7-(3-methyl-3-butenyloxy)-2H-1-benzopyran-2-one | 473999-54-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-(3-methyl-3-butenyloxy)-2H-1-benzopyran-2-one
• 英文别名: 7-isopentenyloxycoumarin；7-Isopentenyloxycumarin；7-(3-Methylbut-3-enoxy)chromen-2-one；7-(3-methylbut-3-enoxy)chromen-2-one
• CAS: 473999-54-1
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: GMBBKKJXXJDGOJ-UHFFFAOYSA-N

物化性质

• 沸点：
  386.9±42.0 °C(Predicted)
• 密度：
  1.139±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-(3-methyl-3-butenyloxy)-2H-1-benzopyran-2-one 在 氨 、 间氯过氧苯甲酸 、 ytterbium(III) triflate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 24.0h， 生成 (+/-)-7-(4-amino-3-methyl-3-hydroxybutyloxy)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Enzyme Fingerprints of Activity, and Stereo- and Enantioselectivity from Fluorogenic and Chromogenic Substrate Arrays

  摘要：

  A series of stereochemically and structurally diverse fluorogenic and chromogenic substrates for hydrolytic enzymes has been synthesized and used to characterize enzyme activity profiles of esterases, lipases, proteases, peptidases, phosphatases, and epoxide hydrolases. The substrates used are particularly resilient to nonspecific reactions due to their mechanism of activation. The activities recorded with the individual substrates are therefore remarkably reproducible, and enable us to use the overall pattern of activity as a specific fingerprint for the enzyme sample. Fingerprints of activity, and enantio- and stereoselectivity are displayed as arrays of color-scale squares that are easily analyzed visually. Such fingerprints might be useful for quality control, enzyme discovery, and possibly for addressing the issue of functional convergence in enzymes.

  DOI：

  10.1002/1521-3765(20020715)8:14<3211::aid-chem3211>3.0.co;2-g
• 作为产物：
  描述：

  7-羟基香豆素 、 4-溴-2-甲基-1-丁烯 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 7-(3-methyl-3-butenyloxy)-2H-1-benzopyran-2-one
  参考文献：
  名称：

  Enzyme Activity Fingerprinting with Substrate Cocktails

  摘要：

  In the postgenomic era, emphasis is shifting from protein identification to protein functional analysis. Enzyme function can be characterized by measuring activity across series of substrates, which generates an activity profile or fingerprint. Activity fingerprinting is particularly useful to differentiate closely related enzymes. Previously reported fingerprinting methods use series of parallel measurements, which are complex and difficult to reproduce. Here we report a new method for fingerprinting enzyme activities based on using mixtures of substrates, or substrate cocktails, in a single reaction that is then analyzed by HPLC. The fingerprints produced are highly reproducible and allow functional differentiation and classification of closely related enzymes, as demonstrated for a series of lipases and esterases. The method is practical, general, and flexible in terms of reaction conditions and can be adapted to any reaction type.

  DOI：

  10.1021/ja0478330

文献信息

• Administration of coumarin, butylated hydroxyanisole and ethoxyquine for the treatment of canities
  申请人：Commo Stephane

  公开号：US20080026018A1

  公开（公告）日：2008-01-31

  At least one compound selected from among coumarin and/or derivative thereof, butylated hydroxyanisole, ethoxyquine and mixtures thereof, and admixtures thereof with other active agents selected from among active agents for combating desquamative conditions of the scalp, plant extracts having propigmenting activity and active agents that slow hair loss and/or promote hair regrowth, are useful for preventing and/or limiting and/or stopping the development of canities.

  至少选择一种化合物，包括香豆素及其衍生物、叔丁基羟基苯甲醚、乙氧基喹啉和它们的混合物，以及它们与其他用于对抗头皮脱屑症状、具有色素沉着活性的植物提取物和减缓脱发和/或促进头发再生的活性剂的混合物，对于预防和/或限制和/或停止白发的发展是有用的。
• ADMINISTRATION OF COUMARIN, BUTYLATED HYDROXYANISOLE AND ETHOXYQUINE FOR THE TREATMENT OF CANITIES
  申请人：COMMO Stephane

  公开号：US20130149360A1

  公开（公告）日：2013-06-13

  At least one compound selected from among coumarin and/or derivative thereof, butylated hydroxyanisole, ethoxyquine and mixtures thereof, and admixtures thereof with other active agents selected from among active agents for combating desquamative conditions of the scalp, plant extracts having propigmenting activity and active agents that slow hair loss and/or promote hair regrowth, are useful for preventing and/or limiting and/or stopping the development of canities.

  至少从香豆素和/或其衍生物，叔丁基羟基苯甲酸酯，乙氧基奎宁和其混合物中选择一种化合物，以及与其他用于对抗头皮脱屑症状的活性剂、具有促进色素沉淀活性的植物提取物和减缓脱发和/或促进头发再生的活性剂混合使用，可用于预防和/或限制和/或停止白发的发展。
• Utilisation de la coumarine, de butylated hydroxyanisole et d'ethoxyquine pour le traitement de la canitie
  申请人：L'Oréal

  公开号：EP1870087A2

  公开（公告）日：2007-12-26

  La présente invention se rapporte à l'utilisation de la coumarine et de ses dérivés, de butylated hydroxyanisole et d'ethoxyquine pour le traitement de la canitie ainsi qu'à des compositions comprenant dans un milieu cosmétiquement acceptable au moins un composé choisi parmi la coumarine et ses dérivés, le butylated hydroxyanisole et l'ethoxyquine et leur mélange associé à un autre actif choisi parmi les agents de lutte des états desquamatifs du cuir chevelu, des extraits végétaux à activité propigmentante et un agent ralentissant la chute des cheveux ou favorisant leur repousse.

  本发明涉及香豆素及其衍生物、丁基化羟基茴香醚和乙氧基喹治疗癌症的用途，还涉及组合物，该组合物包含在化妆品可接受的介质中，至少一种选自香豆素及其衍生物、丁基化羟基茴香醚和乙氧基喹的化合物及其混合物与另一种选自抗头皮脱屑剂、具有增生活性的植物萃取物和具有增生活性的植物萃取物的活性剂的组合物、丁基羟基茴香醚和乙氧基喹及其混合物与另一种活性成分结合，后者选自抗头皮脱屑剂、具有生发活性的植物萃取物和一种减缓脱发或促进头发再生的制剂。
• AGENT FOR PROMOTING OSTEOBLAST DIFFERENTIATION, PHARMACEUTICAL COMPOSITION FOR PROMOTING BONE FORMATION, AND FOOD FOR SPECIAL DIETARY USE CONTAINING AURAPTENE ANALOG AS ACTIVE INGREDIENT
  申请人：Woo Je-Tae

  公开号：US20130102796A1

  公开（公告）日：2013-04-25

  Agents or pharmaceutical compositions for promoting osteoblast differentiation include purified auraptene or coumarin analogs thereof represented by the following formula 1: wherein R1 represents a hydrogen, a hydroxy, a methoxy, a methyl, an ethyl, a propyl, a carboxyl, a carboxymethyl, or a carboxyethyl; R2 represents a hydrogen, a hydroxy, a methoxy, a methyl, an ethyl, a propyl, a carboxyl, a carboxymethyl, a carboxyethyl or a coumarinyl; R3 represents a hydrogen, a hydroxy, a methoxy, a methyl, an ethyl, a propyl, a carboxyl, a carboxymethyl or a carboxyethyl; and R4 represents a hydrogen, a C 1 -C 15 liner or branched alkyl, an alkenyl, an alkadienyl or an alkatrienyl.
• US8344021B2
  申请人：——

  公开号：US8344021B2

  公开（公告）日：2013-01-01