cas 617-88-9, 2-Chloromethylfuran | Articles data

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Structure-guided optimization of 1H-imidazole-2-carboxylic acid derivatives affording potent VIM-Type metallo-β-lactamase inhibitors
Production of metallo-β-lactamases (MBLs) in bacterial pathogens is an important cause of resistance to the ‘last-resort’ carbapenem antibiotics. Development of effective MBL inhibitors to reverse carbapenem resistance in Gram-negative bacteria is still needed. We herein report X-ray structure-guided optimization of 1H-imidazole-2-carboxylic acid (ICA) derivatives by considering how to engage with the active-site flexible loops and improve penetration into Gram-negative bacteria. Structure-activity relationship studies revealed the importance of appropriate substituents at ICA 1-position to achieve potent inhibition to class B1 MBLs, particularly the Verona Integron-encoded MBLs (VIMs), mainly by involving ingenious interactions with the flexible active site loops as observed by crystallographic analyses. Of the tested ICA inhibitors, 55 displayed potent synergistic antibacterial activity with meropenem against engineered Escherichia coli strains and even intractable clinically isolated Pseudomonas aeruginosa producing VIM-2 MBL. The morphologic and internal structural changes of bacterial cells after treatment further demonstrated that 55 crossed the outer membrane and reversed the activity of meropenem. Moreover, 55 showed good pharmacokinetic and safety profile in vivo, which could be a potential candidate for combating VIM-mediated Gram-negative carbapenem resistance.
Yan, Yu-Hang,Li, Wenfang,Chen, Wei,Li, Chao,Zhu, Kai-Rong,Deng, Ji,Dai, Qing-Qing,Yang, Ling-Ling,Wang, Zhenling,Li, Guo-Bo
(2021/11/17)

Application of 1-substituted-1H-imidazole-2-carboxylic acid compounds in preparation of metal beta-lactamase inhibitors
The invention relates to application of 1-substituted-1H-imidazole-2-carboxylic acid compounds in preparation of metal beta-lactamase inhibitors, and particularly discloses application of compounds shown in a formula I in preparation of metal beta-lactamase inhibitors or antibacterial combined medicines. Experiments prove that the compounds provided by the invention can be used for effectively inhibiting the activity of various MBL enzymes including VIM-2, NDM-1, IMP-1, VIM-1 and VIM-5; the compounds, especially the compounds 11, 13, 14, 29, 30, 34, 37 and 40, have an IC50 value of 2.13 [mu] Mor less on the VIM-2 type MBL enzymes, have a more significant inhibition effect than positive control drugs, and have very good potential in the preparation of MBL enzyme inhibitors. Meanwhile, thecompounds disclosed by the invention are combined with beta-lactam antibiotics, so that metal beta-lactamase generated by drug-resistant bacteria can be effectively inhibited, the antibacterial activity of the antibiotics is enhanced, and the compounds have a very good application prospect in preparation of antibacterial combined medicines.
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Paragraph 0180-0182

(2020/06/09)

1 - Substituted - 111H-imidazol -2 - carboxylic acid compound (by machine translation)
The invention relates to 1 - substituted - 111H-imidazol -2 - carboxylic acid compounds. Experiments prove that the compound provided by the invention can effectively inhibit the activity of various MBL enzymes including VIM-2, NDM-1, ?currcurrcurrcurry ?, VIM-IMP-1 1 and VIM IM IM, especially compounds 11 and 13, 14, 29, 30, 34, 37, 40, and IC of VIM-2 type MBL enzyme. 50 The value is below 2.13 μm, the inhibition effect is more remarkable than that of the positive control medicine, and the MBL enzyme inhibitor has great potential in preparing the MBL enzyme inhibitor. , The compound is combined with β - lactam antibiotics, metal β - lactamase produced by drug-resistant bacteria can be effectively inhibited, the antibacterial activity of the antibiotic is enhanced, and the compound has a very good application prospect in preparation of antibacterial and combined medicines. (by machine translation)
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Paragraph 0181-0183

(2020/07/02)

Full-biological vegetable oil polyhydric alcohol and preparation method and application thereof
The invention discloses a full-biological vegetable oil polyhydric alcohol and a preparation method and application thereof. The preparation method comprises the following step of enabling epoxy vegetable oil and a compound shown in a formula III to react in a second microstructure reactor, so as to obtain the vegetable oil polyhydric alcohol. Compared with the prior art, the preparation method has the advantages that a novel green open-loop reagent is adopted, the structure of the prepared polyhydric alcohol is novel, the hydroxyl value is higher, the distribution is uniform, the viscosity islower, and the full-biological vegetable oil polyhydric alcohol can completely replace the petroleum polyhydric alcohol to prepare polyurethane foam materials; the technology method is simple, the further treatment is not required, and the preparation method is suitable for industrialized production. The formula III is shown in the attached figure.
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Paragraph 0059-0061; 0064-0066; 0069-0071; 0074-0076

(2019/01/15)

Ferric(III) Chloride Catalyzed Halogenation Reaction of Alcohols and Carboxylic Acids Using α,α-Dichlorodiphenylmethane
A new method for chlorination of alcohols and carboxylic acids, using α,α-dichlorodiphenylmethane as the chlorinating agent and FeCl3 as the catalyst, was developed. The method enables conversions of various alcohols and carboxylic acids to their corresponding alkyl and acyl chlorides in high yields under mild conditions. Particulary interesting is the observation that the respective alkyl bromides and iodides can be generated from alcohols when either LiBr or LiI are present in the reaction mixtures.
Lee, Chang-Hee,Lee, Soo-Min,Min, Byul-Hana,Kim, Dong-Su,Jun, Chul-Ho
supporting information
p. 2468 - 2471
(2018/04/25)

CROSS-LINKABLE FLAME RETARDANT MATERIALS
A cross-linkable flame retardant material includes a terminal furan-containing flame retardant moiety. The terminal furan-containing flame retardant moiety includes a furan moiety bonded to a phosphorus moiety via a phosphoryl linkage or via a phosphinyl linkage.
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Sheet 4/13

(2018/06/30)

SNAr catalysis enhanced by an aromatic donor-acceptor interaction; Facile access to chlorinated polyfluoroarenes
Selective catalytic SNAr reaction of polyfluoroaryl C-F bonds with chloride is shown. Stoichiometric TMSCl makes the reaction exergonic and allows catalysis, which involves ground state elevation of chloride, aromatic donor-acceptor interactions, and stabilization of the Meisenheimer complex. Traditional cross-coupling of the products is now possible and demonstrates the utility.
Senaweera, Sameera,Weaver, Jimmie D.
supporting information
p. 7545 - 7548
(2017/07/12)

Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon
The construction of different types of substituted arenes was demonstrated through the photocyclization of 2-(fur-3-yl)ethenylarenes using a 3-furyl group as an isopropenyl equivalent synthon in the photocyclization reaction. The furan portion of the photocyclization intermediate could be fragmented via a base-induced elimination reaction to yield a series of substituted polyaromatics, including naphthalene, benzofuran, benzothiophene, phenanthrene, phenalene, acenaphthene, and triphenylene. Using different reagents, this method made it possible to introduce methyl or 2-hydroxyethyl groups as substituents at specific positions in these arenes.
Chen, Ying-Zhe,Ni, Ching-Wen,Teng, Fu-Lin,Ding, Yi-Shun,Lee, Tunng-Hsien,Ho, Jinn-Hsuan
p. 1748 - 1762
(2014/03/21)

Studies toward welwitindolinones: Formal syntheses of N- methylwelwitindolinone C isothiocyanate and related natural products
The formal syntheses of N-methylwelwitindolinone C isothiocyanate (4) and several other welwitindolinones 5-8 were achieved by the independent synthesis of 79. The synthesis featured a Lewis acid-mediated coupling between a heteroaryl carbinol and bis-TMS enol ether, an intramolecular enolate arylation, and an unprecedented intramolecular allylic alkylation of a γ-acyloxyenone.
Fu, Tsung-Hao,McElroy, William T.,Shamszad, Mariam,Heidebrecht Jr., Richard W.,Gulledge, Brian,Martin, Stephen F.
p. 5588 - 5603
(2013/07/11)

Pd-catalyzed reaction of aryl halides and propargyl furylmethyl ethers: A novel pathway to functionalized dihydroisobenzofurans
An interesting sequential reaction involving Sonogashira coupling, propargyl-allenyl isomerization, intramolecular [4 + 2] cycloaddition, and bridged oxa-ring opening has been realized, providing a facile method for the synthesis of functionalized dihydroisobenzofurans from easily accessible starting materials with a decent diastereoselectivity.
Chen, Lingzhu,Shen, Ruwei,Wu, Luling,Huang, Xian
p. 5954 - 5962
(2013/09/12)

NOVEL HETEROCYCLIC ACRYLAMIDES AND THEIR USE AS PHARMACEUTICALS
The invention relates to novel heterocyclic acrylamide compounds (I), to the preparation of the compounds and intermediates used therein, to the use of the compounds as antibacterial medicaments and pharmaceutical compositions containing the compounds.
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Page/Page column 109

(2011/06/19)

Bulky, optically active P-stereogenic phosphine-boranes from pure H-menthylphosphinates
The transformation of readily available pure-H-menthylphosphinates into chiral phosphinous acid-boranes permits the elaboration of bulky P-stereogenic secondary phosphine-boranes. Taking advantage of the synthetic potential of these compounds, a broad range of hindered P-chiral tertiary phosphine-boranes has been prepared with excellent enantiomeric excesses. The utility of bulky o-tolylphosphines was illustrated by the synthesis of a rare enantiopure phosphapalladacycle (SP,SP)-12.
Gatineau, David,Giordano, Laurent,Buono, Gerard
supporting information; experimental part
p. 10728 - 10731
(2011/09/14)

QUINOLONES USEFUL AS INDUCIBLE NITRIC OXIDE SYNTHASE INHIBITORS
The present invention relates to novel quinolones of Formula I that inhibit inducible NOS synthase together with methods of synthesizing and using the compounds including methods for inhibiting or modulating nitric oxide synthesis and/or lowering nitric oxide levels in a patient by administering the compounds for the treatment of disease.
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Page/Page column 26

(2008/12/06)

Synthesis of furanyl and oxazolyl N-substituted piperidine and imidazoline salts as potential agonists of M1 muscarinic receptors
(Chemical Equation Presented) Furanyl and oxazolyl N-substituted imidazoline salts were prepared by reacting furanyl and oxazolyl esters with ethylenediamine and trimethyl aluminum, followed by the addition of methyl iodide or hydrogen chloride. The piperidinium salts were prepared by treating furanyl and oxazolyl chlorides with piperidine base, followed by the addition of methyl iodide or hydrogen chloride.
Aguado, Andreina,Boulos, John,Carreras, Anladys,Montoya, Angelica,Rodriquez, Judith
p. 1517 - 1520
(2008/09/18)

The interaction of heteroaryl-acrylates and alanines with phenylalanine ammonia-lyase from parsley
Acrylic acids and alanines substituted with heteroaryl groups at the β-position were synthesized and spectroscopically characterized (UV, HRMS, 1H NMR, and 13C NMR spectroscopy). The heteroaryl groups were furanyl, thiophenyl, benzofuranyl, and benzothiophenyl and contained the alanyl side chains either at the 2- or 3-positions. While the former are good substrates for phenylalanine ammonia lyase (PAL), the latter compounds are inhibitors. Exceptions are thiophen-3-yl-alanine, a moderate substrate and furan-3-yl-alanine, which is inert. Possible reasons for these exceptions are discussed. Starting from racemic het eroaryl-2-alanines their D-enantiomers were prepared by using a stereodestructive procedure. From the heteroaryl-2- acrylates, the L-enantiomers of the heteroaryl-2-alanines were prepared at high ammonia concentration. These results can be best explained by a Friedel - Crafts-type electrophilic attack at the aromatic part of the substrates as the initial step of the PAL reaction.
Paizs, Csaba,Katona, Adrian,Retey, Janos
p. 2739 - 2744
(2008/02/03)

Probing structural effects on replication efficiency through comparative analyses of families of potential self-replicators
A formidable synthetic apparatus for the creation of nanoscale molecular structures and supramolecular assemblies through molecular structures can potentially be created from systems that are capable of parallel automultiplication (self-replication). In order to achieve this goal, a detailed understanding of the relationship be tween molecular structure and replication efficiency is necessary. Diastereoisomeric templates that are capable of specific and simultaneous autocatalysis have been synthesised. A systematic experimental and theoretical evaluation of their behaviour and that of structurally-related systems reveals the key determinants that dictate the emergence of self-replicative function and defines the structural space within which this behaviour is observed.
Kassianidis, Eleftherios,Pearson, Russell J.,Philp, Douglas
p. 8798 - 8812
(2007/10/03)

INHIBITORS OF MACROPHAGE MIGRATION INHIBITORY FACTOR AND METHODS FOR IDENTIFYING THE SAME
Inhibitors of MIF are provided which have utility in the treatment of a variety of disorders, including the treatment of pathological conditions associated with MIF activity. The inhibitors of MIF have the following structures (Ia), (Ib) including stereoisomers, prodrugs and pharmaceutically acceptable salts thereof, wherein n, R1, R2, R3, R4, X, and Z are as defined herein. Compositions containing an inhibitor of MIF in combination with a pharmaceutically acceptable carrier are also provided, as well as methods for use of the same.
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Page 88-89

(2010/02/08)

Remarkable interaction effects of molecular packing on site- and stereoselectivity in photocycloaddition of 2-pyrones with maleimide in the solid state
Solid-state photoirradiation of 1:1 complex crystals of 4-[ω-(2-furyl)alkyloxy]-6-methyl-2-pyrones 1b, 1c or 4-(ω-arylalkyloxy)-6-methyl-2-pyrones 1d-j with maleimide 2 gave [2+2]cycloadducts 3b-f, 3i, 3j with exclusive stereoselectivity. The high reaction selectivity was confirmed by X-ray structure analyses and MO method of the complex crystals, which were composed of two sets of a 1:1 complex between 1 and 2, arising from an CH-π interaction between 2 and the aromatic rings of 1, and/or π-π stacking between the aromatic rings in addition to four kinds of hydrogen bonding between the ground state 2-pyrone moieties and 2.
Obata, Toru,Shimo, Tetsuro,Yasutake, Mikio,Shinmyozu, Teruo,Kawaminami, Masaru,Yoshida, Ryosuke,Somekawa, Kenichi
p. 1531 - 1541
(2007/10/03)

Preparation and root growth-modulatory activity of N-substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides
N-Substituted 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanamides (8) were synthesized through the reaction of amines (13) with 2-acetylamino-2-ethoxycarbonyl-3-(2-furyl)propanoic acid (3b), which was prepared via condensation of 2-(bromomethyl)furan (10b) with diethyl acetamidomalonate, followed by partial hydrolysis of the resultant diethyl ester (3a) in the presence of barium hydroxide. However, bulky amines such as tert-butyl-amine of 2-trifluoromethylaniline did not afford the corresponding diamides (8). The biological activity of the prepared diamides (8) as root growth modulators was examined by germination assay using rape and leek seeds. N-(5-Bromo-2-thiazolyl)- and N-(4-chloro-2-benzothiazolyl)-2-acetylamino-2-ethoxycarbonyl-3-(2-furyl) propanamides (8h, i) both potently inhibited the root growth of rape seedlings, but were less effective in the case of leek seeds. The herbicide 2,4-dichlorophenoxyacetic acid completely inhibited root growth in both cases.
Kitagawa,Akiyama,Masai
p. 335 - 339
(2007/10/03)

SUBSTITUTED N-METHYL-N-(4-(4-(1H-BENZIMIDAZOL-2-YL) {1,4}DIAZEPAN-1-YL)-2-(ARYL)BUTYL) BENZAMIDES USEFUL FOR THE TREATMENT OF ALLERGIC DISEASES
The present invention relates to novel N-methyl-N-(4-(4-(1H-benzimidazol-2-yl)[1,4]diazepan-1-yl)-2-(aryl)butyl)benzamide derivatives of the formula: STR1 stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonists. Such antagonists are useful in the treatment of allergic rhinitis, including seasonal rhinitis and sinusitis; inflammatory bowel diseases, including Crohn's disease and ulcerative colitis; asthma; bronchitis; and emesis.
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(2008/06/13)

SUBSTITUTED N-METHYL-N-(4-(4-(1H-BENZIMIDAZOL-2-YL-AMINO) PIPERIDIN-1-YL)-2-(ARLYL) BUTYL) BENZAMIDES USEFUL FOR THE TREATMENT OF ALLERGIC DISEASES
The present invention relates to novel substituted N-methyl-N-(4-(4-(1H-benzimidazol-2-yl-amino)piperidin-1-yl)-2-(aryl)butyl) benzamide derivatives of the formula: STR1 stereoisomers thereof, and pharmaceutically acceptable salts thereof which are useful as histamine receptor antagonists and tachykinin receptor antagonists. Such antagonists are useful in the treatment of allergic rhinitis, including seasonal rhinitis and sinusitis; inflammatory bowel diseases, including Crohn's disease and ulcerative colitis; asthma; bronchitis; and emesis.
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(2008/06/13)

Thionyl chloride-benzotriazole in methylene chloride: A convenient solution for conversion of alcohols and carboxylic acids expeditiously into alkyl chlorides and acid chlorides by simple titration
A solution of 1:1 equivalent of thionyl chloride and benzotriazole in dry methylene chloride efficiently transforms alcohols and carboxylic acids into the corresponding alkyl chlorides and acid chlorides respectively at room temperature, with excellent yields by simple titration.
Chaudhari, Sachin S.,Akamanchi, Krishnacharya G.
p. 1763 - 1765
(2007/10/03)

Cleavage reactions of the anorectic drug furfenorex
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Unterhalt,Bause
p. 878 - 878
(2007/10/03)

Switch from palladium-catalyzed cycloisomerization/dimerization of terminal allenyl ketones to preferential formation of monomers by a 5-palladatricyclo[4.1.0.02'4]heptane catalyst: Synthesis of furans from substrates incompatible with the commonly used silver catalysts
By making the choice of either PdCl2(MeCN)2 or PTH rac4 as catalyst, the allenyl ketones 1 could be preferentially cycloisomerized/dimerized to either 2, 4-disubstituted furans 3 or preferentially cycloisomerized to the monosubstituted furans 2. Since the PTH catalyst tolerates functional groups like terminal alkynes, a-halogen ketones, and alkyl halides that inhibit the silver catalysis, the latter method is an impor-tant extension of Marshall's Ag'-catalyzed isomerization of 1 to 2. Some of these latter reactions also showed exciting chemoselectivities, e.g. with allenyl ketones, such as le and Id, which also possess a 1, 6-enyne substructure, no enynecyclization was observed. This is also the first reported example of catalysis by a PTH. WILEY-VCH Verlag GmbH, I.
Stephen,Hashmi,Schwarz, Lothar
p. 1449 - 1456
(2007/10/03)

5-Nitrofuran-2-ylmethyl group as a potential bioreductively activated pro-drug system
5-Substituted isoquinolin-1-ones have been synthesised by one-pot Curtius rearrangement of the corresponding substituted 3-phenylpropenoyl azides and cyclisation. Arylmethylation of the anions of the isoquinolinones with benzyl halides [4-methoxybenzyl chloride, 2-(chloromethyl)furan and 5-nitro-2-(tosyloxymethyl)furan] takes place exclusively at nitrogen. Nitration of 2-(furan-2-ylmethyl)isoquinolin-1-one in strongly acidic medium gives 2-(5-nitrofuran-2-ylmethyl)isoquinolin-1-one, whereas weaker acidic conditions lead to dinitration. Curtius rearrangement of 3-carboranylbutanoyl azide and trapping with 5-nitrofuran-2-ylmethanol gives 5-nitrofuran-2-ylmethyl N-(3-carboranylpropyl)carbamate. Biomimetic reduction of these nitrofuranylmethyl derivatives of anticancer drugs triggers release of the parent drugs. Thus, these nitrofurans have potential applications as pro-drugs for selective release of therapeutic drugs in hypoxic solid tumours.
Berry, Jane M.,Watson, Corrine Y.,Whish, William J. D.,Threadgill, Michael D.
p. 1147 - 1156
(2007/10/03)

Labelled compounds of interest as antitumour agents - V. Syntheses of [18O]-5-methylisoquinolinone and 1-(furan-2-yl-[18O]-methoxy)-5-methylisoquinoline
Treatment of 2-methylcinnamic acid with H218O at 100°C under acidic conditions leads to high incorporation of 18O by exchange. Methods have been developed for chemically and isotopically efficient conversion to the corresponding [carbonyl-18O]methyl ester, to [18O]-5-methylisoquinolinone (an inhibitor of DNA repair) and to 1-(furan-2-yl-[18O]-methoxy)-5-methylisoquinoline.
Berry, Jane M.,Threadgill, Michael D.
p. 935 - 940
(2007/10/03)

Uebergangsmetallkatalysierte Dimerisierung von Allenylketonen
Stichworte: Allene, Furane, Palladiumverbindungen
Stephen, A.,Hashmi, K.
p. 1749 - 1751
(2007/10/02)

Studies on Organolanthanide Complexes. Part 55. Synthesis of Furan-bridged Bis(cyclopentadienyl) Lanthanide and Yttrium Chlorides, and Ligand and Metal Tunnig of Reactivity of Organolanthanide Hydrides (in situ)
Four new complexes (Ln = Y, Yb, Sm or Nd) were synthesised by using furan-bridged bis(cyclopentadienes) as ancillary ligands and characterized by elemental analyses, mass, IR and 1H NMR spectroscopy.The spectra indicate that these complexes are chloride-bridged dimers and the two furan-bridged cyclopentadienyl rings co-ordinate to each metal in a chelating fashion with intramolecular co-ordination between the oxygen atom and the metal.The effects of the bridging chain and the central metal upon the reactivity of organolanthanide hydrides generated in situ form the -NaH system were investigated.The reactivity can be tuned not only by varying the ligands but also by taking advantage of the lanthanide contraction.The ligand tunability varies for different reactions.More reactive organolanthanide hydride species (in situ) can be obtained by both 'ligand tuning' and 'metal tuning', i.e. by selecting the appropriate ancillary ligands and the early lanthanide metals.
Qian, Changtago,Zhu, Dunming
p. 1599 - 1604
(2007/10/02)

An Efficient Synthesis of 2-(Halogenomethyl)penems
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Altamura, Maria,Perrotta, Enzo
p. 272 - 274
(2007/10/02)

Thermodynamics of Protonation of Some Five-membered Heteroarylcarboxylates, -alkanoates and -trans-propenoates
Thermodynamic parameters for the proton complex formation of some five-membered heteroaryl-carboxylates, -alkanoates and -trans-propenoates have been determined in aqueous solution at 25 deg C and I = 0.10 mol dm-3 (KNO3) by means of potentiometric and calorimetric measurements.The acidity of heteroarylcarboxylic acids follows the order 2-furoic > 2-thenoic > selenophene-2-carboxylic > 3-furoic > 3-thenoic > pyrrole-2-carboxylic > N-methylpyrrole-2-carboxylic.Such a sequence agrees with the different effects of the heteroaryl groups on the carboxylic side chain.A similar trend is observed for the corresponding furyl- and thienyl-alkanoic acids, even though polar effects of heteroatoms on the acidity are less pronounced owing to the presence of the methylenic spacers.The pK values of trans-heteroarylpropenoic acids turn out to be independent of both the heteroatom and the carboxylic group position.Enthalpic and entropic changes are typical of a "hard-hard" interaction.
Arena, Giuseppe,Cali, Rosario,Maccarone, Emanuele,Passerini, Amedeo
p. 1941 - 1946
(2007/10/02)

Cephalosporin compounds
The present invention relates to novel cephalosporin compounds having high antimicrobial activity, which are shown by the formula(I), and to a process for preparing them STR1 wherein R1 is a hydrogen atom or an amino protecting group; R2 is acetoxy; and R3 is a hydrogen atom or a carboxyl protecting group (wherein when R2 contains quaternary ammonium, r2 and R3 may form a zwitter ion). The present invention also relates to the non-toxic and pharmaceutically acceptable salts of the cephalosporin compounds of the formula (I). Also described are compositions containing the antibiotics according to the present invention.
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(2008/06/13)

Halogenation of benzyl- and (heteroaromatic methyl)cobaloximes: Direct competition between ring halogenation and cobalt-carbon bond cleavage
(4-Acetamidobenzyl)- and (4-(dimethylamino)benzyl)cobaloximes react rapidly with low concentrations of chlorine and bromine in acetic acid or chloroform at room temperature under nitrogen. Both ring-halogenated organometallic products and direct Co-C cleavage products are formed. However, (4-methoxybenzyl)cobaloxime forms 4-methoxy-2-halotoluene as the exclusive product. (3-Methylbenzyl)cobaloxime undergoes a substantial proportion of ring substitution by both Br2 and Cl2 in competition with the cleavage of the Co-C bond. (3-Methoxybenzyl)cobaloxime forms only the ring-substituted organometallic product. A remarkable difference in reactivity between 2- and 3-isomers of the (thienylmethyl)- and (furylmethyl)cobaloximes is observed; for example, Co-C cleavage is the primary process in furfuryl- and (2-thienylmethyl)cobaloximes whereas ring halogenation occurs much faster in the 3-isomer. The results are discussed in terms of a σ-π delocalization phenomenon by which the electronic effect of a substituent in the benzyl group is effectively transmitted to the Co-C bond reactivity. The substituent effect of the metallomethyl group -CH2Co(dmgH)2py is found to be more than that of the methoxy group. The mechanism of the Co-C cleavage is described.
Gupta,Kumar, Manoj,Roy, Sujit
p. 11 - 18
(2008/10/08)

Tobacco smoke chemistry 3. Aromatic acids of cigarette smoke condensate.
A fraction containing mainly aromatic acids has been isolated from cigarette smoke condensate. Gas chromatographic and mass spectral analysis of the corresponding methyl esters and comparison with reference compounds, many of which were synthesized for this purpose, made possible the identification of 27 constituents (Table 1). Eighteen of these have not been detected in tobacco smoke condensate before.
Arnarp,Dahlin,Enzell,Pettersson
p. 381 - 385
(2007/10/02)

Tetrahydro-β-carboline derivatives and treatment of liver diseases
Novel tetrahydro-β-carboline derivatives of the formula: STR1 wherein R1 is carboxyl, a lower alkoxycarbonyl, carbamoyl, an N,N-di-lower alkylcarbamoyl, an N-(phenyl-substituted lower alkylidenamino)carbamoyl, a [N,N-di(lower alkyl)amino]-lower alkyl, or a nitrogen-containing monocyclic heterocyclic group; R2 is hydrogen atom, a lower alkyl, or a hydroxy-lower alkyl group, or R2 is combined with R1 to form a group: --CO--O--CH2 --; R3 is hydrogen atom, a lower alkyl, a phenyl-lower alkyl, or a group: --CSS--R4 ; R4 is hydrogen atom, an alkyl, or a group: --(CH2)n Y1 ; n is 0, 1 or 2, Y1 is a lower alkenyl, a phenyl-substituted lower alkenyl, an N,N-di(lower alkyl)amino, a lower alkylmercapto, a lower alkoxycarbonyl, benzoyl, naphthyl, a cycloalkyl, a monocyclic heterocyclic group, or a substituted or unsubstituted phenyl, which have excellent activities for alleviating, curing and preventing hepatic damages and are useful as a therapeutic or prophylactic agent for hepatic diseases, and processes for the preparation thereof, and a pharmaceutical composition containing the above compound as an active ingredient.
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(2008/06/13)

HALOGENATION OF THENYL AND FURYL COBALOXIMES
The reactions of thenyl and furyl cobaloximes with halogens (bromine and chlorine) in acetic acid and chloroform indicate that, Co-C bond cleavage occurs in 2-thenyl and 2-furyl case whereas the ring substitution is faster than Co-C bond cleavage in 3-thenyl and 3-furyl cobaloximes.
Gupta, B.D.,Roy, S.
p. 3255 - 3256
(2007/10/02)

Acyl Radicals: the Relationship between Electron Spin Resonance Spectra, Structure, and Stability in a Family of ?-Radicals
A series of saturated and unsaturated acyl radicals, RC.=O, have been generated in fluid solution, principally by the photolysis of di-t-butyl peroxide in the presence of the corresponding aldehyde.Most of th acyl radicals show well-resolved hyperfine splittings, and the values of a(Hβ( correlate with the n.m.r. coupling constants 3J(CHCHO) in the parent aldehyde.It is concluded that the acyl radicals and the corresponding aldehydes have similar structures.
Davies, Alwyn G.,Sutcliffe, Roger
p. 819 - 824
(2007/10/02)

N-(heteroaryl-methyl)-6,14-(endoethano or endoetheno)-7α-hydroxyalkyl-tetrahydro-nororipavines or-northebaines and salts thereof
Compounds of the formula SPC1 Wherein R1 is hydrogen, methyl or acetyl, R2 is hydrogen or methyl, R3 is hydrogen, methyl, n-propyl, phenethyl or phenyl, R4 is hydrogen or methyl, Z is --CH=CH-- or --CH2 --CH2 --, and Y is oxygen or sulfur, And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as analgesics and antitussives.
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(2008/06/13)

Cyclic substituted tricyclic quinazolinones
The compounds are biologically active tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones, pyrimido[2,1-b]quinazolin-6-ones and diazepino[2,1-b]quinazolin-7-ones substituted by a thienyl or furyl group, e.g., 10-(2-thienylmethyl)-2,3-dihydro-imidazo[2,1-b] quinazolin-5(10)-one, and useful, for example, as broncho-dilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with a cyclic pseudothiourea such as 2-organomercapto-4,5-dihydroimidazole or 2-organomercapto-3,4,5,6-tetrahydropyrimidine.
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(2008/06/13)