6-羟基-喹啉-5-羧酸 | 27230-42-8

• 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: 6-羟基-喹啉-5-羧酸
• 英文名称: 6-hydroxy-quinoline-5-carboxylic acid
• 英文别名: 6-Hydroxy-chinolin-5-carbonsaeure；6-hydroxyquinoline-5-carboxylic acid；6-Hydroxychinolin-5-carbonsaeure
• CAS: 27230-42-8
• 化学式: C₁₀H₇NO₃
• 分子量: 189.17
• InChiKey: FXSRFMGGBBVUAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-羟基-喹啉-5-羧酸 生成 6-羟基喹啉
  参考文献：
  名称：

  Schmitt; Altschul, Chemische Berichte, 1887, vol. 20, p. 2695

  摘要：

  DOI：
• 作为产物：
  描述：

  6-Hydroxyquinoline-5-carbonitrile 在 硫酸 、 sodium nitrite 作用下， 生成 6-羟基-喹啉-5-羧酸
  参考文献：
  名称：

  Bobranski, Journal fur praktische Chemie (Leipzig 1954), 1932, vol. <2> 134, p. 153,155

  摘要：

  DOI：

文献信息

• Compounds and their salts specific to the PPAR receptors and the EGF receptors and their use in the medical field
  申请人：Naccari Giancarlo

  公开号：US20090118357A1

  公开（公告）日：2009-05-07

  Therefore the present invention relates specifically to the compounds of general formula (I), in which R 1 and R 2 , which may be identical or different, are selected from the group comprising H, —C n H 2n-1 , a linear or branched alkyl group having from 1 to 6 carbon atoms, or together form an aromatic or aliphatic ring with 5 or 6 atoms; R 3 is selected from —CO—CH 3 , —NHOH, —OH, —OR 6 in which R 6 is a linear or branched alkyl group having from 1 to 6 carbon atoms; R 4 is selected from H, a linear or branched alkyl group having from 1 to 6 carbon atoms, phenyl, benzyl, —CF 3 or —CF 2 CF 3 , vinyl or allyl; R 5 , R 7 , R 8 are hydrogen atoms; or R 3 and R 4 , R 4 and R 5 , or R 7 and R 8 together form a ring, fused to the benzene, aromatic or aliphatic ring with 5 or 6 atoms comprising from 1 to 2 heteroatoms selected independently from the group comprising N, O, and use thereof in the medical field.

  因此，本发明特别涉及具有通用公式（I）的化合物，其中R1和R2，可以相同或不同，选自包括H，—CnH2n-1，具有1到6个碳原子的直链或支链烷基，或者共同形成一个含有5或6个原子的芳香族或脂肪族环；R3选自—CO—CH3，—NHOH，—OH，—OR6，其中R6是一个具有1到6个碳原子的直链或支链烷基；R4选自H，具有1到6个碳原子的直链或支链烷基，苯基，苄基，—CF3或—CF2CF3，乙烯基或烯丙基；R5，R7，R8是氢原子；或者R3和R4，R4和R5，或R7和R8共同形成一个环，与苯环，芳香族或脂肪族环融合，含有5或6个原子，并包括1到2个独立选自N，O的杂原子，及其在医疗领域的应用。
• [EN] METHODS OF TREATING HAIR RELATED CONDITIONS<br/>[FR] PROCÉDÉS DE TRAITEMENT DE TROUBLES LIÉS AU SYSTÈME PILEUX
  申请人：NOGRA PHARMA LTD

  公开号：WO2014041140A1

  公开（公告）日：2014-03-20

  Provided herein are methods for enhancing epidermal regeneration in a patient in need thereof, comprising topically administering to said patient a pharmaceutically acceptable composition comprising N-acetyl- 3-(4-aminophenyl)-2-methoxypropionic acid or a pharmaceutically acceptable salt or stereoisomer thereof, and a pharmaceutically acceptable excipient. For example, provided are methods for treating or ameliorating cicatricial alopecia, comprising topically administering to a patient in need thereof a pharmaceutically acceptable composition comprising the disclosed compounds. Also provided are methods for protecting hair follicle progenitor cells and compositions comprising same using the disclosed compounds.

  本文提供了一种增强患者表皮再生的方法，包括向该患者局部施用含有N-乙酰基-3-(4-氨基苯基)-2-甲氧基丙酸或其药学上可接受的盐或立体异构体和药学上可接受的赋形剂的药学上可接受的组合物。例如，本文提供了治疗或改善瘢痕性脱发的方法，包括向需要该药物的患者局部施用含有上述化合物的药学上可接受的组合物。此外，本文还提供了使用上述化合物保护毛囊祖细胞和含有这些化合物的组合物的方法。
• [EN] METHODS OF INHIBITING HAIR GROWTH<br/>[FR] PROCÉDÉS D'INHIBITION DE LA CROISSANCE PILEUSE
  申请人：NOGRA PHARMA LTD

  公开号：WO2014041141A1

  公开（公告）日：2014-03-20

  Provided herein are methods for reducing mammalian hair growth using the disclosed compounds. Also provided herein are methods of inhibiting hair growth after hair removal of an area of mammalian skin of a mammal using the disclosed compounds.

  本文提供了使用披露的化合物减少哺乳动物毛发生长的方法。本文还提供了使用披露的化合物抑制哺乳动物皮肤区域脱毛后毛发生长的方法。
• Fused aromatic oxazepinones, thiazepinones, diazepinones and sulfur
  申请人：A. H. Robins Company, Inc.

  公开号：US04705853A1

  公开（公告）日：1987-11-10

  Aromatic azepinones and thiones having the formula ##STR1## wherein; A is benzene, naphthalene, quinoline or pyridine; B is oxygen or sulfur; E is oxygen, sulfur or ##STR2## n is 1, 2 or 3; Z is an amino or a heterocyclic nitrogen-containing radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; Y is halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracetylamino, trifluoromethyl, phenyl or phenyl substituted by one to three Y' radicals selected from halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracylamino or trifluoromethyl; and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.

  本发明揭示了具有以下式子的芳香性氮杂七元酮和硫酮：##STR1## 其中；A是苯，萘，喹啉或吡啶；B是氧或硫；E是氧，硫或##STR2## n为1，2或3；Z是氨基或含氮杂环的杂环基；R是氢，低烷基，环烷基或苯基低烷基；Y是卤素，低烷基，低烷氧基，双低烷基氨基，硝基，氨基，低乙酰氨基，三氟甲基，苯基或由一到三个Y'基团替代的苯基，所述Y'基团从卤素，低烷基，低烷氧基，双低烷基氨基，硝基，氨基，低乙酰氨基或三氟甲基中选择；具有抗组胺作用，揭示了其制备过程和化学中间体。
• Intermediates useful in the preparation of fused aromatic oxazepinones,
  申请人：A. H. Robins Company, Inc.

  公开号：US04727152A1

  公开（公告）日：1988-02-23

  Chemical intermediates having the formula: ##STR1## wherein A represents an aromatic or heterocyclic ring system selected from benzene, a naphthalene, a quinoline or a pyridine in any of its four positions, any of the rings systems are optionally substituted by one or two Y radicals selected from the group consisting of halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro or trifluoromethyl; R is selected from the group consisting of loweralkyl, cycloalkyl or phenylloweralkyl wherein phenyl is optionally substituted by one or two radicals selected from halo, loweralkyl, loweralkoxy, nitro or trifluoromethyl; R.sup.4 and R.sup.5 are selected from hydrogen or loweralkyl; n is 1 or 2; X is selected from chlorine, bromine, or fluorine and E is selected from sulfur, oxygen or ##STR2## and chemical intermediates having the formula: ##STR3## wherein A, R, R.sup.4, R.sup.5, E and n are as defined above and Q is selected from the group consisting of ##STR4## wherein R.sup.3 is hydrogen, an acid neutralizing ion or an esterifying radical; with the proviso that when n is 2 and E is oxygen, A is other than phenyl or substituted phenyl. These chemical intermediates are useful in the preparation of oxazepinones, thiazepinones and diazepinones which exhibit antihistaminic activity.

  化学中间体的化学式为：##STR1## 其中A代表苯、萘、喹啉或吡啶中的任意一个芳香或杂环环系，在任何四个位置上选择，任何一个环系都可以选择由卤、低烷基、低烷氧基、二低烷基氨基、硝基或三氟甲基中的一个或两个Y基团取代；R选自低烷基、环烷基或苯基低烷基，其中苯基可以选择由卤、低烷基、低烷氧基、硝基或三氟甲基中的一个或两个基团取代；R.sup.4和R.sup.5选自氢或低烷基；n为1或2；X选择氯、溴或氟，E选择硫、氧或##STR2## 化学中间体的化学式为：##STR3## 其中A、R、R.sup.4、R.sup.5、E和n的定义如上所述，Q选择##STR4## 其中R.sup.3为氢、酸中和离子或酯化基团；但当n为2且E为氧时，A不是苯或取代苯。这些化学中间体在制备具有抗组胺活性的噁唑烷酮、噻唑烷酮和二嗪烷酮方面非常有用。