CAS: 1201-26-9; 1-(1H-Indol-3-yl)Propan-2-One

该化合物是一种有机化合物,属于非单酚衍生物类别,其特点是结构包括一个无色环和丙酮,一种无色的黄色淡液,有独特的气味.该化合物以其在植物生物学中的作用而著称,特别是作为助产物生物合成的前体,这些必备的植物荷尔蒙调节生长和发育. Indole-3-acetone在有机溶剂中表现出中等溶性,在标准条件下相对稳定.它可以参与各种化学反应,包括氧化和替代,使其在有机合成中成为有价值的中间体.此外,对无色-3-acetone进行了研究,以其可能用于农业和园艺以及因其生物活动而在制药中发挥作用.安全数据表明,应谨慎处理该物质,因为接触皮肤或眼睛可能会引起刺激.

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132922-37-3 5541-89-9 3364-35-0

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上下游产品

indole diazoacetone cyclohexane (1-acetyl-indol-3-yl)-acetone-indol3-2-Hydroxy-propyl-indol t-methyl-2r-phenyl-morpholin-4-yl)-amine(2-indol-3-yl-1-methyl-ethyl)-(3t-methyl-2r-phenyl-morpholin-4-yl)-amine (S,S)-N-α-phenetyl-1-indol-3-yl-2-aminopropane (S,R)-N-α-phenetyl-1-indol-3-yl-2-aminopropane

合成工艺路线路线简述

  • 合成目标产物 Indole-3-Acetone 主要起始原料 Methylmagnesium Bromide And 2-(1H-Indol-3-yl)-N-Methoxy-N-Methylacetamide
  • (文献来源)合成步骤主要原料 Methylmagnesium Bromide 和 2-(1H-Indol-3-yl)-N-Methoxy-N-Methylacetamide
📜1-(1-(Phenylsulfonyl)-1H-Indol-3-yl)Propan-2-One置于sodium Hydroxide体系中,用 甲醇 用作溶剂,化学反应 10.0H,以63%的收率获得吲哚-3-丙酮
参考文献:布朗斯台德酸催化级联反应,使用2-苄氧基醛将吲哚转化为α-(3-吲哚基)酮.
标题:布朗斯台德酸催化级联反应,使用2-苄氧基醛将吲哚转化为α-(3-吲哚基)酮.
摘要:已经开发出布朗斯台德酸催化的,操作简单的,可扩展的途径,以合成多种官能化的α-(3-吲哚基)酮,并且通过选择合适的羰基化合物消除了长期存在的区域异构问题.使用容易获得且便宜的瓶试剂作为催化剂.该方案也适用于高密度官能化的α-(3-吡咯基)酮的合成.详细的机理研究证实烯醇醚作为反应中间体.几种后合成修饰以及易于获得的β-咔啉,色胺,色胺醇和螺吲哚烯碱都证明了这种功能强大的构件的合成效用.基于这一概念,通过级联环化策略构建了功能化的咔唑.
Doi:10.1002/chem.201902268

海关参考信息

专利信息


专利号:US-6951878-B2
优先权日:1998-03-12
标 题:Benzo[b]thiophenyl or tetrahydro-benzo[b]thiophenyl modulators of protein tyrosine phosphatases (PTPases)
发明人:MOELLER NIELS PETER HUNDAHL; ANDERSEN HENRIK SUNE; IVERSEN LARS FOGH; OLSEN OLE HVILSTED; BRANNER SVEN; HOLSWORTH DANIEL DALE; BAKIR FARID; JUDGE LUKE MILBURN; AXE FRANK URBAN; JONES TODD KEVIN; RIPKA WILLIAM CHARLES; GE YU; UYEDA ROY TERUYUKI
权利人:NOVO NORDISK AS
摘要:The present invention provides novel compounds, novel compositions, methods of their use, and methods of their manufacture, where such compounds are pharmacologically useful inhibitors of Protein Tyrosine Phosphatases (PTPase's) such as PTP1B, CD45, SHP-1, SHP-2, PTPα, LAR and HePTP or the like. n The compounds are useful in the treatment of type I diabetes, type II diabetes, impaired glucose tolerance, insulin resistance, obesity, immune dysfunctions including autoimmunity diseases with dysfunctions of the coagulation system, allergic diseases including asthma, osteoporosis, proliferative disorders including cancer and psoriasis, diseases with decreased or increased synthesis or effects of growth hormone, diseases with decreased or increased synthesis of hormones or cytokines that regulate the release of/or response to growth hormone, diseases of the brain including Alzheimer's disease and schizophrenia, and infectious diseases.

专利号:US-12275733-B2
优先权日:2016-11-07
标 题:Substituted pyrido[3,4-b]indoles for the treatment of cartilage disorders
发明人:GRETZKE DIRK; RITZELER OLAF; HEINELT UWE; WEHNER VOLKMAR; SCHMIDT FRIEDEMANN
权利人:SANOFI SA
摘要:The present invention relates to 8-aryl-substituted and 8-heteroaryl-substituted 9H-pyrido[3,4-b]indoles of the formula (I), in which A, E, G, R1 to R6 and R10 are as defined in the claims, which stimulate chondrogenesis and cartilage matrix synthesis and can be used in the treatment of cartilage disorders and conditions in which a regeneration of damaged cartilage is desired, for example joint diseases such as osteoarthritis. The invention furthermore relates to processes for the synthesis of the compounds of the formula (I), their use as pharmaceuticals, and pharmaceutical compositions comprising them.

专利号:US-7354923-B2
优先权日:2001-08-10
标 题 :Piperazine melanocortin-specific compounds
发明人:SHARMA SHUBH D; SHI YI-QUN; WU ZHIJUN; RAJPUROHIT RAMESH
权利人:PALATIN TECHNOLOGIES INC
摘要:Melanocortin receptor-specific piperazine or ketopiperazine compounds having the structure: n nand stereoisomer and pharmaceutically acceptable salts thereof, where X is CH 2 or Câ•?O, R 1 , R 2 , and R 3 are as described in the specification, preferably where R 3 is a D-amino acid with at least one substituted or unsubstituted phenyl or naphthyl aromatic ring, and where R 3 optionally further includes an amine capping group, a second amino acid residue or a second amino acid residue with an amine capping group, which compounds are agonists, antagonists or mixed agonists and antagonists at one or more melanocortin receptors, and having utility in the treatment of melanocortin receptor-related disorders and conditions. Methods of synthesis of compounds of structure (I), pharmaceutical compositions containing a compound of structure (I) and methods relating to the use thereof are also disclosed.

专利号:US-11780834-B2
优先权日:2018-06-21
标题:Solid forms of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3-fluoropropyl)azetidin-3- yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol and processes for preparing fused tricyclic compounds comprising a substituted phenyl or pyridinyl moiety, including methods of their use
发明人:CHUNG CHEOL KEUN; XU JIE; IDING HANS; CLAGG KYLE; DALZIEL MICHAEL; FETTES ALEC; GOSSELIN FRANCIS; LIM NGIAP-KIE; MCCLORY ANDREW; ZHANG HAIMING; CHAKRAVARTY PAROMA; NAGAPUDI KARTHIK; ROBINSON SARAH
权利人:HOFFMANN LA ROCHE; GENENTECH INC
摘要:Provided herein are solid forms, salts, and formulations of 3-((1R,3R)-1-(2,6-difluoro-4-((1-(3-fluoropropyl)azetidin-3-yl)amino)phenyl)-3-methyl-1,3,4,9-tetrahydro-2H-pyrido[3,4-b]indol-2-yl)-2,2-difluoropropan-1-ol, processes and synthesis thereof, and methods of their use in the treatment of cancer.

专利号:CN-102317464-B
优先权日:2008-12-12
标 题 :Biological Synthesis of Difunctional Alkanes from Carbohydrate Feedstocks

专利号:US-8901317-B2
优先权日:2010-09-14
标题 :Tryptamine derivatives, their preparation and their use in gastropathy
发明人:BANDYOPADHYAY UDAY; PAL CHINMAY; BINDU SAMIK; ADHIKARI SUSANTA SEKHAR
权利人:BANDYOPADHYAY UDAY; PAL CHINMAY; BINDU SAMIK; ADHIKARI SUSANTA SEKHAR; COUNCIL SCIENT IND RES; UNIV CALCUTTA
摘要:The synthesis and evaluation of gastroprotective effect of different tryptamine derivatives. Tryptamine derivatives have been synthesized by formation of amide or ester with some known anti oxidant molecules. These derivatives show excellent antioxidant property in vitro. Among all the derivatives the compound SEGA (3a), that was prepared by the combination of serotonin with gallic acid shows the greater antioxidant property than the other synthesized compounds both in vivo and in vitro. SEGA(3a) shows the gastroprotective effect against NSAIDs (indomethacin or diclofenac)-induced gastropathy in dose dependent manner and also accelerates the healing from injury. It prevents the NSAIDs-induced mitochondrial oxidative stress in vivo. This derivative prevents NSAID-induced mitochondrial oxidative stress-mediated apoptosis in vivo by preventing the activation of caspase 9 and caspase-3 and restores NSAIDs-mediated collapse of mitochondroial transmembrane potential and dehydrogenase activity. SEGA (3a) plays an important role as an iron chelator as well as intra mitochondrial ROS scavenger. Thus, SEGA (3a) is a potent antioxidant antiapototic molecule, which efficiently prevents NSAID-induced gastropathy and stress or alcohol-mediated gastric damage.

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合成参考文献


摘要:Joule, J. A., Science of Synthesis Knowledge Updates, (2010) 2, 377.
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