2-n-propyl-1,3,5-trimethoxybenzene | 2215-97-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-n-propyl-1,3,5-trimethoxybenzene
• 英文别名: 1,3,5-trimethoxy-2-propylbenzene；2-propyl-1,3,5-trimethoxybenzene；1,3,5-Trimethoxy-2-propyl-benzol；1,3,5-Trimethoxy-2-propylbenzol
• CAS: 2215-97-6
• 化学式: C₁₂H₁₈O₃
• 分子量: 210.273
• InChiKey: TXNCNQDEXNPPPB-UHFFFAOYSA-N

物化性质

• 熔点：
  47 °C
• 沸点：
  293.0±35.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-n-propyl-1,3,5-trimethoxybenzene 在 三溴化硼 、 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 生成 3-n-propyl-2,4,6-trihydroxyacetophenone
  参考文献：
  名称：

  Subtle Side-Chain Modifications of the Hop Phytoestrogen 8-Prenylnaringenin Result in Distinct Agonist/Antagonist Activity Profiles for Estrogen Receptors α and β

  摘要：

  In search of therapeutic agents for estrogen-related pathologies, phytoestrogens are being extensively explored. In contrast to naringenin, 8-prenylnaringenin is a potent hop-derived estrogenic compound, highlighting the importance of the prenyl group for hormonal activity. We investigated the effects of substituting the prenyl group at C(8) with alkyl chains of varying lengths and branching patterns on estrogen receptor (ER) subtype ER alpha- and ER beta-binding affinities and transcriptional activities. In addition, features of the ligand-induced receptor conformations were explored using a set of specific ER-binding peptides. The new 8-alkylnaringenins were found to span an activity spectrum ranging from full agonism to partial agonism to antagonism. Most strikingly, 8-(2,2-dimethylpropyl) naringenin exhibited full agonist character on ERR, but pronounced antagonist character on ER beta. Knowledge on how ER-subtype-selective activities can be designed provides valuable information for future drug or tool compound discovery.

  DOI：

  10.1021/jm060692n
• 作为产物：
  描述：

  <2,4,6-Trimethoxy-phenyl>-aceton 在 盐酸 、 汞 、 锌 作用下， 生成 2-n-propyl-1,3,5-trimethoxybenzene
  参考文献：
  名称：

  Aghoramurthy,K. et al., Journal of the Indian Chemical Society, 1962, vol. 39, # 7, p. 439 - 443

  摘要：

  DOI：

文献信息

• Antibacterial agents
  申请人：Warner-Lambertt Company

  公开号：US06057315A1

  公开（公告）日：2000-05-02

  Described are antibacterial agents of formula (I): X is O, S or N--R.sub.8 ; R.sub.1, R.sub.2, R.sub.3 and R.sub.8 are independently H, straight or branched alkyl of 1-6 carbons, cycloalkyl of 3-6 carbons, alkenyl or alkynyl of from 2 to 6 atoms, R heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur, or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, CN, CO.sub.2 R, COR, CON(R).sub.2, CON(R").sub.2, SR, SON, SCO.sub.2 R or SCON(R).sub.2 ; R.sub.4 is H, straight or branched alkyl of from 1-6 carbon atoms, alkenyl or alkynyl of from 2 to 6 atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, CN, NO.sub.2, N(R).sub.2, NRCOR, NRCOR", COR, CO.sub.2 R, CON(R).sub.2, CON(R").sub.2, NRCON(R).sub.2, NRCO.sub.2 R; R.sub.5 is 1-6 straight or branched alkyl, a cycloalkyl of 3-6 carbons, alkenyl or alkynyl of from 2 to 6 atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur or phenyl, all of which rings may be optionally substituted up to 3 times by halogen, OR, NR.sub.2, NR'COR', CN, CO.sub.2 R' or CONR.sub.2 ', halogen, OR, N(R).sub.2, NRCOR, NRCOR", COR, CON(R).sub.2, CON(R").sub.2, SR or SO.sub.2 R; R.sub.6, R.sub.7 are independently H, straight or branched alkyl of 1-6 carbons, cycloalkyl of 3-6 carbons, COR, COR", SO.sub.2 NR.sub.2, CONR.sub.2 and these may be optionally substituted by any of the groups listed for R.sub.5 ; R is H, straight or branched alkyl of 1-6 carbon atoms, cycloalkyl of from 3-6 carbon atoms, heterocyclic ring of from 5-8 atoms with 1-3 heteroatoms as nitrogen, oxygen or sulfur, or pheny, all of which may be optionally substituted by halogen, OR', NR'.sub.2, NR'COR', CN, CO.sub.2 R', CONR'.sub.2, R' is H, alkyl of from 1-3 carbon atoms or Ph; R" is part of a naturally occurring amino acid connected via an amide or acyl bond as determined by the formula; halogen is any one of fluoro, chloro, bromo or iodo; or a pharmaceutically acceptable salt.

  描述了化学式（I）的抗菌剂：X为O、S或N-R.sub.8；R.sub.1、R.sub.2、R.sub.3和R.sub.8独立地为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的R杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、CN、CO.sub.2 R、COR、CON(R).sub.2、CON(R").sub.2、SR、SON、SCO.sub.2 R或SCON(R).sub.2取代最多3次；R.sub.4为H、1-6碳原子的直链或支链烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、CN、NO.sub.2、N(R).sub.2、NRCOR、NRCOR"、COR、CO.sub.2 R、CON(R).sub.2、CON(R").sub.2、NRCON(R).sub.2、NRCO.sub.2 R取代最多3次；R.sub.5为1-6个直链或支链烷基、3-6碳原子的环烷基、2-6个原子的烯基或炔基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些环可以选择性地被卤素、OR、NR.sub.2、NR'COR'、CN、CO.sub.2 R'或CONR.sub.2'、卤素、OR、N(R).sub.2、NRCOR、NRCOR"、COR、CON(R).sub.2、CON(R").sub.2、SR或SO.sub.2 R取代最多3次；R.sub.6、R.sub.7独立地为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、COR、COR"、SO.sub.2 NR.sub.2、CONR.sub.2，这些基团可以选择性地被R.sub.5列出的任何基团取代；R为H、1-6碳原子的直链或支链烷基、3-6碳原子的环烷基、含有1-3个氮、氧或硫杂原子的5-8个原子的杂环或苯基，所有这些基团可以选择性地被卤素、OR'、NR'.sub.2、NR'COR'、CN、CO.sub.2 R'、CONR'.sub.2取代，R'为H、1-3碳原子的烷基或苯基；R"是通过酰胺或酰基键连接的天然氨基酸的一部分，由公式确定；卤素是氟、氯、溴或碘中的任何一种；或者是药用可接受的盐。
• B(C6F5)3: an efficient catalyst for reductive alkylation of alkoxy benzenes and for synthesis of triarylmethanes using aldehydes
  作者：S. Chandrasekhar、Sanjida Khatun、G. Rajesh、Ch. Raji Reddy

  DOI：10.1016/j.tetlet.2009.09.085

  日期：2009.12

  Tris(pentafluorophenyl)borane [B(C6F5)3] has been used as an efficient catalyst for reductive alkylation of alkoxy benzenes using aldehydes as an alkylating agent in the presence of polymethylhydrosiloxane (PMHS). Various alkylated trimethoxybenzene derivatives have been prepared in good to high yields. In addition, B(C6F5)3 was also used as a catalyst for the reaction of electron-rich arenes with aldehydes

  三（五氟苯基）硼烷[B（C 6 F 5）3 ]已被用作在聚甲基氢硅氧烷（PMHS）存在下使用醛作为烷基化剂的烷氧基苯还原烷基化的有效催化剂。各种烷基化的三甲氧基苯衍生物已经以高到高的产率制备。另外，B（C 6 F 5）3也用作富电子芳烃与醛反应以获得三芳基甲烷的催化剂。还已经证明了使用还原烷基化方案合成异色满和四氢异喹啉衍生物。
• The cooperative effect of Lewis pairs in the Friedel–Crafts hydroxyalkylation reaction: a simple and effective route for the synthesis of (±)-carbinoxamine
  作者：Adhikesavan Harikrishnan、Jayakumar Sanjeevi、Chinnasamy Ramaraj Ramanathan

  DOI：10.1039/c4ob02597k

  日期：——

  An efficient C–C bond formation strategy between aromatic/heteroaromatic π-nucleophiles and Lewis acid activated aldehydes is described. This aromatic electrophilic substitution reaction of arenes or heteroarenes is facilitated by Lewis acid AlBr3. Aromatic rings with electron donating substituents are excellent nucleophilic counterparts in this reaction, generating carbinols in excellent yields (61–94%)

  描述了芳族/杂芳族π-亲核试剂与路易斯酸活化醛之间有效的CC键形成策略。路易斯酸AlBr 3促进了芳烃或杂芳烃的芳族亲电取代反应。具有给电子取代基的芳香环在该反应中是极好的亲核对应物，可产生高收率的甲醇（61-94％）。在某些反应性醛和芳香族π-亲核试剂通过反应性碳正离子形成的情况下，也见证了三芳基甲烷的形成。三芳基甲烷的生成可通过以下方式更大程度地减少通过路易斯碱（例如吡啶）与烷氧基铝中间体配位的第二个π-亲核试剂加成的阻滞作用。在存在AlBr 3的情况下，各种脂肪醛也经历了Friedel-Crafts型羟烷基化反应，并以中等收率（41-53％）生成了预期的甲醇。该方案已成功地以单锅法成功用于治疗上重要的组胺H 1拮抗剂（±）-carbinoxamine的合成。
• Alkylamino, arylamino, and sulfonamido cyclopentyl amide modulators of chemokine receptor activity
  申请人：Goble D. Stephen

  公开号：US20070117797A1

  公开（公告）日：2007-05-24

  Compounds of the formula (I) which are modulators of chemokine receptor activity useful in the prevention or treatment of certain inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis, and pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the prevention or treatment of such diseases in which chemokine receptors are involved.

  公式(I)的化合物是化学趋化因子受体活性调节剂，对预防或治疗某些炎症和免疫调节性疾病和疾病、过敏性疾病、包括过敏性鼻炎、皮炎、结膜炎和哮喘等特应性疾病，以及风湿性关节炎和动脉粥样硬化等自身免疫病理学，以及包含这些化合物的药物组合物，以及这些化合物和组合物在涉及化学趋化因子受体的疾病的预防或治疗中的用途。
• ISOTHIOCYANATES AND GLUCOSINOLATE COMPOUNDS AND ANTI-TUMOR COMPOSITIONS CONTAINING SAME
  申请人：Rajski Scott R.

  公开号：US20080312164A1

  公开（公告）日：2008-12-18

  The present invention provides glucosinolate and isothiocyante compounds and related methods for synthesizing these compounds and analogs. In certain embodiments, these glucosinolate and isothiocyanate compounds are useful and chemopreventive and or chemotherapeutic agents.

  本发明提供了葡萄糖硫醇和异硫氰酸化合物及其相关合成方法和类似物。在某些实施例中，这些葡萄糖硫醇和异硫氰酸化合物是有用的化学预防和/或化学治疗剂。