CAS: 935-44-4; 1-Phenyl-1-Cyclopropanecarbonitrile

该化合物是有机化合物,其独特结构特征包括一个环丙烷环系,系联苯组和碳三联功能组;该化合物一般视温度和纯度而定,呈现无色的黄色液体或固体色素,视其温度和纯度而定,以其在水中的溶解性相对较低而闻名,但可溶于乙醇和乙醇等有机溶剂;碳三联体的存在具有显著的再活动性,使其在各种化学合成和应用中有用,包括制药和农用化学品.此外,环丙烷有助于其紧张和独特的再活动模式,可在有机合成中加以利用.安全数据表明,与许多微粒一样,应谨慎处理,因为其潜在的毒性和刺激性.

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MSDS等安全信息

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CAS号140-29-4 苯乙腈 | CAS号106-93-4 1,2-二溴乙烷 | CAS号557-91-5 1,1-二溴乙烷 | CAS号107-04-0 1-溴-2-氯乙烷 | CAS号107-06-2 1,2-二氯乙烷 | CAS号93273-13-3 4-氯-2-苯丁腈 | CAS号96-49-1 碳酸乙烯酯 | CAS号4553-07-5 苯基氰基乙酸乙酯 | CAS号80-41-1 2-氯乙基 对甲苯磺酸酯 | CAS号41049-53-0 1-苯基环丙胺 | CAS号637-50-3 β-甲基苯乙烯 (顺反混合物)... | CAS号873-49-4 环丙基苯 | CAS号6120-95-2 1-苯基-1-环丙羧酸 | CAS号1007-71-2 1-(1-苯基环丙基)乙酮 | CAS号1034047-28-3 4-(1-氰基环丙基)苯-1-磺酰氯 | CAS号31729-66-5 (1-苯基环丙基)甲醇 | CAS号1245647-91-9 1-(1-苯基环丙基)哌嗪 | CAS号13861-75-1 螺[环丙烷-1,3'-二氢吲哚... | CAS号139633-98-0 (1-乙炔基环丙基)苯

合成工艺路线路线简述

  • 96-49-1 = 935-44-4
    反应条件:1.1 Reagents: Potassium Tert-Butoxide Catalysts: Polyethylene Glycol; 50 °C; 50 °C -> 126 °C; 5 H,126 °C
    标题:Cyclopropanation Of Substituted Phenylacetonitrile Or Phenyl Acetate
    参考文献:World Intellectual Property Organization]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 15 Min,0 °C1.2 Reagents: Sodium Iodide Solvents: Dimethylformamide; 4 H,0 °C -> 120 °C
    标题:Piperazine Compounds As Pyruvate Kinase M2 Modulators And Their Preparation,Compositions And Use In The Treatment Of Cancer
    参考文献:World Intellectual Property Organization]

    6120-95-2 = 935-44-4
    反应条件:1.1 Reagents: Benzenesulfonamide,N-Cyano-N-(4-Fluorophenyl)-2-Nitro- Catalysts: Iron Chloride (Fecl3) Solvents: Toluene; 24 H,110 °C
    标题:Fe-Catalyzed Direct Synthesis Of Nitriles From Carboxylic Acids With Electron-Deficient N-Cyano-N-Aryl-Arylsulfonamide
    作者:Zhang,Guodong; Zhang,Chengyu; Tian,Ye; Chen,Feng
    参考文献:Organic Letters 日期:2023 卷标:25(6) 页码:917-922]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Hexamethylphosphoramide,Ethanamine,N-Ethyl-,Lithium Salt
    标题:Addition And Substitution Reactions Of Nitrile-Stabilized Carbanions
    作者:Arseniyadis,Simeon; Kyler,Keith S.; Watt,David S.
    参考文献:Organic Reactions (Hoboken 日期:1984 卷标:31]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Potassium Hydroxide Catalysts: Tetrabutylammonium Bromide Solvents: Water; 2 H,50 °C
    标题:Preparation Of Boronic Acid Compound For The Treatment Of Proteasome-Borne Disease
    参考文献:World Intellectual Property Organization]

    = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydroxide Catalysts: Benzyltriethylammonium Chloride Solvents: Water
    标题:Synthesis Of 1-Arylcyclopropanecarbonitriles Under Phase-Transfer Catalytic Conditions
    作者:Fedorynski,Michal; Jonczyk,Andrzej
    参考文献:Organic Preparations And Procedures International 日期:1995 卷标:27(3) 页码:355-9]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Potassium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Cooled; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; Overnight,Rt
    标题:Preparation Of Allylhydrazine And Hydroxylamine Derivatives As Inhibitors Of Semicarbazide-Sensitive Amine Oxidase (Ssao) And Vascular Adhesion Protein 1 (Vap-1)
    参考文献:World Intellectual Property Organization]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 40 Min,0 °C1.2 0 °C; 5 H,0 °C1.3 Reagents: Water; 0 °C
    标题:From Isocyanides To Iminonitriles Via Silver-Mediated Sequential Insertion Of C(Sp3)-H Bond
    作者:Chi,Huiwen; Li,Hao; Liu,Bingxin; Ye,Rongxuan; Wang,Haoyang; Et Al
    参考文献:Iscience 日期:2019 卷标:21 页码:650-663]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; Rt; 30 Min,Rt1.2 Rt; 3 H,Rt1.3 Reagents: Water
    标题:Preparation Of 2-Oximino-2'-[[[[[ (Hetero)Arylcyclopropyl]Ethylidene]Nitrilo]Oxy]Methyl]Benzeneacetates As Fungicides And Insecticides
    参考文献:European Patent Organization]

    52370-86-2 = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Methanol,Water
    标题:N-Methyl-N-[trans-2-(1-Pyrrolidinyl)Cyclohexyl]-1-Phenylcyclopropanecarboxylic Amides. Analogs Of U50488 With Much Reduced Opiate Affinity And Loss Of K-Selectivity
    作者:Cheng,C. Y.; Lu,H. Y.; Lee,F. M.
    参考文献:European Journal Of Medicinal Chemistry 日期:1991 卷标:26(2) 页码:125-8]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Potassium Hydroxide Catalysts: Tetrabutylammonium Bromide Solvents: Water; 50 °C; 30 Min,50 °C
    标题:Phase Transfer Alkylation Of Arylacetonitriles Revisited
    作者:Barbasiewicz,Michal; Marciniak,Karolina; Fedorynski,Michal
    参考文献:Tetrahedron Letters 日期:2006 卷标:47(23) 页码:3871-3874]

    2415284-42-1 = 935-44-4
    反应条件:1.1 Catalysts: Dichloro[1,2-Di(Methoxy-Ko)Ethane]Nickel,4,4′-Bis(1,1-Dimethylethyl)-2,2′-Bipyridine Solvents: Dimethylformamide; 15 Min,Rt1.2 Reagents: Lithium Bis(Trimethylsilyl)Amide; 12 H,Rt1.3 Reagents: Ammonium Chloride Solvents: Water; Rt
    标题:Nickel-Catalyzed Favorskii-Type Rearrangement Of Cyclobutanone Oxime Esters To Cyclopropanecarbonitriles
    作者:Shuai,Bin; Fang,Ping; Mei,Tian-Sheng
    参考文献:Synlett 日期:2021 卷标:32(16) 页码:1637-1641]

    5500-21-0 = 935-44-4
    反应条件:1.1 Reagents: Zincate(1-),Dichloro(2,2,6,6-Tetramethyl-1-Piperidinyl)-,Lithium (1:1) Catalysts: (Sp-4-4)-[2′-(Amino-Kn)[1,1′-Biphenyl]-2-Yl-Kc]Chloro[dicyclohexyl[2′,4′,6′-Tris... Solvents: Cyclopentyl Methyl Ether; < 27 °C; 20 Min,23 °C; 1 H,25 °C -> 80 °C; 80 °C -> 23 °C1.2 Reagents: Methanol
    标题:Highly Diastereoselective α-Arylation Of Cyclic Nitriles
    作者:Dalziel,Michael E.; Chen,Penghao; Carrera,Diane E.; Zhang,Haiming; Gosselin,Francis
    参考文献:Organic Letters 日期:2017 卷标:19(13) 页码:3446-3449]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Potassium Hydroxide Catalysts: Tetrabutylammonium Bromide Solvents: Water; 50 °C; 1 H,50 °C
    标题:N-Oxazolidinylmethyl Thiophenecarboxamide Derivatives As Antithrombotic Agents And Their Preparation And Use For The Treatment Of Diseases
    参考文献:India]

    6120-95-2 = 935-44-4
    反应条件:1.1 Reagents: N-Cyano-4-Methyl-N-Phenylbenzenesulfonamide Catalysts: Iron Chloride (Fecl3) Solvents: 1,2-Dichloroethane; 24 H,100 °C
    标题:Iron-Catalyzed Deoxynitrogenation Of Carboxylic Acids With Cyanamides To Access Nitriles
    作者:Li,Mengsheng; Zhang,Jing
    参考文献:Chemistry - A European Journal 日期:2023 卷标:29(31)]

    19158-51-1 + 6120-95-2 = 935-44-4
    反应条件:1.1 Catalysts: Silver Hexafluoroantimonate Solvents: Toluene; 48 H,120 °C
    标题:Silver-Catalyzed Synthesis Of Nitriles From Carboxylic Acids And Cyanamides
    作者:Li,Mingsheng; Zi,Lingjian; Chen,Xinqaing; Zhang,Jing
    参考文献:Synlett 日期:2023 卷标:34(15) 页码:1824-1828]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Sodium Hydride Solvents: Dimethylformamide; 0 °C; 15 Min,0 °C1.2 Solvents: Dimethylformamide; 24 H,Rt
    标题:Lewis Basic Sulfide Catalyzed Electrophilic Bromocyclization Of Cyclopropylmethyl Amide
    作者:Wong,Ying-Chieh; Ke,Zhihai; Yeung,Ying-Yeung
    参考文献:Organic Letters 日期:2015 卷标:17(20) 页码:4944-4947]

    106-93-4 = 935-44-4
    反应条件:1.1 Reagents: Potassium Bis(Trimethylsilyl)Amide Solvents: Tetrahydrofuran; Cooled; 30 Min,0 °C1.2 Solvents: Tetrahydrofuran; 0 °C; 0 °C -> Rt; Overnight,Rt
    标题:Preparation Of Phenylallyl Compounds As Inhibitors Of Semicarbazide-Sensitive Amine Oxidase And Vap-1 Mediated Adhesion
    参考文献:World Intellectual Property Organization
📜苯基氰基乙酸乙酯置于sodium Hydroxide,Potassium Tert-Butylate体系中,用 甲醇,N,N-二甲基甲酰胺 作为反应溶剂,化学反应 36.0H,反应生成 1-苯基环丙基甲腈
参考文献:N-Methyl-N-[trans-2-(1-Pyrrolidinyl)Cyclohexyl]-1-Phenylcyclopropanecarboxylic Amides-Analogs Of U50488 With Much Reduced Opiate Affinity And Loss Of K-Selectivity
标题:N-Methyl-N-[trans-2-(1-Pyrrolidinyl)Cyclohexyl]-1-Phenylcyclopropanecarboxylic Amides-Analogs Of U50488 With Much Reduced Opiate Affinity And Loss Of K-Selectivity
摘要:(+/-)-N-甲基-N-[反式-2-(1-吡咯烷基)环己基]-1-苯基环丙烷甲酰胺(1)及其二氯类似物(2)已被合成.化合物1和2与K-选择性阿片类药物u-50488相关,因为u-50488中的苄基亚甲基部分已被一个环丙烷环取代.与u-50488相比,这两种化合物的K-受体亲和力降低了约600倍,而μ-受体亲和力的降低不到2倍.与u-50488不同,1和2还显示出可观的σ-结合能力.为了解释这一异常现象,认为n-甲基基团与环丙烷环之间的空间相互作用以及环丙烷环与邻近苯基集团的共轭趋势是重要因素,两者均影响了1和2的酰胺侧链的可及构象.
DOI:10.1016/0223-5234(91)90021-E

海关参考信息

专利信息


专利号:US-2008319204-A1
优先权日:2007-06-25
标题 :Process for the synthesis of progesterone receptor modulators
发明人：WU YANZHONG; SUTHERLAND KAREN; CONSIDINE JOHN LEO; WILK BOGDAN KAZIMIERZ; GIGUERE PIERRE; MACEWAN MICHAEL; SHARMA ARCHANA; GONTCHAROV ALEXANDER
权利人:WYETH CORP
摘要:Processes for preparing substituted oxindole-2-ones, and specifically the following, are described, wherein R 1 -R 4 , R 6 , and n are defined herein. The processes include reacting a first alkali metal hydroxide, a tetraalkyl ammonium salt, a benzonitrile, and R 6 X or XCH 2 (CH 2 ) n X′, wherein R 6 is C 1 to C 6 alkyl, substituted C 1 to C 6 alkyl, C 3 to C 8 cycloalkyl, substituted C 3 to C 8 cycloalkyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, heterocyclic, or substituted heterocyclic, X and X′ are, independently, leaving groups, and n is 1 to 5; (ii) reacting the product of step (i) with a second alkali metal hydroxide at a temperature of at least about 60° C.; (iii) reacting the product of step (ii) with an alkali alkoxide at a temperature of at least about 140° C. to form an oxindol-2-one; (iv) brominating the oxindol-2-one; and (v) coupling the brominated oxindol-2-one with a coupling reagent.

专利号:US-10995078-B2
优先权日:2013-03-13
标 题:Compounds and compositions for inhibition of FASN
发明人：BAIR KENNETH W; LANCIA JR DAVID R; LI HONGBIN; LOCH JAMES; LU WEI; MARTIN MATTHEW W; MILLAN DAVID S; SCHILLER SHAWN E R; TEBBE MARK J
权利人:FORMA THERAPEUTICS INC
摘要:The present invention relates to compounds and composition for inhibition of FASN, their synthesis, applications, and antidotes. An illustrative compound of the invention is shown below:

专利号:US-10253004-B2
优先权日:2017-01-26
标 题:Indanylaminopyrazinylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
发明人：ECKHARDT MATTHIAS; WAGNER HOLGER; PETERS STEFAN
权利人:BOEHRINGER INGELHEIM INT
摘要:The present invention relates to compounds of formula I, n nwherein the groups R, R 1 , R 2 , R 3 , m and n are defined herein, which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2. Furthermore, the invention relates to novel intermediates, useful for the synthesis of compounds of formula I.

专利号:WO-2021078995-A1
优先权日:2019-10-25
标 题 :Selective polypeptide synthesis stalling assay and compound
发明人：STROUS GERARDUS JACOBUS ANTONIUS MARIA; MOL JAN ADRIANUS; VAN DER VELDEN LIEKE MARIE; KLUMPERMAN JUDITH; MAAS PETRUS EMMANUEL MARIE; PIET DENNIS PATRICK; DE KLERK-SPRENKELS NANDA ELISABETH; TIJHUIS JOHANN HEINRICH; VIÉTOR HENDRIK ENGELBERTUS; MAURICE MADELON MARIA; VAN DER KRIFT FELIX
权利人:UMC UTRECHT HOLDING BV; UNIV UTRECHT HOLDING BV; BIMINI BIOTECH B V
摘要:The invention relates to compounds, in particular pyrimidine-2,4-diamines, analogues and salts thereof and pharmaceutical compositions comprising pyrimidine-2,4-diamines analogues and salts thereof for use in the treatment and prevention of a disease, in particular a growth hormone receptor-dependent condition. The invention also relates to methods of using these compounds and compositions to treat physiological disorders related to the amount or activity of growth hormone. In a particular embodiment, the invention relates to a compound according to formula 1 for use in the treatment or prevention of a disease in a subject.

专利号:US-9617251-B2
优先权日:2015-08-07
标题:Indanylaminopyridylcyclopropanecarboxylic acids, pharmaceutical compositions and uses thereof
发明人：ECKHARDT MATTHIAS; PETERS STEFAN; WAGNER HOLGER
权利人:BOEHRINGER INGELHEIM INT
摘要:The present invention relates to compounds of general formula I, n nwherein the groups R, R 1 , R 2 , R 3 , m and n are defined as in claim 1 , which have valuable pharmacological properties, in particular bind to the GPR40 receptor and modulate its activity. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2. Furthermore, the invention relates to novel intermediates, useful for the synthesis of compounds of formula I.

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合成参考文献


摘要:Mérour, J.-Y.; Joseph, B., Science of Synthesis Knowledge Updates, (2016) 3, 189.
摘要:Mase, N., Science of Synthesis Knowledge Updates, (2013) 3, 368.
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