JPS60169467A - Novel phenylpiperazine derivative - Google Patents

Novel phenylpiperazine derivative

Info

Publication number
JPS60169467A
JPS60169467A JP2407684A JP2407684A JPS60169467A JP S60169467 A JPS60169467 A JP S60169467A JP 2407684 A JP2407684 A JP 2407684A JP 2407684 A JP2407684 A JP 2407684A JP S60169467 A JPS60169467 A JP S60169467A
Authority
JP
Japan
Prior art keywords
formula
methoxyphenyl
compound
salt
phenylpiperazine derivative
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
JP2407684A
Other languages
Japanese (ja)
Inventor
Hiroyuki Nagano
永野　洋幸
Michiro Takagi
道郎 高木
Noboru Kubodera
久保寺　登
Isao Matsunaga
功 松永
Hiroyuki Nahata
名畑　博之
Yasuhiro Oba
大場　康博
Kazunari Sakai
境　一成
Yasuyoshi Uchida
康美 内田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Chugai Pharmaceutical Co Ltd
Original Assignee
Chugai Pharmaceutical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Chugai Pharmaceutical Co Ltd filed Critical Chugai Pharmaceutical Co Ltd
Priority to JP2407684A priority Critical patent/JPS60169467A/en
Publication of JPS60169467A publication Critical patent/JPS60169467A/en
Pending legal-status Critical Current

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

NEW MATERIAL:3-[3-[4-( 2-Methoxyphenyl )-1-piperazinyl]propyl]-2,4( 1H,3H)-quinazolidinedione of formula I and a salt thereof. USE:A remedy for diseases in circulatory organs, particularly diseases in cerebral circulatory organs. PREPARATION:For example, a compound of formula II obtained from 1-(2- methoxyphenyl)piperazine is reacted with trichloromethyl chloroformate in the presence of a base e.g. sodium hydrogencarbonate or triethylamine, or heated with urea in dimethylformamide to afford the aimed compound of formula I .

Description

【発明の詳細な説明】 本発明は式（１） で示されるフェニルピペラジン誘導体およびその塩に関
する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a phenylpiperazine derivative represented by formula (1) and a salt thereof.

本発明の式（１）で示される化合物は新規化合物であり
、例えば１−（２−メトキシフェニル）ピペラジンを出
発物質とし、以下特公昭４５−１９０６５号公報に記載
の方法に従って得られる式（ＩＩ）で示される化合物に
炭酸水素ナトリウム、トリエチルアミン等の塩基の存在
下Ｆリクロロメチルクｐロホルメートを反応させるか、
またはジメチルホルムアミド中尿素を加えて加熱するこ
とによって得られる。The compound represented by the formula (1) of the present invention is a new compound, for example, the formula (II ) is reacted with F-lichloromethylcuproformate in the presence of a base such as sodium hydrogen carbonate or triethylamine, or
Alternatively, it can be obtained by adding urea in dimethylformamide and heating.

反応混合物から本発明の化合物（１）の単離・精製は常
法により、例えば抽出、再結晶等の手段に付すことによ
り行なわれる。Isolation and purification of the compound (1) of the present invention from the reaction mixture is carried out by conventional methods, for example, by subjecting it to extraction, recrystallization, and the like.

本発明の化合物（１）の塩としては薬学的に許容ある。The salt of compound (1) of the present invention is pharmaceutically acceptable.

塩は常法に従い容易°に製造することができるＯ 本発明の化合物は循環器疾患、特に脳の循環器疾患の治
療薬として有用である。The salts can be easily produced according to conventional methods. The compounds of the present invention are useful as therapeutic agents for cardiovascular diseases, particularly cerebral cardiovascular diseases.

実施例。Example.

１−（２−メトキシフェニル）−４−（”３−（２−ア
ミノベンゾイル）アミツブシビルコピペラジン３．６７
　ｆを塩化メチレン４０Ｈｅ、トリエチルアミン４罰の
混合溶液中に加え攪拌する。氷冷してトリクロロメチル
クνロホルメート０．９９　ｆを滴下し、滴下終了後徐
々に温度を上昇させ、室温（約２０℃）にて１時間攪拌
し、析出した結晶を流過し、ｐ液を飽和炭酸水素ナトリ
ウム水で洗い、２−メトキシフェニル）−１−ピペラジ
ニル〕プロピル）−２，４（ＩＨ，３Ｈ）−キナゾリン
ジオンを油状物として得る。この油状物をメタノール５
０ｍ＃に溶解させ塩水素ガスを飽和させ次いで濃縮する
と３−（３−（４−（２−メトキシフェニル）−１−ピ
ペラジニル〕ブｐビル）−２，４（ＩＨ，３Ｈ）−キナ
ゾリンジオン塩酸塩の結晶３．１２を得る。融点２０２
〜３℃（分解）。1-(2-methoxyphenyl)-4-(”3-(2-aminobenzoyl)amitubucivircopiperazine 3.67
f was added to a mixed solution of methylene chloride (40He) and triethylamine (4H) and stirred. After cooling with ice, 0.99 f of trichloromethylchloroformate was added dropwise. After the dropwise addition, the temperature was gradually raised and stirred at room temperature (approximately 20°C) for 1 hour. The precipitated crystals were filtered out, and the p solution was is washed with saturated sodium bicarbonate water to obtain 2-methoxyphenyl)-1-piperazinyl]propyl)-2,4(IH,3H)-quinazolinedione as an oil. Mix this oil with 5 methanol
When dissolved in 0 m#, saturated with salt hydrogen gas, and concentrated, 3-(3-(4-(2-methoxyphenyl)-1-piperazinyl]bupvir)-2,4(IH,3H)-quinazolinedione hydrochloride Obtain salt crystals 3.12. Melting point 202
~3°C (decomposition).

元素分析値　０２２Ｈ２６Ｎ４０３・２ＨＯ１としてＯ
ＨＮ 計算値（６）　５６．５３　６．０４　１１．９９実測
値（至）　５６，４１　６．０１　１１．９４出願人　
中外製薬株式会社Elemental analysis value 022H26N403・2HO1 as O
HN Calculated value (6) 56.53 6.04 11.99 Actual value (to) 56,41 6.01 11.94 Applicant
Chugai Pharmaceutical Co., Ltd.

Claims (1)

【特許請求の範囲】 式 で示されるフェニルピペラジン誘導体およびその塩。[Claims] formula Phenylpiperazine derivatives and salts thereof.
JP2407684A 1984-02-10 1984-02-10 Novel phenylpiperazine derivative Pending JPS60169467A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2407684A JPS60169467A (en) 1984-02-10 1984-02-10 Novel phenylpiperazine derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP2407684A JPS60169467A (en) 1984-02-10 1984-02-10 Novel phenylpiperazine derivative

Publications (1)

Publication Number Publication Date
JPS60169467A true JPS60169467A (en) 1985-09-02

Family

ID=12128328

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2407684A Pending JPS60169467A (en) 1984-02-10 1984-02-10 Novel phenylpiperazine derivative

Country Status (1)

Country Link
JP (1) JPS60169467A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995004049A1 (en) * 1993-07-30 1995-02-09 Recordati S.A., Chemical And Pharmaceutical Company PIPERAZINE DERIVATIVES AS α1A-ADRENERGIC RECEPTOR ANTAGONISTS
EP2299814A1 (en) * 2008-05-27 2011-03-30 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of using piperazine based antipsychotic agents
US8188076B2 (en) 2009-02-26 2012-05-29 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of utilizing arylpiperazine derivatives

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4985077A (en) * 1972-08-21 1974-08-15
JPS58159480A (en) * 1982-03-17 1983-09-21 Chugai Pharmaceut Co Ltd Novel phenylpiperazine derivative
JPS59186963A (en) * 1983-04-08 1984-10-23 Chugai Pharmaceut Co Ltd Novel phenylpiperazine derivative
JPS608274A (en) * 1983-06-27 1985-01-17 Fujisawa Pharmaceut Co Ltd Novel quinazolinone derivative, its preparation and antiallergic agent

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4985077A (en) * 1972-08-21 1974-08-15
JPS58159480A (en) * 1982-03-17 1983-09-21 Chugai Pharmaceut Co Ltd Novel phenylpiperazine derivative
JPS59186963A (en) * 1983-04-08 1984-10-23 Chugai Pharmaceut Co Ltd Novel phenylpiperazine derivative
JPS608274A (en) * 1983-06-27 1985-01-17 Fujisawa Pharmaceut Co Ltd Novel quinazolinone derivative, its preparation and antiallergic agent

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995004049A1 (en) * 1993-07-30 1995-02-09 Recordati S.A., Chemical And Pharmaceutical Company PIPERAZINE DERIVATIVES AS α1A-ADRENERGIC RECEPTOR ANTAGONISTS
EP2299814A1 (en) * 2008-05-27 2011-03-30 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of using piperazine based antipsychotic agents
EP2299814A4 (en) * 2008-05-27 2011-06-15 Reviva Pharmaceuticals Inc Compositions, synthesis, and methods of using piperazine based antipsychotic agents
US8207163B2 (en) 2008-05-27 2012-06-26 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of using piperazine based antipsychotic agents
US8188076B2 (en) 2009-02-26 2012-05-29 Reviva Pharmaceuticals, Inc. Compositions, synthesis, and methods of utilizing arylpiperazine derivatives
US8431570B2 (en) 2009-02-26 2013-04-30 Reviva Pharmaceuticals, Inc. Methods of utilizing arylpiperazine derivatives
US8461154B2 (en) 2009-02-26 2013-06-11 Reviva Pharmaceuticals, Inc. Methods of utilizing arylpiperazine derivatives
US8859552B2 (en) 2009-02-26 2014-10-14 Reviva Pharmaceuticals, Inc. Methods of utilizing arylpiperazine derivatives
US9255076B2 (en) 2009-02-26 2016-02-09 Reviva Pharmaceuticals, Inc. Arylpiperazine derivatives and methods of utilizing same
US9604944B2 (en) 2009-02-26 2017-03-28 Reviva Pharmaceuticals, Inc. Arylpiperazine derivatives and methods of utilizing same
US9975862B2 (en) 2009-02-26 2018-05-22 Reviva Pharmaceuticals, Inc. Arylpiperazine derivatives and methods of utilizing same

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