N1-(piperidine)cyanoguanidine | 34678-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N1-(piperidine)cyanoguanidine
• 英文别名: N-cyanopiperidine-1-carboximidamide；N'-cyanopiperidine-1-carboximidamide
• CAS: 34678-35-8
• 化学式: C₇H₁₂N₄
• 分子量: 152.199
• InChiKey: LZKSWZRZWNGNOC-UHFFFAOYSA-N

物化性质

• 熔点：
  152-154 °C
• 沸点：
  220.7±23.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  65.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N1-(piperidine)cyanoguanidine 、 间溴苯胺 在 盐酸 作用下， 以 正丁醇 为溶剂， 反应 6.5h， 以70%的产率得到N1-piperidine-N5-(3-bromo)phenylbiguanide hydrochloride
  参考文献：
  名称：

  N1-Cyclic Amine-N5-Substituted Phenyl Biguanide Derivatives, Methods of Preparing the Same and Pharmaceutical Composition Comprising the Same

  摘要：

  提供了一种Formula 1的N1-环氨基-N5-取代苯基双胍衍生物或其药用盐，以及制备该化合物的方法，以及包含该双胍衍生物或其药用盐作为活性成分的药物组合物。这些双胍衍生物具有抑制癌细胞增殖的作用，并且还表现出抗癌活性，包括抑制癌症转移和癌症复发，因为它们能够有效激活与能量代谢控制相关的AMPK，即使与传统药物相比，以小剂量给药也具有显著效果。此外，这些双胍衍生物通过激活AMPK而高效降低血糖和血脂浓度，因此它们可能有效用于治疗糖尿病、肥胖症、高脂血症、高胆固醇血症、脂肪肝、冠心病、骨质疏松症、多囊卵巢综合征和代谢综合征。

  公开号：

  US20140179660A1
• 作为产物：
  描述：

  Piperidine-1-carbothioic acid S-(5-chloro-1-diisopropylamino-1λ⁴-[1,2,4,6]thiatriazin-3-yl) ester 生成 N1-(piperidine)cyanoguanidine
  参考文献：
  名称：

  SCHRAMM W.; VOSS G.; REMBARZ G.; FISCHER E., Z. CHEM. , 1975, 15, NO 2, 57-58

  摘要：

  DOI：

文献信息

• BIGUANIDE COMPOUNDS AND USE THEREOF
  申请人：HANALL BIOPHARMA CO., LTD.

  公开号：US20150126518A1

  公开（公告）日：2015-05-07

  The present invention relates to biguanide compounds and use thereof, more particularly, to biguanide derivatives exhibiting excellent effects for inhibition of cancer cell proliferation and inhibition of cancer metastasis and recurrence, a method for preparing the same, a pharmaceutical composition containing the same as an active ingredient, and a method of prevention or treatment of cancer comprising the step of administering an effective amount of the composition to a subject in need thereof.

  本发明涉及双胍类化合物及其使用，更具体地涉及表现出对抑制癌细胞增殖、抑制癌转移和复发具有优异效果的双胍衍生物，以及制备该化合物的方法、含有该化合物作为活性成分的药物组合物，以及包括向需要的受试者施用所述组合物的有效量的步骤的癌症预防或治疗方法。
• N1-Cyclic Amine-N5-Substituted Biguanide Derivatives, Methods of Preparing the Same and Pharmaceutical Composition Comprising the Same
  申请人：Kim Sung Wuk

  公开号：US20140179661A1

  公开（公告）日：2014-06-26

  A N1-cyclic amine-N5-substituted biguanide derivative of Formula 1 or a pharmaceutically acceptable salt thereof, a method of manufacturing the same, and a pharmaceutical composition including the biguanide derivative or the pharmaceutically acceptable salt thereof as an active ingredient are provided. The biguanide derivatives have an effect of inhibiting cancer cell proliferation and also exhibit anticancer activity including inhibition of cancer metastasis and cancer recurrence, because they are effective in activating AMPK, which is associated with the control of energy metabolism, even when administered in a small dose compared with conventional drugs. Also, the biguanide derivatives are highly effective at lowering blood glucose and lipid concentration by AMPK activation, thus they may be effectively used to treat diabetes mellitus, obesity, hyperlipemia, hypercholesterolemia, fatty liver, coronary artery disease, osteoporosis, polycystic ovary syndrome and metabolic syndrome.

  提供了一种公式1的N1-环氨基-N5-取代双胍衍生物或其药用盐，以及制造该衍生物的方法，以及包含双胍衍生物或其药用盐作为活性成分的药物组合物。这些双胍衍生物具有抑制癌细胞增殖的效果，并且还表现出抗癌活性，包括抑制癌症转移和癌症复发，因为它们在与传统药物相比仅需小剂量时，能有效激活与能量代谢控制相关的AMPK。此外，双胍衍生物通过激活AMPK在降低血糖和血脂浓度方面具有很高的效果，因此它们可能有效用于治疗糖尿病、肥胖症、高脂血症、高胆固醇血症、脂肪肝、冠状动脉疾病、骨质疏松症、多囊卵巢综合征和代谢综合征。
• COMPOSITIONS AND METHODS FOR TREATMENT OF DIABETIC RETINOPATHY
  申请人：Novartis AG

  公开号：EP3797775A1

  公开（公告）日：2021-03-31

  The present invention provides compounds and methods for the treatment of diabetic retinopathy. In particular, LFA-1 antagonists are described herein to be used in the treatment of diabetic retinopathy. One aspect of the invention provides for diagnosis of diabetic retinopathy and administration of a LFA-1 antagonist, after the patient is diagnosed with diabetic retinopathy.

  本发明提供了用于治疗糖尿病视网膜病变的化合物和方法。特别是，本文描述了用于治疗糖尿病视网膜病变的 LFA-1 拮抗剂。本发明的一个方面提供了糖尿病视网膜病变的诊断，以及在患者被诊断为糖尿病视网膜病变后给予 LFA-1 拮抗剂。
• Biguanide compounds and use thereof
  申请人：IMMUNOMET THERAPEUTICS INC.

  公开号：US10221190B2

  公开（公告）日：2019-03-05

  The present invention relates to biguanide compounds and use thereof, more particularly, to biguanide derivatives exhibiting excellent effects for inhibition of cancer cell proliferation and inhibition of cancer metastasis and recurrence, a method for preparing the same, a pharmaceutical composition containing the same as an active ingredient, and a method of prevention or treatment of cancer comprising the step of administering an effective amount of the composition to a subject in need thereof.

  本发明涉及双胍类化合物及其用途，更具体地说，涉及在抑制癌细胞增殖、抑制癌症转移和复发方面具有卓越效果的双胍类衍生物、制备方法、含有双胍类衍生物作为活性成分的药物组合物，以及预防或治疗癌症的方法，该方法包括向有需要的受试者施用有效量的组合物的步骤。
• Biguanide compound and use thereof
  申请人：ImmunoMet Therapeutics Inc.

  公开号：US10626085B2

  公开（公告）日：2020-04-21

  The present invention relates to a guanidine compound and a use thereof, and more specifically, to a guanidine derivative showing excellent effects of inhibiting cancer cell proliferation, cancer metastasis, and cancer recurrence; a preparation method thereof; and a pharmaceutical composition containing the same as an active ingredient. Compared to existing drugs, the guanidine derivative according to the present invention shows excellent effects of inhibiting cancer cell proliferation, cancer metastasis, and cancer recurrence even with small doses, and may thus be effectively used in preventing or treating various cancers such as uterine cancer, breast cancer, stomach cancer, brain cancer, rectal cancer, colorectal cancer, lung cancer, skin cancer, blood cancer, liver cancer, etc., inhibiting cancer cell proliferation and cancer metastasis.

  本发明涉及一种胍类化合物及其用途，更具体地说，涉及一种在抑制癌细胞增殖、癌症转移和癌症复发方面具有卓越效果的胍类衍生物；其制备方法；以及一种以其为有效成分的药物组合物。与现有药物相比，根据本发明的胍类衍生物即使剂量很小，也能显示出极佳的抑制癌细胞增殖、癌转移和癌症复发的效果，因此可有效用于预防或治疗各种癌症，如子宫癌、乳腺癌、胃癌、脑癌、直肠癌、大肠癌、肺癌、皮肤癌、血癌、肝癌等，抑制癌细胞增殖和癌转移。