2H-1-Benzopyran-3-OL | 606490-02-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2H-1-Benzopyran-3-OL
• 英文别名: 2H-chromen-3-ol
• CAS: 606490-02-2
• 化学式: C₉H₈O₂
• mdl: MFCD18814335
• 分子量: 148.16
• InChiKey: LKXADRQJLNYNQL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

文献信息

• Water Soluble and Activable Phenolics Derivatives with Dermocosmetic and Therapeutic Applications and Process for Preparing Said Derivatives
  申请人：Auriol Daniel

  公开号：US20090233876A1

  公开（公告）日：2009-09-17

  The invention relates to the preparation of phenolics derivatives by enzymatic condensation of phenolics selected among pyrocatechol or its derivatives with the glucose moiety of sucrose. The production of said phenolics derivatives is achieved with a glucosyltransferase (EC 2.4.1.5). These O-α-glucosides of selected phenolics are new, have a solubility in water higher than that of their parent polyphenol and have useful applications in cosmetic and pharmaceutical compositions, such as antioxidative, antiviral, antibacterial, immune-stimulating, antiallergic, antihypertensive, antiischemic, antiarrhythmic, antithrombotic, hypocholesterolemic, antilipoperoxidant, hepatoprotective, anti-inflammatory, anticarcinogenic antimutagenic, antineoplastic, anti-thrombotic, and vasodilatory formulations, or in any other field of application.

  该发明涉及通过酶催化将选择自间苯二酚或其衍生物的酚类与蔗糖的葡萄糖部分进行缩合来制备酚类衍生物。所述酚类衍生物的生产是通过葡萄糖转移酶（EC 2.4.1.5）实现的。所选酚类的这些O-α-葡糖苷是新的，其在水中的溶解度高于它们的原始多酚，并且在化妆品和药用组合物中具有有用的应用，如抗氧化、抗病毒、抗菌、免疫刺激、抗过敏、降压、抗缺血、抗心律失常、抗血栓形成、降胆固醇、抗脂质过氧化、肝脏保护、抗炎症、抗癌变突变、抗肿瘤、抗血栓形成和扩血管等配方，或者在任何其他应用领域中。
• [EN] BENZOPYRANS AND THEIR USE AS THERAPEUTIC AGENTS<br/>[FR] BENZOPYRANNES ET LEUR UTILISATION EN TANT QU'AGENTS THERAPEUTIQUES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：WO1995034545A1

  公开（公告）日：1995-12-21

  (EN) The invention relates to certain $i(cis) and $i(trans) benzopyrans having substituted benzamides at position C-4 and to their use in treating and/or preventing certain CNS disorders.(FR) L'invention concerne certains $i(cis) et $i(trans) benzopyrannes possédant des benzamides substitués en position C-4, ainsi que l'utilisation de ces benzopyrannes dans le traitement et/ou la prévention de certains troubles du système nerveux central.

  这项发明涉及某些在C-4位置具有取代苯甲酰胺的$i(cis)和$i(trans)苯并吡喃，并且涉及它们在治疗和/或预防某些中枢神经系统疾病方面的使用。
• New Process for the preparation of anti-hypertensive benzopyran derivative
  申请人：ALKALOIDA VEGYESZETI GYAR

  公开号：EP0409651A1

  公开（公告）日：1991-01-23

  The invention relates to a process for the preparation of (±)-6-cyano-3,4-dihydro-2,2-dimethyl-trans-4-(2-oxo-1-­pyrrolidinyl)-2H-1-benzopyran-3-ole of the formula (VI) from 4-cyano-phenol of the formula (I) which comprises reacting 4-cyano-phenol of the formula (I) with isoprene at 30 - 120 oC in a solvent in the presence of alkali-metals and/or catalysts producing 6-cyano-3,4-­dihydro-2,2-dimethyl-2H-1-benzopyran of the formula (II) which is then converted to 6-cyano-2,2-dimethyl-2H-1-benzo­pyran at 40 - 150 °C in a solvent in the presence of a catalyst and/or an oxydating agent or by bromination in the benzyl position and dehydrobromination of the obtained compound of the formula (X) a.) preparing in one step 6-cyano-3,4-dihydro-2,2-dimethyl-­3,4-epoxy-2H-1-benzopyran with peracids in a solvent at 0 - 20 oC, and then reacting same with 2-pyrrolidone in the presence of alkali-metals at 20 - 100 oC result­ing in the end-product of the formula (VI), b.) reacting a compound of the formula (III) with N-bromo-succinimide in a solvent at 20 - 120 oC to produce 6-cyano-3,4-dihydro-2,2-dimethyl-trans-3-­bromo-4-hydroxy-2H-1-benzopyran of the formula (IV) which is then reacted with 2-pyrrolidone in the presence of alkali-metals at 20 - 100oC resulting in the end-­product of the formula (VI).

  本发明涉及一种制备式(VI)的(±)-6-氰基-3,4-二氢-2,2-二甲基-反式-4-(2-氧代-1-吡咯烷基)-2H-1-苯并吡喃-3-油的方法 由式（I）的 4-氰基苯酚制得 其中包括在碱金属和/或催化剂存在下，使式（I）的 4-氰基苯酚与异戊二烯在 30 - 120 oC 溶剂中反应，生成式（II）的 6-氰基-3,4-二氢-2,2-二甲基-2H-1-苯并吡喃 然后在催化剂和/或氧化剂存在下，在 40 - 150 °C 溶剂中转化为 6-氰基-2,2-二甲基-2H-1-苯并吡喃，或通过苄基位置溴化和脱氢溴化得到式（X）化合物 a.) 一步制备 6-氰基-3,4-二氢-2,2-二甲基-3,4-环氧-2H-1-苯并吡喃，在 0 - 20 oC 溶剂中与过酸反应，然后在 20 - 100 oC 碱金属存在下与 2-吡咯烷酮反应，得到式 (VI) 的最终产物、 b.) 将式 (III) 的化合物 与 N-溴-琥珀酰亚胺在 20 - 120 oC 溶剂中反应，生成式（IV）的 6-氰基-3,4-二氢-2,2-二甲基-反式-3-溴-4-羟基-2H-1-苯并吡喃。 然后在 20-100 摄氏度的碱金属存在下与 2-吡咯烷酮反应，得到式（VI）的最终产 物。
• Benzopyran compounds
  申请人：Beecham Group p.l.c.

  公开号：EP0413438A1

  公开（公告）日：1991-02-20

  Compounds of formula (I), and pharmaceutically acceptable salt thereof: wherein a and b together form an -O- linkage or a bond or (when R₂ is hydrogen), CH₂; either Y is N and R₂ is hydrogen; or Y is C-R₁ wherein either one of R₁ and R₂ is hydrogen and the other is nitro, cyano, halo, CF₃, C₂F₅, formyl, aldoxime, CF₃O, NO₂-CH=CH-, NC-CH=CH-; a group RxX- wherein Rx is C₁₋₆ alkyl, aryl or heteroaryl either of which may be optionally substituted by one, two or three of C₁₋₄ alkyl, C₁₋₄ alkoxy, nitro, halo, CF₃ and cyano; and X is CO, O.C=0, C=O.O, CHOH, SO, SO₂, O.SO, O.SO₂, CONH, O.CONH, C=S, O.C=S, C=S.O, CH.SH, SONH, SO₂NH, O.SONH, 0.SO₂NH, CO-CH=CH, C=NHOH, C=NNH₂; or a group RyRzNZ where Ry and Rz are independently hydrogen or C₁₋₆ alkyl and Z is C=O, SO or SO₂; or a group (RwO)₂P(O)W wherein Rw is hydrogen or C₁₋₆ alkyl and W is O or a bond; or R₁ is a C₃₋₈ cycloalkyl group or a C₁₋₆ alkyl group optionally substituted by a group which is hydroxy, C₁₋₆ alkoxy, amino optionally substituted by one or two C₁₋₆ alkyl groups, C₁₋₇ alkanoylamino, C₃₋₈ cycloalkyloxy or C₃₋₈ cycloalkylamino; and R₂ is hydrogen; or one of R₁ and R₂ is nitro, cyano or C₁₋₃ alkylcarbonyl and the other is a different group selected from nitro, cyano, halo, C₁₋₃ alkylcarbonyl, methoxy or amino optionally substituted by one or two C₁₋₆ alkyl or by C₂₋₇ alkanoyl; or R₁ and R₂ together with the carbon atoms to which they are attached, form 2,1,3-oxadiazole or triazole; either one of R₃ and R₄ is hydrogen or C₁₋₄ alkyl and the other is C₁₋₄ alkyl; or R₃ and R₄ together are C₂₋₅ polymethylene; either R₅ is hydrogen, hydroxy, C₁₋₆ alkoxy or C₁₋₇ acyloxy or ONO₂; and R₆ is hydrogen; or R₅ and R₆ together are a bond; R₇ is optionally substituted phenyl; and the pyridonyl moiety is trans to the R₅ group when R₅ is hydroxy, C₁₋₆ alkoxy, C₁₋₇ acyloxy or ONO₂; which are potassium channel activators, a process for their preparation and their use as pharmaceuticals.

  式 (I) 的化合物及其药学上可接受的盐： 其中 a 和 b 共同形成一个 -O- 连接或一个键或（当 R₂ 为氢时），CH₂； Y 是 N 且 R₂ 是氢；或 Y 是 C-R₁ 其中 R₁ 和 R₂ 中的一个是氢，另一个是硝基、氰基、卤素、CF₃、C₂F₅、甲酰基、醛肟、CF₃O、NO₂-CH=CH-、NC-CH=CH-；基团 RxX-，其中 Rx 是 C₁₋₆烷基、芳基或杂芳基，其中任一个可被一个、两个或三个 C₁₋₄烷基、C₁₋₄烷氧基、硝基、卤代、CF₃ 和氰基任选取代；以及 X 是 CO、O.c=0, c=o.o, choh, so, so₂, o.so, o.so₂, conh, o.conh, c=s, o.c=s, c=s.o, ch.sh, sonh, so₂nh, o.sonh, 0.SO₂NH、CO-CH=CH、C=NHOH、C=NNH₂；或基团 RyRzNZ，其中 Ry 和 Rz 独立地为氢或 C₁₋₆烷基，Z 为 C=O、SO 或 SO₂；或基团 (RwO)₂P(O)W，其中 Rw 是氢或 C₁₋₆ 烷基，W 是 O 或键；或 R₁ 是 C₃₋₈ 环烷基或任选被羟基、C₁₋₆ 烷氧基取代的 C₁₋₆ 烷基、可选择被一个或两个 C₁₋₆烷基、C₁₋₇烷酰氨基、C₃₋₈ 环烷氧基或 C₃₋₈ 环烷基氨基取代的氨基；且 R₂ 为氢；或 R₁ 和 R₂ 中的一个是硝基、氰基或 C₁₋₃烷基羰基，另一个是选自硝基、氰基、卤代、C₁₋₃烷基羰基的不同基团、卤素、C₁₋₃烷基羰基、甲氧基或被一个或两个 C₁₋₆ 烷基或 C₂₋₇ 烷酰基任选取代的氨基；或 R₁ 和 R₂ 与它们所连接的碳原子一起形成 2,1,3-噁二唑或三唑； R₃ 和 R₄ 中的一个是氢或 C₁₋₄ 烷基，另一个是 C₁₋₄ 烷基；或 R₃ 和 R₄ 合在一起是 C₂₋₅ 聚亚甲基； R₅ 是氢、羟基、C₁₋₆ 烷氧基或 C₁₋₇酰氧基或 ONO₂；以及 R₆ 是氢；或 R₅ 和 R₆ 合在一起是键； R₇ 是任选取代的苯基；和 当 R₅为羟基、C₁₋₆烷氧基、C₁₋₇酰氧基或 ONO₂时，吡啶基反式为 R₅基团； 是钾离子通道激活剂，其制备方法及其作为药物的用途。
• 7-Oxabicycloheptane carboxylic acid prostaglandin analog intermediates useful in the preparation of antithrombotic and anti-vasospastic compounds and method for preparing same
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0626384A1

  公开（公告）日：1994-11-30

  A method is provided for preparing carboxylic acid intermediates of the structure wherein an aldehyde of the structure is prepared and subjected to a Horner-Emmons reaction to form the ester of the structure and the ester is hydrogenated to the carboxylic acid which may be used in making the final anti-thrombotic - anti-vasospastic compounds.

  提供了一种制备结构如下的羧酸中间体的方法 其中结构的醛 制备并进行霍纳-艾蒙斯反应以形成结构式的酯 然后将酯氢化成羧酸，羧酸可用于制造最终的抗血栓-抗血管痉挛化合物。