JPS5913765A - 2-(4-quinazolinyl)aminobenzoic acid derivative - Google Patents
2-(4-quinazolinyl)aminobenzoic acid derivativeInfo
- Publication number
- JPS5913765A JPS5913765A JP12321582A JP12321582A JPS5913765A JP S5913765 A JPS5913765 A JP S5913765A JP 12321582 A JP12321582 A JP 12321582A JP 12321582 A JP12321582 A JP 12321582A JP S5913765 A JPS5913765 A JP S5913765A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- quinazolinyl
- compound
- aminobenzoic acid
- acid 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.)
- Granted
Links
Abstract
Description
【発明の詳細な説明】
で表わされる新夫ｅＭ２ − （ ４−キナゾリルンア
ミノ安息香酸誘導体に関４−るものである。DETAILED DESCRIPTION OF THE INVENTION This invention relates to a 4-quinazolyl aminobenzoic acid derivative represented by Shino eM2-(4-quinazolylaminobenzoic acid derivative).
前記一般式ｆｒｌで表わされる本発明の化合物は文献未
ｑｅ・戒の新規化合物であり，鎮痛作用，解熱作用、抗
炎症作用を有し、医薬品として有用な化合物である。The compound of the present invention represented by the general formula frl is a novel compound that has not yet been reported in the literature, and has analgesic, antipyretic, and antiinflammatory effects, and is a useful compound as a pharmaceutical.
本発明の化合物はＦ ｑｄに記載する方法により得るこ
とが出来るが、これらの製造法は一例に過ぎず、当然（
ｍ Ｏ） １ヒ学的類似法によっても製造出来るもσ〕
である。The compound of the present invention can be obtained by the method described in F qd, but these production methods are only examples, and of course (
m O) 1) It can also be produced by a chemically analogous method σ]
It is.
製造法１一般式＋１１の化合′りと一般式ｔｉ）Ｕ月ヒ
合物を反応させる法
（１） （＊ｌ ｉｌｌ〔式中Ｒ，Ｉ
（＋、 Ｈｚは前記と同じ〕この反応は、メタノール
、エタノール等のｌ谷媒（１１，水酸化カリウム、水酸
１ヒナトリウム等のアルカリ欽１萬水酸化物と共ｌ二１
〜３時間還流させるか、又はベンイン、クロロホルム、
アセトン等の溶媒中で、１〜３時間還流させればよい。Production method 1 Method (1) of reacting the compound of the general formula + 11 with the compound of the general formula ti) (R, I
(+, Hz is the same as above) This reaction is carried out using a solvent such as methanol or ethanol (alkali hydroxide such as potassium hydroxide or arsenic hydroxide)
Reflux for ~3 hours or add beneine, chloroform,
What is necessary is just to reflux for 1 to 3 hours in a solvent such as acetone.
製造法２一般式１ｆｆ）の反応性誘導体をアンモニアと
反応させる法
＜ Ｉｆ Ｊ （Ｖｌ〔式中Ｒ１
，Ｒ２は前記と同じ〕
（旧の反応性誘導体としては−例えばエステｌし等があ
り、アルコール性アンモニアと反応させればよい。Production method 2 Method of reacting a reactive derivative of the general formula 1ff) with ammonia < If J (Vl [in the formula R1
, R2 are the same as above] (Old reactive derivatives include, for example, esters and the like, which can be reacted with alcoholic ammonia.
製造法３一般式・■１の反１，６性誘導体と塩酸ヒドロ
キンルアミンとを反応させる法
〔式中Ｒ＋ Ｒｚ Ｒｓは前記に同じ〕（■）のエステ
ル誘導体をメダノール、エダノール等のアルコール性溶
媒中ナトリウムアルコキンドの存在ド塩酸ヒドロキンル
アミンとを反応させればよい。Production method 3 General formula ・■ Method of reacting the anti-1,6 derivative of 1 with hydroquinylamine hydrochloride [In the formula, R + Rz Rs is the same as above] (■) The ester derivative of (■) is reacted with an alcoholic compound such as medanol or edanol. The presence of sodium alcoquine in a solvent may be reacted with hydroquinolamine hydrochloride.
一般式（鳳）で表わさねる出発１皇月として、１／すえ
は４．７−＋／ジクロルキナゾリンＪ、 ＡＪＩＩ Ｃ
ｈｅｍ、 ＳＯＣ，、６，５゜１；う０５−１３０６
（１９４６）、 ４． Ｒ−ジクロルキナゾリンｔ、
１ 、Ｊ、 （Ｊｈｃｍ、８ｏｃ、、 １９６２．５６
１−５’７２． ４ ’プロルアー及び８−トリフ
ルオロメチルキナゾリンはＪ、 にｈｅｍ、 ５ＯＣ１
ｉＢ、１．１９６７ 、４５１−４５４等に例示さ牙ま
た７Ｆ法により答易シニ合成することが出来る。As the departure 1 Kogetsu expressed in the general formula (Otori), 1/Sue is 4.7-+/Dichloroquinazoline J, AJII C
hem, SOC,, 6,5゜1; U05-1306
(1946), 4. R-dichloroquinazoline t,
1, J, (Jhcm, 8oc,, 1962.56
1-5'72. 4' prolua and 8-trifluoromethylquinazoline are J, hem, 5OC1
iB, 1.1967, 451-454, etc., and can be easily synthesized by the 7F method.
又、メチル２−（７−クロル−４−キナゾリル）とミノ
ベンゾエート１１ Ｃｂ＋ｍ、 ｌＮ１ｅｒ、、 ）Ｋ
２１．１５４−１６８（１９７３）及びＮｏｕｖ、 Ｊ
、 Ｃｈｉｍ −４（１２Ｌ ７５７−７６４（１９８
０）に２載され℃いる。Also, methyl 2-(7-chloro-4-quinazolyl) and minobenzoate 11Cb+m, lN1er, )K
21.154-168 (1973) and Nouv, J.
, Chim-4 (12L 757-764 (198
0) at 2°C.
尚−一般式ｉｌ＋で授わさハる化合物中−：！！２１！
息爵酸１消出来る。In addition, - among the compounds given by the general formula il+ -:! ! 21!
Can eliminate 1 piece of Sonsho acid.
１杖ド、実施例を示し１本発明を史に具体的に説明する
が、勿論本発明は、これらの実施例に限定さねるもので
はない。The present invention will be described in detail by way of examples, but of course the present invention is not limited to these examples.
実施例１．２−（７−クロル−４−キナゾリルンアミノ
安息香酸
ノダノールＩＵＯｍＪ中に水酸化カリウム１．：うｇＹ
＋谷かし、これに２−アミノル安息音＋！ ３．４１
’ｒ”ＪＯえ、次に４．７−ジクロルキナゾリン４．？
ＹＩＪ口え、１時間還流［る。冷接析出した結晶を戸１
収する。粗結晶を熱炭酸ナトリウム溶液にｌ谷かし、今
後酢ｌＬｌ！酸性により析出Ｔる結晶に痙取、水洗、乾
燥すると、融点２４０−２４１℃の淡黄色結晶５．ｔ）
ｇ（８３，３’もフタ得る。Example 1.2-(7-chloro-4-quinazolylaminobenzoic acid nodanol 1.:ugY of potassium hydroxide in IUOmJ
+Tanikashi, this and 2-aminol rest sound+! 3.41
'r' JO, then 4.7-dichloroquinazoline 4.?
YIJ mouthwash and reflux for 1 hour. The crystals precipitated by cold welding are placed in door 1.
collect. Dissolve the crude crystals in hot sodium carbonate solution, then add vinegar! When the crystals precipitated by acidic conditions are collected, washed with water, and dried, pale yellow crystals with a melting point of 240-241°C5. t)
g (83,3' also gets a lid.
定量分析値Ｃ＋ｓ Ｉ（＋ｏ（シｌ Ｎ５（ｈとして
ＣＨＮQuantitative analysis value C+s I(+o(Sil N5(h as CHN
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12321582A JPS5913765A (en) | 1982-07-15 | 1982-07-15 | 2-(4-quinazolinyl)aminobenzoic acid derivative |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12321582A JPS5913765A (en) | 1982-07-15 | 1982-07-15 | 2-(4-quinazolinyl)aminobenzoic acid derivative |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5913765A true JPS5913765A (en) | 1984-01-24 |
| JPH0378384B2 JPH0378384B2 (en) | 1991-12-13 |
Family
ID=14855046
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12321582A Granted JPS5913765A (en) | 1982-07-15 | 1982-07-15 | 2-(4-quinazolinyl)aminobenzoic acid derivative |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5913765A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4808715A (en) * | 1984-06-14 | 1989-02-28 | John Wyeth & Brother Limited | 4-quinazolinylamino and 4-cinnolinylamino benzenesulphonic acids and amides |
| US5457105A (en) * | 1992-01-20 | 1995-10-10 | Zeneca Limited | Quinazoline derivatives useful for treatment of neoplastic disease |
| US5475001A (en) * | 1993-07-19 | 1995-12-12 | Zeneca Limited | Quinazoline derivatives |
| US5784922A (en) * | 1994-08-06 | 1998-07-28 | Kabushiki Kaisha Toyoda Jidoshokki Seisakusho | Motor for converting rotation of a shaft to linear movement |
-
1982
- 1982-07-15 JP JP12321582A patent/JPS5913765A/en active Granted
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4808715A (en) * | 1984-06-14 | 1989-02-28 | John Wyeth & Brother Limited | 4-quinazolinylamino and 4-cinnolinylamino benzenesulphonic acids and amides |
| US5457105A (en) * | 1992-01-20 | 1995-10-10 | Zeneca Limited | Quinazoline derivatives useful for treatment of neoplastic disease |
| US5616582A (en) * | 1992-01-20 | 1997-04-01 | Zeneca Limited | Quinazoline derivatives as anti-proliferative agents |
| US5475001A (en) * | 1993-07-19 | 1995-12-12 | Zeneca Limited | Quinazoline derivatives |
| US5784922A (en) * | 1994-08-06 | 1998-07-28 | Kabushiki Kaisha Toyoda Jidoshokki Seisakusho | Motor for converting rotation of a shaft to linear movement |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH0378384B2 (en) | 1991-12-13 |
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