JPH0378384B2 - - Google Patents
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- Publication number
- JPH0378384B2 JPH0378384B2 JP12321582A JP12321582A JPH0378384B2 JP H0378384 B2 JPH0378384 B2 JP H0378384B2 JP 12321582 A JP12321582 A JP 12321582A JP 12321582 A JP12321582 A JP 12321582A JP H0378384 B2 JPH0378384 B2 JP H0378384B2
- Authority
- JP
- Japan
- Prior art keywords
- general formula
- compound
- present
- formula
- aminobenzoic acid
- 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.)
- Expired
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- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
【発明の詳細な説明】
本発明は下記一般式（）
（式中R1は塩素原子を意味し、R2は水素原子
を意味する）
で表わされる新規な２−（４−キナゾリル）アミ
ノ安息香酸誘導体に関するものである。[Detailed Description of the Invention] The present invention is based on the following general formula () The present invention relates to a novel 2-(4-quinazolyl)aminobenzoic acid derivative represented by (wherein R 1 means a chlorine atom and R 2 means a hydrogen atom).
前記一般式（）で表わされる本発明の化合物
は文献未記載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 () is a novel compound that has not been described in any literature, has analgesic action, antipyretic action, and anti-inflammatory action, and is a useful compound as a pharmaceutical.
本発明の化合物は下記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、当然他の化学的類似法によつても製造出来る
ものである。 The compounds of the present invention can be obtained by the methods described below, but these production methods are merely examples, and of course they can also be produced by other chemically similar methods.
製造法
一般式（）の化合物と式（）の化合物を反
応させる法
［式中R1，R2は前記と同じ］
この反応は、メタノール，エタノール等の溶媒
中、水酸化カリウム，水酸化ナトリウム等のアル
カリ金属水酸化物と共に１〜３時間還流させる
か、又はベンゼン，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 A method in which a compound of general formula () is reacted with a compound of formula () [In the formula, R 1 and R 2 are the same as above] This reaction is carried out by refluxing for 1 to 3 hours with an alkali metal hydroxide such as potassium hydroxide or sodium hydroxide in a solvent such as methanol or ethanol, or with benzene. , chloroform, acetone, etc., for 1 to 3 hours.
一般式（）で表わされる出発原料として、例
えば４，７−ジクロルキナゾリンはJ.Am.Chem.
Soc.，68，1305−1306（1946），４，８−ジクロル
キナゾリンはJ.Chem.Soc.，1962，561−572等に
例示された方法により容易に合成することが出来
る。 As a starting material represented by the general formula (), for example, 4,7-dichloroquinazoline is used as described in J.Am.Chem.
Soc., 68 , 1305-1306 (1946), 4,8-dichloroquinazoline can be easily synthesized by the method exemplified in J.Chem.Soc., 1962 , 561-572.
尚、一般式（）で表わされる化合物中、安息
香酸誘導体は通常の薬学上許容される技術によつ
て、ナトリウム，カリウム，アルミニウム等の金
属塩に導くことが出来る。 Incidentally, in the compound represented by the general formula (), the benzoic acid derivative can be converted into a metal salt such as sodium, potassium, aluminum, etc. by a conventional pharmaceutically acceptable technique.
以下、実施例を示し、本発明を更に具体的に説
明するが勿論本発明は、これらの実施例に限定さ
れるものではない。 EXAMPLES Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is of course not limited to these Examples.
実施例
２−（７−クロル−４−キナゾリル）アミノ安
息香酸の製造
メタノール100ml中に水酸化カリウム1.3ｇを溶
かし、これに２−アミノ安息香酸3.4ｇを加え、
次に４，７−ジクロルキナゾリン４ｇを加え、１
時間還流する。冷後析出した結晶を濾取する。粗
結晶を熱炭酸ナトリウム溶液に溶かし、冷後酢酸
酸性により析出する結晶を濾取、水洗、乾燥する
と、融点240−241℃の目的物5.0ｇ（83.3％）を
淡黄色結晶として得る。Example 2 - Production of (7-chloro-4-quinazolyl)aminobenzoic acid 1.3 g of potassium hydroxide was dissolved in 100 ml of methanol, and 3.4 g of 2-aminobenzoic acid was added thereto.
Next, 4 g of 4,7-dichloroquinazoline was added, and 1
Reflux for an hour. After cooling, the precipitated crystals are collected by filtration. The crude crystals are dissolved in a hot sodium carbonate solution, and after cooling, the crystals precipitated by acidic acetic acid are collected by filtration, washed with water, and dried to obtain 5.0 g (83.3%) of the desired product as pale yellow crystals with a melting point of 240-241°C.
元素分析値C15H10ClN3O2として
Ｃ Ｈ Ｎ
計算値 60.11 3.36 14.02
実測値 60.24 3.10 14.00
1H−NMR（400MHz，D2O＋NaOD*，δ）：
6.99〜7.02（2H，ｍ），7.13（1H，ｄ），7.27〜
7.30（2H，ｍ），7.77（1H，ｄ），8.04（1H，ｓ），
8.08（1H，ｄ）．
＊：基準物質（CH3）3SiCD2CD2COONa Elemental analysis value C 15 H 10 ClN 3 O 2 as C H N Calculated value 60.11 3.36 14.02 Actual value 60.24 3.10 14.00 1 H-NMR (400MHz, D 2 O + NaOD * , δ): 6.99-7.02 (2H, m), 7.13 (1H, d), 7.27~
7.30 (2H, m), 7.77 (1H, d), 8.04 (1H, s),
8.08 (1H, d). *: Reference material (CH 3 ) 3 SiCD 2 CD 2 COONa
Claims (1)
を意味する。） で表わされる２−（４−キナゾリル）アミノ安息
香酸誘導体。[Claims] 1. General formula (In the formula, R 1 means a chlorine atom and R 2 means a hydrogen atom.) A 2-(4-quinazolyl)aminobenzoic acid derivative represented by:
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 JPS5913765A (en) | 1984-01-24 |
| JPH0378384B2 true 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) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2160201B (en) * | 1984-06-14 | 1988-05-11 | Wyeth John & Brother Ltd | Quinazoline and cinnoline derivatives |
| GB9300059D0 (en) * | 1992-01-20 | 1993-03-03 | Zeneca Ltd | Quinazoline derivatives |
| GB9314893D0 (en) * | 1993-07-19 | 1993-09-01 | Zeneca Ltd | Quinazoline derivatives |
| KR960008139A (en) * | 1994-08-06 | 1996-03-22 | Rotation prevention and separation prevention mechanism of the screw shaft of the linear motion conversion motor |
-
1982
- 1982-07-15 JP JP12321582A patent/JPS5913765A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5913765A (en) | 1984-01-24 |
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