CAS: 823-09-6; 2-(Methylthio)Pyrimidine

该化合物是一种七环有机化合物,在2位置用一个甲基硫磷组替代一个火水晶核核心,这种结构元素将化合物的用途作为药物和农用化学合成的多种中间体,其反应性硫甲基组有助于进一步发挥作用,使其对构建更复杂的分子具有价值.该化合物在标准条件下具有良好稳定性,与一系列合成变异相容,包括核循环替代和交叉反应.其定义明确的化学特性和一贯的纯度使它成为研究和工业应用的可靠建筑块,特别是在生物活性化合物和特殊化学品的开发方面.

结构式图片

相似化合物

100114-24-7 6090-37-5 14001-67-3

物理性质

MSDS等安全信息

欧盟法规

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合成工艺路线路线简述

  • 1450-85-7 = 823-09-6
    反应条件:1.1 Reagents: Triethylamine,Potassium Carbonate Solvents: Dichloromethane; 0 °C
    标题:Enzymatic Synthesis Of Novel Chiral Sulfoxides Employing Baeyer-Villiger Monooxygenases
    作者:Rioz-Martinez,Ana; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2010 卷标:(33) 页码:6409-6416]

    1450-85-7 = 823-09-6
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 0 °C; 4 H,Rt
    标题:Pyrimidine-Core Extended π-Systems: General Synthesis And Interesting Fluorescent Properties
    作者:Itami,Kenichiro; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2004 卷标:126(47) 页码:15396-15397]

    2986-19-8 + 4595-60-2 = 823-09-6
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethyl Sulfoxide; 12 H,80 °C
    标题:Nickel-Catalyzed Inter- And Intramolecular Carbon-Sulfur Bond Metathesis By Reversible Arylation
    作者:Delcaillau,Tristan; Et Al
    参考文献:Chemrxiv 日期:2019 卷标:1 页码:1-7]

    2986-19-8 + 14080-23-0 = 823-09-6
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethyl Sulfoxide; 2 H,80 °C
    标题:Decyanative Cross-Coupling Of Cyanopyrimidines With O-,S-,And N-Nucleophiles: A Route To Alkoxylpyrimidines,Aminopyrimidines And Alkylthiopyrimidines
    作者:Wei,Xiangyang; Et Al
    参考文献:European Journal Of Organic Chemistry 日期:2019 卷标:2019(42) 页码:7142-7150]

    1450-85-7 = 823-09-6
    反应条件:1.1 Reagents: 1-Butyl-3-Methylimidazolium Chloride; 3.5 H,110 °C
    标题:Ionic Liquids-Promoted S-Methylation Of Thiols Utilizing Dimethyl Carbonate
    作者:Xie,Jiangang; Et Al
    参考文献:Phosphorus 日期:2011 卷标:186(1) 页码:31-37]

    813-19-4 + 1122-74-3 = 823-09-6 + 123061-49-4 + 2426-97-3
    反应条件:1.1 Reagents: Tetrabutylammonium Fluoride Catalysts: Bis(Triphenylphosphine)Palladium Diacetate Solvents: Tetrahydrofuran
    标题:Stannylation Reactions And Cross-Couplings In Pyrimidines
    作者:Majeed,Amera J.; Et Al
    参考文献:Tetrahedron 日期:1989 卷标:45(4) 页码:993-1006]

    1450-85-7 = 823-09-6
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Tetrahydrofuran; Rt; 12 H,Rt
    标题:Heteroarylation Of Unactivated C-H Bonds Suitable For Late-Stage Functionalization
    作者:Miller,Austin S.; Et Al
    参考文献:Chemical Science 日期:2022 卷标:13(40) 页码:11878-11882]

    2986-19-8 + 4595-60-2 = 823-09-6
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethyl Sulfoxide; 1 H,80 °C
    标题:Cesium Carbonate-Promoted Synthesis Of Aryl Methyl Sulfides Using S-Methylisothiourea Sulfate Under Transition-Metal-Free Conditions
    作者:Zhang,Caiyang; Et Al
    参考文献:Organic & Biomolecular Chemistry 日期:2018 卷标:16(34) 页码:6316-6321]

    1450-85-7 = 823-09-6
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Tetrabutylammonium Bromide Solvents: Dimethyl Carbonate; 2.5 H,90 °C
    标题:Sh-Methylation Of Sh-Containing Heterocycles With Dimethyl Carbonate Via Phase-Transfer Catalytic Reaction
    作者:Xie,Jian-Gang; Et Al
    参考文献:Synthetic Communications 日期:2011 卷标:41(6) 页码:871-878]

    2986-19-8 + 4595-60-2 = 823-09-6
    反应条件:1.1 Reagents: Cesium Carbonate Solvents: Dimethyl Sulfoxide; 12 H,80 °C
    标题:Nickel-Catalyzed Inter- And Intramolecular Aryl Thioether Metathesis By Reversible Arylation
    作者:Delcaillau,Tristan; Et Al
    参考文献:Angewandte Chemie 日期:2020 卷标:59(5) 页码:2110-2114]

    41041-19-4 = 823-09-6
    反应条件:1.1 Reagents: Potassium Carbonate Solvents: Acetone,Water; 20 H,Rt
    标题:Regioselectivity In The Amination Of Methylsulfanyl-Substituted Azines With O-Mesitylenesulfonylhydroxylamine
    作者:Borodkin,G. I.; Et Al
    参考文献:Russian Journal Of Organic Chemistry 日期:2010 卷标:46(6) 页码:911-916]

    1722-12-9 = 823-09-6
    反应条件:1.1 Reagents: Potassium Tert-Butoxide,Thiourea,Ion(1-) Solvents: Dimethyl Sulfoxide; 3 H1.2 Solvents: Water
    标题:"One-Pot" Two-Step Synthesis Of Aryl Sulfur Compounds By Photoinduced Reactions Of Thiourea Anion With Aryl Halides
    作者:Argueello,Juan E.; Et Al
    参考文献:Organic Letters 日期:2003 卷标:5(22) 页码:4133-4136]

    1450-85-7 = 823-09-6 [标题:Reaction Conditions
    标题:Coordination-Induced Emission Enhancement In Copper(I) Iodide Coordination Polymers Supported By 2-(Alkylsulfanyl)Pyrimidines
    作者:Vinogradova,Katerina A.; Et Al
    参考文献:Dalton Transactions 日期:2021 卷标:50(26) 页码:9317-9330]

    1450-85-7 = 823-09-6 [标题:Reaction Conditions
    标题:0D To 3D Coordination Assemblies Engineered On Silver(I) Salts And 2-(Alkylsulfanyl)Azine Ligands: Crystal Structures,Dual Luminescence,And Cytotoxic Activity
    作者:Rogovoy,Maxim I.; Et Al
    参考文献:European Journal Of Inorganic Chemistry 日期:2020 卷标:2020(17) 页码:1635-1644]

    1450-85-7 = 823-09-6 [标题:Reaction Conditions
    标题:Ni-Catalyzed Reductive Liebeskind-Srogl Alkylation Of Heterocycles
    作者:Ma,Yuanhong; Et Al
    参考文献:Journal Of The American Chemical Society 日期:2019 卷标:141(5) 页码:1918-1922]

    = 823-09-6
    反应条件:1.1 Reagents: Diisopropylethylamine Solvents: Acetone; 30 Min,Rt
    标题:Metal-Free Aminomethylation Of Aromatic Sulfones Promoted By Eosin Y
    作者:Thierry,Thibault; Et Al
    参考文献:Chemistry - A European Journal 日期:2021 卷标:27(60) 页码:14826-14830]

    73547-86-1 = 823-09-6 [标题:Reaction Conditions
    标题:Thione-Thiol Tautomerism And Stability Of 2- And 4-Mercaptopyridines And 2-Mercaptopyrimidines
    作者:Stoyanov,S.; Et Al
    参考文献:Canadian Journal Of Chemistry 日期:1990 卷标:68(9) 页码:1482-9]

    1066-45-1 + 14001-67-3 = 823-09-6 + 122476-79-3 + 122476-81-7
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran,Hexane
    标题:Synthesis Of 5-Stannylpyrimidines And Their Use In Palladium-Catalyzed Ketone Formation
    作者:Arukwe,Joseph; Et Al
    参考文献:Journal Of The Chemical Society 日期:1989 卷标:(2) 页码:255-9]

    49844-90-8 = 823-09-6 + 123061-49-4 + 2426-97-3
    反应条件:1.1 Reagents: Hydrogen Iodide Solvents: Water2.1 Reagents: Tetrabutylammonium Fluoride Catalysts: Bis(Triphenylphosphine)Palladium Diacetate Solvents: Tetrahydrofuran
    标题:Stannylation Reactions And Cross-Couplings In Pyrimidines
    作者:Majeed,Amera J.; Et Al
    参考文献:Tetrahedron 日期:1989 卷标:45(4) 页码:993-1006
2-甲硫基-4-氯嘧啶置于ammonium Hydroxide,Sodium Chloride,锌体系中,化学反应生成 2-甲硫基嘧啶
参考文献:Matsukawa; Ohta,Yakugaku Zasshi/journal Of The Pharmaceutical Society Of Japan,1950,Vol. 70,P. 137
标题:Matsukawa; Ohta,Yakugaku Zasshi/journal Of The Pharmaceutical Society Of Japan,1950,Vol. 70,P. 137

海关参考信息

专利信息


专利号:US-4266058-A
优先权日:1979-07-04
标 题:Synthesis of 2-isopropylamino-pyrimidine
发明人：DEMOSTHENE CLAUDE G; ASPISI CHRISTIAN R
权利人:SOC D ETUDES PROD CHIMIQUE
摘要:The present invention provides a process for the synthesis of 2-isopropylamino-pyrimidine by aminolysis of 2-methylsulphonyl-pyrimidine using isopropylamine. The aminolysis is effected, according to the present invention, by refluxing isopropylamine and 2-methylsulphonyl-pyrimidine in the absence of a solvent. Using this technique, the 2-isopropylamino-pyrimidine has been obtained in a substantially quantitative yield.

专利号:US-9533959-B2
优先权日:2013-10-07
标 题:Methods of regioselective synthesis of 2,4-disubstituted pyrimidines
发明人：CHARRIER JEAN-DAMIEN; O'DONNELL MICHAEL EDWARD
权利人:VERTEX PHARMA
摘要:The present invention relates to the novel regioselective syntheses of 2,4-disubstituted pyrimidines through sequential nucleophilic aromatic substitutions.

专利号:US-4388310-A
优先权日:1982-03-01
标 题:6-Amido-2-S-oxides of substituted 2-organothio-pen-2-em-3-carboxylic acids
发明人：CHRISTENSEN BURTON G; DININNO FRANK P; MUTHARD DAVID A; RATCLIFFE RONALD W
权利人:MERCK & CO INC
摘要:Disclosed are 6-amido-2-S-oxides of substituted 2-organothio-pen-2-em-3-carboxylic acids (I) which are useful as antibiotics and as intermediates in the synthesis of substituted pen-2-em-3-carboxylic acids: I wherein: R1 is H or acyl; R2 is hydrogen or methoxyl; R3 is alkyl having from 1-6 carbon atoms; phenylalkyl having 7-12 carbon atoms; and cycloalkyl having 3-6 carbon atoms; and R4 is hydrogen, a removable protecting group or a pharmaceutically acceptable salt or ester moiety.

专利号:WO-2024020091-A1
优先权日:2022-07-19
标 题 :Inhibitors of short-chain dehydrogenase activity for reducing glial fibrillary acidic protein levels
发明人：MARKOWITZ SANFORD; PIEPER ANDREW
权利人:UNIV CASE WESTERN RESERVE; THE US GOV AS REPRESENTED BY THE DEPARTMENT OF VETERAN AFFAIRS
摘要:A method of decreasing blood glial fibrillary acidic protein (GFAP) levels in a subject in need thereof includes administering to the subject a therapeutically effective amount of a 15-PGDH inhibitor. Astroglia cells are the major and perhaps most abundant cell types in the brain. In healthy brain, astrocytes help with providing structural and network support for neurons and interface with the brain vasculature, including the blood-brain-barrier. Functionally, astrocytes are involved with providing neurotrophic factors (such as glial derived neurotrophic factor (GDNF)), and cytokine/chemokine release that influences the global and local inflammatory response environments, as well as working closely with neurons involved in the glutamate-glutamine synthesis/recycling pathway.

专利号:WO-2011047481-A1
优先权日:2009-10-23
标题 :Novel spiro compounds useful as inhibitors of stearoyl-coenzyme a delta-9 desaturase
发明人：FORTIN REJEAN; LACHANCE NICOLAS; LI CHUN SING; TRANMER GEOFFREY
权利人:MERCK FROSST CANADA LTD; FORTIN REJEAN; LACHANCE NICOLAS; LI CHUN SING; TRANMER GEOFFREY
摘要:Heteroaromatic compounds of structural formula I are selective inhibitors of stearoyl- coenzyme. A delta-9 desaturase (SCDl) relative to other known stearoyl-coenzyme. A desaturases. The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease, such as atherosclerosis; obesity; diabetes; neurological disease; metabolic syndrome; insulin resistance; and liver steatosis. Formula (I).

专利号:US-2006074032-A1
优先权日:2000-11-29
标题 :Synthesis and separation of optically active isomers of erythromycin and their biological actions
发明人：SOMBERG JOHN; RANADE VASANT
权利人:ACADEMIC PHARM INC
摘要:The present invention provides methods for purifying and using optically active isomers of erythromycin as well as compositions comprising such optically active isomers. Such optically active isomers having desired actions as an antibiotic substantially separable from undesirable effects on GI motility and the cardiac potassium channels such that the cardiac action potential is not prolonged and the QT interval on the surface EKG (electrocardiogram) is not increased, such that the erythromycin can be useful for more effective therapy of systemic infections. Also disclosed are methods for assaying the levels of such isomers present in the biological fluids.

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合成参考文献


摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 403.
摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 327.
摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 446.
摘要:Gosmini, C.; Corpet, M., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 1, 659.
摘要:A. Albert and G. B. Barlin. J. Chem. Soc. 1962, 3129.
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