Showing papers on "Morpholine published in 1984"
TL;DR: In this paper, a porphyrin pyrrole has been ringexpanded to a morpholine derivative, ring-contracted to an azetine derivative, and converted into the oxazolone derivatives.
Abstract: Novel heterocyclic systems in which a porphyrin pyrrole has been ring-expanded to a morpholine derivative (5), ring-contracted to an azetine derivative (6), and converted into the oxazolone derivatives (4) and (9) result from selective oxidation of 2-amino-5,10,15,20-tetraphenylporphyrin (1).
113 citations
Journal Article•
TL;DR: Aminoalkohole des Typs (II) werden aus den Estern (I) nach bekannten Verfahren (→ Saurechlorid → Aldehyde → Cyanhydrine → Aminoalkhole) synthetisiert as discussed by the authors.
81 citations
TL;DR: It is proposed that phenylhydrazine condenses with periodate-engendered sialic acid monoaldehydes to yield the corresponding phenylHydrazone and withperiodate-ENGendered dialdehydes with corresponding morpholine or azido derivatives to yieldThe PAPS reaction is a generalized phenomenon independent of the hydrazine or hydrazide used, the nature of the Schiff reagent or the presence of anionic groups.
Abstract: Histochemical investigations of the periodic acid-phenylhydrazine-Schiff (PAPS) procedure were carried out on tissues containing carbohydrate macromolecules known to produce on periodate oxidation, only sialic acid monoaldehydes or hexosedialdehydes or mixtures of the two. The results indicated that the PAPS reaction is a generalized phenomenon independent of the hydrazine or hydrazide used, the nature of the Schiff reagent or the presence of anionic groups. It is proposed that phenylhydrazine condenses with periodate-engendered sialic acid monoaldehydes to yield the corresponding phenylhydrazone and with periodate-engendered dialdehydes to yield the corresponding morpholine or azido derivatives. Subsequent Schiff treatment results in the reversal of the blockade of sialic acid monoaldehydes but not of the dialdehydes, thus leading to selective Schiff staining of sialic acid residues.
33 citations
TL;DR: In this paper, N-substitution of morpholine with alkyl or cycloalkyl groups containing 12 to 13 carbon atoms, compounds were obtained with good fungicidal activity, in particular, against powdery mildew in barley.
Abstract: By the N-substitution of morpholine with alkyl or cycloalkyl groups containing 12 to 13 carbon atoms, compounds were obtained with good fungicidal activity, in particular, against powdery mildew in barley. An increase in activity was achieved when the carbon atoms in the heterocyclic ring bore one or two methyl groups, the 2,6-combination being preferred. In the case of sterically different substances, no difference in activity was observed between the cis- and trans-forms. Substituted arylalkyl amines, in which the aromatic ring and the alkylene chain were substituted appropriately, showed very good activity against powdery mildew in wheat and barley, as well as against cereal rust fungi. Steric conditions also play an important role with this type of molecule, as has been proved by detailed investigations on isomers with different configurations in the morpholine moiety, in the alkylene intermediate chain, and in the carbocycle.
31 citations
Patent•
22 Nov 1984
TL;DR: A 2R, 3R or 2S, 3S enantiomer of a 2-( alpha -phenoxybenzyl)-morpholine derivative of formula (I): wherein R is a C1-C6 alkoxy group or a trihalomethyl group; and the pharmaceutically acceptable salts thereof are useful as an anti-depressant, in treating sleep disorders or as a minor tranquilizer as mentioned in this paper.
Abstract: A 2R, 3R or 2S,3S enantiomer of a 2-( alpha -phenoxybenzyl)-morpholine derivative of formula (I): wherein R is a C1-C6 alkoxy group or a trihalomethyl group; and the pharmaceutically acceptable salts thereof are useful as an anti-depressant, in treating sleep disorders or as a minor tranquilizer.
29 citations
TL;DR: Reduction de quelques epoxydes dans l'ethyle ether par le borane-morpholine en presence de BF 3 •DEt 2.
Abstract: Reduction de quelques epoxydes dans l'ethyle ether par le borane-morpholine en presence de BF 3 •DEt 2
25 citations
TL;DR: The effect of the aliphatic alcohols methanol, ethanol, propanol, isopropanol, 2-butanol, and tertbutanol on the rate of nitrosation of morpholine at pH 3 and 25 °C has been studied in this article.
Abstract: The effect of the aliphatic alcohols methanol, ethanol, propanol, isopropanol, 2-butanol, isobutanol, and tert-butanol on the rate of nitrosation of morpholine at pH 3 and 25 °C has been studied. T...
22 citations
TL;DR: The title amino blocking function is stable under basic and acidic conditions frequently used in the peptide synthesis as mentioned in this paper, and its hydrophilicity permits an effective peptide syntheside synthesis in water.
19 citations
TL;DR: In this paper, the kinetics of the nitrosation of morpholine and diethylamine in the presence of formaldehyde has been studied at pH values between 6.5 and 8.7, respectively.
Abstract: The kinetics of the nitrosation of morpholine and diethylamine in the presence of formaldehyde has been studied at pH values between 6.5–8.2 and 6.9–8.7, respectively. The results are interpreted through a mechanism that implies the reaction between both the nitrite NO2– and iminium R2[graphic omitted]CH2 ions. The latter ion results from the dehydration of the conjugated acid of the carbinolamine, R2[graphic omitted]HCH2OH, the initial product of the amine–formaldehyde reaction. The results allow the calculation of the equilibrium constants of formation of carbinolamine, R2NCH2OH, and methanediamine, R2NCH2NR2(only for the morpholine–formaldehyde system), and their conjugate acids.
19 citations
Journal Article•
TL;DR: Results of this study provide quantitative support for the assumption that in vivo formation of N-nitrosomorpholine leads to tumor development.
Abstract: A method was developed to monitor the in vivo formation of W-nitrosomorpholine. A/-Nitroso(2-hydroxyethyl)glycine, a major urinary metabolite of A/-nitrosomorpholine, was quantified as its methyl ester-trimethylsilyl ether derivative, using gas chromatog- raphy with nitrosamine-specific detection. When the method was applied to rats, the in vivo formation of, or exposure to, as little as 0.6 ut) of /V-nitrosomorpholine could be quantified. The method was also applicable to human urine, with a detection limit of approximately 0.5 /ug of A/-nitroso(2-hydroxyethyl)glycine per 100-ml urine sample. The formation of A/-nitrosomorpholine was measured in rats treated by gavage with a wide range of doses of morpholine and NaNO2. Depending on the dose, 0.5 to 12% of the morpholine was nitrosated. A/-Nitrosomorpholine formation showed a high degree of variability among rats treated with a given dose of morpholine and NaNO2, but the levels of A/- nitrosomorpholine formed were generally in agreement with ex pectations based on in vitro studies in which dependence on morpholine concentration multiplied by nitrite concentration squared has been established. The formation of A/-nitrosomor- pholine was also measured in rats administered a diet containing 50 ppm of morpholine and 1000 ppm of NaNO2, a regimen which has been previously shown to induce liver cell tumors in 58% of the animals. The mean daily formation of A/-nitrosomorpholine under these conditions was estimated to be 0.88 ±0.59 Â?Âimol/ rat (S.D.), which is high enough to account for the observed tumor incidence. The results of this study provide quantitative support for the assumption that in vivo formation of A/-nitroso-
18 citations
TL;DR: Aminomethylated derivatives of adenine, cytosine and guanine have been isolated and characterized for the first time in this paper, and bis-alkylated products were obtained from the reaction of either cytosines or guanines with the aminomethrylating agent regardless of the basicity of the secondary amine used or the stoichiometry of the reaction.
TL;DR: In this paper, the attachment of gaseous positive ions ([H]+, [CH3]+ and [C2H5]+) to morpholine, thiomorpholine and 1,4-thioxane, through chemical ionization, has been studied by collision spectroscopy.
Abstract: The attachment of gaseous positive ions ([H]+, [CH3]+ and [C2H5]+) to morpholine, thiomorpholine and 1,4-thioxane, through chemical ionization, has been studied by collision spectroscopy. The daughter ion spectra of the ion/molecule reaction products were compared to those of model ions, generated by fast-atom bombardment of corresponding quaternary ammonium salts, in order to determine the preferred site of reaction for the protonation and alkylation of these multifunctional nucleophilic compounds. For novel entities with no model precursors, the site of cation attachment was postulated on the basis of characteristic fragmentations and trends established by the study of other bifunctional heterocycles. The site of protonation followed predicted trends in proton affinity differences for the various heteroatoms (N>S>O), and the alkyl ion reactivities followed differences in electronegativity or nucleophilicity (S>N>O).
TL;DR: In this article, trichloroethylene reacts with secondary aliphatic amines in the presence of aqueous solution of NaOH and catalytic quantity of benzyltriethylammonium chloride to give the corresponding N,N,N,'N'-tetraalkylsubstituted glycinamides.
TL;DR: In this paper, the authors proposed a novel complexes M(CO)5S(NR2)2 (M = Cr, Mo or W) by the addition of N,N′-thiobisamine (NR2 = dimethylamine, piperidine, morpholine or dibenzylamine) to UV-irradiated tetrahydrofuran solutions of M( CO)6.
TL;DR: In this article, a number of oxo and sulphido-bridged tungsten(V) complexes with morpholine dithiocarbamate and piperidine dithiamine as ligands are reported.
TL;DR: In this article, the double Mannich reaction with morpholine acetate in ethanol gave the symmetrical bis-base, whereas such reaction in acetic acid afforded the vinyl-ketonic base.
Abstract: DoubleMannich reaction of the title compound1 with morpholine acetate in ethanol gave the symmetrical bis-base2, whereas such reaction in acetic acid afforded the vinyl-ketonic base3. Reactions of3 with morpholine, piperidine, thiophenol and dimethyl phosphite were investigated.Mannich reaction of2 with primary amines gave di-basically substituted γ-piperidones6a-b. Compound1 reacts with ethylenediamine and formaldehyde to give the diazatricyclic system7.
TL;DR: In this paper, the reactions of morpholine, benzylamine, and pyrrolidine with disulfure de carbone a 25°C and a force ionique de 0.0024M were studied.
Abstract: Etude des reactions des morpholine, benzylamine et pyrrolidine avec le disulfure de carbone a 25°C et une force ionique de 0,0024M
TL;DR: In this article, the thermolysis of 4-(4-cyanoanilino)-1,2,3-benzotriazine (1a) in morpholine affords 3-[2-amino-N-(4cyanophenyl)benzimidoyl]-4-(4-,cyanophenylimino)-3, 4-dihydro-1, 2,3-, 1, 2.3-bensotrizolamide (3a), in addition to the major product 2-(4,cyan
Abstract: Thermolysis of 4-(4-cyanoanilino)-1,2,3-benzotriazine (1a) in morpholine affords 3-[2-amino-N-(4-cyanophenyl)benzimidoyl]-4-(4-cyanophenylimino)-3,4-dihydro-1,2,3-benzotriazine (3a) in addition to the major product 2-amino-N2-(4-cyanophenyl)-N1N1-oxydiethylenebenzamidine (2a). The yield of (3a) increases if high boiling non-nucleophilic solvents are employed as the thermolysis medium. Decomposition of (3a) in hot acetic acid affords derivatives of 4-(4-cyanophenyl)-2-phenyl-quinazoline.
TL;DR: The data indicate that nitrogen dioxide exposure causes the nitrosation of morpholine in vivo and demonstrate the importance of adding suitable inhibitors of nitrosations, such as L-ascorbic acid and d,1-alpha-tocopherol to the extraction solution to prevent possible artifactual formation of N-nitrosomorpholine during the extraction and analysis of the samples.
Abstract: The possibility of N-nitrosomorpholine formation was investigated in mice treated with morpholine and then exposed to 45 ppm nitrogen dioxide in an inhalation chamber for 2 h Following this treatment, the mice were frozen and pulverized in liquid nitrogen and concentrated extracts from the powders of these animals were analyzed for N-nitrosomorpholine using a thermal energy analyzer interfaced to a gas chromatograph The data indicate that nitrogen dioxide exposure causes the nitrosation of morpholine in vivo Additional data show that significant levels of artifactually formed N-nitrosomorpholine are found in control animals that are treated with morpholine after exposure to nitrogen dioxide for 2 h unless a combination of L-ascorbic acid and d,1-alpha-tocopherol are used to inhibit nitrosation during the homogenization, extraction, and analysis of the samples The need for both a lipid phase nitrosation blocker (d,1-alpha-tocopherol) and an aqueous phase nitrosation blocker (L-ascorbic acid) indicates that the nitrosation of morpholine occurs in both a lipid and an aqueous phase in vitro and therefore may occur in both a lipid and an aqueous environment in vivo The data from this study also demonstrate the importance of adding suitable inhibitors of nitrosation, such as L-ascorbic acid and d,1-alpha-tocopherol to the extraction solution to prevent possible artifactual formation of N-nitrosomorpholine during the extraction and analysis of the samples
Patent•
12 Jul 1984TL;DR: In this paper, Nouveaux derives de formule (I) dans laquelle Y = H ou N(CH 3 ) 2 and - soit R, = H et R.
Abstract: Nouveaux derives de formule (I) dans laquelle Y = H ou N(CH 3 ) 2 et Novel derivatives of formula (I) wherein Y = H or N (CH 3) 2 and - soit R, = H et R. = OH, alcoyle eventuellement substitue par COOH,alcoyloxycarbonyle, OH, alcoylamino ou dialcoylamino dont les radicaux alcoyle peuvent former un heterocycle ou R 2 = cycloalcoyle (3 a 7 C) ou un heterocycle choisi parmi azetidine, pyrrolidine, piperidine ou azepine (eventuellement substitues sur l'azote par alcoyle), Or - R = H and R = OH, alkyl optionally substituted with COOH, alkyloxycarbonyl, OH, alkylamino or dialkylamino radicals whose alkyl radicals can form a heterocycle or R 2 = cycloalkyl (3-7 C) or a heterocycle chosen from azetidine , pyrrolidine, piperidine or azepine (optionally substituted on the nitrogen by alkyl), - soit R, = formyle ou alcoylcarbonyle et R 2 = alcoyle substitue par COOH, alcoylamino, dialcoylamino dont les radicaux alcoyle peuvent former un heterocycle ou R 2 = heterocycle comme ci-dessus, - either R = formyl or alkylcarbonyl and R 2 = alkyl substituted by COOH, alkylamino, dialkylamino in which the alkyl radicals can form a heterocycle or R 2 = heterocycle as above, - soit R, et R 2 , identiques ou differents, representent alcoyle eventuellement substitue par COOH, alcoyloxycarbonyle, OH, alcoylamino ou dialcoylamino dont les radicaux alcoyle peuvent former un heterocycle, - or R, and R 2, identical or different, represent alkyl optionally substituted with COOH, alkyloxycarbonyl, OH, alkylamino or dialkylamino radicals whose alkyl radicals can form a heterocycle, - soit R, et R 2 forment un cycle azetidine, pyrrolidine, piperidine, morpholine ou piperazine (eventuellement substitue par alcoyle), tous les alcoyle ayant 1 a 5 C. - or R, and R 2 form an azetidine, pyrrolidine, piperidine, morpholine or piperazine (optionally substituted by alkyl), all alkyl having 1 to 5 C. Ces derives sont utiles comme agents antibacteriens. These derivatives are useful as antibacterial agents.
TL;DR: It was concluded that genotoxicity of substituted morpholines is a function of the substituent moiety rather than morpholine itself.
Abstract: Morpholine and a series of morpholine derivatives were assayed for the potential to induce DNA repair in the rat hepatocyte primary culture/DNA repair assay. Morpholine did not induce DNA repair at dose concentrations which were not toxic (0.0001–0.1 mg/ml). Two animal metabolites of morpholine, N-methylmorpholine oxide and N-hydroxymorpholine, also did not induce DNA repair at the non-toxic concentrations tested (0.0001–10 mg/ml and 0.0001–1 mg/ml, respectively). A putative metabolite of morpholine, 3-morpholinone, was inactive (0.001–10 mg/ml) and a polyurethane foam catalyst, N-butylmorpholine (0.0001–0.1 mg/ml) was also inactive. The chemical intermediate N-hydroxyethylmorpholine induced DNA repair in the dose range 1–5 mg/ml. It was concluded that genotoxicity of substituted morpholines is a function of the substituent moiety rather than morpholine itself.
TL;DR: In this article, N-salicylidene-2-methoxyethylamine is kinetically investigated at 30 °C and shown to have a saturation curve in harmony with a reaction sequence involving a rapid equilibrium formation of a borate-substrate complex followed by its breakdown.
Abstract: Hydrolysis of N-salicylidene-2-methoxyethylamine is kinetically investigated at 30 °C. Intramolecular general base catalysis by the o-O− substituent takes place in the neutral pH region. Nucleophilic catalysis by morpholine was also found to be operative. Added boric acid accelerates the hydrolysis above pH 5.5 while it decelerates the hydrolysis below pH 5.5. The hydrolysis rate as the function of the boric acid concentration follows a saturation curve in harmony with a reaction sequence involving a rapid equilibrium formation of a borate-substrate complex followed by its breakdown. The morpholine catalysis is inhibited by boric acid in accord with the slow reaction of morpholine with the complex. The water reaction of the complex is considered to involve a rearrangement of the complex and an intramolecular transfer of the boron-coordinated hydroxide ion to the iminium carbon.
TL;DR: The inactivation of human factor X by incubation with a reagent known to chemically modify gamma-carboxyglutamic acid to gamma-methylene glutamic acid was studied and modified-factor X was not activated by Russell's viper venom in the presence of calcium, suggesting that the loss of coagulant activity was related to the inability to be activated.
Patent•
25 Jan 1984TL;DR: An enhanced yield of 2-(2-hydroxyethoxy)ethylamine is obtainable when diethylene glycol is reductively aminated over a catalyst consisting of cobalt, copper and ceria or a mixture thereof.
Abstract: An enhanced yield of 2-(2-hydroxyethoxy)ethylamine is obtainable when diethylene glycol is reductively aminated over a catalyst consisting of cobalt, copper and ceria or thoria or a mixture thereof.
Patent•
17 Jul 1984
TL;DR: In this article, the authors proposed a preventive for chapping, effective to keep the skin in healthy state free from chapping by using a specific dialkyl phosphate in combination with a humectant.
Abstract: PURPOSE:To provide a preventive for chapping, effective to keep the skin in healthy state free from chapping, by using a specific dialkyl phosphate in combination with a humectant. CONSTITUTION:The objective preventive for chapping having excellent chap preventive effect contains (A) the compound of formula I (R1 and R2 are 6-24C hydrocarbon group; R3 and R4 are 2-6C hydrocarbon group; m and n are 0- 20; X is H, alkali metal, 2-3C mono - trialkanolamine, ammonium, 1-4C mono - tetraalkylammonium, basic amino acid, or morpholine salt) and (B) a humectant selected preferably from the compound of formula I or formula II (p is 2-6; A is 2-6C hydrocarbon group; q is 1-100), 1,3-butanediol, 1,2,6-hexanetriol, 2-ethyl-1,3-hexanediol, alpha-amino acid, pyrrolidonecarboxylic acid salt, lactic acid salt, urea and polysaccharide.
TL;DR: Substitution of the 4-sulfonate in sodium 1, 2-naphthoquinone-4-sulphonate (I) with many kinds of aliphatic amines (II) yields colored 4-substituted 1 2 naphthoequinones (Q) : 4-morpholino-Q (IIIa), 4-piperidino-q (IIIb), 4pyrrolidin-q(IIIb) and 4-polycyclic amine-methylamino-
Abstract: Substitution of the 4-sulfonate in sodium 1, 2-naphthoquinone-4-sulfonate (I) with many kinds of aliphatic amines (II) yields colored 4-substituted 1, 2-naphthoquinones (Q) : 4-morpholino-Q (IIIa), 4-piperidino-Q (IIIb), 4-pyrrolidino-Q (IIIc), 4-(1, 2, 4-triazol-1-yl)-Q (IIId), 4-(2-pyrrolyl)-Q (IIIe), 4-dimethylamino-Q (IIIf), 4-diethylamino-Q (IIIg), 4-isopropylamino-Q (IIIh), and 4-(4-amino-2-methyl-5-pyrimidylmethylamino)-Q (IIIi) The eliminated sulfite adds rapidly to the 4-position in I to form a colorless by-product, disodium 2-hydroxy-1-oxo-1, 4-dihydro-4, 4-naphthalenedisulfonate (IV) The rates of reactions were measured by polarography The formations of IIIa and IV are successive second-order reactions The pH profile of the rate constant, with a rounded peak at pH 10, suggests nucleophilic substitution of the free base (II) at the 4-carbon in the o-quinone form (I) The hydrolysis of IIIa to 2-hydroxy-1, 4-naphthoquinone (V) is an acid-base-catalyzed pseudo-first-order reaction The best conditions for photometric determination of morpholine (IIa) were found to be reaction of IIa with excess I at pH 8 and 25°C for 30 min
TL;DR: In this article, the synthesis of four new tungsten(V) dimeric thio-complexes with disulphido bridge is reported, which have been identified by IR and electronic spectra, magnetic susceptibilities and analytical data.