Showing papers on "Piperidine published in 1976"
Patent•
23 Jun 1976
TL;DR: In this paper, a tetraalkyl piperidine radical containing polytriazine compounds is produced by reacting a dihalogen-triazine with a bifunctional compound containing amine, alcohol, mercaptan or phenol groups.
Abstract: Novel tetraalkyl piperidine radical containing polytriazine compounds are produced by reacting a dihalogen-triazine with a bifunctional compound containing amine, alcohol, mercaptan or phenol groups at least one of the bifunctional compounds containing a tetraalkyl piperidine radical. The compounds are valuable light stabilizers for synthetic polymers, particularly polyolefin in the form of fibers or films.
113 citations
TL;DR: The i.r. spectra of piperidine (pentamethylene imine) and morpholine (diethyleneimide oxide) as vapours, liquids and as amorphous and crystalline solids at −180°C were recorded between 4000 and 200 cm−1.
71 citations
TL;DR: Several triorganotin dithiocarbamates of the formula R 3 SnDtc (R = phenyl, n-butyl and benzyl; Dtc = n-propyl and nbutyl; n-dibutyl, benzyl, 2-phenylethyl-and dibenzyl-dithiocybamate moiety acts as a monodentate uninegative ligand) have been described in this paper.
46 citations
Patent•
03 Dec 1976TL;DR: New substituted acyl derivatives of amino acids which have the general formula "STR1" are useful as angiotensin converting enzyme inhibitors as discussed by the authors, which is useful as a substitute for amino acid substitution.
Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
45 citations
TL;DR: In this article, the 13C N.M.R. chemical shifts of a series of substituted pyrrolidines and piperidines are documented and substituent parameters determined.
Abstract: The 13C N.M.R. chemical shifts of a series of substituted pyrrolidines and piperidines are documented and substituent parameters determined. These data have been used to assign structures to the polymers and bicyclic products formed in the cyanoisopropyl radical induced cyclizations of a series of N-methyl-N,N-bis(2-a1kylallyl)amines. The formation of perhydroisoindol-5-one and/or 3-azabi- cyclo[3,3,1]nonan-6-imine depends upon the bulk of the 2-alkyl substituent and correlates with the presence of pyrrolidine and/or piperidine units in the polymer structure.
40 citations
Patent•
[...]
08 Nov 1976
TL;DR: In this paper, a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the nitrogen of a phenyl-substituted urea, and their pharmaceutically acceptable salts, are active antiarrhythmic agents.
Abstract: Certain compounds in which a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the nitrogen of a phenyl-substituted urea, and their pharmaceutically acceptable salts, are active antiarrhythmic agents.
38 citations
TL;DR: A series of analogues with aromatic substituents was investigated; however, few of these compounds were significantly more active than lead compounds 7a and 9a.
Abstract: Synthesis of 1'-methyl-3-phenylspiro[isobenzofuran-1(3H),4'-piperidine] (7a, HP 365) and the demethyl analogue 9a (HP 505) was prompted by recognition of an aminoalkyl(aryl)isobenzofuran moiety common to the antidepressants talopram (Lu 3-010) and trans-10,11-dihydro-5,10-epoxy-5-[3-(methylamino)propyl]-5H-dibenzo[a,d]cyclohepten-11-ol (MK-940). Convenient laboratory synthesis of 7a was provided by lithiation of 2-bromobenzhydryl methyl ether, followed by addition of 1-methyl-4-piperidone and acid-catalyzed cyclization. N-Dealkylation by standard methods afforded 9a. Synthesis of analogues was stimulated by discovery of marked inhibition of tetrabenazine-induced ptosis for lead compounds 7a and 9a. Optimal antitetrabenazine activity is associated with the 3-phenylspiro-[isobenzofuran-1(3H),4'-piperidine] moiety where nitrogen is basic. Modification of this moiety by introduction of large nitrogen substituents or a C-3 substituent greater than H significantly reduced antitetrabenazine activity. A series of analogues with aromatic substituents was investigated; however, few of these compounds were significantly more active than 7a and 9a. Compound 9a was selected for additional studies.
37 citations
Patent•
02 Jun 1976
TL;DR: In this article, the authors proposed a method to prepare a highly stereoregular polymer in high yield, and to reduce the cost of solvent purification, by polymerizing an olefin in liquid phase using a catalyst containing a highly active Ti catalyst component, and recycling and reusing the liquid phase to the polymerization system.
Abstract: PURPOSE: To prepare a highly stereoregular polymer in high yield, and to reduce the cost of solvent purification, by polymerizing an olefin in liquid phase using a catalyst containing a highly active Ti catalyst component, and recycling and reusing the liquid phase to the polymerization system. CONSTITUTION: An olefin is polymerized in liquid phase by using a catalyst composed of (A) a highly active Ti catalyst component containing Mg, Ti and halogen (preferably Cl) as essential components and usually obtained by contacting an Mg compound with a Ti compound (preferably TiCl 4 ), and if necessary, with an electron donor, (B) an organo-Al compound (preferably triethyl aluminum, etc.) and (C) an organo-Si compound (preferably methyltrimethoxysilane, etc.) or a hindered amine (e.g. 2,6-substituted piperidine, etc.). The liquid phase obtained by separating the polymer from the polymerization reaction mixture is recycled and reused to the polymerization reaction system. COPYRIGHT: (C)1983,JPO&Japio
31 citations
Patent•
17 May 1976TL;DR: Compounds of the class of 1-(benzazolyalkyl)piperidine derivatives useful as antiemetic agents are discussed in this article, where the authors propose a method to extract antemetic compounds.
Abstract: Compounds of the class of 1-(benzazolyalkyl)piperidine derivatives useful as antiemetic agents.
24 citations
TL;DR: Ethanolic tetracarbonylhydridoferrate solution combined with glutaraldehyde is very efficient for the selective transformation of an amino group into a piperidine ring as mentioned in this paper.
Abstract: Ethanolic tetracarbonylhydridoferrate solution combined with glutaraldehyde is very efficient for the selective transformation of an amino group into a piperidine ring. A large variety of both aliphatic and aromatic amines react with the ferrate-glutaraldehyde at room temperature under carbon monoxide to give the corresponding N-alkyl- and N-arylpiperidines in good to excellent yields.
24 citations
TL;DR: Synthetic methods for a series of novel sulfamylurea derivatives have been developed and one of these compounds was found to be well tolerated in man and it displayed a very short plasma half-life.
Abstract: Synthetic methods for a series of novel sulfamylurea derivatives have been developed. The hypoglycemic activity of simple 1-piperidinosulfonylureas is greatly enhanced by attaching an acylaminoethyl function in the 4 position of the piperidine ring. Optimum activity is achieved when the acyl radical is 5-chloro-2-methoxybenzoyl, 2-methoxynicotinyl, 5-chloro-2-methoxynicotinyl, 1,2-dihydro-1-methyl-2-ketonicotinyl, 2,3-ethylenedioxybenzoyl, quinoline-8-carbonyl, or 6-chloroquinoline-8-carbonyl. Optimal substituents on the terminal urea nitrogen are cyclohexyl, bicycloheptenylmethyl, and in certain cases propyl, 7-oxabicycloheptanylmethyl, and adamantyl. One of these compounds (81, gliamilide) was found to be well tolerated in man and it displayed a very short plasma half-life.
TL;DR: In this article, the IR spectra (4000-60 cm −1 ) of these compounds, which are insoluble in the common solvents, have been measured and structural considerations are presented for the solid state species.
TL;DR: In this paper, it was shown that pyridine dissociatively chemisorbs on silicasupported platinum forming a PtC σ bond at the 2 position and a coordinate bond with the nitrogen atom such that the molecule lies perpendicular to the surface.
Patent•
08 Nov 1976
TL;DR: In this paper, a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the completely substituted nitrogen of a substituted benzamido group, and their pharmaceutically acceptable salts are active antiarrhythmic agents.
Abstract: Certain compounds in which a carbon atom of a pyrrolidine or piperidine ring is bonded directly or through a methylene group to the completely substituted nitrogen of a substituted benzamido group, and their pharmaceutically acceptable salts, are active antiarrhythmic agents.
TL;DR: In this article, the effectiveness of the N-trimethylsilyl derivatives of piperidine (TMSPI), pyrrolidine (Pyrroline), and morpholine (TMSM) as silylating reagents has been compared for 16 representative organic compounds having hydroxyl, carboxyl, amino, imino and mercapto groups as substituents.
TL;DR: In this article, mass and 13C nuclear magnetic resonance spectroscopy are used to determine the structures of the poly(N-methylpyrrolidines), poly(n-methyl piperidines) and low molecular weight products obtained from N-allyl-N -methyl(2-substituted allyl)amines by cyanoisopropyl radical induced cyclizations.
Abstract: Mass and 13C nuclear magnetic resonance spectroscopy are used to determine the structures of the poly(N-methylpyrrolidines), poly(N-methylpiperidines) and low molecular weight products obtained from N-allyl-N-methyl(2-substituted allyl)amines by cyanoisopropyl radical induced cyclizations. The structures are used to determine the preferred site of initial radical addition to the diallylamine and the subsequent direction of cyclization of the intermediate azaheptenyl radicals. Steric interactions induced by the β-substituents tend to favour attack at the unsubstituted allyl group whereas conjugated substituents favour attack at the substituted group with the consequent formation of conjugation-stabilized radicals. Kinetically controlled cyclization to the pyrrolidines occurs in all cases except that of the t-butyl derivative in which steric interactions induce cyclization to both piperidine and pyrrolidine products.
TL;DR: Using this procedure the mean concentration of piperidine in whole mouse brain was found to be 219 pmoles per gram of tissue and no significant difference between the concentration in the brains of active and behavioral sleeping mice could be found.
Patent•
22 Jul 1976
TL;DR: In this article, a tetraalkyl piperidine radical containing polytriazine compounds is produced by reacting a dihalogen-triazine with a bifunctional compound containing amine, alcohol, mercaptan or phenol groups.
Abstract: Novel tetraalkyl piperidine radical containing polytriazine compounds are produced by reacting a dihalogen-triazine with a bifunctional compound containing amine, alcohol, mercaptan or phenol groups at least one of the bifunctional compounds containing a tetraalkyl piperidine radical The compounds are valuable light stabilizers for synthetic polymers, particularly polyolefin in the form of fibers or films
TL;DR: In this article, the rate equation for piperidine dehydrogenation and the stoichiometric number of the rate determining step of these reactions were derived and a mechanism for pyridine hydrogenation was presented based on these results and those from adsorption studies using the infrared spectroscopic technique.
Abstract: The dehydrogenation of piperidine has been studied and found to have an order of -1.5 with respect to the hydrogen partial pressure. By combining these results with those obtained for pyridine hydrogenation on the same catalyst a complete rate equation for piperidine dehydrogenation together with the stoichiometric number of the rate-determining step of these reactions could be derived. This number appeared to be one. A mechanism for pyridine hydrogenation is presented on the basis of these results and those from adsorption studies using the infrared spectroscopic technique. The rate-determining step is found to be the formation of adsorbed trihydropyridine.
TL;DR: In this paper, the effects of some organic compounds, namely formamide, pyridine, gramine, dipyridyl, piperidine, benzoylpiperidine and dibenzyl disulphide on the corrosion of 2S aluminium in 1M sodium hydroxide and 1M hydrochloric acid have been investigated.
TL;DR: The reaction of 3-cyano-pyridine-2-thiones with bromine yields 3-bromisothiazolo[5,4b]pyridines 2 which by treatment with bases undergo ring opening as discussed by the authors.
Abstract: 3-Cyanpyridinthione-(2) 1 reagieren mit Brom zu 3-Bromisothiazolo[5,4-b]-pyridinen 2, die von starken Basen in die Cyanpyridinthione ruckgespalten werden. Bei der Behandlung von 2a mit Piperidin entsteht das 3-Cyanpyridin-2-sulfenamid 3, mit Kupfer(I)-cyanid das 2-Rhodano-3-cyanpyridin 4 und mit Malonester unter Basenkatalyse der 3-Amino-thienopyridin-2-carbonsaureester 5. Die Quartarsalze von 2 verfugen uber aktive Methylgruppen.
Synthesis and Reactions of 3-Bromoisothiazolo[5,4-b]pyridines
The reaction of 3-cyano-pyridine-2-thiones with bromine yields 3-bromisothiazolo[5,4-b]pyridines 2 which by treatment with bases undergo ring opening. From 2a and piperidine the pyridine-2-sulfenamide 3 arises, with diethylmalonate the substituted 3-amino-thienopyridine 5, and with cuprous cyanide the 2-thiocyanato-pyridine 4 are obtained. The quaternary pyridinium salts derived from 2a—d contain active methyl groups.
TL;DR: In this article, it was shown that the condensation of ferrocene aldehyde with quaternary salts of 2-methyl heterocyclic compounds, in the presence of piperidine as a catalyst, afforded ferrocenyl cyanines.
Abstract: The condensation of ferrocene aldehyde with quaternary salts of 2-methyl heterocyclic compounds, in the presence of piperidine as a catalyst, afforded ferrocenyl cyanines. Interaction of ferrocene aldehyde with the non-quaternised heterocyclic compounds, in the presence of pyridine and sodium ethoxide as a condensing agent, afforded styryl ferrocenes.
TL;DR: The synthesis and analgetic activity of analogues of prodine-type analgetics in which the conformation of the piperidine ring is restricted in the boat form using the 2-azabicyclo (2.2. 2.2)octane nucleus are reported.
Abstract: The synthesis and analgetic activity of analogues of prodine-type analgetics in which the conformation of the piperidine ring is restricted in the boat form using the 2-azabicyclo (2.2.2)octane nucleus are reported. One of these analogues, 2-methyl-6-trans-phenyl-6-cis-propionoxy-2-azabicyclo (2.2.2)octane (3), showed significant analgetic activity (ED50 equals 3.1 mg/kg).
Patent•
14 Sep 1976
TL;DR: In this paper, 3-phenylspiro[isobenzofuran-1,4'-piperidine]sulfenamides and derivatives and a method of preparing the same are described.
Abstract: Novel 3-phenylspiro[isobenzofuran-1,4'-piperidine]sulfenamides and derivatives and a method of preparing the same are described. These compounds are useful as diuretic and antihypertensive agents.
Patent•
01 Jul 1976
TL;DR: In this article, a piperidine such as methylpiperidine is converted to the corresponding pyridine by the use of a supported vanadia catalyst, followed by ammonolysis to nicotinonitrile using a support vanadia catalyzer.
Abstract: A piperidine, such as methyl piperidine is converted to the corresponding pyridine by the use of a supported vanadia catalyst. Nicotinonitrile can be produced by conversion of 3-methyl piperidine to 3-methyl pyridine with a supported vanadia catalyst, followed by ammonolysis to nicotinonitrile by the use of a supported vanadia catalyst.
TL;DR: This article showed that the proportion of piperidine rings formed is increased by the use of bulky or conjugated β-substituents, or increased reaction temperatures, factors which favor thermodynamic control of the direction of ring closure.
Abstract: ESR studies and analysis of the products from the cyclopolymerization of substituted diallylamines show that the cyclization may not involve a concerted process, and that the proportion of piperidine rings formed is increased by the use of bulky or conjugated β-substituents, or increased reaction temperatures, factors which favor thermodynamic control of the direction of ring closure. Increased piperidine ring content causes a small reduction in the basicity of the polymers.
Patent•
07 Dec 1976
TL;DR: A N6-substituted 9-[3-(4-phenyl-piperazino)-propyl]-adenine of the formula (I) wherein R1 is hydrogen, halogen, a lower alkyl radical or a lower alkoxy radical, OR A SALT THEREOF with a PHARMACOLOGICALLY COMPATIBLE ACID, WHICH COMPOUNDS are CHARACTERIZED by MARKED ANTI-EDEMATOUS ACTIVITY as well as by ACTIVity in REDUCING CAPILLARY PERME
Abstract: A N6-substituted-9-[3-(4-phenyl-piperazino)-propyl]-adenine of the formula (I) wherein R1 is hydrogen or a lower alkyl radical, and R2 is a lower alkyl radical, a lower alkyl radical substituted by at least one of phenyl and hydroxyl, a lower alkenyl radical, a cycloalkyl radical or an aryl radical, or R1 and R2 together with the nitrogen atom to which they are attached form a piperidine, pyrrolidine or morpholine ring, and R3 is hydrogen, halogen, a lower alkyl radical or a lower alkoxy radical, OR A SALT THEREOF WITH A PHARMACOLOGICALLY COMPATIBLE ACID, WHICH COMPOUNDS ARE CHARACTERIZED BY MARKED ANTI-EDEMATOUS ACTIVITY AS WELL AS BY ACTIVITY IN REDUCING CAPILLARY PERMEABILITY.