CAS: 142825-10-3; (R)-1-Isothiocyanato-4-(Methylsulfinyl)Butane

该化合物是一种生物活性有机硫化合物,产自十字架蔬菜,特别是花椰菜芽.它作为硫磷的生物活性抗菌剂,通过Nrf2-ARE途径在调制第二阶段解毒酶中表现出优势,加强了细胞抗氧化剂防御.它的性格特性确保了目标蛋白与(S)抗生素的结合性更高,提高了研究应用的功效. (R)-Sulforaphane 被广泛研究为潜在的化学预防,防炎和...

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CAS号4430-36-8 三芥子酸甘油酯 | CAS号52096-68-1 N-(4-methylsulf... | CAS号75-15-0 二硫化碳 | CAS号55021-77-7 4-(甲基硫代)-1-丁胺 | CAS号463-71-8 硫光气 | CAS号84104-30-3 (R)-4-(Methylsu...

合成工艺路线路线简述

  • 合成目标产物 L-Sulforaphane 主要起始原料 N-(4-Methylsulfanyl-Butyl)Phthalimide
  • (文献来源)合成步骤主要原料 N-(4-Methylsulfanyl-Butyl)Phthalimide
(S)-4-(Tert-Butyldimethylsiloxy)Butyl Methyl Sulfoxide置于sodium Azide,氢氟酸,三乙胺,三苯基膦体系中,用 二氯甲烷,N,N-二甲基甲酰胺,乙腈 用作溶剂,化学反应 18.5H,反应生成L-萝卜硫素
参考文献:Asymmetric Synthesis Of Chiral Sulfinate Esters And Sulfoxides. Synthesis Of Sulforaphane
标题:Asymmetric Synthesis Of Chiral Sulfinate Esters And Sulfoxides. Synthesis Of Sulforaphane
摘要:Reaction Of The Chiral Auxiliary Trans-2-Phenylcyclohexanol (1) With Thionyl Chloride Afforded A Nearly Equal Mixture Of Two Diastereomeric Chlorosulfite Esters (6); Treatment Of This Mixture With An Equivalent Amount Of A Dialkylzinc Reagent (Me,Et,I-Pr) Afforded High Levels Of Conversion Of Both Chlorosulfite Esters To (Mainly) A Single Diastereomer Of The Sulfinate Ester (7). Levels Of Absolute Stereochemical Induction Ranged From 10:1 To 96:4 Under Conditions Affording High Chemical Yields. The Method Was Employed For The Separate Synthesis Of Both Enantiomers Of Sulforaphane (13).
Doi:10.1021/jo00082A016

海关参考信息

专利信息


专利号:WO-2017046598-A1
优先权日:2015-09-16
标题:Treatment of acute inflammatory disorders
发明人:CRISANTI ANDREA; CANAVESE MIRIAM
权利人:CRISANTI ANDREA; IMP INNOVATIONS LTD
摘要:The present invention relates to a VEGF receptor agonist for use in the treatment of an acute inflammatory disorder associated with the overproduction of pro-inflammatory cytokine, administered with an agent that induces the synthesis of Nrf2. The invention also relates to pharmaceutical combinations comprising a VEGF receptor agonist and an agent that induces the synthesis of Nrf2, and kits comprising these agents. The described uses, combinations and methods may prevent or reduce the dis-regulated activation of an inflammatory response and reduce endothelial damage.

专利号:WO-2025069039-A1
优先权日:2023-09-28
标题:An in situ process for the preparation of primary amine compounds
发明人:SAMANT RAJARAM; TONGRA MANOJ
权利人:SAMANT RAJARAM; TONGRA MANOJ
摘要:An in situ process for the preparation of primary amine compounds The invention disclosed herein relates to an in situ process for the preparation of primary amine compounds. Particularly, it relates to the preparation of primary amine compounds having general Formula (I). Formula (I) wherein n is 1 to 9 and X is -S, -N- or -O. More particularly, the present invention relates to the preparation of primary amine compounds with high yield and purity which is further used as potent intermediate in the synthesis of therapeutically active isothiocyanates (ITCs).

专利号:US-9688611-B2
优先权日:2015-10-21
标 题:Synthesis of (S)-2-acetamido-3-(4-hydroxy-3-(3-methylbut-2-enyl) phenyl) propanoic acid derivatives
发明人:MANSHA Muhammad; ABBAS YASIR; ULLAH NISAR
权利人:UNIV KING FAHD PET & MINERALS
摘要:A method for producing a compound of formula (I) or a pharmaceutically acceptable salt, solvate, tautomer or stereoisomer, such as compound 1 and compound 2 is disclosed. The method proceeds through an O-allylated tyrosine-based compound, such as compound 3 and preferably comprises [3,3] sigmatropic Claisen rearrangement and olefin cross metathesis reactions. In addition, a pharmaceutical composition comprising a compound of formula (I) a tumor necrosis factor (TNF) related apoptosis inducing ligand (TRAIL) and a pharmaceutically acceptable carrier or excipient is disclosed.

专利号:US-2014357576-A1
优先权日:2013-05-31
标题:Methods for enhancement of muscle protein synthesis
发明人:BREUILLE DENIS; STELLINGWERFF TRENT; MOORE DANIEL RYAN; OFFORD CAVIN ELIZABETH ANN; PHILLIPS STUART MARTIN
权利人:NESTEC SA
摘要:The present disclosure provides methods for enhancing muscle protein synthesis in an individual in need of same. Specifically, the present disclosure provides methods for enhancing muscle protein synthesis by enhancing myofibrillar muscle protein synthesis. The method includes administering to the individual a mixed macronutrient composition having (i) an amount of whey protein that is not capable of enhancing myofibrillar protein synthesis when ingested by itself and (ii) free leucine. The composition comprises at least about 5.0 g total leucine per dose.

专利号:WO-2015040533-A1
优先权日:2013-09-19
标题:Methods for enhancing muscle protein synthesis during energy deficit
发明人:BAILEY DAVID MARK; ZALTAS ERIC SCOTT; STELLINGWERFF TRENT; MOORE DANIEL RYAN; HAWLEY JOHN ALAN; BURKE LOUISE MARY
权利人:PREMIER NUTRITION CORP
摘要:The present disclosure provides methods for enhancing muscle protein synthesis in an individual in need of same. Specifically, the present disclosure provides methods for enhancing muscle protein synthesis during periods of negative energy balance, or energy deficit. The methods include administering to an individual suffering from energy deficit a composition comprising protein in an amount from about 15 g to about 30 g during a time period selected from the group consisting of during exercise, post-exercise, and combinations thereof. The methods also include administering to an individual suffering from energy deficit a composition comprising protein during a time period selected from the group consisting of during exercise, post-exercise, and combinations thereof, wherein the protein is administered in a dose that is higher than doses typically recommended for individuals experiencing energy balance.

专利号:US-2014294788-A1
优先权日:2013-03-26
标 题 :Methods for enhancing muscle protein synthesis following concurrent training
发明人:BAILEY DAVID MARK; ZALTAS ERIC SCOTT; MOORE DANIEL RYAN; STELLINGWERFF TRENT
权利人:NESTEC SA
摘要:The present disclosure provides methods for enhancing muscle protein synthesis following physical exertion. In a general embodiment, a method for enhancing muscle protein synthesis following physical exertion is provided and includes administering to an individual a composition comprising from about 15 to about 35 g protein immediately following concurrent training. Programs for enhancing muscle adaptation resulting from concurrent training are also provided. The programs include providing a composition comprising from about 15 to about 35 g protein; and providing guidelines for consumption including a recommendation of the amount of the composition to consume immediately following concurrent training.
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主要参考文献


1: Licznerska B, Szaefer H, Matuszak I, Murias M, Baer-Dubowska W. Modulating potential of L-sulforaphane in the expression of cytochrome p450 to identify potential targets for breast cancer chemoprevention and therapy using breast cell lines. Phytother Res. 2015 Jan;29(1):93-9. doi: 10.1002/ptr.5232. Epub 2014 Sep 19. doi: 10.1097/MBC.0b013e32835e4275. doi: 10.1371/journal.pone.0151344. eCollection 2016.
4: Shelley Z, Royce SG, Ververis K, Karagiannis TC. Cell cycle effects of L-sulforaphane, a major antioxidant from cruciferous vegetables: The role of the anaphase promoting complex. Hell J Nucl Med. 2014 Jan-Apr;17 Suppl
1:11-6. doi: 10.1007/s00394-013-0588-5. Epub 2013 Oct 4.

合成参考文献


摘要:Grogan, G., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 286.
参考文献:10.1007/s00253-004-1667-6
摘要:Luckarift HR, Dalton H, Sharma ND, Boyd DR, Holt RA. Isolation and characterisation of bacterial strains containing enantioselective DMSO reductase activity: application to the kinetic resolution of racemic sulfoxides. Applied Microbiology and Biotechnology. 2004 Aug 20;65(6):678–85. doi: 10.1007/s00253-004-1667-6.
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