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Lidorestat, EML-676, IDD-000676-01, IDD-676

利多司他Chemical Name: 3-(4,5,7-Trifluorobenzothiazol-2-ylmethyl)-1H-indole-1-acetic acid
CAS No. 245116-90-9
项目整合开发状态: Discontinued
项目研究机构: Institute for Diabetes Discovery (Originator), Merck KGaA (Licensee)
合成路线:Acetylation of 2,3,5,6-tetrafluoroaniline (I),followed by treatment of the resulting acetanilide (II) with P2S5,gave thioamide (III).Cyclization of (III) in the presence of NaH produced the benzothiazole (IV),which was subsequently hydrolyzed to amino thiophenol (V) by means of NaOH in ethyleneglycol.

合成路线:Alkylation of 3-indolylacetonitrile (VI) with ethyl bromoacetate provided indoleacetate ester (VII).Condensation of the cyano group of (VII) with amino thiophenol (V) in hot EtOH furnished benzothiophene (VI).The ethyl ester group of (VI) was finally hydrolyzed with NaOH to the title carboxylic acid.
📌 参考资料/链接:
参考文献标题:Methods of reducing serum glucose and triglyceride levels and for inhibiting angiogenesis using substd.indolealkanoic acids
文献作者:Jacot,J.; Sredy,J.(The Institutes for Pharmaceutical Discovery,Inc.)
参考来源:WO 0032180

📄 详细内容


合成路线:Acetylation of 2,3,5,6-tetrafluoroaniline (I),followed by treatment of the resulting acetanilide (II) with P2S5,gave thioamide (III).Cyclization of (III) in the presence of NaH produced the benzothiazole (IV),which was subsequently hydrolyzed to amino thiophenol (V) by means of NaOH in ethyleneglycol.

合成路线:Alkylation of 3-indolylacetonitrile (VI) with ethyl bromoacetate provided indoleacetate ester (VII).Condensation of the cyano group of (VII) with amino thiophenol (V) in hot EtOH furnished benzothiophene (VI).The ethyl ester group of (VI) was finally hydrolyzed with NaOH to the title carboxylic acid.

参考文献标题:Substd.indolealkanoic acids
文献作者:Jones,J.H.; Jones,M.L.; Gunn,D.; Van Zandt,M.C.(The Institutes for Pharmaceutical Discovery,Inc.)
参考来源:WO 9950268


合成路线:Acetylation of 2,3,5,6-tetrafluoroaniline (I),followed by treatment of the resulting acetanilide (II) with P2S5,gave thioamide (III).Cyclization of (III) in the presence of NaH produced the benzothiazole (IV),which was subsequently hydrolyzed to amino thiophenol (V) by means of NaOH in ethyleneglycol.

合成路线:Alkylation of 3-indolylacetonitrile (VI) with ethyl bromoacetate provided indoleacetate ester (VII).Condensation of the cyano group of (VII) with amino thiophenol (V) in hot EtOH furnished benzothiophene (VI).The ethyl ester group of (VI) was finally hydrolyzed with NaOH to the title carboxylic acid.

参考文献标题:Methods for lowering uric acid levels
文献作者:Boyd,M.; Robinson,D.(The Institutes for Pharmaceutical Discovery,Inc.)
参考来源:WO 0151489


合成路线:Acetylation of 2,3,5,6-tetrafluoroaniline (I),followed by treatment of the resulting acetanilide (II) with P2S5,gave thioamide (III).Cyclization of (III) in the presence of NaH produced the benzothiazole (IV),which was subsequently hydrolyzed to amino thiophenol (V) by means of NaOH in ethyleneglycol.

合成路线:Alkylation of 3-indolylacetonitrile (VI) with ethyl bromoacetate provided indoleacetate ester (VII).Condensation of the cyano group of (VII) with amino thiophenol (V) in hot EtOH furnished benzothiophene (VI).The ethyl ester group of (VI) was finally hydrolyzed with NaOH to the title carboxylic acid.

参考文献标题:Compsns.containing a substd.indolealkanoic acid and an angiotensin converting enzyme inhibitor
文献作者:Van Zandt,M.; Sredy,J.(The Institutes for Pharmaceutical Discovery,Inc.)
参考来源:WO 0164205


合成路线:Acetylation of 2,3,5,6-tetrafluoroaniline (I),followed by treatment of the resulting acetanilide (II) with P2S5,gave thioamide (III).Cyclization of (III) in the presence of NaH produced the benzothiazole (IV),which was subsequently hydrolyzed to amino thiophenol (V) by means of NaOH in ethyleneglycol.

合成路线:Alkylation of 3-indolylacetonitrile (VI) with ethyl bromoacetate provided indoleacetate ester (VII).Condensation of the cyano group of (VII) with amino thiophenol (V) in hot EtOH furnished benzothiophene (VI).The ethyl ester group of (VI) was finally hydrolyzed with NaOH to the title carboxylic acid.
参考文献标题:Substituted indolealkanoic acids as novel aldose reductase inhibitors
文献作者:Jones,J.H.; Gunn,D.; Jones,M.L.; Van Zandt,M.C.; Lavoie,D.J.; Sawicki,D.; Sredy,J.; Howard,E.; Podjarny,A.D.
参考来源:220th ACS Natl Meet (Aug 20 2000,Washington DC) 2000,Abst MEDI 307


产品链接: CAS No. 245116-90-9››