4-n-propylaminocyclohexanone ethylene ketal oxalate | 873536-18-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-n-propylaminocyclohexanone ethylene ketal oxalate
• 英文别名: 4-n-Propylaminocyclohexanone ethylene ketal oxalate；oxalic acid;N-propyl-1,4-dioxaspiro[4.5]decan-8-amine
• CAS: 873536-18-6
• 化学式: C₂H₂O₄*C₁₁H₂₁NO₂
• 分子量: 289.329
• InChiKey: MOSZLALDGTZASN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-n-propylaminocyclohexanone ethylene ketal oxalate 在 盐酸 、 水 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 3.0h， 以99%的产率得到N,N-4-oxocyclohexyl-n-propyl-amine
  参考文献：
  名称：

  METHOD OF OBTAINING 2-AMINO-6-ALKYL-AMINO-4,5,6,7-TETRAHYDROBENZOTHIAZOLES

  摘要：

  公开号：

  EP1783120B1
• 作为产物：
  描述：

  草酸 、 4-propylaminocyclohexan-1-one ethylene acetal 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.5h， 生成 4-n-propylaminocyclohexanone ethylene ketal oxalate
  参考文献：
  名称：

  METHOD OF OBTAINING 2-AMINO-6-ALKYL-AMINO-4,5,6,7-TETRAHYDROBENZOTHIAZOLES

  摘要：

  公开号：

  EP1783120B1

文献信息

• Method of obtaining 2-amino-6-alkyl-amino-4,5,6,7- tetrahydro-benzothiazoles
  申请人：Coca Pascual Gustavo

  公开号：US20070161798A1

  公开（公告）日：2007-07-12

  The present invention relates to a process for preparing 2-amino-6-alkyl-amino-4,5,6,7-tetrahydrobenzothiazoles (I) wherein the asterisk (*) represents an asymmetric carbon and R 1 is C 1 -C 6 alkyl; their enantiomers or mixtures thereof, their solvates, hydrates or pharmaceutically acceptable salts, comprising: (a) reacting a compound (II) with a secondary amine, optionally in the presence of an acid and a solvent 1, to form an enamine; (b) optionally removing said acid and said solvent 1, and then reacting said enamine with sulfur in the presence of a solvent 2; and (c) reacting the previously obtained compound with cyanamide to obtain the compound (I). Pramipexole, a compound with dopamine D-2 agonist activity, is among the compounds (I) and is useful for the treatment of Parkinson's disease and schizophrenia.

  本发明涉及一种制备2-氨基-6-烷基氨基-4,5,6,7-四氢苯并噻唑(I)的过程，其中星号(*)代表一个不对称碳，R1是C1-C6烷基；它们的对映体或其混合物，它们的溶剂化物，水合物或药学上可接受的盐，包括：(a)将化合物(II)与二级胺反应，可选地在酸和溶剂1的存在下，形成恩酰胺；(b)可选地除去所述酸和所述溶剂1，然后在溶剂2的存在下将所述恩酰胺与硫反应；(c)将先前获得的化合物与氰胺反应以获得化合物(I)。普拉米柏索尔是化合物(I)之一，具有多巴胺D-2激动剂活性，可用于治疗帕金森病和精神分裂症。
• METHOD OF OBTAINING 2-AMINO-6-ALKYL-AMINO-4,5,6,7- TETRAHYDROBENZOTHIAZOLES
  申请人：Pascual Coca Gustavo

  公开号：US20100063324A1

  公开（公告）日：2010-03-11

  The present invention relates to a process for preparing 2-amino-6-alkyl-amino-4,5,6,7-tetrahydrobenzothiazoles (I) wherein the asterisk (*) represents an asymmetric carbon and R 1 is C 1 -C 6 alkyl; their enantiomers or mixtures thereof, their solvates, hydrates or pharmaceutically acceptable salts, comprising: (a) reacting a compound (II) with a secondary amine, optionally in the presence of an acid and a solvent 1, to form an enamine; (b) optionally removing said acid and said solvent 1, and then reacting said enamine with sulfur in the presence of a solvent 2; and (c) reacting the previously obtained compound with cyanamide to obtain the compound (I). Pramipexole, a compound with dopamine D-2 agonist activity, is among the compounds (I) and is useful for the treatment of Parkinson's disease and schizophrenia.

  本发明涉及一种制备2-氨基-6-烷基氨基-4,5,6,7-四氢苯并噻唑(I)的方法，其中星号(*)代表一个不对称的碳原子，R1是C1-C6烷基；它们的对映异构体或其混合物，它们的溶剂化物，水合物或药学上可接受的盐，包括：(a)将化合物(II)与二级胺反应，可选地在酸和溶剂1的存在下，形成烯胺；(b)可选地去除所述酸和所述溶剂1，然后在溶剂2的存在下将所述烯胺与硫反应；以及(c)将先前获得的化合物与氰胺反应以获得化合物(I)。普拉米柏索尔是化合物(I)之一，具有多巴胺D-2激动剂活性，可用于治疗帕金森病和精神分裂症。
• Method of obtaining 2-amino-6-alkyl-amino-4,5,6,7-tetrahydrobenzothiazoles
  申请人：Ragactives, S.L.

  公开号：US07875750B2

  公开（公告）日：2011-01-25

  The present invention relates to a process for preparing 2-amino-6-alkyl-amino-4,5,6,7-tetrahydrobenzothiazoles (I) wherein the asterisk (*) represents an asymmetric carbon and R1 is C1-C6 alkyl; their enantiomers or mixtures thereof, their solvates, hydrates or pharmaceutically acceptable salts, comprising: (a) reacting a compound (II) with a secondary amine, optionally in the presence of an acid and a solvent 1, to form an enamine; (b) optionally removing said acid and said solvent 1, and then reacting said enamine with sulfur in the presence of a solvent 2; and (c) reacting the previously obtained compound with cyanamide to obtain the compound (I). Pramipexole, a compound with dopamine D-2 agonist activity, is among the compounds (I) and is useful for the treatment of Parkinson's disease and schizophrenia.

  本发明涉及一种制备2-氨基-6-烷基氨基-4,5,6,7-四氢苯并噻唑(I)的过程，其中星号(*)表示不对称碳，R1为C1-C6烷基；它们的对映体或其混合物、它们的溶剂化物、水合物或药学上可接受的盐，包括：(a)将化合物(II)与二级胺反应，可选地在酸和溶剂1的存在下，形成烯胺；(b)可选地去除所述酸和所述溶剂1，然后在溶剂2的存在下将所述烯胺与硫反应；以及(c)将先前获得的化合物与氰胺反应，以获得化合物(I)。普拉米柏索尔是化合物(I)中具有多巴胺D-2激动剂活性的化合物之一，适用于治疗帕金森病和精神分裂症。
• Method of obtaining 2-amino-6-alkyl-amino-4,5,6,7-tetrahydro-benzothiazoles
  申请人：Ragactives, S.L.

  公开号：US07638542B2

  公开（公告）日：2009-12-29

  A process for preparing 2-amino-6-alkyl-amino-4,5,6,7-tetrahydrobenzothiazoles of formula (I) wherein the asterisk (*) represents an asymmetric carbon and R1 is C1-C6 alkyl; and enantiomers and mixtures thereof, and their solvates, hydrates and pharmaceutically acceptable salts. The process involves (a) reacting with a secondary amine, optionally in the presence of an acid and a first solvent, to form an enamine; (b) optionally removing the acid and first solvent, and then reacting the enamine with sulfur in the presence of a second solvent; and (c) reacting the previously obtained compound with cyanamide to obtain the formula (I) compound. Pramipexole, a dopamine D-2 agonist, can be made by such process, and is useful for the treatment of Parkinson's disease and schizophrenia.

  一种制备式（I）的2-氨基-6-烷基-氨基-4,5,6,7-四氢苯并噻唑的过程，其中星号（*）代表不对称碳，R1为C1-C6烷基；以及其对映体和混合物、其溶剂化物、水合物和药学上可接受的盐。该过程包括（a）与二级胺反应，可选地在酸和第一溶剂的存在下，形成烯胺；（b）可选地去除酸和第一溶剂，然后在第二溶剂的存在下，将烯胺与硫反应；（c）将先前得到的化合物与氰胺反应，得到式（I）化合物。普拉米柏索尔是一种多巴胺D-2激动剂，可以通过这种过程制备，用于治疗帕金森病和精神分裂症。
• METHOD OF OBTAINING 2-AMINO-6-ALKYL-AMINO-4,5,6,7-TETRAHYDROBENZOTHIAZOLES
  申请人：Ragactives, S.L.

  公开号：EP1783120B1

  公开（公告）日：2009-05-06