CAS: 1197-19-9; 4-(Dimethylamino)Benzonitrile

该化合物是一种有机化合物,其特点是芳香结构,其特点是以二甲基氨基组和硝酸基组取代苯环,二甲基氨基组的存在使分子具有基本特性,使其成为一个薄弱的基质.该化合物在室温中一般是固体,因其作为染料前体和各种有机合成应用中的能力而闻名.DMABN在乙醇和丙酮等有机溶剂中表现出中等溶解性,但由于其防水芳香结构,在水中较不易溶解.其化学再活性受二甲基氨基组的电饱和性特性的影响,该特性可增强芳香圈的电益替代反应.此外,4-(二甲基氨基)benzonitrile用于生产荧光染,并用作合成药物和农用化学物的中间体.在处理这一化合物时,应当采取安全防范措施,因为它可能构成接触时的健康风险.

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100-10-7 619-84-1 6083-47-2

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合成工艺路线路线简述

  • 合成目标产物 4-(Dimethylamino)Benzonitrile 主要起始原料 4-Dimethylaminobenzaldehyde
  • (文献来源)合成步骤主要原料 4-Dimethylaminobenzaldehyde
📜对二甲氨基苯甲醛置于ammonium Hydroxide,碘体系中,用 四氢呋喃 用作溶剂,化学反应生成4-(二甲胺基)苄腈
参考文献:新型 1,2,4-恶二唑/吡咯烷杂化物作为拓扑异构酶 Iv 和 Dna 促旋酶抑制剂,具有非常好的抗菌活性
标题:新型 1,2,4-恶二唑/吡咯烷杂化物作为拓扑异构酶 Iv 和 Dna 促旋酶抑制剂,具有非常好的抗菌活性
摘要:合成了一系列具有 1,2,4-恶二唑部分的杂化吡咯烷化合物,以开发针对 Dna 促旋酶和拓扑异构酶 Iv (Topo Iv) 的有效分子.化合物8-20是基于我们实验室先前公开的一系列化合物开发的,但为了提高化合物的生物活性而进行了小的结构修改.与新生霉素相比,Ic 50 = 170 Nm,Dna 促旋酶抑制试验的结果显示化合物16和17是所有合成衍生物中最有效的,Ic 50值分别为 180 和 210 Nm.化合物17对所有合成化合物的大肠杆菌topo Iv,Ic 50值为13 µm,与新生霉素相当(ic 50 = 11 µm).因此,杂种16和17似乎是潜在的双靶点抑制剂.在最小抑制浓度 (Mic) 测定中,化合物17对大肠杆菌的表现优于环丙沙星,Mic 为 55 Ng/ml,而环丙沙星为 60 Ng/ml.最后,对接研究以及体外实验支持了我们有希望的方法来有效开发有效的先导物,以进一步优化作为双
Doi:10.1002/ardp.202100516

海关参考信息

专利信息


专利号:WO-2023237381-A1
优先权日:2022-06-09
标题:Process for the synthesis of polyethylenes or copolymers of ethylene and 1,3-diene having a terminal ketone function
发明人:BOISSON CHRISTOPHE; D'AGOSTO FRANCK; DESGRANGES ARIANE; NGO ROBERT; JEAN-BAPTISTE-DIT-DOMINIQUE FRANÇOIS
权利人:MICHELIN & CIE; CENTRE NAT RECH SCIENT; ECOLE SUPERIEURE DE CHIMIE PHYSIQUE ELECTRONIQUE LYON; UNIV CLAUDE BERNARD LYON
摘要:The invention relates to a method for preparing a polyethylene having a terminal ketone function or a copolymer of ethylene and a 1,3-diene and optionally a vinyl aromatic compound which contains more than 50 mol% of ethylene and has a terminal ketone function; said method comprises a polymerization reaction of the monomers in the presence of a borohydrido-neodymocene complex and an organo-magnesium compound, followed by a coupling reaction with a compound having a nitrile function, and then a hydrolysis reaction.

专利号:US-6380436-B1
优先权日:1998-05-12
标 题 :Process for the synthesis of alkoxyalkyl (trifluormethylphenyl) methanones
发明人:THENNATI RAJAMANNAR; DEO KESHAV; MIDHA AJAY SOHANLAL; CHANDRA TILAK; PATEL VIJAY MULJIHHAI
权利人:SUN PHARMACEUTICAL IND LTD
摘要:A new process is described for the preparation of (alkoxyalkyl)(4-trifluoromethylphenyl)methanones. The process comprises reacting a 4-trifluoromethylbenzonitrile with an alkoxyalkyl Grignard in the presence of a suitable polar aprotic solvent. The compound (4-methoxybutyl)(4-trifluoromethylphenyl)methanone is useful as an intermediate in the preparation of the antidepressant drug fluvoxamine.

专利号:US-4536599-A
优先权日:1978-08-22
标题:Synthesis of amine derivatives
发明人:MASUKO FUJIO; KATSURA TADASHI
权利人:SUMITOMO CHEMICAL CO
摘要:An amine of the formula, ##STR1## wherein R 1 , R 2 , R 3 , R 4 and R 5 are each hydrogen, alkyl or the like and n is 1, 2 or 3, including α-phenyl-β-(p-tolyl)-ethylamine, which is useful as an optically resolving agent, an intermediate of medicines and the like, is effectively produced by a novel process comprising hydrolysis of the corresponding nitrile of the formula, ##STR2## wherein R 1 , R 2 , R 3 , R 4 , R 5 and n are the same as above, followed by alkali-decomposition of the resulting amide of the formula, ##STR3## wherein R 1 , R 2 , R 3 , R 4 , R 5 and n are the same as above. An amide including the above one is effectively produced by hydrolysis of the corresponding nitrile in the presence of a base and hydrogen peroxide using an organic quaternary ammonium salt and/or a tertiary amine as a catalyst.

专利号:US-9650329-B2
优先权日:2013-06-25
标题:Transition-metal-free N-arylation of tertiary amines using arynes
发明人:BIJU AKKATTU THANKAPPAN; BHOJGUDE SACHIN SURESH; KAICHARLA TRINADH
权利人:COUNCIL SCIENT IND RES; COUNCIL SCIENT IND RES
摘要:The present invention relates to transition-metal-free process for the synthesis of tertiary arylamines comprises coupling reaction between arynes and N,N-dimethyl aniline compounds in presence of 18-crown-6, KF and THF.

专利号:US-6140041-A
优先权日:1998-02-02
标题:Fluorescent dye
发明人:LACLAIR JAMES J
权利人:SCRIPPS RESEARCH INST
摘要:Fluorescent dyes possess reactive linkers for conjugating to nucleic acids, carbohydrates and peptides. The conjugates fluoresce in the visible and UV spectrum and have an excellent solvochromatic response as compared to other fluorescence or chromatic labels. The conjugates are stable but also have medium sensitive. The fluorescent dyes have little triplet state formation and are not photoreactive, making them an excellent substance for biological investigations. Uses for the dyes include protein labeling, DNA labeling, single molecule spectroscopy and fluorescence. A synthesis of the dyes is disclosed. Methods of use include the detection of carbohydrate-protein interactions.

专利号:CN-119343386-A
优先权日:2022-06-09
标 题:Synthesis of polyethylene or copolymer of ethylene and 1, 3-diene having terminal ketone function

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主要参考文献

[参考文献]: C J Logan, Et Al. The Fate Of 4-Cyano-N,N-Dimethylaniline In Mice: The Occurrence Of A Novel Metabolite During N-Demethylation Of An Aromatic Amine. Xenobiotica. 1985 May;15(5):391-7.
[参考文献]: C J Logan, Et Al. The Formation Of A Novel Mercapturic Acid During The Metabolism Of An N-Methyl Aromatic Amine, 4-Cyano-N,N-Dimethylaniline. Biochem Pharmacol. 1984 Jul 15;33(14):2345-6.
[参考文献]: D A Ryan, Et Al. Nmr Study Of Whole Rat Bile: The Biliary Excretion Of 4-Cyano-N,N-Dimethyl Aniline By An Isolated Perfused Rat Liver And A Liver In Situ. J Pharm Biomed Anal. 1995 May;13(6):735-45.
[参考文献]: D H Hutson, Et Al. The Fate Of 4-Cyano-N,N-Dimethylaniline In Rats; A Novel Involvement Of Glutathione In The Metabolism Of Anilines. Xenobiotica. 1984 Dec;14(12):925-34.
[参考文献]: D Hesk, Et Al. The Fate Of 4-Cyanoacetanilide In Rats And Mice; Mechanism Of Formation Of A Novel Electrophilic Metabolite. Xenobiotica. 1988 Aug;18(8):955-66.

合成参考文献

参考DOI号:10.1021/ja00312a083
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