Ch30 | 110368-34-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Ch30
• 英文别名: 3,4-di-isopropylchalcone；4-[(E)-3-[3,4-di(propan-2-yl)phenyl]-3-oxoprop-1-enyl]benzoic acid
• CAS: 110368-34-8
• 化学式: C₂₂H₂₄O₃
• 分子量: 336.431
• InChiKey: HLEKOCUMSCBSRR-KPKJPENVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3,4-二异丙基苯基)乙酮 、 对甲酰基苯甲酸甲酯 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 生成 Ch30
  参考文献：
  名称：

  Retinobenzoic acids. 2. Structure-activity relationships of chalcone-4-carboxylic acids and flavone-4'-carboxylic acids

  摘要：

  The structure-activity relationships of (E)-chalcone-4-carboxylic acids, which are retinoidal benzoic acids represented by R-Ph-X-Ph-COOH (4, X = -COCH = CH-), are discussed on the basis of differentiation-inducing activity on human promyelocytic leukemia cells HL-60. The activity was increased by the substitution of a bulky alkyl group(s) (R), and among such compounds, (E)-4-[3-(3,5-di-tert-butylphenyl)-3-oxo-1-propenyl]benzoic acid (Ch55) and (E)-4-[3-oxo-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1 -propenyl]benzoic acid (Ch80) are several times more active than retinoic acid. Though the stable conformer of chalcone derivatives is linear (s-cis form), the conformationally restricted analogue 4-(6,7,8,9-tetrahydro-6,6,9,9-tetramethyl-4H-4-oxonaphtho[2,3-b]py ran-2-yl)benzoic acid (Fv80) is more active than Ch80. While the effect of introduction of an oxygen atom varied, 4-[1-hydroxy-3-oxo-3-(5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2 - naphthalenyl)-1-propenyl]benzoic acid (Re80), regarded as a derivative of Ch80 with two additional hydroxyl groups, has very strong activity.

  DOI：

  10.1021/jm00124a016

文献信息

• USE OR RETINOIDS TO LOWER PLASMA LEVELS OF LIPOPROTEIN (a)
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0808159A1

  公开（公告）日：1997-11-26
• US5489611A
  申请人：——

  公开号：US5489611A

  公开（公告）日：1996-02-06
• [EN] USE OR RETINOIDS TO LOWER PLASMA LEVELS OF LIPOPROTEIN (a)<br/>[FR] UTILISATION DES RETINOIDES POUR ABAISSER LES NIVEAUX DU PLASMA DANS LA LIPOPROTEINE (a)
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1996024344A1

  公开（公告）日：1996-08-15

  (EN) Retinoids are effective to lower plasma levels of Lp(a) in mammals.(FR) L'invention concerne des rétinoïdes dont l'action est efficace pour abaisser les niveaux du plasma dans la lipoprotéine (a) chez les mammifères.
• [EN] RETINOID-GLITAZONE COMBINATIONS<br/>[FR] COMBINAISONS RETINOIDES-GLITAZONE
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1999048529A1

  公开（公告）日：1999-09-30

  (EN) Cell proliferation is inhibited by administering a combination of a retinoid and a glitazone, thereby treating disease states caused by uncontrolled cell proliferation, including cancer, restenosis, and atherosclerosis.(FR) L'invention porte sur l'inhibition de la prolifération cellulaire par l'administration d'une combinaison comprenant un rétinoïde et un glitazone, afin de traiter les états pathologiques dus à une prolifération cellulaire incontrôlée, notamment le cancer, la resténose et l'athérosclérose.
• Retinobenzoic acids. 2. Structure-activity relationships of chalcone-4-carboxylic acids and flavone-4'-carboxylic acids
  作者：Hiroyuki Kagechika、Emiko Kawachi、Yuichi Hashimoto、Koichi Shudo

  DOI：10.1021/jm00124a016

  日期：1989.4

  The structure-activity relationships of (E)-chalcone-4-carboxylic acids, which are retinoidal benzoic acids represented by R-Ph-X-Ph-COOH (4, X = -COCH = CH-), are discussed on the basis of differentiation-inducing activity on human promyelocytic leukemia cells HL-60. The activity was increased by the substitution of a bulky alkyl group(s) (R), and among such compounds, (E)-4-[3-(3,5-di-tert-butylphenyl)-3-oxo-1-propenyl]benzoic acid (Ch55) and (E)-4-[3-oxo-3-(5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-2-naphthalenyl)-1 -propenyl]benzoic acid (Ch80) are several times more active than retinoic acid. Though the stable conformer of chalcone derivatives is linear (s-cis form), the conformationally restricted analogue 4-(6,7,8,9-tetrahydro-6,6,9,9-tetramethyl-4H-4-oxonaphtho[2,3-b]py ran-2-yl)benzoic acid (Fv80) is more active than Ch80. While the effect of introduction of an oxygen atom varied, 4-[1-hydroxy-3-oxo-3-(5,6,7,8-tetrahydro-3-hydroxy-5,5,8,8-tetramethyl-2 - naphthalenyl)-1-propenyl]benzoic acid (Re80), regarded as a derivative of Ch80 with two additional hydroxyl groups, has very strong activity.