5-乙酰基-8-羟基喹啉盐酸盐 | 57434-96-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 5-乙酰基-8-羟基喹啉盐酸盐
• 英文名称: 5-acetyl-8-hydroxyquinoline hydrochloride
• 英文别名: 1-(8-hydroxy-[5]quinolyl)-ethanone; hydrochloride；1-(8-Hydroxy-[5]chinolyl)-aethanon; Hydrochlorid；1-(8-hydroxyquinolin-5-yl)ethanone;hydrochloride
• CAS: 57434-96-5
• 化学式: C₁₁H₉NO₂*ClH
• 分子量: 223.659
• InChiKey: CMMQQJLOZBNXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.56
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  50.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-乙酰基-8-羟基喹啉盐酸盐 在 盐酸 、 水 、 乙酸酐 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 19.83h， 生成 5-乙酰基-8-苄氧基-1H-喹啉-2-酮
  参考文献：
  名称：

  WO2008/104781

  摘要：

  公开号：
• 作为产物：
  描述：

  8-羟基喹啉 、 乙酰氯 在 aluminum (III) chloride 、 盐酸 、 水 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 19.0h， 生成 5-乙酰基-8-羟基喹啉盐酸盐
  参考文献：
  名称：

  WO2008/104781

  摘要：

  公开号：

文献信息

• Bronchodilating
  申请人：Tanabe Seiyaku Co., Ltd.

  公开号：US04579854A1

  公开（公告）日：1986-04-01

  A novel carbostyril derivative of the formula: ##STR1## or a pharmaceutically acceptable acid addition salt thereof, and a process for preparing same. The compound (I) shows potent bronchodilating activity and is useful as a bronchodilator.

  一种新型喹诺酮衍生物，其化学式为：##STR1##或其药学上可接受的酸加成盐，以及制备该化合物的方法。化合物(I)显示出强效的支气管扩张活性，并可作为支气管扩张剂使用。
• Kalanchoe plant named ‘FIRE RAINBOW’
  申请人：Altman Specialty Plants, Inc

  公开号：USPP033024P2

  公开（公告）日：2021-05-04

  A new and distinct cultivar of Kalanchoe plant named ‘Fire Rainbow’ is disclosed, characterized by rosettes of green leaves with margins of lemon yellow, blushing rose red in bright light and cooler temperature. The new cultivar freely branches, enabling increased and faster propagation. The new cultivar ‘Fire Rainbow’ exhibits robust and rapid growth. The freely branching characteristic exhibited by the new cultivar, in combination with the robust, moderately rapid growth of the new cultivar ‘Fire Rainbow’, results in attractive clustering brightly colored variegation, useful for decorative combinations for special occasions or for container gardens on the patio.

  本发明公开了一种名为“火虹”的多肉植物卡兰乔的新品种，其特征是簇生的绿色叶片具有柠檬黄色的边缘，在明亮的光线和较低的温度下会变成玫瑰红色。新品种自由分枝，能够增加和加快繁殖。新品种“火虹”生长强健、快速。新品种自由分枝的特性与新品种“火虹”生长强健、适度快速的特性相结合，产生了吸引人的聚集鲜艳的杂色，适用于特殊场合的装饰组合或露台盆栽花园。
• Process for Preparing Isomers of Carmoterol
  申请人：Kankan Rajendra Narayanrao

  公开号：US20100113790A1

  公开（公告）日：2010-05-06

  A process for preparing a compound of formula (III) comprising condensing an oxiranyl compound of formula (I) with an amine of formula (II) or a salt thereof wherein: R 1 is a group selected from alkyl, aryl, allyl, alkoxy, cycloalkyl, heterocyclic, alkenyl, benzocycloalkyl, aralkyl, haloarylalkyl, heteroaralkyl, haloalkyl, alkoxyaralkyl, substituted silyl and benzyl; and R 2 is hydrogen, optionally substituted silyl or optionally substituted benzyl. There is also described a process for preparing (R,R)-carmoterol from compound (III).

  一种制备式（III）化合物的方法，包括将式（I）的环氧丙烷化合物与式（II）的胺或其盐缩合，其中：R1是从烷基，芳基，烯丙基，烷氧基，环烷基，杂环基，烯基，苯并环烷基，芳基烷基，卤代芳基烷基，杂环芳基烷基，卤代烷基，烷氧基芳基烷基，取代硅基和苄基中选择的基团；R2是氢，可选的取代硅基或可选的取代苄基。还描述了从化合物（III）制备（R，R）-卡莫特罗尔的方法。
• Process for preparing isomers of carmoterol
  申请人：Cipla Limited

  公开号：US08236959B2

  公开（公告）日：2012-08-07

  A process for preparing a compound of formula (III) comprising condensing an oxiranyl compound of formula (I) with an amine of formula (II) or a salt thereof wherein: R1 is a group selected from alkyl, aryl, allyl, alkoxy, cycloalkyl, heterocyclic, alkenyl, benzocycloalkyl, aralkyl, haloarylalkyl, heteroaralkyl, haloalkyl, alkoxyaralkyl, substituted silyl and benzyl; and R2 is hydrogen, optionally substituted silyl or optionally substituted benzyl. There is also described a process for preparing (R,R)-carmoterol from compound (III).

  一种制备式（III）化合物的方法，包括将式（I）的环氧化合物与式（II）的胺或其盐缩合，其中：R1是从烷基，芳基，烯丙基，烷氧基，环烷基，杂环基，烯基，苯环环烷基，芳基烷基，卤代芳基烷基，杂环芳基烷基，卤代烷基，烷氧芳基烷基，取代硅基和苄基中选择的基团；R2是氢，可选取代硅基或可选取代苄基。还描述了从化合物（III）制备（R，R）-卡莫特罗尔的方法。
• SYNTHESIS OF 8-HYDROXYQUINOLINE CHALCONES: TRANS CONFIGURATION, INTRAMOLECULAR HYDROGEN BONDS, BROMINATION, AND ANTIFUNGAL ACTIVITY
  作者：ALONSO J MARRUGO-GONZÁLEZ、VALERIE D ORLOV、ROBERTO FERNANDEZ-MAESTRE

  DOI：10.4067/s0717-97072012000300019

  日期：——

  Nine (8-Hydroxyquinolin-5-yl)-arylpropenones were synthesized and their structures demonstrated by IR and NMR spectroscopy. These molecules showed transconfiguration and strong intramolecular hydrogen bonding; in the IR spectra of 5-formyl-8-hydroxyguinoline, 5-acety1-8-hydroxyquinoline, 1-(8-hydroxyguinolin-5-yl)-3-phenylprop-2-en-1-one and 3-(8-hydroxyquinolin-5-yl)-1-phenylprop-2-en-1-one in CHCl3, besides the known intermolecular hydrogen band (similar to 3180 cm(-1)), we identified the intramolecular hydrogen band OH-N (3460 cm(-1)), the hydrogen bond peaks shifted to low frequency in proton-donor solutions such as phenol and acetic acid (with respect to 8-hydroxyquinoline) and the bonds were broken in trifluoroacetic acid solutions, due to OH protonation; the apolar solvent CCl4 and electrophilic substituents in position 5 in the guillotine ring, limited the formation of the intermolecular hydrogen bonds and, therefore. shifted the similar to 3460 cm(-1) intramolecular hydrogen band to lower frequencies and made it stronger and sharper. The bromination of 3-(8-hydroxyquinolin-5yl)-1-(4-tolyl) prop-2-en-1-one occurred on the activated guillotine fragment, producing monobromo and tetrabromo derivatives, instead of bromination on the aliphatic double bond. Three chalcones tested showed strong antifungal activity in vitro.