2-mercapto-4-methoxyphenol | 1483-19-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-mercapto-4-methoxyphenol
• 英文别名: 4-methoxy-2-sulfanylphenol；2-hydroxy-5-methoxybenzenethiol
• CAS: 1483-19-8
• 化学式: C₇H₈O₂S
• mdl: MFCD19301081
• 分子量: 156.205
• InChiKey: SZPLALNDBUAMJG-UHFFFAOYSA-N

物化性质

• 熔点：
  65-66 °C
• 沸点：
  282.6±25.0 °C(Predicted)
• 密度：
  1.254±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  30.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-mercapto-4-methoxyphenol 在 氰基磷酸二乙酯 、 sodium methylate 、 potassium carbonate 、 三乙胺 、 potassium iodide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 32.0h， 生成 4-amino-7-methoxy-2-<4-(2-furoyl)-1-piperazinyl>-11H-pyrimido<4,5-c><1,5>benzoxathiepin
  参考文献：
  名称：

  1,5-Benzoxathiepin衍生物。I.1，5-苯并噻吩衍生物的合成和反应。

  摘要：

  甲基3-氧基-3, 4-二氢-2H-1, 5-苯并噻噁烯-4-羧酸酯（3a-f）通过区域选择性的Dieckmann反应合成，起始物为甲基2-甲氧基羧基甲基噻吩氧乙酸酯（2a-f，易于由2-巯基苯酚（1a-f）制备而成），产率相当不错。对酮酸酯（3b）进行烷基化反应，使用烷基卤化物得到了4-烷基化衍生物（7和8）。通过对甲基取代的2-甲氧基羧基甲基噻吩氧乙酸酯（11, 12b和12f）进行Dieckmann反应，实现了在1, 5-苯并噻噁烯环的2位引入取代基。对2-氰甲基噻吩氧乙腈（18a-d）进行Thorpe-Ziegler反应，得到3-胺基-2H-1, 5-苯并噻噁烯-4-氰基（19a-d）。通过酰胺腈（3a和3b）与酰胺或胍反应，合成了新型杂环化合物4-氨基-11H-吡咯并[4, 5-c][1, 5]苯并噻噁烯衍生物（24-32）。

  DOI：

  10.1248/cpb.35.1919
• 作为产物：
  描述：

  3-methoxy-2-hydroxyphenyl disulfide 在 硫酸 、 锌 作用下， 以 苯 为溶剂， 生成 2-mercapto-4-methoxyphenol
  参考文献：
  名称：

  Movsumzade; Novruzova; Aliev, Russian Journal of Organic Chemistry, 1996, vol. 32, # 10, p. 1502 - 1504

  摘要：

  DOI：

文献信息

• 1,5-Benzoxathiepin derivatives. II. Synthesis and serotonin S2-receptor-blocking activity of aminoalkyl-substituted 3,4-dihydro-2H-1,5-benzoxathiepin-3-ols and related compounds.
  作者：HIROSADA SUGIHARA、HIROSHI MABUCHI、MINORU HIRATA、TETSUJI IMAMOTO、YUTAKA KAWAMATSU

  DOI：10.1248/cpb.35.1930

  日期：——

  Novel 1, 5-benzoxathiepin derivatives, 3, 4-dihydro-2H-1, 5-benzoxathiepin-3-ols with an aminoalkyl group at the 2-, 3- or 4-position, were synthesized and evaluated for serotonin S2-receptor-blocking activity and adrenergic α1-receptor-blocking activity. Methyl 4-aminoalky1-3-hydroxy-3, 4-dihydro-2H-1, 5-benzoxathiepin-4-carboxylates showed significant S2-receptor-block-ing activities. Structure-activity relationships (including the results of a conformational study and skeletal modifications) were examined. In the series of 1, 5-benzoxathiepin, 1-benzoxepin and 1-benzothiepin derivatives, methyl cis-3-hydroxy-7-methoxy-4- [3- (4-phenyl -1-piperazinyl) propyl] -3, 4-dihydro-2H-1, 5-benzoxathiepin-4-carboxylatehydrochloride (CV-5197) showed the most potent and the most selective S2-receptor-blocking activity in the binding profile, and was chosen as a candidate for further pharmacological evaluation.

  新化合物1,5-苯并氧硫杂蒽衍生物，即3,4-二氢-2H-1,5-苯并氧硫杂蒽-3-醇，在2-、3-或4-位上具有氨基烷基团，被合成并评估其对血清素S2受体阻断活性和肾上腺素α1受体阻断活性的作用。甲基4-氨基烷基-3-羟基-3,4-二氢-2H-1,5-苯并氧硫杂蒽-4-羧酸酯显示出显著的S2受体阻断活性。研究了结构-活性关系（包括构象研究结果和骨架修饰）。在一系列1,5-苯并氧硫杂蒽、1-苯并氧杂蒽和1-苯并硫杂蒽衍生物中，甲基顺式-3-羟基-7-甲氧基-4-[3-(4-苯基-1-哌嗪基)丙基]-3,4-二氢-2H-1,5-苯并氧硫杂蒽-4-羧酸酯盐酸盐（CV-5197）在结合谱图上显示出最强的S2受体阻断活性和选择性，并被选作进一步药理评估的候选药物。
• DIPHENYL SULFIDE DERIVATIVES AND MEDICINES CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：Kohno Yasushi

  公开号：US20120101068A1

  公开（公告）日：2012-04-26

  Provided are diphenyl sulfide derivatives which have excellent S1P3 antagonistic activity and are useful as drugs. Intensive studies have been made for the purpose of creating a compound having S1P3 antagonistic activity. As a result of the intensive studies, it has been found that diphenyl sulfide derivatives represented by general formula (1) have excellent S1P3 antagonistic activity. In general formula (1), R 1 is a hydrogen atom or the like; R 2 is an optionally substituted alkyl group having 1 to 6 carbon atoms, or the like; X is a methylene group which may be substituted with one or two fluorine atoms, or the like; Y is a hydrogen atom or the like; and Z is a halogen atom.

  提供了具有优异S1P3拮抗活性并且可用作药物的二苯基硫醚衍生物。为了创造具有S1P3拮抗活性的化合物，进行了深入研究。经过深入研究，发现由通式（1）表示的二苯基硫醚衍生物具有优异的S1P3拮抗活性。在通式（1）中，R1是氢原子或类似物；R2是具有1至6个碳原子的可选择取代的烷基基团或类似物；X是一个甲基基团，可能被一个或两个氟原子取代，或类似物；Y是氢原子或类似物；Z是卤素原子。
• 1,5-benzoxathiepin derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04672064A1

  公开（公告）日：1987-06-09

  Novel 1,5-benzoxathiepin derivatives of the formula: ##STR1## [wherein R.sub.1 and R.sub.2 are independently hydrogen, halogen, hydroxy, lower alkyl or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen, optionally substituted lower alkyl or optionally substituted cycloalkyl or optionally substituted aralkyl, or both jointly form an optionally substituted ring together with the adjacent nitrogen atom; X is hydrogen, optionally substituted lower alkyl, optionally substituted aryl or a carboxyl group which may be esterified or amidated; Y is ##STR2## (wherein R.sub.5 is hydrogen, acyl or optionally substituted carbamoyl); m is an integer of 0 to 2; n is an integer of 1 to 6] and salts thereof exhibit serotonin S.sub.2 receptor blocking activity, calcium antagonism, actions to relieve cerebral vasospasm and to improve renal circulation and diuretic and antithrombotic activities, and are of value as a prophylactic and therapeutic agent for ischemic cardiopathies, thrombosis, hypertension and cerebral circulatory disorders.

  1,5-苯并噻吩衍生物的新颖化合物的化学式为：##STR1##[其中R.sub.1和R.sub.2分别是氢、卤素、羟基、低烷基或低烷氧基；R.sub.3和R.sub.4分别是氢、可选择取代的低烷基、可选择取代的环烷基或可选择取代的芳基，或者共同与相邻氮原子形成可选择取代的环的；X是氢、可选择取代的低烷基、可选择取代的芳基或可能酯化或酰胺化的羧基；Y是##STR2##(其中R.sub.5是氢、酰基或可选择取代的氨基酰)；m是0到2的整数；n是1到6的整数]及其盐具有血清素S.sub.2受体阻滞活性、钙拮抗作用、缓解脑血管痉挛、改善肾循环和利尿和抗血栓活性，并且对于缺血性心脏病、血栓形成、高血压和脑循环障碍等疾病具有预防和治疗作用。
• Benzoxathiin derivative
  申请人：MSD. K. K.

  公开号：US08163770B2

  公开（公告）日：2012-04-24

  Disclosed is a compound represented by the formula (I) below and a pharmaceutically acceptable salt thereof. This compound is useful for treatment of obesity, diabetes and the like. [In the formula (I), Ar represents a benzene ring or the like; X1 represents a nitrogen atom, a sulfur atom or the like; R1 represents an aryl group or the like; X2 represents a group represented by the following formula (II): (wherein R4 and R5 respectively represent a lower alkyl group or the like, and m represents a number of 2-4) or the like; one of X and Y represents an oxygen atom and the other represents a sulfanyl group or the like; and X3-X6 respectively represent —CH—, a nitrogen atom or the like.

  本发明公开了一种化合物及其药学上可接受的盐，其化学式如下（I）。该化合物可用于治疗肥胖症、糖尿病等疾病。在公式（I）中，Ar代表苯环或类似物；X1代表氮原子、硫原子或类似物；R1代表芳基或类似物；X2代表由以下式子（II）表示的基团：（其中R4和R5分别表示低碳基或类似物，m表示2-4的数字）或类似物；X和Y中的一个代表氧原子，另一个代表硫基或类似物；X3-X6分别表示-CH-、氮原子或类似物。
• Novel Benzoxathiine Derivative
  申请人：Mizutani Takashi

  公开号：US20100168156A1

  公开（公告）日：2010-07-01

  Disclosed is a compound represented by the formula (I) below and a pharmaceutically acceptable salt thereof. This compound is useful for treatment of obesity, diabetes and the like. [In the formula (I), Ar represents a benzene ring or the like; X 1 represents a nitrogen atom, a sulfur atom or the like; R1 represents an aryl group or the like; X 2 represents a group represented by the following formula (II): (wherein R 4 and R 5 respectively represent a lower alkyl group or the like, and m represents a number of 2-4) or the like; one of X and Y represents an oxygen atom and the other represents a sulfanyl group or the like; and X 3 -X 6 respectively represent —CH—, a nitrogen atom or the like.

  揭示了一种由下式（I）表示的化合物及其药学上可接受的盐。该化合物可用于治疗肥胖症、糖尿病等疾病。[在式（I）中，Ar代表苯环或类似物；X1代表氮原子、硫原子或类似物；R1代表芳基或类似物；X2代表由以下式（II）表示的基团：（其中R4和R5分别表示低碳基或类似物，m表示2-4的数）或类似物；X和Y中的一个代表氧原子，另一个代表硫基或类似物；X3-X6分别表示-CH-，氮原子或类似物。