CAS: 91431-42-4; 6-Chloro-2,3-Dimethoxynaphthalene-1,4-Diyl Diacetate

该化合物是一种专门的氯化萘衍生物,含有氯和甲氧替代物,以及乙酰氢氧化合物.该化合物因其功能化结构而对合成有机化学感兴趣,因为它能够用作制造更复杂的分子的中间体.电子提取(氯)和电施用(甲基氧)组的存在,增强了其在选择性转化中的再活动.二乙酰乙烯会提高有机溶剂的稳定性和溶性,便利处理和储存.其定义明确的结构使其适合于在需要精确功能化的情况下用于制药,农业化学品或材料科学的应用.

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物理性质

MSDS等安全信息

上下游产品

CAS号106-39-8 对氯溴苯 | CAS号56961-92-3 6-chloronaphtha... | CAS号106-51-4 苯醌 | CAS号3117-02-0 2,3-二甲氧基-1,4-苯醌 | CAS号110104-16-0 acetic acid,7-c...

合成工艺路线路线简述

  • 91037-30-8 = 91431-42-4
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran1.2 Catalysts: Tetrahydrofuran Solvents: Pyridine,4-(Dimethylamino)Pyridine
    标题:Topical Nonsteroidal Antipsoriatic Agents. 1. 1,2,3,4-Tetraoxygenated Naphthalene Derivatives
    作者:Jones,Gordon H.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(8) 页码:1504-11]

    = 91431-42-4 [标题:Reaction Conditions
    标题:Topical Nonsteroidal Antipsoriatic Agents. 2. 2,3-(Alkylidenedioxy)Naphthalene Analogs Of Lonapalene
    作者:Venuti,Michael C.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1988 卷标:31(11) 页码:2132-6]

    112597-43-0 = 91431-42-4
    反应条件:1.1 Solvents: P-Xylene2.1 Reagents: Hydrogen,Palladium,Carbon Solvents: P-Xylene2.2 Reagents: Pyridine Solvents: P-Xylene
    标题:General Regiospecific Synthesis Of Annulated Quinones
    作者:Moore,Harold W.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(5) 页码:996-1003]

    78237-04-4 = 91431-42-4
    反应条件:1.1 Solvents: Methanol2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran2.2 Catalysts: Tetrahydrofuran Solvents: Pyridine,4-(Dimethylamino)Pyridine
    标题:Topical Nonsteroidal Antipsoriatic Agents. 1. 1,2,3,4-Tetraoxygenated Naphthalene Derivatives
    作者:Jones,Gordon H.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(8) 页码:1504-11]

    106-39-8 + 5222-73-1 = 91431-42-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran1.2 Solvents: Tetrahydrofuran2.1 Solvents: P-Xylene3.1 Reagents: Hydrogen,Palladium,Carbon Solvents: P-Xylene3.2 Reagents: Pyridine Solvents: P-Xylene
    标题:General Regiospecific Synthesis Of Annulated Quinones
    作者:Moore,Harold W.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(5) 页码:996-1003]

    3117-02-0 + 53144-32-4 = 91431-42-4
    反应条件:1.1 Solvents: Dichloromethane1.2 Reagents: (+/-)-Camphorsulfonic Acid Solvents: Dichloromethane1.3 Reagents: Pyridine
    标题:A Novel Diels-Alder Reaction Utilizing 3-Chloro-1-Methoxybutadiene: A Short And Convergent Synthesis Of The 5-Lipoxygenase Inhibitor Rs-43179
    作者:Flynn,Daniel L.; Et Al
    参考文献:Tetrahedron Letters 日期:1986 卷标:27(42) 页码:5075-8]

    102632-27-9 = 91431-42-4
    反应条件:1.1 Reagents: Hydrogen,Palladium,Carbon Solvents: P-Xylene1.2 Reagents: Pyridine Solvents: P-Xylene
    标题:General Regiospecific Synthesis Of Annulated Quinones
    作者:Moore,Harold W.; Et Al
    参考文献:Journal Of Organic Chemistry 日期:1988 卷标:53(5) 页码:996-1003]

    102632-27-9 = 91431-42-4
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: P-Xylene1.2 Reagents: Pyridine,Hydrogen Catalysts: 4-(Dimethylamino)Pyridine,Palladium Solvents: P-Xylene
    标题:Synthesis Of Lonapalene
    作者:Perri,Steven T.; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(39) 页码:4507-10]

    = 91431-42-4 [标题:Reaction Conditions
    标题:Influence Of Ultrasound On The Diels-Alder Cyclization Reaction: Synthesis Of Some Hydroquinone Derivatives And Lonapalene,An Anti-Psoriatic Agent
    作者:Javed,T.; Et Al
    参考文献:Ultrasonics Sonochemistry 日期:1995 卷标:2(1)]

    = 91431-42-4 [标题:Reaction Conditions
    标题:Process For The Manufacture Of The Antipsoriatic Agent 6-Chloro-1,4-Diacetoxy-2,3-Dimethoxynaphthalene
    参考文献:European Patent Organization]

    112597-43-0 = 91431-42-4
    反应条件:1.1 Solvents: P-Xylene2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: P-Xylene2.2 Reagents: Pyridine,Hydrogen Catalysts: 4-(Dimethylamino)Pyridine,Palladium Solvents: P-Xylene
    标题:Synthesis Of Lonapalene
    作者:Perri,Steven T.; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(39) 页码:4507-10]

    106-39-8 + 5222-73-1 = 91431-42-4
    反应条件:1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran2.1 Solvents: P-Xylene3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: P-Xylene3.2 Reagents: Pyridine,Hydrogen Catalysts: 4-(Dimethylamino)Pyridine,Palladium Solvents: P-Xylene
    标题:Synthesis Of Lonapalene
    作者:Perri,Steven T.; Et Al
    参考文献:Tetrahedron Letters 日期:1987 卷标:28(39) 页码:4507-10]

    56961-92-3 = 91431-42-4
    反应条件:1.1 Reagents: Iodine,Chlorine Solvents: Acetic Acid2.1 Solvents: Methanol3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran3.2 Catalysts: Tetrahydrofuran Solvents: Pyridine,4-(Dimethylamino)Pyridine
    标题:Topical Nonsteroidal Antipsoriatic Agents. 1. 1,2,3,4-Tetraoxygenated Naphthalene Derivatives
    作者:Jones,Gordon H.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(8) 页码:1504-11]

    91037-32-0 = 91431-42-4
    反应条件:1.1 Reagents: Sodium Acetate,Chlorine Solvents: Acetic Acid2.1 Solvents: Methanol3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran3.2 Catalysts: Tetrahydrofuran Solvents: Pyridine,4-(Dimethylamino)Pyridine
    标题:Topical Nonsteroidal Antipsoriatic Agents. 1. 1,2,3,4-Tetraoxygenated Naphthalene Derivatives
    作者:Jones,Gordon H.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(8) 页码:1504-11]

    = 91431-42-4
    反应条件:1.1 Solvents: Acetic Acid1.2 Reagents: Sulfuric Acid,Sodium Dichromate Solvents: Water2.1 Reagents: Iodine,Chlorine Solvents: Acetic Acid3.1 Solvents: Methanol4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Tetrahydrofuran4.2 Catalysts: Tetrahydrofuran Solvents: Pyridine,4-(Dimethylamino)Pyridine
    标题:Topical Nonsteroidal Antipsoriatic Agents. 1. 1,2,3,4-Tetraoxygenated Naphthalene Derivatives
    作者:Jones,Gordon H.; Et Al
    参考文献:Journal Of Medicinal Chemistry 日期:1986 卷标:29(8) 页码:1504-11
📜2,3,6-Trichloro-1,4-Naphthoquinone置于吡啶,4-二甲氨基吡啶,Sodium Dithionite体系中,用 四氢呋喃,甲醇,乙醚,水 作为反应溶剂,化学反应 5.0H,反应生成 氯萘帕林
参考文献:外用非甾体类抗银屑病药物.1. 1,2,3,4-四氧化萘衍生物.
标题:外用非甾体类抗银屑病药物.1. 1,2,3,4-四氧化萘衍生物.
摘要:根据先前的观察结果,一系列的2,3-二氢-2,2,3,3-四羟基-1,4-萘醌(氧代磷酸酯,1)和6-氯异萘达沙林(2)在体内均显示出抗银屑病活性,制备了2种结构衍生物,并在scholtz-Dumas局部牛皮癣生物测定中进行了检查.在这六个(5,6,9A,10,11A,11B)中,发现最有效的化合物是6-氯-1,4-二乙酰氧基-2,3-二甲氧基萘(rs-43179,Lonapalene,11A).制备了广泛的1,2,3,4-四氧化萘(16-74),其中包含酯,醚和芳基取代基的变体,作为11A的类似物,以检查其活性的结构要求,并在体内筛选为抑制剂花生四烯酸引起的小鼠耳部水肿,是一种能够检测5-脂氧合酶抑制剂的局部生物测定法.净亲脂性,水解稳定性和环取代在确定观测到的体内活性中起重要作用.lonapalene(11A)目前正在作为局部应用的非甾体类抗牛皮癣药物进行临床开发.
DOI:10.1021/jm00158A031

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专利信息


专利号:US-2014315720-A1
优先权日:2012-10-24
标 题 :Polysaccharide ester microspheres and methods and articles relating thereto
发明人：FALLON DENIS G; GARRETT THOMAS S; KIZER LAWTON E; ZAZZARA KAREN L; COMBS MICHAEL T; JOHNSON RICHARD K; DEHART GARY
权利人:CELANESE ACETATE LLC
摘要:A method for producing a polysaccharide ester microsphere may include forming a polysaccharide ester product from a polysaccharide synthesis, wherein the polysaccharide ester product comprises a polysaccharide ester and a solvent; diluting the polysaccharide ester product, thereby yielding a polysaccharide ester dope; and forming a plurality of polysaccharide ester microspheres from the polysaccharide ester dope. Suitable polysaccharides may include, but are not limited to, starch, cellulose, hemicellulose, algenates, chitosan, and any combination thereof. Esters thereof may be organic esters (e.g., acetate and the like), inorganic esters (e.g., sulfonates and the like), or combinations thereof. Further, the solids conent of the polysaccharide ester dope, in some instances, may be greater than about 16 wt %.

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主要参考文献


1: Black AK, Camp RD, Mallet AI, Cunningham FM, Hofbauer M, Greaves MW. Pharmacologic and clinical effects of lonapalene (RS 43179), a 5-lipoxygenase inhibitor, in psoriasis. J Invest Dermatol. 1990 Jul;95(1):50-4. Review. Review.

合成参考文献


参考文献:10.1021/jm00095a009
摘要:Wright SW, Harris RR, Collins RJ, Corbett RL, Green AM, Wadman EA, Batt DG. Novel 1-(pyridylphenyl)-1-phenyl-2-imidazolylethanols with topical antiinflammatory activity. J Med Chem. 1992 Aug 21;35(17):3148–55. doi: 10.1021/jm00095a009.
参考文献:10.1021/jm00158a031
摘要:Jones GH, Venuti MC, Young JM, Murthy DV, Loe BE, Simpson RA, Berks AH, Spires DA, Maloney PJ, Kruseman M. Topical nonsteroidal antipsoriatic agents. 1. 1,2,3,4-Tetraoxygenated naphthalene derivatives. J Med Chem. 1986 Aug;29(8):1504–11. doi: 10.1021/jm00158a031.
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