(4,8-二甲基-2-氧代-6-丙-2-烯基苯并吡喃-7-基)乙酸酯 | 3993-45-1

• 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
• 中文名称: (4,8-二甲基-2-氧代-6-丙-2-烯基苯并吡喃-7-基)乙酸酯
• 英文名称: 4,8-dimethyl-6-allyl-7-acetoxycoumarin
• 英文别名: 7-Acetoxy-6-allyl-4,8-dimethyl-cumarin；7-acetoxy-6-allyl-4,8-dimethyl-chromen-2-one；2H-1-Benzopyran-2-one, 7-(acetyloxy)-4,8-dimethyl-6-(2-propenyl)-；(4,8-dimethyl-2-oxo-6-prop-2-enylchromen-7-yl) acetate
• CAS: 3993-45-1
• 化学式: C₁₆H₁₆O₄
• 分子量: 272.301
• InChiKey: WPXKHUHUPSKNMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

文献信息

• AMINO-AND MERCURIO-SUBSTITUTED 4', 5'-DIHYDROPSORALENS AND THERAPEUTICAL USES THEREOF
  申请人：BUCKMAN LABORATORIES INTERNATIONAL, INC.

  公开号：EP1133498A2

  公开（公告）日：2001-09-19
• US6255324B1
  申请人：——

  公开号：US6255324B1

  公开（公告）日：2001-07-03
• [EN] AMINO- AND MERCURIO-SUBSTITUTED 4',5'-DIHYDROPSORALENS AND THERAPEUTICAL USES THEREOF<br/>[FR] 4',5'-DIHYDROPSORALENES AMINO ET MERCURIO SUBSTITUES ET LEURS UTILISATIONS THERAPEUTIQUES
  申请人：BUCKMAN LABOR INC

  公开号：WO2000031081A2

  公开（公告）日：2000-06-02

  5'- substituted, 4', 5'- dihydropsoralen compounds (5) bearing tertiary amines (and salts thereof), quaternary ammonium moieties or organomercurial moieties are described. Also described are 2- substituted mercurimethyl -2-3- dihydro -benzofurans of formula (7). Also reported are versatile direct syntheses through a hitherto unknown compounds such as 3-R-4, 8-dimethyl -4',5'-dihydro -5'-bromomethylpsoralen or a 3-R-4, 8-dimethyl-4, 5'-dihydro- 5'-iodomethylpsoralen to prepare a structurally diverse array of partially reduced psoralens and benzofurans. The presence of a permanent ammonium charge in these psoralens precludes membrane passage and the mono-unsaturation precludes the cross linking of nuclear DNA, thereby minimizing the mutagenic/carcinogenic side effects long associated with psoralen-derived therapies. The presence of a mercury functionality provides a reactive cell-binding group on these psoralens with unique cytotoxicity without light activation and an enhancement of cytotoxicity activity upon light activation. The invention also relates to these partially reduced and quaternized psoralens, amino-substituted psoralens, and mercurio psoralens display impressive pharmacology against PAM 212 keratinocytes, a model cell line employed as a test system to indicate epidermal cytotoxicity and cancer. The compounds of the invention also have antimicrobicidal activity useful in pharmacologic agents for mammals (e.g. the treatment of tuberculosis) as well as in controlling the growth of microorganisms on substrates and in aqueous systems.