1-乙酰基-6-氯吲哚-3-醇 | 149231-54-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-乙酰基-6-氯吲哚-3-醇
• 英文名称: N-acetyl-3-hydroxy-6-chloroindole
• 英文别名: 1-acetyl-6-chloro-indol-3-ol；1-Acetyl-6-chlor-indol-3-ol；6-chloro-N-acetylindol-3-ol；1-(6-chloro-3-hydroxy-indol-1-yl)ethanone；1-(6-Chloro-3-hydroxyindol-1-yl)ethanone
• CAS: 149231-54-9
• 化学式: C₁₀H₈ClNO₂
• 分子量: 209.632
• InChiKey: PRHRWTLXAGWJBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-乙酰基-6-氯吲哚-3-醇 、 2,3,4,6-四邻乙酰基-alpha-d-吡喃葡萄糖三氯乙酰胺 在 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 9.0h， 以40%的产率得到
  参考文献：
  名称：

  一种底物及其制备方法和应用

  摘要：

  本发明公开了一类用于检测α‑葡萄糖苷酶活性的底物‑‑α‑D‑葡萄糖苷，本发明还公开了该底物的合成工艺：首先将化合物α‑D‑葡萄糖与乙酰氯反应，经纯化得到α‑D‑五乙酰葡萄糖；所得物经N，N‑二甲基‑1，3‑二氨基丙烷催化，酸洗、萃取、干燥、纯化得到2,3,4,6‑四‑O‑α‑D‑乙酰基葡萄糖；所得物在二氯甲烷溶液中经催化与三氯乙腈反应，过滤、纯化得到2,3,4,6‑四‑O‑乙酰基‑β‑D‑葡萄糖基三氯乙酰亚胺；所得物在二氯甲烷溶液中经催化与色原或荧光基团反应，萃取，合并有机相，干燥、浓缩、甲醇复溶、4℃养晶过滤，得到2,3,4,6‑四‑O‑乙酰基‑α‑D‑葡萄糖苷；所得物在甲醇溶液中催化，反应完成后脱色吸附、过滤、纯化制得。本发明底物的合成工艺简单，收率高，可提高试剂盒灵敏度，稳定性好，特异性强。

  公开号：

  CN109705177A
• 作为产物：
  描述：

  1-乙酰基-6-氯-1H- 吲哚-3-乙酯 在 sodium sulfide 、 乙醇 、 水 作用下， 生成 1-乙酰基-6-氯吲哚-3-醇
  参考文献：
  名称：

  Holt et al., Journal of the Chemical Society, 1958, p. 1217,1222

  摘要：

  DOI：

文献信息

• [EN] N-ARYLALKYL-3-AMINOALKOXYINDOLES AND THEIR USE AS 5-HT LIGANDS<br/>[FR] N-ARYLALKYL-3-AMINOALCOXYINDOLES ET LEUR UTILISATION EN TANT QUE LIGANDS DES RECEPTEURS 5-HT
  申请人：SUVEN LIFE SCIENCES LTD

  公开号：WO2004048331A1

  公开（公告）日：2004-06-10

  The present invention describes substituted 3-Aminoalkoxyindoles, as compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bioactive metabolites and any suitable combination of the above. The invention also discloses the processes for preparing such compounds of the general formula (I), its stereoisomers, its radioisotopes, its geometric forms, its N-oxides, its polymorphs, its pharmaceutically acceptable salts, its pharmaceutically acceptable solvates, its useful bio-active metabolites and also includes any suitable combination of the above. Further described are various methods of administering these compounds of general formula (I), i.e. pharmaceutically acceptable dosage forms, their composition and their use in either therapy or diagnosis.

  本发明描述了取代的3-氨基烷氧基吲哚，作为一般式(I)化合物，其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物及上述任何合适的组合。该发明还揭示了制备该一般式(I)化合物、其立体异构体、放射性同位素、几何形式、N-氧化物、多晶形态、药学上可接受的盐、药学上可接受的溶剂化合物、有用的生物活性代谢物的方法，并包括上述任何合适的组合。进一步描述了各种给药这些一般式(I)化合物的方法，即药学上可接受的剂型、它们的组成以及它们在治疗或诊断中的用途。
• Method test media and chromogenic compounds for identifying and
  申请人：RCR Scientific, Inc.

  公开号：US05210022A1

  公开（公告）日：1993-05-11

  A chromogenic .beta.-galactosidase substrate producing an insoluble precipitate of a first color when reacted upon by .beta.-galactosidase and a chromogenic .beta.-glucuronidase substrate producing an insoluble precipitate of a second, contrasting color when reacted upon by .beta.-glucuronidase are combined in a test medium for quantitatively identifying and differentiating general coliforms and E. coli. The .beta.-galactosidase substrate 5-bromo-4-chloro-3-indolyl-.beta.-D-galactopyranoside which produces an indigo blue precipitate when reacted upon by .beta.-galactosidase may be used with one of the novel compounds 6-chloroindolyl-.beta.-D-glucuronide, 4,6-dichloroindolyl-.beta.-D-glucuronide, 6,7-dichloroindolyl-.beta.-D-glucuronide, and 4,6,7-trichloroindolyl-.beta.-D-glucuronide, which produce mauve or magenta precipitates when reacted upon by .beta.-glucuronidase. The .beta.-glucuronidase substrate 5-bromo-4-chloro-3-indolyl-.beta.-D-glucuronide, which produces an indigo blue precipitate when reacted upon by .beta.-glucuronidase may be used with one of the novel compounds 6-chloroindolyl-.beta.-D-galactoside, 4,6-dichloroindolyl-.beta.-D-galactoside, 6,7-dichloroindolyl-.beta.-D-galactoside, and 4,6,7-trichloroindolyl-.beta.-D-galactoside which produce mauve or magenta precipitates when reacted upon by .beta.-galactosidase.

  一种色原性β-半乳糖苷酶底物，当与β-半乳糖苷酶反应时产生第一种颜色的不溶性沉淀，一种色原性β-葡萄糖醛酸酶底物，当与β-葡萄糖醛酸酶反应时产生第二种对比颜色的不溶性沉淀，结合在测试介质中，用于定量鉴定和区分一般的大肠杆菌和E. coli。β-半乳糖苷酶底物5-溴-4-氯-3-吲哚基-β-D-半乳糖苷，当与β-半乳糖苷酶反应时产生靛蓝色沉淀，可与新化合物之一6-氯吲哚基-β-D-葡萄糖醛酸酯，4,6-二氯吲哚基-β-D-葡萄糖醛酸酯，6,7-二氯吲哚基-β-D-葡萄糖醛酸酯和4,6,7-三氯吲哚基-β-D-葡萄糖醛酸酯一起使用，当与β-葡萄糖醛酸酶反应时产生紫红色沉淀。β-葡萄糖醛酸酶底物5-溴-4-氯-3-吲哚基-β-D-葡萄糖醛酸酯，当与β-葡萄糖醛酸酶反应时产生靛蓝色沉淀，可与新化合物之一6-氯吲哚基-β-D-半乳糖苷，4,6-二氯吲哚基-β-D-半乳糖苷，6,7-二氯吲哚基-β-D-半乳糖苷和4,6,7-三氯吲哚基-β-D-半乳糖苷一起使用，当与β-半乳糖苷酶反应时产生紫红色沉淀。
• Chromogenic compounds and methods of using same
  申请人：Research Organics, In.

  公开号：US05364767A1

  公开（公告）日：1994-11-15

  The present invention relates to chromogenic compounds which are represented by the general Formula (I): ##STR1## wherein R.sub.1 is a sugar group, ester group, hydrocarbyl group, phosphate group, sulfate group or a salt thereof, with the proviso that R.sub.1 is other than .beta.-D-glucuronic acid or .beta.-D-galactopyranoside, R.sub.2 is H or hydrocarbyl group containing 1 to about 5 carbon atoms, X is Cl or H, and Y is Cl or H. The present invention further relates to a method for quantitatively identifying and differentiating a first biological material having enzyme specificity for a first chromogenic compound as represented by Formula (I) above, and a second biological material having enzyme specificity for a second chromogenic compound.

  本发明涉及一种由一般式（I）表示的色原化合物：## STR1 ##其中R1是糖基，酯基，烃基，磷酸盐基，硫酸盐基或其盐，但R1不是β-D-葡萄糖醛酸或β-D-半乳糖苷；R2是H或含有1到约5个碳原子的烃基，X是Cl或H，Y是Cl或H。本发明还涉及一种用于定量鉴定和区分第一生物材料和第二生物材料的方法，第一生物材料具有对上述一般式（I）所表示的第一色原化合物的酶特异性，而第二生物材料具有对第二色原化合物的酶特异性。
• Method, test media and chromogenic compounds for identifying and
  申请人：Research Organics, Inc.

  公开号：US05358854A1

  公开（公告）日：1994-10-25

  A chromogenic .beta.-galactosidase substrate producing an insoluble precipitate of a first color when reacted upon by .beta.-galactosidase and a chromogenic .beta.-glucuronidase substrate producing an insoluble precipitate of a second, contrasting color when reacted upon by .beta.-glucuronidase are combined in test medium for quantitatively identifying and differentiating general coliforms and E. coli. The .beta.-galactosidase substrate 5-bromo-4-chloro-3-indolyl-.beta.-D-galactopyranoside which produces an indigo blue precipitate when reacted upon by .beta.-galactosidase may be used with one of the novel compounds 6-chloroindolyl-.beta.-D-glucuronide, 4,6-dichloroindolyl-.beta.-D-glucuronide, 6,7-dichloroindolyl-.beta.-D-glucuronide, and 4,6,7-trichloroindolyl-.beta.-D-glucuronide, which produce mauve or magenta precipitates when reacted upon by .beta.-glucuronidase. The .beta.-glucuronidase substrate 5-bromo-4-chloro-3-indolyl-.beta.-D-glucuronide, which produces an indigo blue precipitate when reacted upon by .beta.-glucuronidase may be used with one of the novel compounds 6-chloroindolyl-.beta.-D-galactoside, 4,6-dichloroindolyl-.beta.-D-galactoside, 6,7-dichloroindolyl-.beta.-D-galactoside, and 4,6,7-trichloroindolyl-.beta.-D-galactoside which produce mauve or magenta precipitates when reacted upon by .beta.-galactosidase.

  一种色原性β-半乳糖苷酶底物和一种色原性β-葡萄糖醛酸酶底物在测试介质中结合使用，当β-半乳糖苷酶作用时，产生第一种颜色的不溶性沉淀，而当β-葡萄糖醛酸酶作用时，产生第二种对比色的不溶性沉淀，从而定量鉴定和区分一般大肠杆菌和大肠埃希氏菌。β-半乳糖苷酶底物5-溴-4-氯-3-吲哚基-β-D-半乳糖苷，当与6-氯吲哚基-β-D-葡萄糖醛酸苷、4,6-二氯吲哚基-β-D-葡萄糖醛酸苷、6,7-二氯吲哚基-β-D-葡萄糖醛酸苷和4,6,7-三氯吲哚基-β-D-葡萄糖醛酸苷之一反应时，产生紫红色或洋红色的沉淀，可用于鉴定β-葡萄糖醛酸酶。β-葡萄糖醛酸酶底物5-溴-4-氯-3-吲哚基-β-D-葡萄糖醛酸，当与6-氯吲哚基-β-D-半乳糖苷、4,6-二氯吲哚基-β-D-半乳糖苷、6,7-二氯吲哚基-β-D-半乳糖苷和4,6,7-三氯吲哚基-β-D-半乳糖苷之一反应时，产生紫红色或洋红色的沉淀，可用于鉴定β-半乳糖苷酶。
• 一种C2-酰氧基-3-吲哚啉酮衍生物及其制备方法与应用
  申请人：五邑大学

  公开号：CN114057625A

  公开（公告）日：2022-02-18

  本发明公开了一种C2‑酰氧基‑3‑吲哚啉酮衍生物及其制备方法与应用，该衍生物的制备方法包括以下步骤：将式(I)所示的N‑乙酰基‑3‑羟基吲哚类化合物和式(II)所示羧酸类化合物在电催化下发生碳氧键偶联反应，制备得到式(III)所示的C2‑酰氧基‑3‑哚啉酮衍生物。本发明不使用金属催化剂和外部氧化剂，绿色环保且价格低廉；该反应所使用的反应体系、反应原料和电解质和溶剂价格低廉、后处理简便且适用工业化生产；其反应条件温和、操作简单且收率高。