2-methoxy-5-(methylthio)benzaldehyde | 67868-81-9

• 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-methoxy-5-(methylthio)benzaldehyde
• 英文别名: 2-methoxy-5-methylsulfanylbenzaldehyde
• CAS: 67868-81-9
• 化学式: C₉H₁₀O₂S
• 分子量: 182.243
• InChiKey: SZMHHOXQGOWVRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methoxy-5-(methylthio)benzaldehyde 在 Oxone 、 三乙酰氧基硼氢化钠 、 溶剂黄146 作用下， 以 二氯甲烷 为溶剂， 反应 42.0h， 生成 cis-<5-(methylsulfonyl)-2-methoxylbenzyl>(2-phenylpiperidin-3-yl)amine
  参考文献：
  名称：

  Ward; Armour; Bays, Journal of Medicinal Chemistry, 1995, vol. 38, # 26, p. 4985 - 4992

  摘要：

  DOI：
• 作为产物：
  描述：

  5-Brom-o-anisaldehyd-diethylacetal 以70%的产率得到
  参考文献：
  名称：

  ANDO M.; EMOTO S., BULL. CHEM. SOC. JAP., 1978, 51, NO 8, 2435-2436

  摘要：

  DOI：

文献信息

• Structure–activity relationship studies on a novel class of antiproliferative agents derived from Lavendustin A. Part I: Ring A modifications
  作者：Peter Nussbaumer、Anthony P. Winiski

  DOI：10.1016/j.bmc.2008.07.039

  日期：2008.8

  to the "colchicine binding site" on tubulin and, thus, inhibits tubulin polymerization in vitro. Moreover, we established structure-activity relationships for the effect of modifications in the 2,5-dimethoxyphenyl moiety ("ring A") of the molecule on in vitro antiproliferative activity.

  有效的抗增殖剂SDZ LAP 977在光化性角化病患者的临床概念验证研究中已显示出功效，先前已证明它可以阻断有丝分裂中的细胞周期。在本研究中，我们进一步探讨了作用方式：SDZ LAP 977与微管蛋白上的“秋水仙碱结合位点”结合，从而在体外抑制微管蛋白的聚合。此外，我们建立了结构-活性关系，以用于修饰分子的2，5-二甲氧基苯基部分（“环A”）对体外抗增殖活性的影响。
• Substituted quinuclidines as substance P antagonists
  申请人：Pfizer Inc.

  公开号：US05837711A1

  公开（公告）日：1998-11-17

  Certain novel substituted quinuclidine compounds having the ability to antagonize substance P and having the following formula: ##STR1## wherein Ar.sup.1 and Ar.sup.2 are each, independently, thienyl, phenyl, fluorophenyl, chlorophenyl or bromophenyl; X is --CONR.sup.3 R.sup.4, --CO.sub.2 R.sup.3, --CH.sub.2 OR.sup.3, --CH.sub.2 NR.sup.3 R.sup.4 or --CONR.sup.3 OR.sup.4 ; R.sup.1, R.sup.3 and R.sup.4 are each, independently, hydrogen or alkyl having 1 to 4 carbon atoms; R.sup.2 is alkyl having 1 to 4 carbon atoms; Y is alkylsulfonyl having 1 to 4 carbon atoms, N-alkyl-N-alkanoylamino (which may be substituted by halogen in the alkanoyl moiety) having 1 to 4 carbon atoms in the alkyl and the alkanoyl moieties, N-alkyl-N-alkylsulfonylamino (which may be substituted by halogen in the alkylsulfonyl moiety) having 1 to 4 carbon atoms in the alkyl and the alkyl sulfonyl moieties, alkenyl having 2 to 4 carbon atoms, alkynyl having 2 to 4 carbon atoms, halosubstituted alkyl having 1 to 4 carbon atoms, alkylamino having 1 to 4 carbon atoms, alkanoylamino (which may be substituted by halogen) having 1 to 4 carbon atoms or alkylsulfonylamino (which may be substituted by halogen) having 1 to 4 carbon atoms. These compounds are useful in the treatment gastrointestinal or central nervous system disorders and the alleviation of inflammatory diseases, asthma, pain and migraine in mammals and as the active ingredient in pharmaceutical compositions for treating such conditions.

  具有拮抗物质P能力的某些新型取代的喹诺啡啶化合物，其化学式如下：##STR1## 其中Ar.sup.1和Ar.sup.2分别独立地为噻吩基、苯基、氟苯基、氯苯基或溴苯基；X为--CONR.sup.3 R.sup.4、--CO.sub.2R.sup.3、--CH.sub.2OR.sup.3、--CH.sub.2NR.sup.3 R.sup.4或--CONR.sup.3 OR.sup.4；R.sup.1、R.sup.3和R.sup.4分别独立地为氢或1至4个碳原子的烷基；R.sup.2为1至4个碳原子的烷基；Y为1至4个碳原子的烷基磺酰基、N-烷基-N-烷酰胺基（在烷酰基中可能被卤素取代），在烷基和酰基中分别含有1至4个碳原子、N-烷基-N-烷基磺酰胺基（在烷基磺酰基中可能被卤素取代），在烷基和烷基磺酰基中分别含有1至4个碳原子、2至4个碳原子的烯基、2至4个碳原子的炔基、1至4个碳原子的卤代烷基、1至4个碳原子的烷基氨基、1至4个碳原子的酰胺基（可能被卤素取代）或1至4个碳原子的烷基磺酰胺基（可能被卤素取代）。这些化合物可用于治疗哺乳动物的胃肠或中枢神经系统疾病，缓解炎症性疾病、哮喘、疼痛和偏头痛，并作为治疗这些疾病的制药组合物的活性成分。
• Catalytic Activities of Salicylaldehyde Derivatives. VI. Syntheses of Some Dimethylsulfonio Derivatives of Salicylaldehyde
  作者：Makoto Ando、Sakae Emoto

  DOI：10.1246/bcsj.51.2435

  日期：1978.8

  3-, 4-, and 5-dimethylsulfonio derivatives of salicylaldehyde have been prepared from the corresponding 6-, 5-, and 4-bromo-2-methylanisoles via the bromo-2-methoxybenzylidene dibromides, bromo-o-anisaldehyde diethyl acetals, methylthio-o-anisaldehydes, and (methylthio)salicylaldehydes. 4-Methylthio-o-anisaldehyde has also been prepared from 2-bromo-5-(methylthio)anisole.

  已从相应的 6-、5- 和 4-溴-2-甲基苯甲醚通过溴-2-甲氧基亚苄基二溴化物、溴-邻-茴香醛二乙缩醛制备水杨醛的 3-、4- 和 5-二甲基磺基衍生物，甲硫基邻茴香醛和（甲硫基）水杨醛。4-甲硫基-o-茴香醛也由2-溴-5-(甲硫基)茴香醚制备。
• Substituted benzylamino nitrogen containing non-aromatic heterocycles
  申请人：PFIZER INC.

  公开号：EP1114823A2

  公开（公告）日：2001-07-11

  The present invention relates to novel substituted benzylamino nitrogen containing nonaromatic heterocycles and, specifically, to compounds of formula (I) wherein W, R1, R2, R3 and A are as defined in the specification, and to intermediates used in the synthesis of such compounds. The novel compounds of formula (I) are useful in the treatment of inflammatory and central nervous system disorders, as well as other disorders.

  本发明涉及新型取代的含苄基氨基氮的非芳香族杂环，特别是涉及式（I）化合物（其中 W、R1、R2、R3 和 A 如说明书中所定义）以及用于合成此类化合物的中间体。式（I）的新型化合物可用于治疗炎症和中枢神经系统疾病以及其他疾病。
• SUBSTITUTED BENZYLAMINO NITROGEN CONTAINING NON-AROMATIC HETEROCYCLES
  申请人：PFIZER INC.

  公开号：EP0655996B1

  公开（公告）日：2001-11-07