2-Methoxymethyl estradiol | 15410-30-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 2-Methoxymethyl estradiol
• 英文别名: 2-(methoxymethyl)estradiol；2-methoxymethyl-estra-1,3,5(10)-triene-3,17β-diol；2-methoxymethyl-estra-1,3,5(10)-trien-3,17β-diol；2-Methoxymethyl-oestradiol；2-Methoxymethylestradiol；(8R,9S,13S,14S,17S)-2-(methoxymethyl)-13-methyl-6,7,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthrene-3,17-diol
• CAS: 15410-30-7
• 化学式: C₂₀H₂₈O₃
• 分子量: 316.441
• InChiKey: JMPWQPBBPXSYDS-SSGANFLRSA-N

物化性质

• 熔点：
  181-183 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  469.1±45.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Methoxymethyl estradiol 在 Jones’ reagent 作用下， 以 丙酮 为溶剂， 反应 0.75h， 以37%的产率得到2-Methoxymethyl-oestron
  参考文献：
  名称：

  New 2-substituted estra-1,3,5(10)-trien-17-ones as inhibitors of 17beta-hydroxy steroid dehydrogenase type 1

  摘要：

  本发明涉及一般式I的新2-取代的酮类化合物，其中R2代表饱和或不饱和的C1-C8烷基基团，C1-C5烷氧基团，芳基烷基基团或烷基芳基基团，基团—O—CnFmHo，其中n=1、2、3、4、5或6，m≥1且m+o=2n+1，或基团CH2XY，其中X代表氧原子，Y代表具有1至4个碳原子的烷基基团，以及卤原子或腈基团，R13代表氢原子或甲基基团，R16代表氢原子或氟原子，Z代表氧原子或硫原子，R3和R5分别独立地表示α或β位的氢原子，R4和R6分别独立地表示α或β位的氢原子，C1-C5烷基基团，C1-C5烷氧基团，C1-C5酰基团，羟基或芳基烷基基团或烷基芳基基团，R3和R4一起表示氧原子，R5和R6一起表示氧原子，R7和R8分别表示氢原子或一起表示一个CH2基团，以及它们的药学上可接受的盐，它们的制备和用作预防和治疗由于17β-羟基类固醇脱氢酶类型1的抑制而可影响的雌激素依赖性疾病的药物。

  公开号：

  US20060009434A1
• 作为产物：
  描述：

  2-(1'-hydroxymethyl)-3,17-β-O-bis(methoxymethyl)estradiol 在 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 25.0h， 生成 2-Methoxymethyl estradiol
  参考文献：
  名称：

  Effects of Altering the Electronics of 2-Methoxyestradiol on Cell Proliferation, on Cytotoxicity in Human Cancer Cell Cultures, and on Tubulin Polymerization

  摘要：

  A series of new analogues of 2-methoxyestradiol (1) were synthesized to further elucidate the relationships between structure and activity. The compounds were designed to diminish the potential for metabolic deactivation at positions 2 and 17 and were analyzed as inhibitors of tubulin polymerization and for cytotoxicity. 17alpha-Methyl-beta-estradiol (30), 2-propynyl-17alpha-methylestradiol (39), 2-ethoxy-17-(1'-methylene)estra-1,3,5(10)-triene-3-ol (50) and 2-ethoxy-17alpha-methylestradiol (51) showed similar or greater tubulin polymerization inhibition than 2-methoxyestradiol (1) and contained moieties that are expected to inhibit deactivating metabolic processes. All of the compounds tested were cytotoxic in the panel of 55 human cancer cell cultures, and generally, the derivatives that displayed the most activity against tubulin were also the most cytotoxic.

  DOI：

  10.1021/jm049647a

文献信息

• Chemoselective Etherification of Benzyl Alcohols Using 2,4,6-Trichloro-1,3,5-triazine and Methanol or Ethanol Catalyzed by Dimethyl Sulfoxide
  作者：Chunbao Li、Lili Sun、Yuping Guo、Guisheng Peng

  DOI：10.1055/s-0028-1083184

  日期：——

  An efficient method for the transformation of benzyl alcohols into their methyl or ethyl ethers has been established using 2,4,6-trichloro-1,3,5-triazine (TCT) and dimethyl sulfoxide in methanol or ethanol. This procedure chemoselectively converts benzylic hydroxys into their methyl or ethyl ethers in the presence of aliphatic or phenolic hydroxys.

  一种高效的方法已利用2,4,6-三氯-1,3,5-三嗪（TCT）与二甲基亚砜在甲醇或乙醇中的反应，实现了苄醇向其甲基或乙基醚的转化。该方法能在脂肪族或酚羟基存在下，化学选择性地将苄位羟基转化为甲基或乙基醚。
• The Synthesis of 2-and 4-Alkoxymethylestrogens.
  作者：Hidehiko Kaneko、Masahisa Hashimoto、Akio Kobayashi

  DOI：10.1248/cpb.12.196

  日期：——

  2-Dimethylaminomethylestrone (Ia) and the 4-isomer (IIa) were obtained from the Mannich product of estrone. Methiodides of I'a-c and II'a-c were treated with alcoholic alkali to give 2-and 4-alkoxymethylestrogens in good yields. Methylation in the usual manner of I and II failed, but reaction of I and II with dimethylsulfate in a boiling methanolic alkali gave the 3-methyl ethers of 2-and 4-methoxymethylestrogens, respectively. The structural assignments of the isomers were discussed based on nuclear magnetic resonance, infrared and ultraviolet spectra.

  2-二甲氨基甲基雌酮 (Ia) 和其4-异构体 (IIa) 通过雌酮的曼尼希产物获得。I'a-c 和 II'a-c 的碘甲基化衍生物与醇性碱反应，良好产率地得到了2-和4-烷氧基甲基雌激素。对I和II的常规甲基化反应未成功，但I和II与二甲基硫酸酯在沸腾的甲醇碱中反应，分别得到了2-和4-甲氧基甲基雌激素的3-甲基醚。根据核磁共振、红外和紫外光谱，讨论了这些异构体的结构指派。
• 2-substituted estra-1,3,5(10)-trien-17-ones as inhibitors of 17β-hydroxy steroid dehydrogenase type 1
  申请人：Schering AG

  公开号：US07419972B2

  公开（公告）日：2008-09-02

  The invention relates to new 2-substituted estra-1,3,5(10)-trien-17-ones of formula I as well as their pharmaceutically acceptable salts, their methods of manufacture and use as medicaments for prophylaxis and/or therapy of estrogen-dependent diseases that can be influenced by the inhibition of 17β-hydroxy steroid dehydrogenase type 1.

  本发明涉及新的2-取代的Estra-1,3,5（10）-三烯-17-酮化合物I及其药学上可接受的盐，其制备方法以及作为药物用于预防和/或治疗可以通过抑制17β-羟基类固醇脱氢酶1型而受到影响的雌激素依赖性疾病。
• BAG3 nucleotide and protein sequences to be used in research, diagnostics and therapy for cell death-involving diseases
  申请人：Leone, Arturo

  公开号：EP1323733A1

  公开（公告）日：2003-07-02

  The present invention provides BAG3 nucleotide and protein sequences to be used in research, diagnostics and therapy for modulation of cell survival and/or death, in particular in leukemias, other neoplasias and apoptosis-involving diseases.

  本发明提供的 BAG3 核苷酸和蛋白质序列可用于研究、诊断和治疗，以调节细胞存活和/或死亡，特别是白血病、其他肿瘤和涉及细胞凋亡的疾病。
• Nucleotide sequences and protein(s) encoded by such nucleotides for modulation of apoptosis
  申请人：——

  公开号：US20040072163A1

  公开（公告）日：2004-04-15

  It is described a nucleotide sequence and a corresponding protein for which a role and utility in the regulation of programmed cell death or apoptosis are defined. Applications and uses of the sequence and corresponding protein concern all the physiologic and pathologic processes that involve cell death (neoplasias, degenerative diseases, tissue infarcts, autoimmune diseases, differentiation processes, etc.).

  本文描述了一种核苷酸序列和相应的蛋白质，它们在调节细胞程序性死亡或细胞凋亡中的作用和用途已被确定。该序列和相应蛋白质的应用和用途涉及所有涉及细胞死亡的生理和病理过程（肿瘤、变性疾病、组织梗塞、自身免疫性疾病、分化过程等）。