CAS: 99-45-6; Adrenalone

上下游产品

3,4-Dimethoxy-ω-methylaminoacetophenon N-(3,4-dimethoxy-phenacyl)-N-methyl-toluene-4-sulfonamideN-(3,4-dimethoxy-phenacyl)-N-methyl-toluene-4-sulfonamide 2-chloro-3',4'-dihydroxyacetophenone methylamine 4-(3,4-dihydroxy-phenyl)-1-methyl-1,3-dihydro-imidazol-2-one Epinephrine (S)-4-[1-hydroxy-2-(methylamino)ethyl]pyr°C atechol N-(2-(3,4-dihydroxyphenyl)-2-oxoethyl)-N-methylacetamide

📜肾上腺素置于(R)-Epinephrine Dehydrogenase,还原型辅酶ⅰ体系中,用 Aq. Phosphate Buffer 作为反应溶剂,化学反应生成 肾上腺酮
参考文献:Purification And Characterization Of A Novel Carbonyl Reductase Involved In Oxidoreduction Of Aromatic β-Amino Ketones/alcohols
标题:Purification And Characterization Of A Novel Carbonyl Reductase Involved In Oxidoreduction Of Aromatic β-Amino Ketones/alcohols
摘要:Aromatic Beta-Amino Ketones/alcohols Such As Adrenalone Play An Important Role In Some Stereoselective Synthesis Of Pharmaceuticals. Unfortunately,The Transformation Of Aromatic Beta-Amino Ketones To Their Chiral Alcohols Has Been Carried Out Chemically As No Corresponding Biocatalyst Has Been Available. Here,A Novel Carbonyl Reductase Responsible For The Reduction Of Adrenalone To (R)-(-)-Epinephrine Was Identified And Characterized From Kocuria Rhizophila. This Enzyme Was Purified To Homogeneity By Ammonium Sulfate Precipitation Followed By Ion-Exchange Column Chromatography,Hydrophobic Chromatography And Gel Chromatography. The Purified Enzyme Yielded Pure (R)-Enantiomer Product With High Activity And Utilized Nadh As The Cofactor. The Enzyme Had Special Significance By Showing Selectivity For Many Aromatic Beta-Amino Ketones/alcohols Such As 2-Amino-Acetophenone,2-Amino-4'-Hydroxyacetophenone,Isoproterenol And Ephedrine. The Maximum Reaction Rate (V-Max) And Apparent Michaelis-Menten Constant (K-M) For Adrenalone And Nadh Were 14.62 Mu Mol/(Min Mg) Protein And 0.189 Mm,11.66 Mu Mol/(Min Mg) Protein And 0.204 Mm Respectively. These Properties Ensure The Enzyme A Promising Future For Industrial Application As A Replacement Of Chemical Synthesis Of Aromatic Beta-Amino Chiral Alcohols. (C) 2014 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Procbio.2014.03.023

专利信息

专利号:US-9353057-B2
优先权日:2003-12-30
标 题:Synthesis of acyloxyalkyl carbamate prodrugs and intermediates thereof
发明人：GALLOP MARK A; DAI XUEDONG; SCHEUERMAN RANDALL A; RAILLARD STEPHEN P; MANTHATI SURESH K; YAO FENMEI; PHAN THU; LUDWIKOW MARIA; PENG GE; BHAT SEEMA
权利人:XENOPORT INC
摘要:Methods for synthesis of 1-(acyloxy)-alkyl carbamates, particularly, the synthesis of 1-(acyloxy)-alkyl carbamate prodrugs of primary or secondary amine-containing drugs are described. Also described are methods for synthesis of 1-(acyloxy)-alkyl N-hydroxysuccinimidyl carbonates which are useful intermediates in the synthesis of 1-(acyloxy)-alkyl carbamates are also described.

专利号:US-2021061757-A1
优先权日:2018-04-13
标题:Process for the synthesis of optically active beta-amino alcohols
发明人：NISIC FILIPPO; GARIS FARIS; COLLI CORRADO; BERTOLINI GIORGIO; SADA MARA; BERTUOLO STEFANIA; RONZONI SILVANO; DI FABIO ROMANO; MAIORANA STEFANO
权利人:OLON SPA
摘要:Subject-matter of the present invention is a process for the preparation of optically active phenyl-beta-amino alcohols by means of a specific reduction of the corresponding phenyl-beta-amino ketones. Further subject-matter of the invention are said novel synthesis intermediates and their use for the preparation of active pharmaceutical ingredients.

专利号:WO-2025058704-A1
优先权日:2023-09-15
标 题:Process for the preparation of epinephrine and norepinephrine
发明人：YUE TAI-YUEN; SAHANI RAJKUMAR; JAYARAMAN ARAVINDAN; DONSBACH KAI; SENANAYAKE CHRIS; QU BO; SIRASANI GOPAL; MANGUNURU HARI; JANGANATI VENUMADHAV; GANGU ARAVIND; TERRAB LEILA; KALIKINIDI NAGESWARA
权利人:UNIV VIRGINIA COMMONWEALTH
摘要:A method of preparing epinephrine or norepinephrine is provided. The method includes reacting a starting material comprising 2-chloro-l-(3,4-dihydroxyphenyl)ethan-l- one with an amine nucleophile RNH2 (R=H for the synthesis of epinephrine or Me for the synthesis of norepinephrine) under conditions suitable for nucleophilic substitution of the starting material to form a substituted starting material and reacting the substituted starting material with a tethered ligand transition metal catalyst under conditions suitable for transfer¬ hydrogenation to produce epinephrine or norepinephrine.

专利号:US-8017776-B2
优先权日:2003-07-15
标题 :Methods for synthesis of acyloxyalkyl compounds
发明人：BHAT LAXMINARAYAN; GALLOP MARK A
权利人:XENOPORT INC
摘要:Disclosed herein are methods for synthesizing 1-(acyloxy)-alkyl prodrug derivatives of drugs through oxidation of 1-acyl-alkyl derivatives of drugs under anhydrous reaction conditions. The methods typically proceed stereospecifically, in high yield, do not require the use of activated intermediates and/or toxic compounds and are readily amenable to scale-up.

专利号:US-2005080260-A1
优先权日:2003-04-22
标 题 :Preparation of prodrugs for selective drug delivery
发明人：MILLS RANDELL L; WU GUO-ZHANG
摘要:Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

专利号:US-2015158809-A9
优先权日:2013-02-26
标 题 :Method of making 1-(acyloxy)-alkyl carbamate compounds
发明人：WANG HUAN; LIU PENG; DAI QUNYING; YIN HAO; RAILLARD STEPHEN P
权利人:XENOPORT INC
摘要:Methods of preparing carbamate prodrugs of amine-containing drugs are provided. Carbonates useful in the synthesis of the carbamate prodrugs are also provided.