1-(4-甲氧基苯基)-2-(2-噻吩基)-乙酮 | 94843-38-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(4-甲氧基苯基)-2-(2-噻吩基)-乙酮
• 英文名称: 1-(4-methoxyphenyl)-2-(thiophen-2-yl)ethan-1-one
• 英文别名: 2-thiophene-4-methoxy-acetophenone；1-(4-Methoxyphenyl)-2-(2-thiophenyl)-ethanone；1-(4-methoxyphenyl)-2-thiophen-2-ylethanone
• CAS: 94843-38-6
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: TWJSBZYJSSBNKY-UHFFFAOYSA-N

物化性质

• 沸点：
  384.8±22.0 °C(Predicted)
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-甲氧基苯基)-2-(2-噻吩基)-乙酮 在 氯化亚砜 、 对甲苯磺酸 、 肼基甲酸乙酯 作用下， 生成 4-(4-Anisyl)-5-(thiophen-2-yl)-1,2,3-thiadiazole
  参考文献：
  名称：

  Synthesis and platelet aggregation inhibitory activity of 4,5-bis(substituted)-1,2,3-thiadiazoles

  摘要：

  Routine screening of compounds for inhibition of collagen-induced platelet aggregation in vitro revealed 4,5-bis-(4-methoxyphenyl)-1,2,3-thiadiazole (2) was active and it represents the first example of a 1,2,3-thiadiazole with possible antithrombotic activity. In order to develop a structure-activity relationship for this heterocycle, a number of new 4(5)-mono- and -disubstituted 1,2,3-thiadiazoles were synthesized. These were tested in our screen and a number of additional active compounds were found. The most active compounds (2, 5a, 5b, and 6c) were those in which the heterocycle was substituted with benzene rings possessing para electron-donating groups.

  DOI：

  10.1021/jm00382a009
• 作为产物：
  描述：

  2-噻吩乙酰氯 、 苯甲醚 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到1-(4-甲氧基苯基)-2-(2-噻吩基)-乙酮
  参考文献：
  名称：

  通过紫外光照射 2,3-二苯基-1H-吲哚的无氧化剂和无催化剂合成二苯并[a,c]咔唑

  摘要：

  描述了在紫外线照射 (λ = 365 nm) 下通过在乙醇中环化 2,3-二苯基-1H-吲哚以及析氢来合成二苯并 [a, c] 咔唑的有效方法。该方法具有反应条件温和、不需要任何氧化剂和催化剂、释放的唯一副产物氢气的优点。值得注意的是，机理研究证实了反式-4b,8a-二氢-9H-二苯并[a,c]咔唑中间体可以转化为顺式-4b,8a-二氢-9H-二苯并[a,c]咔唑，其依赖于吲哚环的氮原子。随后进行分子内脱氢，产生二苯并[a,c]咔唑。

  DOI：

  10.1055/a-1677-4881

文献信息

• Estrogen receptor modulators
  申请人：——

  公开号：US20030225132A1

  公开（公告）日：2003-12-04

  The present invention relates to compounds and derivatives thereof, their synthesis, and their use as estrogen receptor modulators. The compounds of the instant invention are ligands for estrogen receptors and as such may be useful for treatment or prevention of a variety of conditions related to estrogen functioning including: bone loss, bone fractures, osteoporosis, cartilage degeneration, endometriosis, uterine fibroid disease, hot flashes, increased levels of LDL cholesterol, cardiovascular disease, impairment of cognitive functioning, cerebral degenerative disorders, restenosis, gynecomastia, vascular smooth muscle cell proliferation, obesity, incontinence, and cancer, in particular of the breast, uterus and prostate.

  本发明涉及化合物及其衍生物，它们的合成以及它们作为雌激素受体调节剂的用途。本发明的化合物是雌激素受体的配体，因此可能对治疗或预防与雌激素功能相关的多种疾病条件有用，包括：骨质疏松、骨折、骨质疏松症、软骨退化、子宫内膜异位症、子宫肌瘤病、潮热、低密度脂蛋白胆固醇水平升高、心血管疾病、认知功能障碍、脑退行性疾病、再狭窄、男性乳房增大、血管平滑肌细胞增殖、肥胖、尿失禁和癌症，尤其是乳腺、子宫和前列腺癌。
• A One-pot Approach to Ethyl 1,4,5-Triaryl-1<i>H</i>-pyrazole-3-carboxylates via an Improved Claisen Condensation-Knorr Reaction Sequence
  作者：Jiaojiao Zhai、Chunhui Gu、Jianan Jiang、Shunli Zhang、Daohua Liao、Lei Wang、Dunru Zhu、Yafei Ji

  DOI：10.1002/cjoc.201300776

  日期：2013.12

  one‐pot approach to ethyl 1,4,5‐triaryl‐1H‐pyrazole‐3‐carboxylates has been developed in moderate to high yields. The tert‐BuOLi‐mediated Claisen condensation of 1,2‐diarylethanones and ethyl oxalyl chloride efficiently provided the enolized lithium salts of ethyl 2,4‐dioxo‐3,4‐diarylbutanoates, which in situ reacted with arylhydrazine hydrochlorides via a hydrochloric acid‐promoted Knorr reaction to produce

  已经开发了一种单罐方法来中，高产率地生产1,4,5-三芳基-1 H-吡唑-3-羧酸乙酯。的叔1,2- diarylethanones和-BuOLi介导的克莱森缩合乙基草酰氯有效地提供乙基2,4-二氧代-3,4- diarylbutanoates，其在原位与芳基肼盐酸盐通过盐酸的酸反应的烯醇化锂盐促进了克诺尔反应，生成了精美的三芳基吡唑-3-羧酸酯。该程序保证可以方便地访问这个高度拥挤的药物发现框架。
• Iron‐Promoted Domino Dehydrogenative Annulation of Deoxybenzoins and Alkynes Leading to β‐Aryl‐α‐Naphthols
  作者：Xue‐Qing Zhu、Rui‐Li Guo、Xing‐Long Zhang、Ya‐Ru Gao、Qiong Jia、Yong‐Qiang Wang

  DOI：10.1002/adsc.202000625

  日期：2020.8.4

  A strategy for synthesis of β‐aryl‐α‐naphthols has been established through an iron‐promoted domino C(sp 3)−H/C(sp )−H and C(sp 2)−H/C(sp )−H dehydrogenative coupling of deoxybenzoins and alkynes. The synthesis uses inexpensive materials with a broad substrate scope and features simple operations with excellent regioselectivity. This study provides an alternative access to various β‐aryl‐α‐naphthols

  通过铁促进的多米诺骨牌C（sp 3）-H / C（sp）-H和C（sp 2）-H / C（sp）-H建立了合成β-芳基-α-萘酚的策略。脱氧苯偶姻和炔烃的脱氢偶联。该合成使用廉价的材料，具有广泛的底物范围，并且具有操作简便，区域选择性高的特点。这项研究为各种β-芳基-α-萘酚提供了替代途径，合成方案应在医学，材料科学和相关领域具有潜在的应用。
• 1,2,3-thiadiazole compounds, compositions and method of anti-thrombotic
  申请人：The Upjohn Company

  公开号：US05098918A1

  公开（公告）日：1992-03-24

  Novel 1,2,3-thiadiazole compounds, new and old 1,2,3-thiadiazole compositions and method of anti-thrombotic treatment are systemically administered to a human or animal.

  小说1,2,3-噻二唑化合物，新旧1,2,3-噻二唑组合物和抗血栓治疗方法被系统地用于人类或动物。
• Catecholamine surrogates useful as B3 agonists
  申请人：BRISTOL-MYERS SQUIBB COMPANY

  公开号：EP0659737A2

  公开（公告）日：1995-06-28

  Compounds of the formula or pharmaceutically acceptable salts thereof wherein: A is a bond, -(CH2)n- or -CH(B)-, where n is an integer of 1 to 3 and B is -CN, -CON(R9)R9' or -C02R7; R1 is lower alkyl, aryl or arylalkyl; R2 is hydrogen, hydroxy, alkoxy, -CH20H, cyano, -C(O)OR7 , -C02H, -CONH2, tetrazole, -CH2NH2 or halogen; R3 is hydrogen, alkyl, heterocycle or R4 is hydrogen, alkyl or B; R5, R5', R8, R8' or R8'' are independently hydrogen, alkoxy, lower alkyl, halogen, -OH, -CN, -(CH2)-nNR6COR7, -CON(R6)R6', -CON(R6)OR6', -C02R6, -SR7, -SOR7, -S02R7, -N(R6)SO2R1, -N(R6)R6', -NR6COR7, -OCH2CON(R6)R6', -OCH2CO2R7 or aryl; or R5 and R5' or R8 and R8' may together with the carbon atoms to which they are attached form an aryl or heterocycle; R6 and R6' are independently hydrogen or lower alkyl; and R7 is lower alkyl; R9 is hydrogen, lower alkyl, alkyl, cycloalkyl, arylalkyl, aryl, heteroaryl; or R9 and R9' may together with the nitrogen atom to which they are attached form a hetocycle; with the proviso that when A is a bond or -(CH2)n and R3 is hydrogen or unsubstituted alkyl, then R4 is B or substituted alkyl. These compounds are beta3 adrenergic receptor agonists and are useful, therefore for example, in the treatment of diabetes, obesity and gastrointestinal diseases.

  式中的化合物 或其药学上可接受的盐类，其中 A 是键、-(CH2)n- 或 -CH(B)-，其中 n 是 1 至 3 的整数，B 是 -CN、-CON(R9)R9' 或 -C02R7； R1 是低级烷基、芳基或芳烷基； R2 是氢、羟基、烷氧基、-CH20H、氰基、-C(O)OR7、-C02H、-CONH2、四唑、-CH2NH2 或卤素； R3 是氢、烷基、杂环或卤素。 R4 是氢、烷基或 B； R5、R5'、R8、R8' 或 R8'' 独立地为氢、烷氧基、低级烷基、卤素、-OH、-CN、-(CH2)-nNR6COR7、-CON(R6)R6'、-C02R6、-SR7、-SOR7、-S02R7、-N(R6)SO2R1、-N(R6)R6'、-NR6COR7、-OCH2CON(R6)R6'、-OCH2CO2R7 或芳基；或 R5 和 R5' 或 R8 和 R8'可与它们所连接的碳原子一起形成芳基或杂环； R6 和 R6'独立地为氢或低级烷基；以及 R7 是低级烷基； R9是氢、低级烷基、烷基、环烷基、芳烷基、芳基、杂芳基；或 R9和R9'可与它们所连接的氮原子一起形成一个杂环；但当A是键或-(CH2)n且R3是氢或未取代的烷基时，则R4是B或取代的烷基。这些化合物是β3肾上腺素能受体激动剂，因此可用于治疗糖尿病、肥胖症和胃肠道疾病等。