CAS: 491-30-5; 1-Hydroxyisoquinoline

该化合物是一种双环有机化合物,具有活性同位素和碳基化合物,其特点是芳香结构,有助于其稳定性和反应性;该化合物一般是白色的黄色固态,在乙醇和二甲基硫氧化物等有机溶剂中可溶解;该化合物展示了一系列生物活动,使其对医药化学感兴趣,特别是其作为药物开发药用磷的潜力.异丙醇结构中存在碳基化合物组,可以产生各种化学反应,包括核生殖添加和循环作用.此外,1,2H)-异丙酮可以作为合成更复杂的分子的合成的前体,进一步扩大其在有机合成中的用途.其衍生物可能表现出多种药用特性,包括抗氟化和抗癌活动,突出其在研究和潜在治疗用途中的重要性.

结构式图片

相似化合物

131002-10-3 131002-09-0 24188-72-5

欧盟法规

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上下游产品

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合成工艺路线路线简述

  • 合成目标产物 Isocarbostyril 主要起始原料 1-Chloroisoquinoline
  • (文献来源)合成步骤主要原料 1-Chloroisoquinoline
异喹啉置于1,8-Dimethoxy-10-Phenyl-9-(O-Tolyl)Acridin-10-Ium Chloride,间氯过氧苯甲酸体系中,用 二氯甲烷,二甲基亚砜 作为反应溶剂,化学反应 18.0H,反应生成 1-羟基异喹啉
参考文献:从喹啉n-氧化物中高效可见光介导的喹啉-2(1H)-酮的合成
标题:从喹啉n-氧化物中高效可见光介导的喹啉-2(1H)-酮的合成
摘要:Quinolin-2(1H)-Ones 是一类重要的化合物,因为它们普遍存在于天然产物和药理学上有用的化合物中.在这里,我们提出了一种非常规且迄今为止未知的光催化方法,从容易获得的喹啉-N-氧化物合成它们.这种不含试剂的高原子经济性光催化方法具有低催化剂负载,高产率和无不良副产物,为迄今为止报道的所有常规合成提供了一种更有效的绿色替代方案.该方法的稳健性已成功证明,可轻松扩展到克级.
DOI:10.1039/d1Gc01460A

海关参考信息

专利信息


专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人:ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:US-12410140-B2
优先权日:2020-06-19
标题:Method for synthesis of roxadustat and intermediate thereof, and intermediate thereof
发明人:ZHANG YONG; WANG GUO; YANG FEI; LIU FENGWEI; ZHOU CHUNDONG; ZHANG ZITONG
权利人:JUMPCAN SHANGHAI MEDICAL TECH CO LTD
摘要:Disclosed are a method for the synthesis of roxadustat and an intermediate thereof, and an intermediate thereof. In particular, disclosed is a method for the synthesis of compound M1, the method comprising the following steps: carrying out a reaction as shown below between compound SM and compound SM-A under the action of an oxidizing agent. The method of the present invention uses cheap and easily available raw materials, has short reaction steps, produces a high yield, has simple and convenient post-treatment procedures, and is suitable for industrial production.

专利号:US-7138526-B1
优先权日:1999-06-15
标 题 :Solid phase synthesis of n,n-disubstituted diazacycloalkylcarboxy derivatives
发明人:HERPIN TIMOTHY F; MORTON GEORGE C; SALVINO JOSEPH M
权利人:AVENTIS PHARMA INC
摘要:A method for the solid phase synthesis of N,N-disubstituted diazacycloalkylcarboxy derivatives of general formula (I) and (II) is claimed. Examples include piperazine-2-carboxamide. The method is applicable to the synthesis or large combinatorial libraries

专利号:US-2006167025-A1
优先权日:2004-12-22
标 题:Tricyclic amino alcohols, processes for synthesis of same and use of same as anti-inflammatory drugs
发明人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
权利人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
摘要:The invention relates to tricyclic amino alcohols of general formula (I) n nmethod for synthesis of same and use of same as anti-inflammatory agents.

专利号:US-6127515-A
优先权日:1997-11-18
标 题:Functionalized resin for the synthesis of amides and peptides
发明人:MANFRE FRANCO; VANASSE BENOIT J; LABAUDINIERE RICHARD F; MORTON GEORGE C
权利人:AVENTIS PHARM PROD INC
摘要:This invention is directed to a functionalized amino resin of formula ##STR1## wherein S is a solid support; R is H or alkyl; A is ##STR2## Y is OH or OCOR 1 ; and R 1 is aliphatic or aromatic which is useful for the solid phase synthesis of amides, peptides and hydroxamic acids.

专利号:US-6133409-A
优先权日:1996-12-19
标 题:Process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and αβ-unsaturated carboxylic acid and aldehyde compounds
发明人:SALVINO JOSEPH M; MORTON GEORGE C; MASON HELEN J; LABAUDINIERE RICHARD F
权利人:AVENTIS PHARM PROD INC
摘要:This invention is directed to a process for the solid phase synthesis of aldehyde, ketone, oxime, amine, hydroxamic acid and alpha , beta -unsaturated carboxylic acid and aldehyde compounds and to polymeric hydroxylamine resin compounds useful therefor.
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主要参考文献


1: Gopalakrishnan R, Matta H, Choi S, Chaudhary PM. Narciclasine, an isocarbostyril alkaloid, has preferential activity against primary effusion lymphoma. Sci Rep. 2020 Mar 31;10(1):5712. doi: 10.1038/s41598-020-62690-9.
2: Bingham TW, Hernandez LW, Olson DG, Svec RL, Hergenrother PJ, Sarlah D. Enantioselective Synthesis of Isocarbostyril Alkaloids and Analogs Using Catalytic Dearomative Functionalization of Benzene. J Am Chem Soc. 2019 Jan 9;141(1):657-670. doi: 10.1021/jacs.8b12123. Epub 2018 Dec 20.
3: Ingrassia L, Lefranc F, Mathieu V, Darro F, Kiss R. Amaryllidaceae isocarbostyril alkaloids and their derivatives as promising antitumor agents. Transl Oncol. 2008 Mar;1(1):1-13. doi: 10.1593/tlo.08100.

合成参考文献


参考文献:10.1016/j.bmc.2011.06.059
摘要:Banno Y, Miyamoto Y, Sasaki M, Oi S, Asakawa T, Kataoka O, Takeuchi K, Suzuki N, Ikedo K, Kosaka T, Tsubotani S, Tani A, Funami M, Tawada M, Yamamoto Y, Aertgeerts K, Yano J, Maezaki H. Identification of 3-aminomethyl-1,2-dihydro-4-phenyl-1-isoquinolones: a new class of potent, selective, and orally active non-peptide dipeptidyl peptidase IV inhibitors that form a unique interaction with Lys554. Bioorg Med Chem. 2011 Aug 15;19(16):4953–70. doi: 10.1016/j.bmc.2011.06.059.
参考文献:10.1007/s10822-011-9456-7
摘要:Johnson MC, Hu Q, Lingardo L, Ferre RA, Greasley S, Yan J, Kath J, Chen P, Ermolieff J, Alton G. Novel isoquinolone PDK1 inhibitors discovered through fragment-based lead discovery. Journal of Computer-Aided Molecular Design. 2011 Jul 22;25(7):689. doi: 10.1007/s10822-011-9456-7.
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