Unlock instant, AI-driven research and patent intelligence for your innovation.

Succinic acid amide derivative containing naphthalene ring, its preparation method and use

A compound, cycloalkyl technology, applied in the field of uric acid transporter 1 inhibitor, can solve problems such as fulminant hepatitis, allergy, allopurinol liver and bone marrow toxicity

Active Publication Date: 2016-04-13
宁波三虎化工科技有限公司
View PDF6 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These drugs have different degrees of toxic and side effects, such as benzbromarone has the risk of causing fulminant hepatitis, allopurinol has adverse reactions such as liver and bone marrow toxicity and allergic reactions, etc.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Succinic acid amide derivative containing naphthalene ring, its preparation method and use
  • Succinic acid amide derivative containing naphthalene ring, its preparation method and use
  • Succinic acid amide derivative containing naphthalene ring, its preparation method and use

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0034] .

[0035] A. Synthesis of Compound IV-1

[0036] 3.14g (20mmol) of compound II-1 and 2.64g (20mmol) of compound III were dissolved in 50mL of dry THF, stirred under cooling in an ice-water bath, and 4.13g (20mmol) of dicyclohexylcarbodiimide (DCC) and 4- Dimethylaminopyridine (DMAP) 0.61 g (5 mmol), then stirred at room temperature until the reaction was detected by TLC (within 12 h). The reaction mixture was poured into 300 mL of ice water, stirred, using 100 mL × 3 CH 2 Cl 2 Extract, combine the extract phases, successively wash with 100mL of 1% dilute hydrochloric acid and 100mL of 5% brine, and dry over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the obtained residue was purified by column chromatography to obtain compound IV-1, a white solid, ESI-MS, m / z=294 ([M+Na] + ).

[0037] B. Synthesis of Compound V-1

[0038] Compound IV-14.06g (15mmol) was dissolved i...

Embodiment 2

[0043] .

[0044] A. Synthesis of Compound IV-2

[0045] 3.66g (20mmol) of compound II-2 and 2.64g (20mmol) of compound III were dissolved in 50mL of dry THF, stirred under cooling in an ice-water bath, and 4.13g (20mmol) of dicyclohexylcarbodiimide (DCC) and 4- Dimethylaminopyridine (DMAP) 0.61 g (5 mmol), then stirred at room temperature until the reaction was detected by TLC (within 12 h). The reaction mixture was poured into 300 mL of ice water, stirred, using 100 mL × 3 CH 2 Cl 2Extract, combine the extract phases, successively wash with 100mL of 1% dilute hydrochloric acid and 100mL of 5% brine, and dry over anhydrous sodium sulfate. The desiccant was removed by suction filtration, the filtrate was evaporated to dryness on a rotary evaporator, and the obtained residue was purified by column chromatography to obtain compound IV-2, ESI-MS, m / z=320 ([M+Na] + ).

[0046] B. Synthesis of Compound V-2

[0047] Compound IV-24.45g (15mmol) was dissolved in 30mL of anhydr...

Embodiment 3-12

[0053]

[0054] .

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to the field of medicines related to hyperuricemia and gout, and particularly relates to urate transporter 1 inhibitors having structures of naphthalene-ring-containing butanedioic acid amides, a preparing method thereof, pharmaceutical compositions containing the inhibitors and applications of the inhibitors in preparation of medicines treating diabetes. R1 is selected from H, C1-C5 alkyl and C3-C6 cycloalkyl. R2 is selected from H, C1-C5 alkyl and C3-C6 cycloalkyl.

Description

technical field [0001] The invention relates to the field of drugs related to the treatment of hyperuricemia and gout. Specifically, the present invention relates to a class of uric acid transporter 1 (uratetransporter1, URAT1) inhibitors containing naphthalene ring-containing succinic acid amide derivatives that have therapeutic effects on hyperuricemia and gout, preparation methods, and medicines containing them Composition and use in medicine. Background technique [0002] Gout is a chronic metabolic disease characterized by hyperuricemia and pain caused by deposition of monosodium uric acid (MSU) in joints and other parts. The main reason is purine metabolism disorder and / or uric acid excretion disorder. It is estimated that there are more than 20 million gout patients worldwide. Drugs currently used to treat gout include anti-inflammatory drugs for pain relief (such as colchicine, etc.), drugs that inhibit uric acid production (xanthine oxidase inhibitors represented ...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C07C231/02C07C233/07A61K31/167A61P19/06
Inventor 不公告发明人
Owner 宁波三虎化工科技有限公司