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Methylnaphthalene-and-propylene-glycol-thiophene-amide-containing compound and preparing method and application thereof

The technology of a compound, thiophene carboxylic acid, is applied in the field of medicine to solve problems such as insufficient cure diseases

Inactive Publication Date: 2018-05-18
FOSHAN SAIWEISI MEDICINE SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

As current therapies are insufficient to cure the disease, we urgently need to seek new treatments

Method used

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  • Methylnaphthalene-and-propylene-glycol-thiophene-amide-containing compound and preparing method and application thereof
  • Methylnaphthalene-and-propylene-glycol-thiophene-amide-containing compound and preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0030] The synthesis of embodiment 1 compound I-1

[0031]

[0032] Step 1. Synthesis of compound IV-1

[0033] 2.07g (10mmol) of compound II-1 and 0.57g (10mmol) of compound III were dissolved in 20mL of dry THF, stirred at room temperature, and 2.48g (12mmol) of N,N'-dicyclohexylcarbodiimide (DCC) was added and 0.1 g of 4-dimethylaminopyridine (DMAP), after the addition was complete, the reaction mixture was stirred overnight at room temperature, and TLC tracking found that the reaction was complete.

[0034] The reaction mixture was carefully poured into 200mL ice water, stirred, and washed with 50mL×3CH 2 Cl 2 After extraction, the extract phases were combined, washed successively with 100 mL of 1% dilute hydrochloric acid and 100 mL of 5% brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the residue was purified by silica gel column chromatography to ob...

Embodiment 2

[0044] The synthesis of embodiment 2 compound 1-2

[0045]

[0046] Step 1. Synthesis of compound IV-2

[0047] 2.21g (10mmol) of compound II-1 and 0.57g (10mmol) of compound III were dissolved in 20mL of dry THF, stirred at room temperature, and 2.48g (12mmol) of N,N'-dicyclohexylcarbodiimide (DCC) was added and 0.1 g of 4-dimethylaminopyridine (DMAP), after the addition was complete, the reaction mixture was stirred overnight at room temperature, and TLC tracking found that the reaction was complete. The reaction mixture was carefully poured into 200mL ice water, stirred, and washed with 50mL×3CH 2 Cl 2 After extraction, the extract phases were combined, washed successively with 100 mL of 1% dilute hydrochloric acid and 100 mL of 5% brine, and dried over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the residue was purified by silica gel column chromatography to obtain com...

Embodiment 3-6

[0055] With reference to the method of Examples 1 and 2, the compounds listed in the following table were synthesized.

[0056]

[0057]

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PUM

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Abstract

The invention belongs to the technical field of medicine, and particularly relates to a methylnaphthalene-and-propylene-glycol-thiophene-amide-containing compound and a preparing method thereof and application of the methylnaphthalene-and-propylene-glycol-thiophene-amide-containing compound in preparing medicine for treating sexual dysfunction, inflammatory disease, eye disease, respiratory systemdisease and the like. The formula is defined in the description, wherein R is selected from C1-C4 alkyl and C3-C6 naphthenic base.

Description

technical field [0001] The invention belongs to the technical field of medicine. Specifically, the present invention relates to a class of compounds containing methylnaphthalene and propylene glycol thiophene amide structures, a preparation method thereof, and a pharmaceutical application. Background technique [0002] Serine / threonine protein kinase ROCK consists of two isoforms ROCK I and ROCK II in humans. ROCK I is encoded on chromosome 18, while ROCK II (also known as Rho kinase) is located on chromosome 12. Both have a molecular mass of about 160kD. The two (amino acid sequences) share 65% homology, and the homology of the kinase region is as high as 95%. Although their sequences are similar, their tissue distributions vary. The highest levels of expression of ROCK I are observed in heart, lung, and bone tissues, whereas ROCK II is mainly expressed in the brain. Recent data suggest that these two isoforms have partial functional redundancy, with ROCK I more involv...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D333/38A61P15/00A61P29/00A61P27/02A61P11/00
CPCC07D333/38
Inventor 蔡子洋
Owner FOSHAN SAIWEISI MEDICINE SCI & TECH
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