1-cyclohexyl-2-iminoimidazolidine hydrochloride | 51099-11-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-cyclohexyl-2-iminoimidazolidine hydrochloride
• 英文别名: 1-Cyclohexyl-2-imino-imidazolidine hydrochloride；1-cyclohexyl-4,5-dihydroimidazol-2-amine;hydrochloride
• CAS: 51099-11-7
• 化学式: C₉H₁₇N₃*ClH
• 分子量: 203.715
• InChiKey: GCWFLQIRNPJFIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.37
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  41.6
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-cyclohexyl-2-iminoimidazolidine hydrochloride 在 盐酸 、 sodium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 7.0h， 生成 1-<sulfonyl>-3-cyclohexyl-2-iminoimidazolidine dihydrochloride
  参考文献：
  名称：

  Sulfonyliminoimidazolidines. A new class of oral hypoglycemic agents. 1. 1-[[p-[2-(Acylamino)ethyl]phenyl]sulfonyl]-2-iminoimidazolidines

  摘要：

  A series of 1-[[p-[2-(acylamino)ethyl]phenyl]sulfonyl]-2-iminoimidazolidines has been synthesized. Compounds from this new class of oral hypoglycemic agents lower blood glucose in normal and in streptozotocin-diabetic rats. Potent analogues were obtained by modification of the acyl residue. 1-[[p-[2-(Crotonylamino)ethyl]phenyl]-sulfonyl]-3-cyclohexyl-2-iminoimidazolidine (44) turned out to be the most potent compound in the normal rat (20 times tolbutamide), and 1-[[p-[2-(5-methylisoxazole-3-carboxamido)ethyl]phenyl]sulfonyl]-3-cyclohexyl-2-imino-imidazolidine (30) displayed the highest potency in the diabetic rat (similar to phenformin).

  DOI：

  10.1021/jm00361a006
• 作为产物：
  描述：

  N-(2-氨基乙基)环己胺 、 氯化氰 以 苯 为溶剂， 反应 3.0h， 以100%的产率得到1-cyclohexyl-2-iminoimidazolidine hydrochloride
  参考文献：
  名称：

  Sulfonyliminoimidazolidines. A new class of oral hypoglycemic agents. 1. 1-[[p-[2-(Acylamino)ethyl]phenyl]sulfonyl]-2-iminoimidazolidines

  摘要：

  A series of 1-[[p-[2-(acylamino)ethyl]phenyl]sulfonyl]-2-iminoimidazolidines has been synthesized. Compounds from this new class of oral hypoglycemic agents lower blood glucose in normal and in streptozotocin-diabetic rats. Potent analogues were obtained by modification of the acyl residue. 1-[[p-[2-(Crotonylamino)ethyl]phenyl]-sulfonyl]-3-cyclohexyl-2-iminoimidazolidine (44) turned out to be the most potent compound in the normal rat (20 times tolbutamide), and 1-[[p-[2-(5-methylisoxazole-3-carboxamido)ethyl]phenyl]sulfonyl]-3-cyclohexyl-2-imino-imidazolidine (30) displayed the highest potency in the diabetic rat (similar to phenformin).

  DOI：

  10.1021/jm00361a006

文献信息

• 1-Heteroarylsulphonyl-2-imino-imidazolidines
  申请人：Ciba-Geigy Corporation

  公开号：US03941804A1

  公开（公告）日：1976-03-02

  Compounds of the class of 1-heteroarylsulphonyl-2-imino-imidazolidines which are substituted in the 3-position by an aliphatic or cycloaliphatic hydrocarbon radical, especially a cycloalkyl radical, and their pharmaceutically acceptable acid addition salts have valuable pharmacological properties. In particular, they possess hypoglycaemic activity and can be used for the treatment of hyperglycaemia in mammals. A specific embodiment is 1-[5-(2-butyramido-ethyl)-2-thienylsulphonyl]-2-imino-5-cyclohexyl-imidazo lidine.

  1-杂环磺酰基-2-亚胺-咪唑啉类化合物，其在3位被脂肪或环脂烃基取代，特别是环烷基基团，以及它们的药学上可接受的酸盐具有宝贵的药理学性质。特别是，它们具有降糖活性，可用于治疗哺乳动物的高血糖。一个具体的实施例是1-[5-(2-丁酰胺基乙基)-2-噻吩基磺酰基]-2-亚胺-5-环己基咪唑啉。
• Antidiabetic iminosulphonamides
  申请人：Ciba-Geigy Corporation

  公开号：US04591597A1

  公开（公告）日：1986-05-27

  The compounds of the formula ##STR1## in which R represents the radical of the formula ##STR2## in which R.sub.1 represents lower alkyl and each of R.sub.2 and R.sub.3, independently of the other, represents hydrogen or lower alkyl, and salts thereof exhibit antidiabetic actions.

  公式为##STR1##的化合物，其中R代表公式##STR2##的基团，其中R.sub.1代表较低的烷基，R.sub.2和R.sub.3各自独立地代表氢或较低的烷基，以及其盐，具有抗糖尿病作用。
• SCHWEIZER, E. H.;MARKI, F.;LEHMANN, C.;DIETRICH, H., J. MED. CHEM., 1983, 26, N 7, 964-970
  作者：SCHWEIZER, E. H.、MARKI, F.、LEHMANN, C.、DIETRICH, H.

  DOI：——

  日期：——
• Iminosulfonamide und Verfahren zu ihrer Herstellung, die pharmazeutische Präparate solche Verbindungen enthalten, sowie die Verbindungen zur Verwendung
  申请人：CIBA-GEIGY AG

  公开号：EP0124479B1

  公开（公告）日：1988-01-20
• US3941804A
  申请人：——

  公开号：US3941804A

  公开（公告）日：1976-03-02