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Substituted cyclopentanes or cyclopentanones for the treatment of ocular hypertensive conditions

A substituent, cyclopentyl technology, applied in the preparation of organic compounds, medical preparations containing active ingredients, drug combinations, etc.

Inactive Publication Date: 2011-11-16
ALLERGAN INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In chronic open-angle glaucoma, the anterior chamber and its anatomy appear normal, but the drainage of aqueous humor is obstructed

Method used

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  • Substituted cyclopentanes or cyclopentanones for the treatment of ocular hypertensive conditions
  • Substituted cyclopentanes or cyclopentanones for the treatment of ocular hypertensive conditions
  • Substituted cyclopentanes or cyclopentanones for the treatment of ocular hypertensive conditions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0258] Add the THF (1.5ml) solution of Diabenate (Diad, 194μl, 1.0mmol) to the alcohol 1 (441 mg, 1.0 mmol), triazen (262 mg, 1.0 mmol), and phenol (94mg, 1.0 mmol),1.0mmol) THF (3.0ml) solution.After mixing at room temperature for 18 hours, remove the solvents in nitrogen flow, and suspend the remaining objects in ET 2 O (50ml).Mix the mixture with saturated NAHCO 3 Wash the aqueous solution (3 × 20ml) and saline (20ml), and then dry the organic phase (NA 2 So 4 ) Filter and concentrate.Through the fast column chromatography method, the silicone (hexane → 50 % Etoac / hexane, gradient) is purified, and the ether 2A required for 218 mg contaminated by the phenol (according to 1 H NMR analysis, about 15 % phenol), use it without further purification and directly.

[0259] Step 2: 2A to protect generate 3A

[0260] In room temperature, in the nitrogen atmosphere, the methanol (PPTS, 9mg, 0.036mmol) of toluene sulfate (PPTS, 9mg, 0.036mmol) was added to the methanol (3.6ml) solution of...

Embodiment 2

[0268] Example 3 and Example 4

[0269] (Z) -7-((1R, 5S) -2-oxygen-5-benzene-based methyl-cyclopentnn-ally) -geng-5-ole acid (8A) and (Z) -7-((1R, 2S, 3R) -3-hydroxyl-5-oxygen-oxygen-phenoxy-cyber group) -geng-5-ole acid (9A)

Embodiment 3 and Embodiment 4

[0271] Example 5

[0272] 7- ((1R, 5S) -2-oxygen-5-benzhenoxyl-cyclopenic group) -geng acid methyl (10A, figure 2 Cure

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Abstract

The invention relates to the use of substituted cyclopentanes or cyclopentanones as ocular hypotensives. New Compounds are also provided.

Description

Background technique [0001] Eye pressures can be used to treat a variety of different high -eye pressure symptoms, such as high -eye pressure seizures and laser beams after surgery, high -eye pressure seizures, glaucoma, and can be used as preoperative auxiliary agents. [0002] Clast -ups are a kind of eye disease that is rising in the eye.Blaom eye glaucoma can be divided into primary glaucoma and secondary glaucoma according to the cause.For example, adult primary glaucoma (congenital glaucoma) can be an open -angle glaucoma or acute or chronic corners.Secondary glaucoma is caused by the expansion of eye diseases such as uveitis, intrapur or cataract. [0003] The root cause of primary glaucoma is still unknown.The increase in intraocular pressure is caused by the obstruction of the water flow debut.In the chronic open -angle glaucoma, the front room and its anatomical structure are displayed normal, but the excretion of the water is blocked.In acute or chronic corner closing g...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C59/68C07C59/90C07C69/02C07C69/52A61P27/06A61K31/192A61K31/222
CPCC07C69/736A61K31/216C07C2101/08C07C59/72A61K31/222C07C69/738C07C59/90C07C405/00C07C59/74A61K31/192C07C2601/08A61P27/00A61P27/02A61P27/06A61P9/00A61K31/381C07C69/52
Inventor D·W·奥尔德T·S·加克V·X·恩戈
Owner ALLERGAN INC
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