3-(dimethoxymethyl)phenyl pivalate | 134519-01-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 3-(dimethoxymethyl)phenyl pivalate
• 英文别名: 3-pivaloyloxybenzaldehyde dimethyl acetal；[3-(dimethoxymethyl)phenyl] 2,2-dimethylpropanoate
• CAS: 134519-01-0
• 化学式: C₁₄H₂₀O₄
• 分子量: 252.31
• InChiKey: VSJUUBRMNGASCT-UHFFFAOYSA-N

物化性质

• 沸点：
  294.7±25.0 °C(Predicted)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(dimethoxymethyl)phenyl pivalate 在 正丁基锂 、 sodium ethanolate 作用下， 以 四氢呋喃 、 乙醇 、 正己烷 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 [(3-hydroxyphenyl)methoxymethylene]tricyclo[3.3.1.13.7]-decane
  参考文献：
  名称：

  4-[(3-叔丁基二甲基甲硅烷氧基)苯基]-4-甲氧基螺[1,2-二氧杂环丁烷-3,2'-金刚烷]的方便替代合成方法的比较

  摘要：

  描述了通过两种不同方法制备 4-(3-叔丁基二甲基甲硅烷氧基苯基)-4-甲氧基螺[1,2-二氧杂环丁烷-3,2'-金刚烷]，并将结果与​​先前报道的数据进行了比较。前体烯烃 1-[3-(叔丁基二甲基甲硅烷氧基)苯基}-1-甲氧基-2-螺金刚烷基通过 Homer-Wadsworth-Emmons 和 McMurry 偶联反应从 3-羟基苯甲醛中获得，两种情况下的总产率为 42%。将通过过氧化钙二过氧水合物热解获得的单线态氧加成制备1,2-二氧杂环丁烷与常规光氧化进行比较。

  DOI：

  10.1055/s-2006-942357
• 作为产物：
  描述：

  间羟基苯甲醛 在 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.0h， 生成 3-(dimethoxymethyl)phenyl pivalate
  参考文献：
  名称：

  4-[(3-叔丁基二甲基甲硅烷氧基)苯基]-4-甲氧基螺[1,2-二氧杂环丁烷-3,2'-金刚烷]的方便替代合成方法的比较

  摘要：

  描述了通过两种不同方法制备 4-(3-叔丁基二甲基甲硅烷氧基苯基)-4-甲氧基螺[1,2-二氧杂环丁烷-3,2'-金刚烷]，并将结果与​​先前报道的数据进行了比较。前体烯烃 1-[3-(叔丁基二甲基甲硅烷氧基)苯基}-1-甲氧基-2-螺金刚烷基通过 Homer-Wadsworth-Emmons 和 McMurry 偶联反应从 3-羟基苯甲醛中获得，两种情况下的总产率为 42%。将通过过氧化钙二过氧水合物热解获得的单线态氧加成制备1,2-二氧杂环丁烷与常规光氧化进行比较。

  DOI：

  10.1055/s-2006-942357

文献信息

• [EN] 5-ARYL-THIAZOL-2-YL-AMINE COMPOUNDS AND THEIR THERAPEUTIC USE<br/>[FR] COMPOSÉS 5-ARYL-THIAZOL -2-YL-AMINE ET LEUR UTILISATION THÉRAPEUTIQUE
  申请人：CHARLES MARK DAVID

  公开号：WO2015025172A1

  公开（公告）日：2015-02-26

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain 5-aryl-thiazol-2-yl-amine compounds of the following formula (I) (for convenience, collectively referred to herein as "5AT2A compounds"), which, inter alia, inhibit LIM kinase (LIMK) activity. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit LIMK activity, and in the treatment of diseases and conditions that are mediated by LIMK, that are ameliorated by the inhibition of LIMK activity, etc., including proliferative conditions such as cancer (e.g., breast cancer, prostate cancer, melanoma, glioma, etc.), as well as vasodilation (including, e.g., hypertension, angina, cerebral vasospasm, and ischemia following subarachnoid hemorrhage), neurodegenerative disorders, atherosclerosis, fibrosis, and inflammatory diseases (including, e.g., Crohn's disease and chronic obstructive pulmonary disease (COPD)), and glaucoma (also known as ocular hypertension). (Formula (I))

  本发明一般涉及治疗化合物领域，更具体地涉及以下式(I)的某些5-芳基噻唑-2-基胺化合物（为方便起见，以下统称为“5AT2A化合物”），其中，这些化合物等抑制LIM激酶（LIMK）活性。本发明还涉及包含这些化合物的药物组合物，以及使用这些化合物和组合物，无论是体外还是体内，来抑制LIMK活性，并在治疗由LIMK介导的疾病和症状中发挥作用，这些疾病和症状通过抑制LIMK活性得到改善，等等，包括增生性疾病，如癌症（例如乳腺癌、前列腺癌、黑色素瘤、胶质瘤等），以及血管舒张（包括高血压、心绞痛、脑血管痉挛以及蛛网膜下腔出血后的缺血），神经退行性疾病、动脉粥样硬化、纤维化和炎症性疾病（包括克罗恩病和慢性阻塞性肺病（COPD）等），以及青光眼（也称为眼压增高）。
• Chemiluminescent 3--(Substituted adamant--2'--Ylidene) 1,2--Dioxetanes
  申请人：Tropix, Inc.

  公开号：US05543295A1

  公开（公告）日：1996-08-06

  Enzymatically clearable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically clearable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by the formula: ##STR1## wherein: X and X.sup.1 each represent, individually, hydrogen, a hydroxyl group, a halo substituent, an unsubstituted lower alkyl group, a hydroxy (lower) alkyl group, a halo (lower) alkyl group, a phenyl group, a halophenyl group, an alkoxyphenyl group, a hydroxyalkoxy group, a cyano group or an amide group, with at least one of X and X.sup.1 being other than hydrogen; and R.sub.1 and R.sub.2, individually or together, represent an organic substituent that does not interfere with the production of light when the dioxetane compound is enzymatically cleaved and that satisfies the valence of the dioxetane compound's 4-carbon atom, with the provisos that if R.sub.1 and R.sub.2 represent individual substituents the R.sub.2 substituent is aromatic, heteroaromatic, or an unsaturated substituent in conjugation with an aromatic ring, and that at least one of R.sub.1 and R.sub.2 is, or R.sub.1 and R.sub.2 taken together are, an enzymatically cleavable labile group-substituted fluorescent chromophore group that produces a luminenscent substance when the enzymatically cleavable labile substituent thereof is removed by an enzyme. The corresponding dioxetanes which, instead of being substituted at the 5' or 7', or at the 5' and 7' positions, instead contain a 40' mehtylene group, are also disclosed, as are intermediates for all these 3-substituted adamant-2'-ylidenedioxetanes, and their use as reporter molecules in assays.

  本发明揭示了一种酶可清除的化学发光1,2-二氧杂环化合物，能够在分解时产生光能，并在室温下稳定，直到它们的酶可清除的不稳定取代基被有意解离。这些化合物可以用以下公式表示：##STR1## 其中：X和X.sup.1各自代表氢，羟基，卤素取代基，未取代的较低烷基，羟基（较低）烷基，卤代（较低）烷基，苯基，卤苯基，烷氧基苯基，羟基烷氧基基团，氰基或酰胺基，其中至少有一个X和X.sup.1不是氢；R.sub.1和R.sub.2，分别或一起，代表一个有机取代基，当二氧杂环化合物在酶的作用下被解离时不会干扰光的产生，并满足二氧杂环化合物的4-碳原子的价，但前提是如果R.sub.1和R.sub.2代表单独的取代基，则R.sub.2取代基是芳香的，杂芳基的或与芳香环共轭的不饱和取代基，并且至少有一个R.sub.1和R.sub.2是，或R.sub.1和R.sub.2一起是，一个酶可清除的不稳定取代基取代的荧光色团基团，当酶可清除的不稳定取代基被酶去除时产生发光物质。还揭示了相应的二氧杂环，它们不是在5'或7'或5'和7'位置取代，而是包含一个40'甲基烷基，同时还揭示了所有这些3-取代的金刚烷-2'-基二氧杂环的中间体，以及它们作为检测分子在测定中的使用。
• Chemiluminescent 3-(substituted Adamant-2'-Ylidene) 1,2-dioxetanes
  申请人：Tropix, Inc.

  公开号：US05326882A1

  公开（公告）日：1994-07-05

  Enzymatically cleavable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically cleavable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by the formula: ##STR1## The corresponding dioxetanes which, instead of being substituted at the 5' or 7', or at the 5' and 7' positions, instead contain a 4' methylene group, are also disclosed, as are intermediates for all these 3-substituted adamant-2'-ylidenedioxetanes, and their use as reporter molecules in assays.

  本发明揭示了一种酶解可裂解化学发光1,2-二氧杂环化合物，当分解时能产生光能量，在其酶解可裂解的不稳定取代基被故意裂解之前，在室温下具有相当的稳定性。这些化合物可以用以下式子表示：##STR1##还揭示了相应的二氧杂环化合物，其代替在5'或7'，或在5'和7'位置被取代，而是包含一个4'亚甲基基团，以及所有这些3-取代的金刚烷-2'-基二氧杂环化合物的中间体，以及它们在测定中作为报告分子的用途。
• Chemiluminescent 3-(substituted adamant-2'-ylidene) 1,2-dioxetanes
  申请人：Tropix, Inc.

  公开号：US05330900A1

  公开（公告）日：1994-07-19

  Enzymatically cleavable chemiluminescent 1,2-dioxetane compounds capable of producing light energy when decomposed, substantially stable at room temperature before a bond by which an enzymatically cleavable labile substituent thereof is intentionally cleaved, are disclosed. These compounds can be represented by the formula: ##STR1## wherein: X and X.sup.1 each represent, individually, hydrogen, a hydroxyl group, a halo substituent, an unsubstituted lower alkyl group, a hydroxy (lower) alkyl group, a halo (lower) alkyl group, a phenyl group, a halophenyl group, an alkoxyphenyl group, a hydroxyalkoxy group, a cyano group or an amide group, with at least one of X and X.sup.1 being other than hydrogen; and R.sub.1 and R.sub.2, individually or together, represent an organic substituent that does not interfere with the production of light when the dioxetane compound is enzymatically cleaved and that satisfies the valence of the dioxetane compound's 4-carbon atom, with the provisos that if R.sub.1 and R.sub.2 represent individual substituents the R.sub.2 substituent is aromatic, heteroaromatic, or an unsaturated substituent in conjugation with an aromatic ring, and that at least one of R.sub.1 and R.sub.2 is, or R.sub.1 and R.sub.2 taken together are, an enzymatically cleavable labile group-substituted fluorescent chromophore group that produces a luminescent substance when the enzymatically cleavable labile substituent thereof is removed by an enzyme. The corresponding dioxetanes which, instead of being substituted at the 5' or 7', or at the 5' and 7' positions, instead contain a 4' methylene group, are also disclosed, as are intermediates for all these 3-substituted adamant-2'-ylidenedioxetanes, and their use as reporter molecules in assays.

  本发明公开了一种酶解性可裂解的化学发光1,2-二氧杂环化合物，当其分解时能产生光能量，在酶解性不稳定取代基被有意裂解之前，在室温下具有相当的稳定性。这些化合物可以用以下公式表示：##STR1## 其中：X和X.sup.1分别表示氢、羟基、卤素取代基、未取代的较低烷基、羟基（较低）烷基、卤代（较低）烷基、苯基、卤代苯基、烷氧基苯基、羟基烷氧基基、氰基或酰胺基，其中X和X.sup.1中至少有一个不是氢；R.sub.1和R.sub.2分别或共同表示有机取代基，当二氧杂环化合物在酶解时不会干扰光的产生，并且满足二氧杂环化合物4碳原子的价，但前提是如果R.sub.1和R.sub.2表示单独的取代基，则R.sub.2取代基为芳香、杂芳香或与芳香环共轭的不饱和取代基，并且R.sub.1和R.sub.2中至少有一个是，或者R.sub.1和R.sub.2一起是，一个酶解性不稳定的取代基取代的荧光色团基团，当其酶解性不稳定的取代基被酶去除时，会产生发光物质。本发明还公开了相应的二氧杂环化合物，其代替在5'或7'或5'和7'位置取代，而是包含4'亚甲基基团的化合物，以及所有这些3-取代的金刚烷-2'-基二氧杂环化合物的中间体，以及它们作为测定中的报告分子的用途。
• CHEMILUMINESCENT 3-(SUBSTITUTED ADAMANT-2'-YLIDENE) 1,2-DIOXETANES
  申请人：TROPIX, INC.

  公开号：EP0497972A1

  公开（公告）日：1992-08-12