3-<(dimethylamino)methyl>-2-methylthiophene | 78909-19-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-<(dimethylamino)methyl>-2-methylthiophene
• 英文别名: N,N,2-trimethyl-3-thiophenemethanamine；N,N-dimethyl-1-(2-methylthiophen-3-yl)methanamine
• CAS: 78909-19-0
• 化学式: C₈H₁₃NS
• 分子量: 155.264
• InChiKey: BQEHINYVDCKWBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  31.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-<(dimethylamino)methyl>-2-methylthiophene 在 sodium hydroxide 、 sodium carbonate 、 溶剂黄146 、 paraformaldehyde 作用下， 以 盐酸 、 乙醇 为溶剂， 生成 5-methyl-4-(dimethylaminomethyl)-2-thiophenemethanol
  参考文献：
  名称：

  Thiophene derivatives and their pharmaceutical compositions and method

  摘要：

  该发明提供了一般式(I)的化合物及其生理上可接受的盐、水合物和生物前体，其中R.sub.1和R.sub.2中的一个代表氢、卤素或C.sub.1-4烷基基团，该基团可以选择性地被羟基或C.sub.1-4烷氧基取代，另一个代表基团R.sub.4 R.sub.5 NAlk--，其中R.sub.4代表氢、C.sub.1-10烷基、环烷基、烯基、炔基、芳基烷基、杂环芳基烷基、三氟甲基或被羟基、烷氧基、氨基、烷基氨基、二烷基氨基或环烷基取代的烷基，R.sub.5代表氢或C.sub.1-4烷基或R.sub.4和R.sub.5可以与它们连接的氮原子一起形成一个5到10环，该环可以饱和或含有至少一个双键，可以未取代或可以被一个或多个C.sub.1-3烷基或一个羟基取代，或者可以含有另一个从氧和硫选择的杂原子；Alk代表1到6个碳原子的直链或支链烷基链；R.sub.3，可以位于2或3位置，代表基团##STR2##其中X代表--CH.sub.2--、--O--或--S--；n代表零、1或2；m代表2、3或4；Y代表S、O、CHNO.sub.2或NR.sub.7，其中R.sub.7为硝基、氰基、烷基磺酰基或芳基磺酰基；R.sub.6代表氢、烷基、烯基、炔基、烷氧基烷基或芳基烷基；但是如果R.sub.2代表基团R.sub.4 R.sub.5 NAlk，则R.sub.3在2位置；如果R.sub.2代表氢，则R.sub.3在3位置。式(I)的化合物显示为选择性组织胺H.sub.2--拮抗剂的药理活性。

  公开号：

  US04382929A1
• 作为产物：
  描述：

  N-methyl-N-<(trimethylsilyl)methyl>(2-thienylmethyl)amine 在 六甲基磷酰三胺 、 正丁基锂 、 cesium fluoride 作用下， 以 乙腈 为溶剂， 反应 1.5h， 生成 3-<(dimethylamino)methyl>-2-methylthiophene
  参考文献：
  名称：

  Rearrangement of dimethyl(furylmethyl)ammonium and dimethyl(thienylmethyl)ammonium N-methylides. Isolation and reaction of nonaromatic intermediates

  摘要：

  3-[(Dimethylamino)methyl]-2-methylene-2,3-dihydrofuran (5o) and 2-[(dimethylamino)methyl]-3-methylene-2,3-dihydrofuran (12o) and their thiophene analogues 5s and 12s were prepared in high yields by fluoride-ion induced desilylation of NN-dimethyl-N-[(trimethylsilyl)methyl](2-furylmethyl)ammonium (3o) and -(3-furylmethyl)ammonium iodides (10o) and their thienylmethyl analogues 3s and 10s. Compound 59 or 12s was successfully converted to 3-[(dimethylamino)methyl](2-thienylmethyl)lithium (23s) or 2-[(dimethyl-amino)methyl](3-thienylmethyl)lithium (26s), which reacted with aldehydes to give [(dimethylamino)-methyl)(2-hydroxyalkyl)thiophenes 259 or 27s, respectively.

  DOI：

  10.1021/jo00046a025

文献信息

• Heterocyclic derivatives, processes for the use thereof and
  申请人：Glaxo Group Limited

  公开号：US04777179A1

  公开（公告）日：1988-10-11

  The invention provides compounds of the general formula ##STR1## and physiologically acceptable salts and hydrates thereof, in which one of R.sub.1 and R.sub.2 represents hydrogen, halogen or a C.sub.1-4 alkyl group which may be optionally substituted by hydroxy or C.sub.1-4 alkoxy, and the other represents the group R.sub.4 R.sub.5 NAlk-- in which Alk represents a straight or branched alkylene chain of 1 to 6 carbon atoms; R.sub.3, which may be in either the 2 or 3-position, represents the ##STR2## where X represents --CH.sub.2 --, --O-- or --S--; n represents zero, 1 or 2; m represents 2, 3 or 4; and R.sub.7 represents hydrogen, alkyl, alkenyl, aralkyl, or C.sub.2-6 alkyl substituted by hydroxy or alkoxy; and R.sub.8 represents hydrogen, alkyl, alkenyl, aralkyl, hydroxyalkyl, acyloxyalkyl, alkoxyalkyl, aryloxyalkyl, aralkyloxyalkyl, aminoalkyl, alkylaminoalkyl, dialkylaminoalkyl, hydroxy or alkoxy, or the group NR.sub.10 R.sub.11 ; with the provisos that where R.sub.2 represents the group R.sub.4 R.sub.5 Nalk then R.sub.3 is in the 2-position; where R.sub.2 represents hydrogen then R.sub.3 is in the 3-position; and where R.sub.2 represents halogen or C.sub.1-4 alkyl optionally substituted by hydroxy or C.sub.1-4 alkoxy, and R.sub.3 is in the 2-position, then R.sub.8 cannot represent amino C.sub.1-6 alkyl, C.sub.1-6 alkylamino C.sub.1-6 alkyl, di-C.sub.1-6 alkylamino C.sub.1-6 alkyl or a group NR.sub.10 R.sub.11. The compounds of formula (I) show pharmacological activity as selective histamine H.sub.2 -antagonists.

  本发明提供了通式##STR1##的化合物及其生理上可接受的盐和水合物，其中R.sub.1和R.sub.2中的一个表示氢，卤素或C.sub.1-4烷基，该烷基可以选择性地由羟基或C.sub.1-4烷氧基取代，而另一个表示R.sub.4 R.sub.5 NAlk基团，其中Alk表示1至6个碳原子的直链或支链烷基链; R.sub.3可以位于2位或3位，表示##STR2##其中X表示--CH.sub.2 --，--O--或--S--; n表示零，1或2; m表示2, 3或4; R.sub.7表示氢，烷基，烯基，芳基烷基或由羟基或烷氧基取代的C.sub.2-6烷基; R.sub.8表示氢，烷基，烯基，芳基烷基，羟基烷基，乙酰氧基烷基，烷氧基烷基，芳氧基烷基，芳基烷氧基烷基，氨基烷基，烷基氨基烷基，二烷基氨基烷基，羟基或烷氧基，或基团NR.sub.10 R.sub.11; 前提是，如果R.sub.2表示R.sub.4 R.sub.5 Nalk基团，则R.sub.3位于2位; 如果R.sub.2表示氢，则R.sub.3位于3位; 如果R.sub.2表示卤素或C.sub.1-4烷基，可选择性地由羟基或C.sub.1-4烷氧基取代，并且R.sub.3位于2位，则R.sub.8不能表示氨基C.sub.1-6烷基，C.sub.1-6烷基氨基C.sub.1-6烷基，双C.sub.1-6烷基氨基C.sub.1-6烷基或基团NR.sub.10 R.sub.11。通式（I）化合物表现出选择性组胺H.sub.2-拮抗剂的药理活性。
• Fungicidal Composition Containing Acid Amide Derivative
  申请人：Nakamura Yuji

  公开号：US20080318779A1

  公开（公告）日：2008-12-25

  Conventional many fungicidal compositions have had practical problems such that either a preventive effect or a curing effect is inadequate, the residual effect tends to be inadequate, or the controlling effect against plant diseases tends to be inadequate depending upon the application site, and a fungicidal composition to overcome such problems has been desired. The present invention provides a fungicidal composition containing an acid amide derivative of the formula (I) or a salt thereof, as an active ingredient: wherein A is phenyl which may be substituted, benzyl which may be substituted, naphthyl which may be substituted, heterocyclic ring which may be substituted, fused heterocyclic ring which may be substituted, or the like; B is heterocyclic ring which may be substituted, fused heterocyclic ring which may be substituted, or naphthyl which may be substituted; each of R 1 and R 2 which are independent of each other, is alkyl, or the like; R 3 is hydrogen, or the like; each of W 1 and W 2 which are independent of each other, is oxygen or sulfur.

  传统的许多杀菌组合物存在实际问题，例如预防效果或治疗效果不足，残留效果倾向于不足，或者根据应用场所，对植物疾病的控制效果倾向于不足，因此需要一种克服这些问题的杀菌组合物。本发明提供了一种含有式(I)的酸酰胺衍生物或其盐作为活性成分的杀菌组合物：其中，A是苯基，可以是取代的苯基，苄基，可以是取代的苄基，萘基，可以是取代的萘基，杂环环，可以是取代的杂环环，融合的杂环环，可以是取代的融合的杂环环或类似物；B是杂环环，可以是取代的融合的杂环环或取代的萘基；R1和R2各自独立地是烷基或类似物；R3是氢或类似物；W1和W2各自独立地是氧或硫。
• FUNGICIDAL COMPOSITION CONTAINING ACID AMIDE DERIVATIVE
  申请人：Nakamura Yuji

  公开号：US20100261675A1

  公开（公告）日：2010-10-14

  Conventional many fungicidal compositions have had practical problems such that either a preventive effect or a curing effect is inadequate, the residual effect tends to be inadequate, or the controlling effect against plant diseases tends to be inadequate depending upon the application site, and a fungicidal composition to overcome such problems has been desired. The present invention provides a fungicidal composition containing an acid amide derivative of the formula (I) or a salt thereof, as an active ingredient: wherein A is phenyl which may be substituted, benzyl which may be substituted, naphthyl which may be substituted, heterocyclic ring which may be substituted, fused heterocyclic ring which may be substituted, or the like; B is heterocyclic ring which may be substituted, fused heterocyclic ring which may be substituted, or naphthyl which may be substituted; each of R 1 and R 2 which are independent of each other, is alkyl, or the like; R 3 is hydrogen, or the like; each of W 1 and W 2 which are independent of each other, is oxygen or sulfur.

  传统的多种杀菌剂组合存在实际问题，例如预防效果或治疗效果不足，残留效果往往不足，或者根据应用场所，对植物疾病的控制效果往往不足，因此需要一种能够克服这些问题的杀菌剂组合。本发明提供了一种杀菌剂组合，其包含式（I）的酸酰胺衍生物或其盐作为活性成分：其中A是苯基，可以是取代的苯基，苄基，可以是取代的苄基，萘基，可以是取代的萘基，杂环环，可以是取代的杂环环，融合的杂环环，可以是取代的融合的杂环环等；B是杂环环，可以是取代的融合的杂环环或萘基，可以是取代的萘基；R1和R2各自独立地是烷基或类似物；R3是氢或类似物；W1和W2各自独立地是氧或硫。
• Thiophene derivatives, processes for the production thereof and pharmaceutical compositions containing them
  申请人：GLAXO GROUP LIMITED

  公开号：EP0027744A1

  公开（公告）日：1981-04-29

  The invention relates to compounds of the general formula (I) and physiologically acceptable salts, hydrates and bioprecursors thereof in which one of R and R2 represents hydrogen, halogen or a C1-4 alkyl group which may be optionally substituted by hydroxy or C1-4 alkoxy, and the other represents the group R4R5NAlk-(R4 and R5 see inside the description); R3, which may be in either the 2-or 3-position, represents the group -(CH2)nX(CH2)mNH-Z where X represents -CH2-, -O- or -S-; n represents zero, 1 or 2; m represents2,3 or4; and Z represents either the group orthe group (R6, Y, R7 and R. see inside the description); with the provisos that where R2 represents the group R4R5NAlk then R, is in the 2-position; and where R2 represents hydrogen then R3 is in the 3-position. The compounds of formula (I) show pharmacological activity as selective histamine H2-antagonists.

  本发明涉及通式 (I) 的化合物及其生理上可接受的盐、水合物和生物前体。 及其生理上可接受的盐、水合物和生物前体，其中 R 和 R2 中的一个代表氢、卤素或可被羟基或 C1-4 烷氧基任选取代的 C1-4 烷基，另一个代表基团 R4R5NAlk-（R4 和 R5 参见内部说明）；R3 可位于 2 位或 3 位，代表基团 -(CH2)nX(CH2)mNH-Z，其中 X 代表 -CH2-、-O- 或 -S-；n 代表零、1 或 2；m 代表 2、3 或 4；Z 代表基团 或基团 (R6、Y、R7 和 R.见描述）；但条件是，当 R2 代表基团 R4R5NAlk 时，R 处于 2 位；当 R2 代表氢时，R3 处于 3 位。 式（I）化合物具有选择性组胺 H2-拮抗剂的药理活性。
• FUNGICIDAL COMPOSITION CONTAINING AN ACID AMIDE DERIVATIVE
  申请人：ISHIHARA SANGYO KAISHA, LTD.

  公开号：EP1776011B1

  公开（公告）日：2012-03-21