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Class of alcoxyl phenyl propylene glycol derivative and preparation method and application of class of alcoxyl phenyl propylene glycol derivative

A technology of alkyl and alkyllithium, which is applied in a class of alkoxyphenylpropylene glycol derivatives, its preparation and application, and can solve problems such as side effects and difficulty in controlling blood sugar in patients

Active Publication Date: 2015-04-01
肇庆市科至自动化设备有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These drugs have good therapeutic effects, but there are serious side effects in long-term treatment; and due to the existe

Method used

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  • Class of alcoxyl phenyl propylene glycol derivative and preparation method and application of class of alcoxyl phenyl propylene glycol derivative
  • Class of alcoxyl phenyl propylene glycol derivative and preparation method and application of class of alcoxyl phenyl propylene glycol derivative
  • Class of alcoxyl phenyl propylene glycol derivative and preparation method and application of class of alcoxyl phenyl propylene glycol derivative

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0028] The preparation of embodiment 1 I-1

[0029]

[0030] Add 3.05g (10mmol) of compound II-1 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 6.25mL (10mmol) of 1.6M n-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this temperature for 1 hour, then slowly warmed to room temperature, and stirred for 1 hour.

[0031] The reaction mixture was poured into 200mL ice water, stirred, extracted with 100mL×3 dichloromethane, the organic phases were combined, washed with saturated brine, and dried (Na 2 SO 4 ). After the desiccan...

Embodiment 2

[0033] The preparation of embodiment 21-2

[0034]

[0035] 3. Add 19g (10mmol) of compound II-2 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 7.7mL (10mmol) of 1.3M sec-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this temperature for 1 hour, then slowly warmed to room temperature, and stirred for 1 hour.

[0036] The reaction mixture was poured into 200mL ice water, stirred, extracted with 100mL×3 dichloromethane, the organic phases were combined, washed with saturated brine, and dried (Na 2 SO 4 ). After the desicca...

Embodiment 3

[0038] The preparation of embodiment 31-3

[0039]

[0040] Add 2.91g (10mmol) of compound II-3 into a 100mL dry round bottom flask, add a dry magnet and 30mL dry THF, and seal it with a rubber cork after purging with nitrogen. The flask was cooled to -78°C in liquid nitrogen-ethanol, and stirring was started. Slowly add 6.25mL (10mmol) of 1.6M t-BuLi n-hexane solution dropwise with a syringe. After the dropwise addition was complete, stirring was continued at this temperature for 1 hour. A solution of 1.44 g (10 mmol) of compound IV dissolved in 5 mL of dry THF was then added dropwise via syringe. After the dropwise addition, the reaction mixture was stirred at this temperature for 1 hour, then slowly warmed to room temperature, and stirred for 1 hour.

[0041] The reaction mixture was poured into 200mL ice water, stirred, extracted with 100mL×3 dichloromethane, the organic phases were combined, washed with saturated brine, and dried (Na 2 SO 4). After the desiccant ...

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Abstract

The invention relates to the field of medicine related to the diabetes, in particular to a class of II type sodium-dependent glucose transporter (SGLT2) inhibitor containing an alcoxyl phenyl group propylene glycol structure, a preparation method of the class of II type sodium-dependent glucose transporter (SGLT2) inhibitor containing the alcoxyl phenyl group propylene glycol structure and application in preparation of the medicine for treating the diabetes of the class of II type sodium-dependent glucose transporter (SGLT2) inhibitor containing the alcoxyl phenyl group propylene glycol structure. Please see the formula in the specification, wherein the R1 is selected from the C1-C3 alkyl group, and the R2 is selected from the C1-C3 alkyl group.

Description

technical field [0001] The present invention relates to the field of medicine related to type II diabetes. Specifically, the present invention relates to a type 2 sodium-dependent glucose transporter (SGLT2) inhibitor with alkoxyphenylpropanediol structure that has a therapeutic effect on type II diabetes, a preparation method, and a medical application. Background technique [0002] Diabetes patients worldwide are gradually increasing, and the vast majority of them are type 2 diabetes patients. The antidiabetic drugs currently in clinical use mainly include sulfonylureas, metformin, thiazolidinediones, α-glucosidase inhibitors, dipeptidyl peptidase-IV inhibitors and insulin drugs. These drugs have a good therapeutic effect, but there are serious side effects in long-term treatment; and due to the existence of drug resistance, in some cases, it is difficult to control the patient's blood sugar in time with combination drugs. [0003] Sodium-dependent glucose transporter ty...

Claims

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Application Information

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IPC IPC(8): C07C43/23C07C41/26A61K31/085A61P3/10
CPCY02P20/55C07C41/28C07C43/23C07D317/20C07F1/02
Inventor 蔡子洋
Owner 肇庆市科至自动化设备有限公司
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