Hexavalent amino amidate derivative with function of inhibiting blood vessel growth activity

A carbamoyl, aminoacyloxy technology, applied in the field of treatment of angiogenesis or high vascular permeability

Inactive Publication Date: 2004-06-09
艾驰艾尔必株式会社
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

2. The lack of blood flow into and out of the tumor prevents the migration of tumor cells

Method used

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  • Hexavalent amino amidate derivative with function of inhibiting blood vessel growth activity
  • Hexavalent amino amidate derivative with function of inhibiting blood vessel growth activity
  • Hexavalent amino amidate derivative with function of inhibiting blood vessel growth activity

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0137] N-[4-(cyanocyclobutyl)phenyl]{2-[(4-pyridylmethyl)amino]phenyl}carboxamide

[0138] A: 1-(4-Aminophenyl)cyclobutylnitrile

[0139] Mix 1-phenylcyclobutyronitrile (5 g), acetic acid (15 ml), H 2 SO 4 (10ml) and KNO 3 (1.1 molar ratio), stirred at 0° C. for 20 minutes, then warmed to room temperature and stirred for another 2 hours. Then the mixture was poured into ice cubes and stirred until the ice cubes were completely dissolved, and a solid precipitated out, which was filtered by suction and recrystallized with ethanol to obtain 1-(4-nitrophenyl)cyclobutyronitrile. Mix 2 g of the above product with palladium-carbon (800 mg, 10%) and ethanol (100 ml), hydrogenate at normal pressure for 1 hour, then filter with suction, and evaporate the filtrate to dryness to obtain 1-(4-aminophenyl)cyclobutane base nitrile. Mass spectrum (M+1), 172, the product was not purified for use in the next step.

[0140] B. 2-Aminophenyl-N-[4-(cyanocyclobutyl)phenyl]carboxamide

[0141]...

Embodiment 2

[0145] N-[4-(cyanocyclopropyl)phenyl]{2-[(4-pyridylmethyl)amino]phenyl}carboxamide

[0146] This compound was prepared in a manner similar to that of Example 1, starting from 1-phenylcyclopropylnitrile. Mass spectrum: (M+1), 369

Embodiment 3

[0148] N-[4-(cyanocyclopentyl)phenyl]{2-[(4-pyridylmethyl)amino]phenyl}carboxamide

[0149] This compound was prepared in a manner similar to that of Example 1, starting from 1-phenylcyclopentylnitrile. Mass spectrum: (M+1), 395

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PUM

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Abstract

The present invention relates to hexabasic amino amidate derivatives, their preparation process, medicines using them as active components and method for curing diseases of angiogenesis and high vascular osmolarity by using them, and also relates to the application of them as medicines.

Description

technical field [0001] The present invention relates to six-membered aminoamide derivatives, their preparation process, medicines using them as active ingredients, and methods for treating diseases related to angiogenesis or high blood vessel permeability by using them. It also relates to their use as medicines and the manufacture of medicines containing them to reduce angiogenesis and vascular permeability diseases in warm-blooded animals like man. Background technique [0002] General angiogenesis plays an important role in various processes such as embryonic development, wound healing, and a major component of female reproductive function. Poor or pathological angiogenesis has been linked to diseases such as diabetic retinopathy, psoriasis, cancer, rheumatoid arthritis, and atherosclerosis. The formation of new blood vessels and their permeability are mainly regulated by vascular endothelial growth factor (VEGF), while tumor angiogenesis has two different receptors: VEGF...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K31/4439A61K31/444A61P9/10A61P17/06A61P19/02A61P29/00A61P35/00C07D213/74C07D401/02
Inventor 孙庄蓉陶鸿光
Owner 艾驰艾尔必株式会社
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