3-(3,4-二氯苯胺基)丁酸 | 34129-52-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 3-(3,4-二氯苯胺基)丁酸
• 英文名称: 3-(3,4-dichloroanilino) butyric acid
• 英文别名: 3-(3,4-dichloroanilino)-butyric acid；3,4-Dichloranilinobuttersaeure；3-(3,4-Dichloroanilino)butanoic acid
• CAS: 34129-52-7
• 化学式: C₁₀H₁₁Cl₂NO₂
• 分子量: 248.109
• InChiKey: FQQKIYYXVGSHRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  3-(3,4-二氯苯胺基)丁酸 在 lithium aluminium tetrahydride 、 C₆H₅N₃O*C₈H₁₇N₃ 、 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 C₂₄H₂₉Cl₃N₂O₃
  参考文献：
  名称：

  Design, synthesis, and biological activities of 1-aryl-1,4-diazepan-2-one derivatives as novel triple reuptake inhibitors

  摘要：

  A novel series of triple reuptake inhibitors were explored by ligand-based drug design. A cyclic structure was designed from cyclopropane derivative 5 using the core structure of reported monoamine reuptake inhibitors, leading to the formation of the 1-aryl-1,4-diazepan-2-one derivative 23j-S. Compound 23j-S was shown to act as a potent TRI with an excellent ADME-Tox profile. Oral administration of 23j-S significantly enhanced norepinephrine, dopamine, and serotonin levels in the mouse prefrontal cortex and showed significant antidepressant-like activity in tail suspension tests in mouse.

  DOI：

  10.1016/j.bmcl.2014.06.046
• 作为产物：
  描述：

  3,4-二氯苯胺 在 盐酸 、 sodium hydroxide 作用下， 以51.6%的产率得到3-(3,4-二氯苯胺基)丁酸
  参考文献：
  名称：

  Benzo[ij]quinolizine-2-carboxylic acids useful for treating bacterial

  摘要：

  提供一般式[I]的苯并[ij]喹啉-2-羧酸衍生物及其盐和水合物：其中A是一个亚甲基基团，B是一个羰基团，当A和B通过单键连接时，或者A和B通过双键连接时结合成乙烯基团，R.sup.1是氢原子，C.sub.1-3烷基基团或2-羟乙基基团，R.sup.2和R.sup.3是氢原子，甲基基团或乙基基团，可以相同也可以不同，R.sup.3可以连接到与R.sup.2相同的碳原子上，R.sup.4是甲基或乙基基团，X是卤素原子。苯并[ij]喹啉-2-羧酸衍生物及其盐和水合物具有良好的从消化道吸收到循环血液中的能力，并表现出优异且持久的抗菌活性。

  公开号：

  US04720495A1

文献信息

• Benzo [i,j] quinolizine-2-carboxylic acid derivatives, the salts and their hydrates, pharmaceutical compositions thereof, and process for preparing the same
  申请人：TOKYO TANABE COMPANY LIMITED

  公开号：EP0203795A2

  公开（公告）日：1986-12-03

  Benzo[ij]quinolizine-2-carboxylic acid derivatives of the general formula [I] and the salts, and their hydrates are provided: wherein A is a methylene group and B is a carbonyl group when A and B are linked by a single bond, or A and B unite together to form a vinylene group when A and B are linked by a double bond, R1 is a hydrogen atom, a Cl-3 alkyl group or a 2-hydroxyethyl group, R2 and R3 are hydrogen atoms, methyl groups or ethyl groups and may be identical to or different from each other, R3 may be attached to the same carbon atom as R2, R4 is a methyl or ethyl group, and X is a halogen atom. The benzo-[ij]quinolizine-2-carboxylic acid derivatives and the salts, and their hydrates have good absorbability from the digestive tract into the circulating blood and exhibit excellent and long-lasting antibacterial activity.

  本发明提供了通式[I]的苯并[ij]喹嗪-2-羧酸衍生物及其盐类和它们的水合物： 其中，当 A 和 B 通过单键连接时，A 是亚甲基，B 是羰基；当 A 和 B 通过双键连接时，A 和 B 结合在一起形成乙烯基；R1 是氢原子、Cl-3 烷基或 2-羟乙基；R2 和 R3 是氢原子、甲基或乙基，可以彼此相同或不同；R3 可以连接到与 R2 相同的碳原子上；R4 是甲基或乙基；X 是卤素原子。苯并-[ij]喹嗪-2-羧酸衍生物及其盐类和它们的水合物具有良好的从消化道进入血液循环的可吸收性，并表现出卓越而持久的抗菌活性。
• US4720495A
  申请人：——

  公开号：US4720495A

  公开（公告）日：1988-01-19
• [EN] HETEROCYCLIC COMPOUND<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2009119528A1

  公开（公告）日：2009-10-01

  　本発明は、モノアミン神経伝達物質取り込み阻害作用を有する化合物を提供する。本発明は、式（Ｉ）： 〔式中、各記号は明細書本文と同意義である。〕で表される化合物またはその塩に関する。
• Design, synthesis, and biological activities of 1-aryl-1,4-diazepan-2-one derivatives as novel triple reuptake inhibitors
  作者：Eiji Honda、Yuji Ishichi、Eiji Kimura、Masato Yoshikawa、Naoyuki Kanzaki、Hideyuki Nakagawa、Yasuko Terao、Atsuko Suzuki、Takayuki Kawai、Yuuichi Arakawa、Hiroyuki Ohta、Jun Terauchi

  DOI：10.1016/j.bmcl.2014.06.046

  日期：2014.8

  A novel series of triple reuptake inhibitors were explored by ligand-based drug design. A cyclic structure was designed from cyclopropane derivative 5 using the core structure of reported monoamine reuptake inhibitors, leading to the formation of the 1-aryl-1,4-diazepan-2-one derivative 23j-S. Compound 23j-S was shown to act as a potent TRI with an excellent ADME-Tox profile. Oral administration of 23j-S significantly enhanced norepinephrine, dopamine, and serotonin levels in the mouse prefrontal cortex and showed significant antidepressant-like activity in tail suspension tests in mouse.
• Benzo[ij]quinolizine-2-carboxylic acids useful for treating bacterial
  申请人：Tokyo Tanabe Co. Limited

  公开号：US04720495A1

  公开（公告）日：1988-01-19

  Benzo[ij]quinolizine-2-carboxylic acid derivatives of the general formula [I] and the salts, and their hydrates are provided: ##STR1## wherein A is a methylene group and B is a carbonyl group when A and B are linked by a single bond, or A and B unite together to form a vinylene group when A and B are linked by a double bond, R.sup.1 is a hydrogen atom, a C.sub.1-3 alkyl group or a 2-hydroxyethyl group, R.sup.2 and R.sup.3 are hydrogen atoms, methyl groups or ethyl groups and may be identical to or different from each other, R.sup.3 may be attached to the same carbon atom as R.sup.2, R.sup.4 is a methyl or ethyl group, and X is a halogen atom. The benzo[ij]quinolizine-2-carboxylic acid derivatives and the salts, and their hydrates have good adsorbability from the digestive tract into the circulating blood and exhibit excellent and long-lasting antibacterial activity.

  提供一般式[I]的苯并[ij]喹啉-2-羧酸衍生物及其盐和水合物：其中A是一个亚甲基基团，B是一个羰基团，当A和B通过单键连接时，或者A和B通过双键连接时结合成乙烯基团，R.sup.1是氢原子，C.sub.1-3烷基基团或2-羟乙基基团，R.sup.2和R.sup.3是氢原子，甲基基团或乙基基团，可以相同也可以不同，R.sup.3可以连接到与R.sup.2相同的碳原子上，R.sup.4是甲基或乙基基团，X是卤素原子。苯并[ij]喹啉-2-羧酸衍生物及其盐和水合物具有良好的从消化道吸收到循环血液中的能力，并表现出优异且持久的抗菌活性。