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Nitrogen-containing cyclic compound and pharmaceutical composition containing the compound
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a cyclic compound and cyclic compound technology, applied in the field of new compounds, can solve the problems of insufficient therapeutic effects of the drugs used, inapplicability of argatroban to lacuna infarction, and inability to achieve the effects of preventing, treating or improving neural disease or pain
Inactive Publication Date: 2006-04-20
EISIA R&D MANAGEMENT CO LTD
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Abstract
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Benefits of technology
The compound effectively suppresses neural cell death and protects cerebral neurons, reducing infarction and toxicity, providing a safer and more effective treatment option for cerebral apoplexy and related neural disorders.
Problems solved by technology
However, the therapy according to a conventional medicine is the complicate procedures as described in (1) to (6), and cautious judgment by a specialist on the basis of enough knowledge and experience has been required.
Further, the therapeutic effects of the drugs used heretofore are not satisfactory and further there is the danger that bleeding is often accompanied by their pharmacological effect.
Accordingly, there is the problem that it is difficult for those except of skilled medical specialists to use these drugs.
Method used
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[0169] 3.00 g (17.9mmol) of 2-naphthylacetonitrile was dissolved in 10 ml of dimethyl sulfoxide, and 2.43 g (19.7 mmol) of 2-bromopropane, 330mg (0.90 mmol, cat) of tetra-n-butylammonium iodide and 10 ml of 50% potassiumhydroxide were successively added thereto. After completion of the reaction, brine was added, and the mixture was extracted with ether. The organic layer was washed with brine, dried over magnesiumsulfate and evaporated, to give a crude product. The crude product was subjected to 150 g of silica gel (ethyl acetate:hexane=1:10), to give 2.42 g (11.6 mmol, 64.6%) of the title compound as a yellow oil.
[0172] 1.00 g (4.78 mmol) of 3-methyl-2-(2-naphthyl)butyronitrile was dissolved in 20 ml of dimethylformamide, 191 mg (4.78 mmol, 60% by weight) of sodiumhydride was added thereto, and the mixture was heated. After 30 minutes, it was cooled to a room temperature, 0.93 ml (4.00 mmol) of (3-bromopropoxy)-tert-butyldimethylsilane was added thereto. After completion of the reaction, brine was added thereto, and the mixture was extracted with ethyl acetate. The organic layer was washed with brine, dried over magnesiumsulfate and evaporated, to give a crude product. The crude product was subjected to 50 g of silica gel (ethyl acetate:hexane=1:18), to give 1.40 g of a mixture of the objective product, a raw material and an impurity. The mixture was used for the following reaction without purification. Namely, 1.40 g of the abve-mentioned crude 4-cyano-5-methyl-5-(2-naphthyl)hexanoxy-tert-butyldimethylsilane was dissolved in 20 ml of tetrahydr...
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Abstract
The present invention provides a novel compound having a superior calciumantagonism, in particular, a neuron-selective calciumantagonism. Namely, it provides a compound represented by the following formula, a salt thereof or a hydrate of them. In the formula, Ar indicates an optionally substituted 5- to 14-membered aromatic ring etc.; the ring A indicates any one ring selected from a piperazine, a homopiperazine, a piperidine and the like; the ring B indicates an optionally substituted C3-14 hydrocarbon ring etc.; E indicates a single bond, a group represented by the formula —CO—, etc.; X indicates a single bond, an oxygen atom etc.; R1 indicates a hydrogen atom, a halogen atom, a hydroxyl group etc.; and D1, D2, W1 and W2 are the same as or different from each other and each represents a single bond or an optionally substituted C1-6 alkylene chain.
Description
CROSS-REFERENCE TO RELATED APPLICATIONS [0001] This application is a Divisional of co-pending U.S. application Ser. No. 10 / 855,357 filed on May 28, 2004, which is a Divisional of U.S. application Ser. No. 10 / 169,837 filed Jul. 10, 2002, and for which priority is claimed under 35 U.S.C. § 120; U.S. application Ser. No. 10 / 169,837 is the National Phase of International Application No. PCT / JP01 / 00288 having an international filing date of Jan. 18, 2001, which claims priority of Application No. 2000-12176 filed in Japan on Jan. 20, 2000 under 35 U.S.C. § 119; the entire contents of all above are hereby incorporated by reference.TECHNICAL FIELD [0002] The present invention relates to a novel compound useful as a calciumantagonist, a salt thereof, a hydrate of them, a production process thereof, and a pharmaceutical composition thereof; and specifically relates to a neuron-selective calcium antagonist, in particular a novel compound having a P / Q-type calcium channel and / or an N-type calc...
Claims
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Patent Type & Authority Applications(United States)
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