Showing papers on "Pyrazole published in 1970"
Journal Article•
136 citations
77 citations
TL;DR: Pyrazole, previously reported to inhibit ethanol oxidation in the rat, also effectively blocks the in vivo metabolism of methanol, propanol, isopropanol, n-butanol, and isobutanol.
Abstract: Pyrazole, previously reported to inhibit ethanol oxidation in the rat, also effectively blocks the in vivo metabolism of methanol, propanol, isopropanol, n-butanol, and isobutanol. A variety of oximes and amides are also effective inhibitors of ethanol metabolism. These various inhibitors may prove important in the elucidation of several facets of alcohol metabolism and also may have application in the treatment of methanol poisoning and in the reduction of the sequelae of the disulfiram-ethanol reaction syndrome in man.
73 citations
60 citations
TL;DR: The semi-empirical Pariser-Parr-Pople SCF method combined with configuration-interaction has been applied for calculation of the electronic spectrum, ionization potential and electron affinity.
Abstract: The semiempirical Pariser-Parr-Pople SCF method combined with configuration-interaction has been applied for calculation of the electronic spectrum, ionization potential and electron affinity, π-electron distribution and total π-energy of such heterocycles as oxazole, isoxazole, oxadiazoles, imidazole, pyrazole, triazoles and their monobenzo-derivatives, and the theoretical results have been compared with the available spectral data and miscellaneous chemical properties including the position-dependency on substitution reactions, novel photochemical isomerization of several compounds and so forth.
47 citations
TL;DR: The structure of pyrazole-3(5)-diazonium chloride with an equimolar amount of diazomethane is described in this article, where it is shown that pyrazol reacts with Na-azide to give the hitherto unknown 3 (5)-azido-pyrazole.
Abstract: 3(5)-[Tetrazolyl-(l)]-pyrazol (2) und Pyrazolo[5.l-c]triazol (3) entstehen bei aquimolarer Umsetzung von Pyrazol-3(5)-diazoniumchlorid (1) mit Diazomethan. Bei zweifachem Uberschus an Diazomethan isoliert man neben 2 die isomeren N-Methyl-Derivate 10 und 11. Die Strukturen wurden auf Grund spektroskopischer Daten zugeordnet. Die Addition von Propiolsaureester an Diazo-cyclopentadien fuhrt zu einem blauen 2(1)H-Cyclopenta[c]pyridazin, das mit Azulen isoelektronisch ist. 1 reagiert mit Na-Azid zum noch unbekannten 3(5)-Azido-pyrazol.
Reactions of 3(5)-Diazopyrazole, IV.
3(5)-(l-Tetrazolyl)pyrazole (2) and pyrazolo[5,1-c]triazole (3) are obtained by the reaction of pyrazole-3(5)-diazonium chloride (1) with an equimolar amount of diazomethane. With a twofold excess of diazomethane the two isomeric N-methyl derivatives 10 and 11 are isolated in addition to 2. The structures are based on spectroscopic data. The addition of methyl propiolate to diazocyclopentadiene leads to a blue 2(l)H-cyclopenta[c]pyridazine isoelectronic with azulene. 1 reacts with Na-azide to give the hitherto unknown 3(5)-azido-pyrazole.
43 citations
TL;DR: It is demonstrated that pyrazole can completely prevent the development of the ethanol-induced fatty liver in the presence of elevated concentrations of blood ethanol, demonstrating that ethanol, per se, is not the causative factor in fatty liver development.
Abstract: SummarySince pyrazole specifically inhibits liver alcohol dehydrogenase and impairs the metabolism of ethanol, studies were undertaken in rats to evaluate the influence of inhibition of ethanol metabolism on the development of an acute ethanol-induced fatty liver. In agreement with previous observations, 20 hr after ethanol administration a 5-fold increase in hepatic triglyceride concentration occurred. In marked contrast, the pyrazole- and ethanol-treated group showed complete inhibition of ethanol-induced hepatic triglyceride accumulation. The prevention of the ethanol-induced hepatic triglyceride accumulation occurred in the presence of enhanced blood ethanol concentrations in the pyrazole group. The carbon tetrachloride-induced fatty liver and plasma hypotrigly-ceridemia was not modified by pyrazole, denoting specificity in the pyrazole inhibition of ethanol-induced hepatic injury. These findings demonstrate that pyrazole can completely prevent the development of the ethanol-induced fatty liver in the...
36 citations
TL;DR: The mass spectra of ten pyrazole compounds have been determined by means of the metastable defocusing method as discussed by the authors, and the predominant process is cleavage of the nitrogen-nitrogen bond resulting in expulsion of HCN.
Abstract: The mass spectra of ten pyrazole compounds have been determined. Fragmentation schemes have been derived by means of the metastable defocusing method. The predominant process is cleavage of the nitrogen-nitrogen bond resulting in expulsion of HCN. The process second in prominence is the loss of a nitrogen molecule after initial removal of a hydrogen radical or a substituent, giving the species [C3H2R]+, probably a cyclopropenyl ion. In general, the fragmentation pattern is strongly influenced by the substituent.
33 citations
TL;DR: The results of this study indicate that pyrazole interacts with the nicotinamide ring of NAD+ in the ternary complex.
31 citations
TL;DR: In this article, the 1,4-dianions of N,N-diphenylsemicarbazone, para-substituted acetophenone, deoxybenzoin and dibenzyl ketone phenylhydrazone were prepared by treatment of the respective compounds with two molecular equivalents of n-butyllithium in tetrahydrofuranhexane at 0° and condensed with a variety of aromatic esters, followed by acid cyclization to give the substituted pyrazole in good yield.
29 citations
Journal Article•
TL;DR: Pyrazole has no effect on the catalase-peroxidative system but exerts a pronounced inhibition of liver alcohol dehydrogenase and ethanol oxidation in vivo, and the inhibitory effect of Pyrazole on methanol oxidation is more marked in the monkey, where alcohol dehydrogensase is the major catalyst for methnol oxidation.
Abstract: Pyrazole has no effect on the catalase-peroxidative system but exerts a pronounced inhibition of liver alcohol dehydrogenase and ethanol oxidation in vivo . Methanol oxidation is decreased by pyrazole in the rat, where a role of liver alcohol dehydrogenase has not previously been established. However, the inhibitory effect of Pyrazole on methanol oxidation is more marked in the monkey, where alcohol dehydrogenase is the major catalyst for methanol oxidation.
ACKNOWLEDGMENT The authors gratefully acknowledge the technical assistance of Mrs. Fernande Tinelli in these studies.
TL;DR: In this paper, a nucleophilic substitution of the diazo group by the nitro group has been shown to occur with 1, 2, 4-triazole, 1, 3, 4thiadiazole, tetrazole, and pyrazole.
Abstract: Replacement of the diazo group by the nitro group has given nitro derivatives of 1, 2, 4-triazole, 1, 3, 4-thiadiazole, tetrazole, 1, 3, 4-oxadiazole, and pyrazole. The reaction is a nucleophilic substitution, proceeding by a heterolytic mechanism. A similar reaction does not occur with 2-amino pyridine and 2-amino imidazole, possibly as a result of the low stability of the diazonium form of the corresponding diazo compounds.
TL;DR: In this article, the mode of reaction of diazomethane, diazoethane and 1-diazopropane with methylene cyclopropenes 8 and 15 is investigated.
Abstract: Die Umsetzungen von Diazomethan, Diazoathan und 1-Diazo-propan mit den Methylen-cyclopropenen 8 und 15 werden untersucht. 8 ergibt Pyridazin-Derivate, im Falle des Diazoathans wird als Zwischenstufe die cyclische Azoverbindung 12 gefast. 15 liefert Pyrazolenin Derivate, die thermisch zum Pyrazol 20 bzw. Den Cyclopropenen 17 a und b umgewandelt werden. Die Reaktionsmechanismen werden diskutiert.
On the Mode of Reaction of Methylene Cyclopropenes with Diazo Alkanes
The reactions of diazomethane, diazoethane and 1-diazopropane with methylene cyclopropenes 8 and 15 are investigated. 8 yields pyridazine derivatives; with diazoethane the cyclic azo compound 12 is obtained as an intermediate of pyridazine formation. 15 yields pyrazolenine derivatives which are transformed thermally either to pyrazole 20 or to the cyclopropene derivatives 17a and b. The reaction mechanisms are discussed.
TL;DR: In this paper, a general expression for the matrix elements of a rotating molecule, containing two quadrupolar nuclei, was derived for the coupling constants for pyrazole from the high resolution microwave spectrum.
TL;DR: It is postulated that any coenzyme or substrate which binds to the zinc of LADH cannot be bound at a rate greater than 230 sec−1.
TL;DR: In the absence of added base the reaction of pyrazoles with cobalt(II) salts in ethanol or water give pseudo-octahedral complexes [CoL4X2]-L = pyrazole, 3-methylpyrazole; X = Cl, Br, SCN, NO3, or 1//2SO4] as discussed by the authors.
Abstract: Cobalt acetylacetonates react with hydrazine hydrate in ethanolic solution to give bis-(3,5-dimethylpyrazolato)-cobalt(II). This and the corresponding salts of pyrazole and 3-methylpyrazole can also be prepared from cobalt(II) salts in basic solution. These compounds are believed to possess polymeric tetrahedral structures. In the absence of added base the reaction of pyrazoles with cobalt(II) salts in ethanol or water give pseudo-octahedral complexes [CoL4X2](L = pyrazole, 3-methylpyrazole; X = Cl, Br, SCN, NO3, or 1//2SO4) and pseudotetrahedral complexes [CoL2X2](L = 3,5-dimethyl-, 3-methyl-5-phenyl-, or 1,3,5-trimethyl-pyrazole; X = Cl, Br, or SCN. The electronic spectra of these compounds as well as those of [Co(pyrazole)6(NO3)2] and [CoL2(NO3)2](L = 3,5-dimethyl- or 1,3,5-trimethyl-pyrazole) are reported.
TL;DR: In this article, the electronic spectra of pyrazole, 3-methylpyrazole (3MePz), and 3-5-dimethylpyrazoles (DMP) with nickel(II) salts are reported.
TL;DR: In this article, the synthesis of various picryl- and picrylamino-substituted pyrazoles was described, and their crystal densities and thermal stabilities were determined.
Patent•
17 Nov 1970TL;DR: In this paper, the authors present a version of the PYRAZOLE ACETIC ACID (PYRAZEOLEACIATE ACID), which is an anti-inflammatory and analgesic action.
Abstract: 4-PYRAZOLE ACETIC ACID OR ESTERS THEREOF OF THE FORMULA: R1-NHNH2 (III)SP@ WHEREIN R1 HAS THE SAME MEANING AS ABOVE, AND, IF DESIRED, HYDROLYZING THE THUS OBTAINED COMPOUND. THE COMPOUNDS POSSESS ANTI-INFLAMMATORY AND ANALGESIC ACTION. WHEREIN R3 REPRESENTS ALKYL, WITH A HYDRAZINE OF THE FORMULA: (PHENYL-CO-CH(-CH2-COO-R3)-CO-)BENZENE WHEREIN R1 IS HYDROGEN, LOWER ALKYL, ARYL OR ARALKYL, THE AROMATIC RING OF THE SAID ARYL OR ARALKYL BEING SUBSTITUTED OR UNSUBSTITUTED, AND R2 IS HYDROGEN OR ALKYL ARE PREPARED BY REACTING A B,B-DIBENZOYLPROPIONATE OF THE FORMULA: 1-R1,3,5-DI(PHENYL),4-(R2-OOC-CH2-)PYRAZOE
TL;DR: The radical anion of pyrazole-blue is formed from pyrazol-blue in solvents such as DMSO without added base or reducing agents as mentioned in this paper, and the radical anions of 1-phenyl-3-methyl-2-pyrazoline-4,5-dione.
Patent•
04 Jun 1970TL;DR: In this paper, the authors compare the performance of the SULPHONIC ACID with the ALKALI METAL SALTS of the Stilbene-Sulphonic ACIDS (I), the SALTS with GUANIDINES (II) and the SALS with Ganesha (III) in the GRIGHTENING of MIXed FABRICS and in SIMULTANEOUS High QUALITY FINISHING and OPTICAL BRIGHTening.
Abstract: OPTICAL BRIGHTENERS ON THE BASIS OF SALTS OF SULPHONIC ACIDS OF THE FORMULA (4-X,2-(HO3S-)PHENYL)-CH=CH-(2-Z-1,4-PHENYLENE)-Y IN WHICH X DENOTES A TRIAZINE, TRIAZOLE, NAPHTHOTRIAZOLE, PYRAZOLE, ACYLAMINO OR UREA RADICAL; Y REPRESNETS H, C1, CN OR X; Z DENOTES H OR-SO3H, WITH GUANIDINES OF THE GENERAL FORMULA R1-N=C(-N(-R2)-R3)-N(-R4)-R1 IN WHICH R1 DENOTES H, NH2, ALKYL OR A CARBOCYCLIC RADICAL; R2, R3, R4 AND R5 REPRESNET H, ALKYL, A CARBOCYCLIC RADICAL; AND R2 TOGETHER WITH R3 OR R4 TOGETHER WITH R5 MAY ALSO DENOTE AN ALKYLENE RADICAL LINKED TO THE N-ATOM, COMPARED WITH THE FREE SULPHONIC ACID OR THE ALKALI METAL SALTS OF THE STILBENE-SULPHONIC ACIDS (I), THE SALTS WITH GUANIDINES (II) HAVE ADVANTAGES IN RESPECT OF THEIR SENSITIVITY TO HARDNESS, IN THE GRIGHTENING OF MIXED FABRICS AND IN SIMULTANEOUS HIGH QUALITY FINISHING AND OPTICAL BRIGHTENING.
TL;DR: In this paper, the UV irradiation of 1-(p-nitrophenyl)-3-methyl-indazole leads to the formation of the corresponding 3-formyl derivative as product of the photooxidation R-CH3 → R-CHO.
Patent•
08 May 1970TL;DR: The 1-(Disubstituted-amino)pyrazole compounds are provided herein of the formula: where each of R1 and R2 stands for lower alkyl or R1/R2, taken together with the adjacent N-atom form morpholino, piperidinomethyl, pyrrolidino, N-methylpiperazino, n-benzylpiperzino, and N-phenyl piperazinizino, R''s which are the same or different from each other, stand
Abstract: 1-(Disubstituted-amino)pyrazole compounds are provided herein of the formula: WHEREIN EACH OF R1 and R2 stands for lower alkyl or R1 and R2, taken together with the adjacent N-atom form morpholino, piperidino, pyrrolidino, N-methylpiperazino, N-benzylpiperazino and N-phenylpiperazino, R''s, which are the same or different from each other, stand for hydrogen, alkyl having one to ten carbon atoms, phenyl, naphthyl, phenyl or naphthyl substituted by halogen or lower alkyl, respectively, and R3 stands for hydrogen, lower alkyl, N,N-di-loweralkylaminoethyl, N-morpholinomethyl, Npiperidinomethyl, N-pyrrolidinomethyl, N-methylpiperazinomethyl, N-benzylpiperazinomethyl and N-phenylpiperazinomethyl The above compounds as well as the pharmaceutically acceptable salts thereof are useful as analgesics, antipyretics and mild muscle relaxants
Patent•
13 Mar 1970
TL;DR: In this article, the authors present a survey of the countries of the formulae (R7,R8-PHENYL)-CH(-OH)-CH(R6)-NH-CH2-CH(-R5)-Y-X(-R1) (-R2)(-R3)-R4)-R5 and X is -CO- OR -CH(OH)-.
Abstract: COMPOUNDS OF THE FORMULA (R7,R8-PHENYL)-CH(-OH)-CH(-R6)-NH-CH2-CH(-R5)-Y-X(-R1) (-R2)(-R3)-R4 THEIR SALTS AND QUATERNARY AMMONIUM COMPOUNDS, AS WELL AS THEIR OPTICALLY ACTIVE ISOMERS OR DIASTEREOMERS WHERIN R1 TO R4 REPRESENT HYDROGEN, HALOGEN, LOWER ALKYL, ARALKYL, PHENYL, HYDROXYL, LOWER ALKOXY, NITRO OR LOWER CARBOALKOXY, R5 AND R6 ARE HYDROGEN OR METHYL, R7 AND R8 ARE HYDROGEN, HALOGEN OR LOWER ALKOXY, X IS A HETEROCYCLIC RING SYSTEM, MONO- OR CONDENSED BICYCLIC, WITH 1-4 HETERO ATOMS, IN WHICH THE INDIVIDUAL RINGS HAVE 5 TO 6 MEMBERS AND CAN ALSO CONTAIN 1 OR MORE CARBONYL GROUPS, Y IS -CO- OR -CH(OH)-. THESE COMPOUNDS HAVE PHARMACOLOGICAL ACTIVITY IN THAT THEY INCREASE THE CORONARY BLOOD FLOW BY SIMULTANEOUSLY CAUSING DILATION OF THE CORONARIES AND AN INCREASE IN CONTRACTION STRENGTH. THE PYRAZOLES AND PYRAZOLONES HAVE ANTIPHLOGISTIC ACTION.