6-羟基-2,2-二甲基苯并二氢吡喃-4-酮 | 31366-85-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 6-羟基-2,2-二甲基苯并二氢吡喃-4-酮
• 英文名称: 6-hydroxy-2,2-dimethyl-chroman-4-one
• 英文别名: 6-hydroxy-2,2-dimethyl-4-chromanone；6-Hydroxy-2,2-dimethylchroman-4-one；6-hydroxy-2,2-dimethyl-3H-chromen-4-one
• CAS: 31366-85-5
• 化学式: C₁₁H₁₂O₃
• mdl: MFCD03830209
• 分子量: 192.214
• InChiKey: UAXWPLCLDSMHRF-UHFFFAOYSA-N

物化性质

• 熔点：
  159 °C
• 沸点：
  354.3±42.0 °C(Predicted)
• 密度：
  1.196±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2914400090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温、密封、干燥保存

反应信息

• 作为反应物：
  描述：

  6-羟基-2,2-二甲基苯并二氢吡喃-4-酮 在 lithium aluminium tetrahydride 、 对甲苯磺酸 作用下， 以 苯 为溶剂， 生成 6-hydroxy-2,2-dimethyl-3‑chromen
  参考文献：
  名称：

  Banerji, A.; Goomer, N. C., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 9, p. 885 - 886

  摘要：

  DOI：
• 作为产物：
  描述：

  2,5-二羟基苯乙酮 生成 6-羟基-2,2-二甲基苯并二氢吡喃-4-酮
  参考文献：
  名称：

  Sulfonamide-substituted benzopyran derivatives, processes for their

  摘要：

  磺酰胺取代的苯并吡喃衍生物，其制备方法，它们作为药物的用途以及包括它们的制药制剂。式I的化合物##STR1## 具有声明中所指代的取代基的含义，是用于生产预防和治疗心血管疾病，特别是心律失常，治疗胃肠道溃疡或腹泻疾病药物的杰出活性物质。

  公开号：

  US06008245A1
• 作为试剂：
  描述：

  2,5-二羟基苯乙酮 、 四氢吡咯 、 丙酮 在 盐酸 、 碳 、 magnesium sulfate 、 petroleum ether 、 6-羟基-2,2-二甲基苯并二氢吡喃-4-酮 作用下， 以 乙腈 、 乙酸乙酯 为溶剂， 反应 8.0h， 生成 6-羟基-2,2-二甲基苯并二氢吡喃-4-酮
  参考文献：
  名称：

  Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or diagnostic, and pharmaceutical preparations comprising them

  摘要：

  具有公式I的化合物，其取代基在权利要求中指示的含义，是生产预防和治疗心血管疾病，特别是心律失常，治疗胃肠道溃疡或腹泻疾病的药物的杰出有效物质。

  公开号：

  US06177449B1

文献信息

• Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or diagnostic, and medicament comprising them
  申请人：Hoechst Aktiengesellschaft

  公开号：US06191164B1

  公开（公告）日：2001-02-20

  Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or a diagnostic, and medicament comprising them Chromans of the formula I and of the formula 1a having the meanings R(A), R(B), R(C) and R(1) to R(8) indicated in the claims are outstandingly suitable for preparing a medicament for blocking the K+ channel which is opened by cyclic adenosine monophosphate (cAMP); and further for preparing a medicament for inhibiting gastric acid secretion; for the treatment of ulcers of the stomach and of the intestinal region, in particular of the duodenum, for the treatment of reflux esophagitis, for the treatment of diarrheal illnesses, for the treatment and prevention of all types of arrhythmias including ventricular and supraventricular arrhythmias, and for the control of reentry arrhythmias and for the prevention of sudden heart death as a result of ventricular fibrillation.

  磺胺基取代的色苷，其制备方法，其用作药物或诊断的用途，以及包含它们的药物 具有下式I的色苷和下式1a的色苷，其中在权利要求中指示的R(A)、R(B)、R(C)和R(1)到R(8)的含义，非常适合制备用于阻断由环磷酸腺苷单磷酸（cAMP）打开的K+通道的药物；进一步用于制备用于抑制胃酸分泌的药物；用于治疗胃和肠道溃疡，特别是十二指肠的药物；用于治疗反流性食道炎；用于治疗腹泻疾病；用于治疗和预防包括室性和房性心律失常在内的所有类型心律失常；用于控制再入性心律失常和预防由室颤引起的突发心脏死亡。
• ALPHA-AMINO ACID DERIVATIVES FOR IMPROVING SOLUBILITY
  申请人：Rudolph Thomas

  公开号：US20110039924A1

  公开（公告）日：2011-02-17

  The invention relates to the use of α-amino acid derivatives for improving the solubility of poorly soluble substances in water or aqueous solutions and to mixtures and preferred preparations.

  这项发明涉及使用α-氨基酸衍生物来提高水或水溶液中难溶物质的溶解度，以及混合物和优选制剂。
• [EN] NOVEL USE OF SUBSTITUTED 2H-CHROMENS AND THEIR DERIVATIVES<br/>[FR] NOUVELLE UTILISATION DES 2H-CHROMÈNES SUBSTITUÉS ET DE LEURS DÉRIVÉS
  申请人：DSM IP ASSETS BV

  公开号：WO2019185898A1

  公开（公告）日：2019-10-03

  The present invention is directed towards the use of 2H-chromens and their derivatives of formula (I) and/or of formula (II) wherein R1 and R2 are independently from each other H or C1-11-alkyl or (CH2)n— OH with n being an integer from 1 to 6 or R1 and R2 together represent a keto group, and wherein R3, R4, R5, and R6 are independently from each other H or C1-6-alkyl or C1-6-alkoxy, and R7 is H or C1-6-alkyl, as antioxidants, especially in feed such as pet food and feed ingredients such as fish meal, insect meal and poultry meal, as well as PUFA-containing oil such as marine oil, microbial oil, fungal oil, algal oil and PUFA-containing plant oil. The present invention is further directed towards feed ingredients and feed for insects, aquatic and terrestrial animals comprising such 2H- chromens and their derivatives of formula (I) and/or of formula (II).

  本发明涉及使用2H-香豆素及其衍生物的公式(I)和/或公式(II)，其中R1和R2分别独立于H或C1-11-烷基或(CH2)n— OH，其中n为1至6之间的整数，或者R1和R2一起代表一个酮基，且其中R3、R4、R5和R6分别独立于H或C1-6-烷基或C1-6-烷氧基，R7为H或C1-6-烷基，作为抗氧化剂，特别是在饲料中，如宠物食品和饲料成分，如鱼粉、昆虫粉和禽畜粉，以及PUFA含量较高的油，如海洋油、微生物油、真菌油、藻类油和富含PUFA的植物油。本发明还涉及含有这些2H-香豆素及其衍生物的公式(I)和/或公式(II)的饲料成分和饲料，用于昆虫、水生动物和陆生动物。
• Sulfonamide-substituted chromans, processes for their preparation, their
  申请人：Hoechst Marion Roussel Deutschland

  公开号：US05955607A1

  公开（公告）日：1999-09-21

  Compounds of the formula I ##STR1## having the meanings of the substituents indicated in the claims are outstandingly efficacious substances for producing medicaments for the prophylaxis and for the therapy of cardiovascular disorders, in particular arrhythmias, for the treatment of ulcers of the gastrointestinal region or for the treatment of diarrheal disorders.

  具有公式I ##STR1## 的化合物，其在索赔中指示的取代基的含义是用于生产预防和治疗心血管疾病，特别是心律失常，治疗胃肠道溃疡或腹泻疾病的药物的非常有效的物质。
• Transition metal free regio-selective C–H hydroxylation of chromanones towards the synthesis of hydroxyl-chromanones using PhI(OAc)₂ as the oxidant
  作者：N. Viswanadh、Ganesh S. Ghotekar、Mahesh B. Thoke、R. Velayudham、Aslam C. Shaikh、M. Karthikeyan、M. Muthukrishnan

  DOI：10.1039/c7cc08588e

  日期：——

  The chromanone scaffold is considered as a privileged structure in drug discovery. Herein, we report a highly efficient PhI(OAc)2 mediated regioselective, direct C–H hydroxylation of chromanones. This method offers easy access to substituted 6-hydroxy chromanones in moderate to good isolated yields, thus paving the way for their pharmaceutical studies.

  苯并二氢吡喃酮骨架被认为是药物发现中的一种特权结构。在本文中，我们报道了高效的PhI（OAc）2介导发色团的区域选择性，直接C–H羟基化。这种方法可轻松获得中等至良好分离产率的取代6-羟基苯并二氢呋喃酮，从而为他们的药物研究铺平了道路。