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- A Novel Synthesis of Some 1,4-Phenylene-bis-heterocyclic Derivatives and of Some Pyran, Pyrano[2,3-c]pyrazole, and Pyrano[2,3-d]pyrimidine Derivatives [1]
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p-Diacetyl benzene 1 undergoes bromination to afford p-bromoacetyl phenacyl bromide 2. Compound 2 reacts with twofold excess of malononitrile to afford 2-{2-[4-(3,3-Dicyanopropionyl)-phenyl]-2-oxo-ethyl}-malononitrile 3. Compound 3 could be cyclized to af
- Abdelrazek,Helal,Hebishy,Hassan
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p. 1026 - 1031
(2015/08/06)
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- Synthesis, in vitro and in Silico studies of some novel 5-nitrofuran-2-yl hydrazones as antimicrobial and antitubercular agents
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In this study, we synthesized two series of novel 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e in addition to a third series of thiophene-2-carbohydrazides 23a-g to develop potent antimicrobial and/or antitubercular agents. The newly synthesized compounds were evaluated in vitro for their antimicrobial and antimycobacterial activities. Most of the 5-nitrofuran-2-carbohydrazides 21a-h and 22a-e displayed variable activity against Aspergillus fumigates, Staphylococcus aureus, Streptococcus pneumonia, Bacillis subtilis, Salmonella typhimurium, Klebsiella pneumonia, Escherichia coli and Mycobacterium tuberculosis. The sulfonamide derivative 21f exhibited superior potency and broad-spectrum antimicrobial activity with minimum inhibitory concentration (MIC)=0.06-0.98 μg/mL and antimycobacterial activity with MIC=3.9 μg/mL. The 5-nitrofuran-2-carbohydrazides 21a, b, g, h and 22a-c exhibited significant antibacterial activity with MIC values in the range of 0.12-7.81 μg/mL. The significances of the 5-nitrofuran moiety and sulfonamide function were explored via the structure-activity relationship (SAR) study. In addition, docking studies revealed that the p-amino benzoic acid (PABA) and binding pockets of the dihydropteroate synthase (DHPS) were successfully occupied by compound 21f. Furthermore, two quantitative structure-activity relationship (QSAR) models were built to explore the structural requirements which controlled the activity.
- Abdel-Aziz, Hatem Abdel-Kader,Eldehna, Wagdy Mohamed,Fares, Mohamed,Elsaman, Tilal,Abdel-Aziz, Marwa Mostafa,Soliman, Dalia Hussein
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p. 1617 - 1630
(2015/11/24)
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- Heterocyclic ring extension of estrone: Synthesis and cytotoxicity of fused pyran, pyrimidine and thiazole derivatives
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The one pot reaction of estrone with the aromatic aldehydes 2a-c and either of malononitrile or ethyl cyanoacetate afforded the fused pyran derivatives 4a-f. On the other hand, carrying the same reaction using thiourea instead of the cyanomethylene reagent gave the fused pyrimidine derivatives 6a-c. The latter compounds reacted with phenacyl bromide to give the thiazolo[3,2-a] pyrimidine derivatives 8a-c. The reaction of the title compound with bromine gave the monobromo derivative 13 which in turn reacted with either thiourea or cyanothioacetamide to give the thiazole derivatives 14 and 16, respectively. The cytotoxicity of the newly synthesized products was evaluated against six human cancer and normal cell lines where the results showed that compounds 4c, 4f, 6b, 8b, 8c, 10, 13, 16, 18c and 19c exhibited optimal cytotoxic effect against the cancer cell lines, with IC50's in the nM range.
- Mohareb, Rafat M.,Al-Omran, Fatima,Azzam, Rasha A.
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- New fluorescent symmetrically substituted perylene-3,4,9,10-dianhydride- azohybrid dyes: Synthesis and spectroscopic studies
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Five phenolic azo-dyes (3a-e) were synthesized by diazo coupling of the suitably substituted anilines (1a-e) with phenol at low temperature in alkaline medium. The resulting dyes have low solubility in aqueous medium due to lack of carboxylic or sulfonic
- Saeed, Aamer,Shabir, Ghulam
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- Synthesis and antibacterial activity of some novel 4-aryl hydrazono-2,5-disubstituted-2,4-dihydro-3H-pyrazol-3-ones
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4-Aryl hydrazono-2,4-dihydro-3H-pyrazol-2,5-disubstituted-3-ones were prepared by the reaction of ethyl-2-arylhydrazono-3-oxybutyrates with substituted hydrazines in the presence of glacial acetic acid at reflux temp. The synthesized compounds have been c
- Singh, Vipin Kumar
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p. 429 - 432
(2019/01/21)
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- Novel azo dyes derived from 8-methyl-4-hydroxyl-2-quinolone: Synthesis, UV-vis studies and biological activity
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In this study, N,N′-di-(2-methylphenyl)malonamide was synthesized and reacted with polyphosphoric acid to afford 8-methyl-4-hydroxyl-2-quinolone. Eight novel azo disperse dyes were then synthesized by linking diazotized p-substituted aniline derivatives w
- Moradi Rufchahi,Pouramir,Yazdanbakhsh,Yousefi,Bagheri,Rassa
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p. 425 - 428
(2013/07/11)
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- Di-substituted azocalix[4]arenes containing chromogenic groups: Synthesis, characterization, extraction, and thermal behavior
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In this study, the synthesis of chromogenic di-substituted azocalix[4]arene derivatives is described. Six novel azocalix[4]arenes (4a-f)were prepared by linking 4-methoxy, 4-methyl, 4-ethyl, 4-chloro, 4-bromo, and 4-nitroaniline to 25,26,27,28-tetrahydrox
- El?in, Serkan,Delig?z, Hasalettin
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p. 6832 - 6838
(2013/07/26)
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- Parallel synthesis of "Click" chalcones as antitubulin agents
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It has been shown that some chalcones are able to inhibit tubulin polymerization, giving cytotoxicity and destruction of tumoral vasculature. A library of 180 novel chalcone analogs has been synthesized via click chemistry and screened for their cytotoxic
- Utsintong, Maleeruk,Massarotti, Alberto,Caldarelli, Antonio,Theeramunkong, Sewan
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p. 510 - 516
(2013/07/28)
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- Synthesis and antimicrobial effects of 1,3,5-substituted phenyl formazans
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In this study, novel formazans with various substituents on 1,3,5-phenyl rings were synthesized and their structures were elucidated with the use of elemental analysis, mass,1H NMR,13C NMR, IR, UV-VIS spectra. Also, antimicrobial effects of formazans were tested against selected microorganism, Staphylococus aureus, S. epidermidis, S. saprophyticus, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumoniae. Moreover, the antiyeast effects of the formazans are seen on the Candida kefir, C. glabrata, C. tropicalis, Cryptococcus neofarmans, Saccharomyces cerevisiae. In the present study, it was generally observed that the formazans were very active against Candida kefir, C. tropicalis, Cryptococcus neofarmans and Saccharomyces cerevisiae.
- Uraz, Guven,Yilmaz, Ebru,Tezcan, Habibe,Porsuk, Nesrin,Imamoglu, Gamze,Kartli, Onur Savas
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experimental part
p. 1924 - 1926
(2012/09/07)
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- Microwave assisted synthesis and unusual coupling of some novel pyrido[3,2-f][1,4]thiazepines
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3-Amino-3-thioxopropanamide (1) reacted with ethyl acetoacetate to form 6-hydroxy-4-methyl-2-thioxo-2,3-dihydropyridine-3-carboxamide (2), which reacted with α-haloketones 3 to produce 2,3-disubstituted-8-hydroxy-6-methyl-2H, 5H-pyrido[3,2-f]- [1,4]thiaze
- Faty, Rasha M.,Youssef, Mohamed M.,Youssef, Ayman M.S.
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experimental part
p. 4549 - 4559
(2011/08/06)
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- Radical arylation of phenols, phenyl ethers, and furans
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Radical arylations of parasubstituted phenols and phenyl ethers proceeded with good regioselectivity at the ortho position with respect to the hydroxy or alkoxy group. The reactions were conducted with arenediazonium salts as the aryl radical source, titaniumACHTUNGTRENUNG(III) chloride as the reductant, and diluted hydrochloric acid as the solvent. Substituted biaryls were obtained from hydroxy- and alkoxy-substituted benzylamines, phenethylamines, and aromatic amino acids. The methodology described offers a fast, efficient, and cost-effective new access todiversely functionalized biphenyl alcohols and ethers. Free phenolic hydroxyl groups, aromatic and aliphatic amines, as well as amino acid substructures, are well tolerated. Two examples for the applicability of the methodology are the partial synthesis of a b-secretase inhibitor and the synthesis of a calciumchannel modulator
- Wetzel, Alexander,Pratsch, Gerald,Kolb, Roman,Heinrich, Markus R.
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experimental part
p. 2547 - 2556
(2010/06/17)
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- Heterocyclic synthesis with 4-benzoyl-1-cyanoacetylthiosemicarbazide: Selective synthesis of some thiazole, triazole, thiadiazine, pyrrylthiazole, and pyrazolo[1,5-a]triazine derivatives
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4-Benzoyl-1-cyanoacetylthiosemicarbazide undergoes coupling reaction with aromatic diazonium chloride to afford (arylhydrazono)thiosemicarbazide, which was reacted with phenacyl bromide regioselectivity to afford the thiazoline. The (arylhydrazono)thiosem
- Bondock, Samir,El-Gaber Tarhoni, Abd,Fadda, Ahmed A.
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p. 153 - 159
(2008/09/20)
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- TETRACYCLIC KINASE INHIBITORS
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The invention provides novel kinase inhibitors that are useful as therapeutic agents for example in the treatment malignancies where the compounds have the general formula (I): I wherein X, Y, Z, R1, R2, R3, Ra,
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Page/Page column 25-28
(2008/06/13)
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- Synthesis and chemical reactivity of 3-oxo-2-arylhydrazono-propanenitriles
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2-Formyl-2-arylhydrazonoethanenitriles 6b-d where prepared via reacting enaminonitrile 2b,c with aromatic diazonium salts. These reacted with phenylhydrazine to yield bis hydrazones that were converted to arylazopyrazoles via a novel Vilsmeier-Haack reaction type. Reaction of 6c with hydroxylamine afforded oxime that could be successfully cyclised into arylazoisoxazole. Reaction of 6c with hydrazine hydrate to yield arylazoaminopyrazole that proved to be excellent precursors for synthesis functional substituted pyrazolopyrimidines.
- Abdallah, Sanaa O.,Metwally, Nadia H.,Anwar, Hany F.,Elnagdi, Mohamed H.
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p. 781 - 786
(2007/10/03)
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- Pyrazole derivatives
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A compound of the formula (I): wherein R1 is hydrogen or lower alkyl; R2 is lower alkyl, etc.; R3 is lower alkoxy, etc.; R4 is hydroxy, etc.; X is O, S, etc.; Y is CH or N; Z is lower alkylene or lower alkenylene; and m is 0 or 1; or salts thereof, which are useful as a medicament.
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Page/Page column 21
(2010/02/07)
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- METHOD OF COLOURING POROUS MATERIAL
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Process of colouring porous material, which comprises a) applying to the material being coloured at least one capped diazonium compound and b) then causing the capped diazonium compound present on the material to react with the hair. In addition, novel dy
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- Materials and methods for the treatment of diabetes, hyperlipidemia, hypercholesterolemia, and atherosclerosis
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The subject invention provides pharmaceutical compounds useful in the treatment of Type II diabetes. These compounds are advantageous because they are readily metabolized by the metabolic drug detoxification systems. Particularly, thiazolidinedione analogs that have been designed to include esters within the structure of the compounds are provided. This invention is also drawn to methods of treating disorders, such as diabetes, comprising the administration of therapeutically effective compositions comprising compounds that have been designed to be metabolized by serum or intracellular hydrolases and esterases. Pharmaceutical compositions of the ester-containing thiazolidinedione analogs are also taught.
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Page 3; sheet 28
(2010/02/03)
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- Synthesis, characterization and antimicrobial studies of some novel 3- arylazo-7-hydroxy-4-methylcoumarins
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A series of 3-arylazo-7-hydroxy-4-methylcoumarins have been synthesized in excellent yields (80-90%) and their structures established on the basis of IR, 1H NMR, mass spectral data and elemental analyses. Their purity has been ascertained by ch
- Sharma, Pratibha,Pritmani, Shreeya
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p. 1139 - 1142
(2007/10/03)
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- Reaction of Triazene 1-Oxides: Novel Synthesis of Solid Arenediazonium Chlorides
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Treatment of 1,3-diaryltriazene 1-oxides with oxalyl chloride in dry toluene at room temperature gives only solid arenediazonium chlorides; however, treatment with acetyl and benzoyl chlorides does not afford the corresponding diazonium chlorides.
- Mohamed, Shaaban K.,Gomaa, Mohsen A.-M.,Nour El-Din, Ahmed M.
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p. 166 - 167
(2007/10/03)
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- FORMATION OF A PYRIMIDOINDOL-1-ONE DURING FISCHER INDOLIZATION: AN UNUSUAL REARRANGEMENT
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An unusual rearrangement of an expected 3-methylindolenine to a pyrimidoindole nucleus was observed during Fischer indolization with polyphosphoric acid methyl ester.
- Arnone, Alberto,Cornaggia, Nicoletta,Lorenzoni, Carolina,Merlini, Lucio
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p. 515 - 517
(2007/10/02)
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- Substituted sulfonamido compounds, photosensitive elements, film units, and processes for retaining a photographic image with same
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A nondiffusible sulfonamido compound which is alkali-cleavable upon oxidation to release a diffusible photographically useful material, said nondiffusible sulfonamido compound having the formula: STR1 wherein: (a) R1 is alkyl, aryl sulfamyl, carbamyl, carbonamido, carbonyl, carbonyloxy or sulfonamido; (b) R2 is alkyl having from 1 to 18 carbon atoms, aryl, or alkylphenyl having from 7 to 12 carbon atoms; (c) R3 and R4 are independently alkyl, or aryl, or R3 and R4, taken together, form a fused carbocyclic or heterocyclic ring; (d) NHSO2 PUG represents a sulfonamido group; (e) PUG represents a photographically useful group; and (f) at least one of R1, R2, R3, or R4, or any combination thereof, provides a molecular configuration of such size or shape as to render the compound nondiffusible under alkaline processing conditions, is useful as redox releaser in photosensitive elements, photographic film units and in processes for transferring and/or retaining a photographic image in color diffusion transfer units. These elements, film units and processes produce retained color images having substantially reduced minimum densities.
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- Electron Impact and Chemical Ionization Fragmentation of 5-Methoxytryptamine and Some 6-Methoxy-β-carbolines
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Electron impact (EI) and chemical ionization (CI) mass spectra of 5-methoxytryptamine (5-MT) and seven 6-methoxy-β-carbolines have been recorded and interpreted.Proposed fragmentation pathways are depicted on the basis of spectra of deuterium labelled analogs of 5-MT, 6-methoxy-1,2,3,4-tetrahydro-β-carboline (6-MeO-THBC) and 6-Methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline (6-MeO-1-Me-THBC).In the EI mass spectrum of 5-MT, the base peak m/z 160 is formed by the expulsion of CH4N.The positive ion so formed is suggested to have a quinolinium structure.In chemical ionization with CH4 as the reaction gas, the most abundant ion is produced by cleavage of NH3.The ion m/z 173 yields the base peak in the EI mass spectrum of 6-MeO-THBC.This ion is formed by a retro Diels-Alder reaction, an important fragmentation pathway of 6-MeO-1-Me-THBC, too. 6-MeO-harmalan easily loses one hydrogen atom in EI fragmentation followed by methyl loss from the methoxy group, this latter process yielding the base peak, m/z 197 in the EI mass spectrum of 6-MeO-harman.M+1 is the base peak in the CI mass spectra of all 6-MeO-β-carbolines.
- Gynther, Jukka,Peura, Pekka,Salmi, Seija
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p. 849 - 860
(2007/10/02)
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- Substituent Effects on 13C and 15N Chemical Shifts in Triazenes Studied by Principal Components Multivariate Data Analysis
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Principal components analysis was applied to the 13C and 15N chemical shift data on a series of fifteen 1-(para-substituted-phenyl)-3-acetyl-3-methyltriazenes.It was found that the halogen-substituted triazenes formed a class, based on substituent effects, which was different from the remaining eleven triazenes.A one-component model described the halogen class, whereas a two-component model was necessary for a description of the second class.In the second class, substituent tended to cluster to form groups depending on their electronic character.
- Dunn, III, W.J.,Lins, C.,Kumar, G.,Manimaran, T.,Grigoras, S.,et al.
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p. 450 - 456
(2007/10/02)
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- 1,2,3-Triazabutadienes. XIV. Investigations into the Acidic Cleavage of the Z-E-Isomeric 1-Aryl-3-- and 1-Aryl-3--triazenes
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The rate of the acid cleavage of the Z-E-isomeric 1-aryl-3-- and 1-aryl-3--triazenes 1 - 5 is investigated in dependence on the substituents in the aryl and benzo residue.The Z-isomer
- Fanghaenel, E.,Hohlfeld, J.
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p. 253 - 261
(2007/10/02)
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- Polarography of Some Arylazothiohydantoin Derivatives
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The polarographic behaviour of a series of arylazothiohydantoin derivatives has been investigated at a dropping mercury electrode.Two wawes were displayed.The first and predominant one is due to the reductive splitting of the azo-linkage by a 4e irreversi
- Darwish, S.,Fahmy, H. M.,Abdel Aziz, M. A.,El Maghraby, A. A.
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p. 344 - 349
(2007/10/02)
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