287 results about "Phenethylamines" patented technology

Relating to an enzyme capable of efficiently converting a ketone compound to an optically active amino compound by transamination, and a process for preparing an optically active amino compound using the enzyme. An (S)-alpha-phenethylamine:pyruvate transaminase, which acts on (S)-alpha-phenethylamine and a ketone compound, thereby catalyzing transamination for forming acetophenone and an amino compound corresponding to the ketone compound; a process for preparing an optically active amino compound using the transaminase; and a method for culturing a microorganism for producing the above transaminase, comprising adding to a medium one or more compounds selected from the group consisting of propylamine, 1-butylamine, 2-butylamine, 2-pentylamine, isopropylamine and isobutylamine as an inducer for the enzyme when a microorganism for producing (S)-alpha-phenethylamine:pyruvate transaminase is cultured.

Chemical syntheses and medical uses of novel inhibitors of the uptake of monoamine neurotransmitters and pharmaceutically acceptable salts and prodrugs thereof, for the treatment and/or management of psychotropic disorders, anxiety disorder, generalized anxiety disorder, depression, post-traumatic stress disorder, obsessive-compulsive disorder, panic disorder, hot flashes, senile dementia, migraine, hepatopulmonary syndrome, chronic pain, nociceptive pain, neuropathic pain, painful diabetic retinopathy, bipolar depression, obstructive sleep apnea, psychiatric disorders, premenstrual dysphoric disorder, social phobia, social anxiety disorder, urinary incontinence, anorexia, bulimia nervosa, obesity, ischemia, head injury, calcium overload in brain cells, drug dependence, attention deficit hyperactivity disorder, fibromyalgia, irritable bowel syndrome, and/or premature ejaculation are described.

The invention discloses a making method of chiral (R/S)-a-phenethylamine (+/-)-tartrate, which is reacted by R or S-patterned phenethylamine and (+) or (-) tartaric acid, wherein the chiral salt can be catalyst in the asymmetrical reaction with not less than 99%.

The invention provides a phenanthridine compound with an effect of resisting hepatitis B and hepatitis C, a medicinal composition taking the same as an active medicine component, a preparation method and applications of the phenanthridine compound in preparing a medicine for resisting hepatitis C viruses, and preparing an anti-virus medicine. According to the invention, the activity of benzylphenethylamine alkaloid in resisting various viruses is discovered in a process of studying a plant anti-virus natural product, and an obvious effect in resisting viruses of hepatitis B and hepatitis C of a phenanthridine derivative is discovered through structure modification, structure-function relationship and structure optimization.

The invention belongs to the field of synthesizing medicaments, and discloses a method for synthesizing bortezomib. In the method, 3-methyl butyraldehyde and R-(+)-1-phenylethylamine are used as initiative materials, and the [(1R)-3-methyl-1-[[(2S)-1-oxygen-3-phenyl-2[(pyrazine formyl) amino] propyl]amino]butyl]-boric acid is obtained by condensation, selective boric acid ester addition, hydrogenation deprotection, chiral condensation with L-phenylalanine, condensation with 2-carboxyl-piperazine and boric acidification. The synthesis method has the advantages of readily available raw materials, higher yield of the whole reaction route, mild reaction conditions, easy operation, lower production cost and the suitability for industrialized production.

The invention relates to a chiral zinc acetate complex of alpha-phenylethylamine, a chiral copper acetate complex of alpha-phenylethylamine and a chiral copper chloride complex of alpha-phenylethylamine which are used as catalyst. When the complexes are used in the nitrile silicification reactions of aromatic aldehydes such as benzaldehyde, 2-fluorobenzaldehyde, 2-methoxybenzaldehyde, 2-methylbenzaldehyde, 4-methylbenzaldehyde, 4-methoxybenzaldehyde, 4-fluorobenzaldehyde, 4-chlorobenzaldehyde and 4-bromobenzaldehyde to prepare chiral target products, the chiral catalysts have good catalytic activities and high enantioselectivity in the nitrile silicification reactions.

The invention discloses a method for utilizing an ultra-effective bonded phase chromatography to serially connect QDa while quickly detecting seven biogenic amines in white spirit and belongs to the technical field of detection. The method is characterized by the following steps: after extracting a to-be-detected wine sample with acetonitrile, taking BEH C18 bonded phase chromatographic column as a separating column and carbon dioxide (A)+ isopropanol (B) as flowing phase for performing gradient eluting, and adopting a QDa mass spectrometry detector for detecting after separating the sample through the ultra-effective bonded phase chromatography (UPC2). The method provided by the invention is simple, quick, accurate, reliable and applicable to the simultaneous detection for the contents of seven biogenic amines (histamine, putrescine, cadaverine, phenylethylamine, spermidine, tyramine and octopamine) in white spirit.

The invention belongs to the technical field of medicine, and discloses a preparation method of (3S,2'S), (3S,2'R), (3R,2'R) and (3R,2'S) four type chiral monomers of muscarine receptor antagonist racemic medicine glycopyrronium bromide. The method comprises the following steps: resolving racemic alpha-cyclopentylmandelic acid by a chemical resolution method by using L-Tyrosine methyl ester and (R)-alpha-phenylethylamine as resolution reagents to respectively prepare (S)-alpha-cyclopentylmandelic acid and (R)-alpha-cyclopentylmandelic acid; and carrying out esterification reaction to respectively obtain chiral intermediates (S)/(R)-alpha-cyclopentylmethyl mandelate. L/D-malic acid used as the raw material is subjected to four reaction steps, including condensation, carbonyl reduction, catalytic hydrogenation or transfer hydrogenation reduction debenzylation, and reduction alkylation or alkylogen alkylation, in a chiral synthesis mode to obtain another important chiral intermediate (S)/(R)-N-methyl-3-hydroxypyrrolidine. The chiral intermediate is subjected to ester exchange and quaterisation to respectively obtain the four (3S,2'S), (3S,2'R), (3R,2'R) and (3R,2'S) type glycopyrronium bromide chiral monomers. The result indicates that the (3R,2'S)-glycopyrronium bromide has the strongest cholinergic antagonistic action.

The invention provides an optical active compound of 1-(3-benzoyloxy-propyl)-5-(2-(1-phenyl ethyl amine) propyl-7-cyano indoline as well as a preparation method and the application thereof. The optical active compound is shown in a formula (1), comprises a (R,R) configuration and a (S,S) configuration and can be used as an intermediate for synthetizing silodosin. The optical active compound of the single formula (1) can be used for preparing an optical high-purity product and has good yield on the premise of ensuring good optical purity. The preparation method of the optical active compound uses low-cost chiral assistant agent of alpha-phenethylamine and derivatives thereof, has mild reaction conditions, low cost and controllable optical purity and is easy for industrialized production.

The invention discloses a preparation method of a sitagliptin intermediate represented by formula 1. The preparation method comprises the following steps: step A, carrying out a reaction of beta-ketonic ester 2 with a chiral amine to obtain a chiral enamine 3, wherein the chiral amine is R(+)-alpha-phenylethylamine or D-(-)-phenylglycinol; step B, reducing the chiral enamine 3 to obtain a compound 4; step C, carrying out catalytic hydrogenation of the compound 4 to remove a chiral auxiliary group, and thus obtaining a compound 5; step D, protecting amino of the compound 5 by Boc to obtain a compound 6; and step E, hydrolyzing the compound 6 to obtain beta-amino acid 1. The method has the advantages of cheap and easily obtained chiral raw materials, short reaction route, simple operation, mild reaction conditions, no special requirements on equipment, high yield, low cost and small environment protection pressure, and has relatively good industrial application and economic value.

The invention discloses a synthesis process of palmatine and its salts mainly comprising the following steps, (1) etherification, preparation of o-dimethoxybenzene, (2) acetonitrilizaiton, preparation of methylenedioxy benzene acetonitrile, (3) hydrogenization, preparation of o-dimethoxy-phenethylamine, (4) condensation, preparation of condensate hydrochlorates, (5) recondensation, preparation of palmatine, (6) preparation of corresponding salts from palmatine with related acids.

The invention provides a method for preparing an antiepileptic medicament pregabalin intermediate, i.e., (3R)-(-)-3-(2-acetamino)-5-methylhexanol. The method comprises the following steps of: salifying a (+/-)-3-(2-acetamino)-5-methylhexanol racemic body serving as a raw material and (S)-(-)-1-phenylethylamine in a mixed solvent of alcohol and halogenated hydrocarbon, precipitating unnecessary S-shaped chiral isomer salts out, filtering, concentrating a filtrate, dissolving into water, and reacting by using an acid to obtain (3R)-(-)-3-(2- acetamino)-5-methylhexanol of which the e.e. value is 80-90 percent; and refining to obtain a (3R)-(-)-3-(2-acetamino)-5-methylhexanol product of which the e.e. value is 98-99 percent. The method has the advantages of high chiral monomer purity, wide reaction temperature range, convenience in operating and suitability for industrial production. The invention further provides a method for preparing a racemate, i.e., (+/-)-3-(2-acetamino)-5-methylhexanol. The racemic body can be taken as a raw material for repeated use, so that the consumption of raw materials is lowered, environmental protection is promoted, and the method has high application value.

The invention discloses a triphosgene method for synthesizing benzene sulphanilamide, the intermediate of glimepiride, a drug for Type ii Diabetes Mellitus. Triphosgene is slowly dropped into a solution which contains phenethylamine and 3-ethyl-4-methyl pyrroline ketone, at a controlled temperature, so that N-[2-(3-ethyl-4-methyl-2-oxidation-3-pyrroline-1-formylamino)ethyl]-benzene (3) is obtained; the product reacts with chlorosulfonic acid to generate sulfonated product; the sulfonated product reacts with ammonia water to generate crude product benzenesulfonamide; the crude product is refined through solvent treatment to generate fine product; the reaction formula is show in the specification. The triphosgene method is simple in technology, simple in operation and high in yield; compared with the conventional method of phosgene, the solid phosgene (triphosgene) method is safer and is convenient to operate.

The present invention relates to a phenacylamine derivative of the formula (I) or a salt thereof:

wherein A is alkyl, cycloalkyl, phenyl which may be substituted by Y, pyridyl which may be substituted by Y, or pyrazolyl which may be substituted by Y, R₁ and R₂ are each alkyl, or R₁ and R₂ may together form a 3- to 6-membered saturated carbocycle, R₃ is hydrogen, alkyl, alkoxyalkyl, alkylthioalkyl or COR₄, X is halogen, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, alkoxy, haloalkoxy, alkenyloxy, haloalkenyloxy, alkynyloxy, haloalkynyloxy, alkylthio, haloalkylthio, alkenylthio, haloalkenylthio, alkynylthio, haloalkynylthio, alkylsulfinyl, haloalkylsulfinyl, alkylsulfonyl, haloalkylsulfonyl, dialkylaminosulfonyl, nitro, cyano, phenyl which may be substituted by Y, phenoxy which may be substituted by Y, benzyloxy which may be substituted by Y, or pyridyloxy which may be substituted by Y, and n is an integer of from 0 to 5.

The invention relates to a method for chemically synthesizing capsaicin homolog. The structure of capsaicin homolog is shown in the formula (1) in the specification, wherein R1 is alkyl, cycloalkyl or aryl with carbon atom number of 2-20; R2 is -H or -OCH3; and R3 is -H, -OCH3 or -OH. The method comprises the following steps: in the presence of an ammonium acetate catalyst, vanillin, 4-hydroxybenzaldehyde, 3-methoxylbenzaldehyde or 3,4-dimethoxybenzaldehyde reacts with excessive nitromethane in glacial acetic acid under the backflow state; the obtained 4-hydroxyl-3-methoxyl-beta-nitrostyrene, 4-hydroxyl-beta-nitrostyrene, 3-methoxyl-beta-nitrostyrene or 3,4-dimethoxyl-beta-nitrostyrene is reduced by a reducing agent and then is acidized; and the phenethylamine salt obtained through acidizing reacts with alkyl acyl chloride, thus obtaining capsaicin homolog. The method is simple and convenient in preparation process, easily obtained in raw materials and mild in reaction conditions and provides new development space for study of the capsaicin substances. The formula (1) is shown in the specification.

A pharmaceutical composition comprising a drug substance consisting essentially of a pharmaceutically acceptable organic acid addition salt of an amine containing pharmaceutically active compound wherein the amine containing pharmaceutical active compound is selected from the group consisting of racemic or single isomer ritalinic acid or phenethylamine derivatives and the drug substance has a physical form selected from amorphous and polymorphic.

The invention discloses a method for preparing an intermediate used for synthesizing bortezomib, comprising the following steps of: carrying out an addition reaction on 3-methyl butyraldehyde and bis(pinacolaton)diboron, then carrying out sulfonylation or halogenating reaction, carrying out an amination reaction with R-(+)-1-phenylethylamine, carrying out catalytic hydrogenation a debenzylation reaction, and finally carrying out enantiomer resolution. Compared with the prior art, the preparation method of the R-(1-amino-3-methyl) butyl boronic acid pinacol cyclic ester intermediate, provided by the invention, has the advantages that raw materials are cheap and easy to get, operation is easy, reaction conditions are mild and optical purity is high, and especially post-processing is simple and the high-optical-purity bortezomib can be easily obtained without column chromatography separation when the intermediate prepared by the invention is used for synthesizing the bortezomib, so that industrial production requirement of the bortezomib is met and the preparation method provided by the invention has obvious effect and economic practicability.

The invention discloses a nesting method for a mother liquor of a free pregabalin intermediate (R)-(-)-3-(carbamyl methyl)-5-methylhexanol-(R)-(+)-alpha-phenethylamine salt. The method comprises the following steps: (1) feeding a phenethylamine salt (R)-(-)-3-(carbamyl methyl)-5-methylhexanol-(R)-(+)-alpha-phenethylamine salt to the mother liquor filtered by dissociation in the procedure, and adding a certain amount of solvent to agitate, heat and dissolve; (2) cooling, dropwise adding an acid to adjust the pH; (3) devitrifying at certain temperature, filtering, wherein the filtrate is the mother liquor, and baking the filter cake to obtain (R)-(-)-3-(carbamyl methyl)-5-methylhexanol. The atom utilization rate of the reaction is improved, environmental pollution caused by direct emission of the material in the mother liquor is avoided, the nesting method is mild in reaction condition, has no demands on special equipment and instrument and has green chemistry characteristics, and the production cost is greatly reduced.

The invention discloses a preparation method of an optical-active intermidiate compound 1-(3-methoxyphenyl)ethylamine, which includes the procedure to use M-methoxylacetophenone and optical-active phenylethylamine to carry out an asymmetric reducing aminating reaction undergoing in a combined reduction system in an organic solvent. The invention has a total yield above 75 percent, with the optic purity higher than percent, and simple preparation method in favor of large-scale production.

The invention provides an (S)-BIONL derivative CSP filler and a preparation method and application thereof, belonging to the field of analytical chemistry. The (S)-BIONL derivative CSP filler providedby the invention can be used for separating chiral compounds of various structure types, has good stability and is applicable as a high-performance liquid chromatographic filler. Data of embodimentsindicate that the (S)-BIONL derivative CSP filler provided by the invention can be used for splitting five chiral compounds such as 1,1'-binaphthol, 5-methoxyflavanone, 2'-hydroxyflavanone, thalidomide and N-(3,5-dinitrobenzoyl)-alpha-phenylethylamine under a normal phase condition, has stable chiral recognition ability in a normal-phase chromatography mode, and can meet the requirements of dailydrug analysis and production quality control.

The present invention discloses a quadripolymer based on host-guest interaction and preparation process thereof. The preparation process: (1) weigh maleic anhydride and dissolve in dichloromethane, addβ-phenethylamine dropwise, stir to react for 1 to 3 hours, perform extraction filtration and washing, to obtain N-phenethylmaleamic acid; (2) Weigh mono 6-ethylenediamine β-cyclodextrin and maleic anhydride, dissolve in N, N-dimethylformamide, and place at 40° C. for reaction for 3 to 6 hours, the product is precipitated with chloroform, washed and dried under vacuum to obtain maleic anhydride modified mono 6-ethylenediamine β-cyclodextrin; (3) Add acrylamide, acrylic acid, maleic anhydride modified mono 6-ethylenediamine β-cyclodextrin, N-phenethylmaleamic acid, adjust the pH of the solution to 7; introduce nitrogen, add a photoinitiator and place to a photo-initiating device to react 3-5 hours at a temperature of 10-30° C. The quadripolymer has good temperature and salt resistance and shear resistance, and its raw materials are cheap and easily available, the reaction conditions are mild, having broad market application prospects.

The invention discloses AHU-377alpha-phenethylamine salt polycrystalline type and a preparation method and application thereof and particularly discloses the AHU-377alpha-phenethylamine salt polycrystalline type. An X-radial powder diffraction pattern comprises peaks located at the diffraction angles 2 theta, namely 20.58 +/-0.2 degrees, 24.28 +/-0.2 degrees, 8.38 +/- 0.2 degrees and 23.20 +/-0.2 degrees or peaks located at the diffraction angles 2 theta, namely 23.28+/-0.2 degrees, 18.9+/-0.2 degrees, 13.7+/-0.2 degrees and 14.72+/-0.2 degrees. The AHU-377 is prepared into the phenethylamine salt to change the physicochemical properties of the AHU-377, such as crystallinity, solubleness and hygroscopicity. The AHU-377alpha-phenethylamine salt polycrystalline type and the preparation method and application thereof are mature in process and high in operability, the obtained product is high in quality, homogeneous and stable, chemical stability is achieved, storage is facilitated, and wide application prospect is achieved.