MMS1001 | 894585-86-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: MMS1001
• 英文别名: 1-{4H,5H,6H,7H,8H-Cyclohepta[D][1,2]oxazole-3-carbonyl}-4-(4-methoxyphenyl)piperazine；[4-(4-methoxyphenyl)piperazin-1-yl]-(5,6,7,8-tetrahydro-4H-cyclohepta[d][1,2]oxazol-3-yl)methanone
• CAS: 894585-86-5
• 化学式: C₂₀H₂₅N₃O₃
• mdl: MFCD09784358
• 分子量: 355.437
• InChiKey: AYSDTCMOTRXVHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  58.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  环庚酮 在 甲醇 、 盐酸羟胺 、 sodium ethanolate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 MMS1001
  参考文献：
  名称：

  Discovery of small molecules that inhibit melanogenesis via regulation of tyrosinase expression

  摘要：

  5,6,7,8-Tetrahydro-4H-cyclohepta[d]isoxazole derivatives were synthesized and evaluated as a novel class of inhibitors for alpha-melanocyte-stimulating hormone (alpha-MSH) induced melanogenesis in a mouse melanoma B16F10 cell line. Compound 8e (IC50 = 0.67 mu M), 8h (IC50 = 1.01 mu M) and 9b (IC50 = 0.99 mu M) exhibited a potent inhibitory activity approximately 85- to 126-fold greater than kojic acid, a well-known potent inhibitor. A biochemical study indicates that the activity of this series should be displayed via down-regulation of the expression of tyrosinase. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.003

文献信息

• Discovery of small molecules that inhibit melanogenesis via regulation of tyrosinase expression
  作者：Jiho Song、Hyun-e Lee、Young Jin Kim、Su Yeon Kim、Dong-Seok Kim、Kyung Hoon Min

  DOI：10.1016/j.bmcl.2012.09.003

  日期：2012.11

  5,6,7,8-Tetrahydro-4H-cyclohepta[d]isoxazole derivatives were synthesized and evaluated as a novel class of inhibitors for alpha-melanocyte-stimulating hormone (alpha-MSH) induced melanogenesis in a mouse melanoma B16F10 cell line. Compound 8e (IC50 = 0.67 mu M), 8h (IC50 = 1.01 mu M) and 9b (IC50 = 0.99 mu M) exhibited a potent inhibitory activity approximately 85- to 126-fold greater than kojic acid, a well-known potent inhibitor. A biochemical study indicates that the activity of this series should be displayed via down-regulation of the expression of tyrosinase. (C) 2012 Elsevier Ltd. All rights reserved.