JPH06234932A - Methine compound - Google Patents
Methine compoundInfo
- Publication number
- JPH06234932A JPH06234932A JP5021029A JP2102993A JPH06234932A JP H06234932 A JPH06234932 A JP H06234932A JP 5021029 A JP5021029 A JP 5021029A JP 2102993 A JP2102993 A JP 2102993A JP H06234932 A JPH06234932 A JP H06234932A
- Authority
- JP
- Japan
- Prior art keywords
- ethyl acetate
- compound
- added
- toluenesulfonate
- crystals
- 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
Links
Abstract
Description
【０００１】[0001]
【産業上の利用分野】本発明は、写真材料や医薬品等と
して有用なメチン化合物に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a methine compound useful as a photographic material, a medicine and the like.
【０００２】[0002]
【従来の技術】写真科学の分野において、本発明のメチ
ン化合物は例えば米国特許第２，３８８，９６３号、
２，４５４，６２９号、２，９４７，６３０号、３，６
７４，４９９号、３，９７９，２１３号、３，７９６，
７３３号、仏国特許第２，１１７，３３７号、１，４８
６，９８７号及び西独特許第２，１４０，３２３号、英
国特許第８９５，９３０号、特開昭５４−１８７２６
号、同４９−１０５５２４号、特公昭４９−１３３３１
号に記載されている化合物と同様に分光増感色素として
使用される素材に属するものである。本発明のメチン化
合物はより詳しく言うと、いわゆるロダシアニン色素に
含まれる化合物であるが、通常のロダシアニンに比べて
吸収波長が長波シフトしている。従って、通常のロダシ
アニンよりも長波に分光吸収感度が必要な場合に有効で
ある。一方、医学・薬学等の分野において本発明の化合
物が抗腫瘍剤などの医薬品として有効であることを見出
している。2. Description of the Related Art In the field of photographic science, the methine compounds of the present invention are described in, for example, US Pat. No. 2,388,963,
2,454,629, 2,947,630, 3,6
74,499, 3,979,213, 3,796.
733, French Patent No. 2,117,337, 1,48
No. 6,987, West German Patent No. 2,140,323, British Patent No. 895,930, and JP-A-54-18726.
No. 49-105524, Japanese Patent Publication No. 49-13331
The compound belongs to the materials used as a spectral sensitizing dye in the same manner as the compounds described in No. More specifically, the methine compound of the present invention is a compound contained in a so-called rhodacyanine dye, but its absorption wavelength has a long-wave shift compared to ordinary rhodacyanine. Therefore, it is effective when spectral absorption sensitivity is required for longer waves than that of ordinary rhodacyanin. On the other hand, it has been found that the compound of the present invention is effective as a drug such as an antitumor agent in the fields of medicine and pharmacy.
【０００３】[0003]
【発明が解決しようとする課題】従って、本発明の目的
は長波長シフトしたメチン化合物を提供することにあ
る。SUMMARY OF THE INVENTION Therefore, an object of the present invention is to provide a methine compound having a long wavelength shift.
【０００４】[0004]
【課題を解決するための手段】本発明の上記目的は、一
般式（Ｉ）で表わされるメチン化合物により達成され
た。The above objects of the present invention have been achieved by the methine compound represented by the general formula (I).
【０００５】[0005]
【化２】 [Chemical 2]
【０００６】（式中、Ｗはアルキル基またはアルコキシ
基を表わす。Ｒ1 、Ｒ2 、およびＲ 3 はアルキル基を表
わす。Ｘは対アニオンを表わし、ｋは分子内の電荷を零
に調節するのに必要な数を表わす。）ここで、Ｗで表わ
される置換基としてはメチル基またはメトキシ基が好ま
しく、Ｒ1 、Ｒ2 、およびＲ3 で表わされるアルキル基
としてはメチル基またはエチル基が好ましい。Ｘで表わ
される対アニオンとしてはハロゲン化物イオン、スルホ
ン酸イオン、またはカルボン酸イオンが好ましく、最も
好ましくはｐ−トルエンスルホン酸イオンである。(In the formula, W is an alkyl group or alkoxy.
Represents a group. R1, R2, And R 3Represents an alkyl group
Forget X represents a counter anion, and k has no charge in the molecule.
Represents the number needed to adjust. ) Where W
The preferred substituent is methyl or methoxy.
Well, R1, R2, And R3Alkyl group represented by
Is preferably a methyl group or an ethyl group. Represented by X
As the counter anion to be used, halide ion, sulfo
Preferred is a nitrate ion or a carboxylate ion, and most preferred
Preferred is p-toluenesulfonate ion.
【０００７】本発明のメチン化合物は、分光増感色素や
医薬品などとして使用し得る。本発明のメチン化合物は
一般的には、米国特許第２，３８８，９６３号に記載さ
れている合成法を参考にして容易に合成することができ
る。以下に、本発明の一般式（Ｉ）で表わされる化合物
の具体例を示すが、本発明はこれらに限定されるもので
はない。The methine compound of the present invention can be used as a spectral sensitizing dye or a drug. Generally, the methine compound of the present invention can be easily synthesized with reference to the synthetic method described in US Pat. No. 2,388,963. Specific examples of the compound represented by formula (I) of the present invention are shown below, but the present invention is not limited thereto.
【０００８】[0008]
【化３】 [Chemical 3]
【０００９】[0009]
【発明の効果】本発明のメチン化合物は、類似のロダシ
アニン色素に比べて、色調が長波であり、長波長の分光
増感色素などとして写真感光材料や、又抗腫瘍剤や免疫
抑制剤などの医薬などとして幅広い用途が期待される。
以下、実施例により、本発明の一般式（Ｉ）で表わされ
るメチン化合物の有効性を明らかにする。INDUSTRIAL APPLICABILITY The methine compound of the present invention has a longer color tone as compared with similar rhodacyanine dyes, and is used as a photographic light-sensitive material as a long-wavelength spectral sensitizing dye, antitumor agent, immunosuppressant, It is expected to have a wide range of uses as a medicine.
Hereinafter, the effectiveness of the methine compound represented by the general formula (I) of the present invention will be clarified by Examples.
【００１０】[0010]
実施例１ (1) ３−エチル−５−（３−メチルナフト〔１，２−
ｄ〕チアゾリン−２−イリデン）−２−メチルチオ−４
−オキソ−２−チアゾリウム＝ｐ−トルエンスルホナー
トの合成 還流冷却管を付けた５００mlの三ツ口フラスコに１０．
１０ｇの３−エチル−５−（３−メチルナフト〔１，２
−ｄ〕チアゾリン−２−イリデン）チアゾリン−４−オ
ン−２−チオン、１５．１９ｇのｐ−トルエンスルホン
酸メチル、６０mlのジメチルホルムアミドおよび、６０
mlのトルエンを秤量した。この混合物を１１０℃にて七
時間かき混ぜた後に冷却して一晩静置し、さらに１１０
℃で六時間かき混ぜた。室温まで冷却の後、反応液に酢
酸エチルを加え得られた結晶を吸引濾過した。酢酸エチ
ルで二回洗浄し、室温にて乾燥すると標記化合物が得ら
れた。 収量 １５．４１ｇ (2) 化合物Ｉ−１の合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．４
８ｇの２，８−ジメチルナフト〔１，２−ｄ〕チアゾー
ル、１．５３ｇのｐ−トルエンスルホン酸エチルを秤量
し、１４０℃の油浴上で三時間半かき混ぜた。８０℃ま
で冷却の後、０．９０ｇの３−エチル−５−（３−メチ
ルナフト〔１，２−ｄ〕チアゾリン−２−イリデン）−
２−メチルチオ−４−オキソ−２−チアゾリウム＝ｐ−
トルエンスルホナートとアセトニトリル１．０mlを加え
てかき混ぜた。この溶液にトリエチルアミン１．０６ml
を滴下し、引き続き同じ温度で一時間かき混ぜた。室温
まで冷却の後、反応液に酢酸エチル５０mlを加え得られ
た結晶を吸引濾過した。この結晶を還流冷却管を付けた
１００mlのナスフラスコに移し、酢酸エチルを加えて一
時間、加熱還流をした。結晶を吸引濾過後、酢酸エチル
で洗浄し得られた粗結晶をクロロホルム／メタノール
（１：１）５mlにかき混ぜながら溶解した。酢酸エチル
を加えて結晶化させ、吸引濾過後に酢酸エチルで二回洗
浄し、室温にて乾燥すると標記化合物が得られた。 収量 １．５３ｇ 融点 ２８５−２８６℃Example 1 (1) 3-Ethyl-5- (3-methylnaphtho [1,2-
d] thiazoline-2-ylidene) -2-methylthio-4
Synthesis of -oxo-2-thiazolium = p-toluenesulfonate In a 500 ml three-necked flask equipped with a reflux condenser.
10 g of 3-ethyl-5- (3-methylnaphtho [1,2
-D] thiazoline-2-ylidene) thiazolin-4-one-2-thione, 15.19 g of methyl p-toluenesulfonate, 60 ml of dimethylformamide and 60
ml toluene was weighed. The mixture was stirred at 110 ° C. for 7 hours, then cooled and allowed to stand overnight, then 110
Stir at ℃ for 6 hours. After cooling to room temperature, ethyl acetate was added to the reaction solution and the obtained crystals were suction filtered. It was washed twice with ethyl acetate and dried at room temperature to give the title compound. Yield 15.41 g (2) Synthesis of compound I-1 0.4 in a 100 ml three-necked flask equipped with a reflux condenser.
8 g of 2,8-dimethylnaphtho [1,2-d] thiazole and 1.53 g of ethyl p-toluenesulfonate were weighed and stirred on an oil bath at 140 ° C. for 3 hours and a half. After cooling to 80 ° C., 0.90 g of 3-ethyl-5- (3-methylnaphtho [1,2-d] thiazoline-2-ylidene)-
2-Methylthio-4-oxo-2-thiazolium = p-
Toluene sulfonate and 1.0 ml of acetonitrile were added and stirred. 1.06 ml of triethylamine in this solution
Was added dropwise, and then the mixture was stirred at the same temperature for 1 hour. After cooling to room temperature, 50 ml of ethyl acetate was added to the reaction solution, and the obtained crystals were suction filtered. The crystals were transferred to a 100 ml round-bottomed flask equipped with a reflux condenser, ethyl acetate was added, and the mixture was heated under reflux for 1 hour. The crystals were filtered by suction and washed with ethyl acetate, and the obtained crude crystals were dissolved in 5 ml of chloroform / methanol (1: 1) with stirring. Ethyl acetate was added for crystallization, suction filtration, washing with ethyl acetate twice, and drying at room temperature gave the title compound. Yield 1.53g Melting point 285-286 ° C
【００１１】実施例２ 化合物Ｉ−２の合成 (1) ３−エチル−２−メチル−８−メトキシナフト
〔１，２−ｄ〕チアゾリウム＝ｐ−トルエンスルホナー
トの合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．５
５ｇの２−メチル−８−メトキシナフト〔１，２−ｄ〕
チアゾールと１．５５ｇのｐ−トルエンスルホン酸エチ
ルを秤量し、１４０℃の油浴上で三時間かき混ぜた。室
温まで冷却した後、酢酸エチルを加え得られた結晶を吸
引濾過した。酢酸エチルで二回洗浄し、室温にて乾燥さ
せると標記化合物が得られた。 収量 １．０３ｇ (2) 化合物Ｉ−２の合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．９
７ｇの３−エチル−５−（３−メチルナフト〔１，２−
ｄ〕チアゾリン−２−イリデン）−２−メチルチオ−４
−オキソ−２−チアゾリウム＝ｐ−トルエンスルホナー
ト、１．０３ｇの３−エチル−２−メチル−８−メトキ
シナフト〔１，２−ｄ〕チアゾリウム＝ｐ−トルエンス
ルホナート、及びアセトニトリル２mlを秤量し、７０℃
の水浴上で加熱しながらかき混ぜた。この溶液にトリエ
チルアミン１．００mlを滴下し、引き続き同じ温度で二
時間かき混ぜた。室温まで冷却の後、反応液に酢酸エチ
ル５０mlを加え得られた結晶を吸引濾過した。この結晶
を還流冷却管を付けた１００mlのナスフラスコに移し、
酢酸エチルを加えて一時間、加熱還流をした。結晶を吸
引濾過後、酢酸エチルで洗浄し得られた粗結晶をクロロ
ホルム／メタノール（１：１）５mlにかき混ぜながら溶
解した。酢酸エチルを加えて結晶化させ、吸引濾過後に
酢酸エチルで二回洗浄し、室温にて乾燥すると標記化合
物が得られた。 収量 ０．３０ｇ 融点 ２４５−２４８℃Example 2 Synthesis of compound I-2 (1) Synthesis of 3-ethyl-2-methyl-8-methoxynaphtho [1,2-d] thiazolium = p-toluenesulfonate 100 ml equipped with a reflux condenser 0.5 in a three-necked flask
5 g of 2-methyl-8-methoxynaphtho [1,2-d]
Thiazole and 1.55 g of ethyl p-toluenesulfonate were weighed and stirred on an oil bath at 140 ° C. for 3 hours. After cooling to room temperature, ethyl acetate was added and the obtained crystals were suction filtered. Wash twice with ethyl acetate and dry at room temperature to give the title compound. Yield 1.03 g (2) Synthesis of compound I-2 0.9 in a 100 ml three-necked flask equipped with a reflux condenser.
7 g of 3-ethyl-5- (3-methylnaphtho [1,2-
d] thiazoline-2-ylidene) -2-methylthio-4
Weigh out -oxo-2-thiazolium = p-toluenesulfonate, 1.03 g of 3-ethyl-2-methyl-8-methoxynaphtho [1,2-d] thiazolium = p-toluenesulfonate, and 2 ml of acetonitrile. , 70 ° C
Stir while heating on a water bath. To this solution, 1.00 ml of triethylamine was added dropwise, followed by stirring at the same temperature for 2 hours. After cooling to room temperature, 50 ml of ethyl acetate was added to the reaction solution, and the obtained crystals were suction filtered. The crystals were transferred to a 100 ml eggplant flask equipped with a reflux condenser,
Ethyl acetate was added and the mixture was heated under reflux for 1 hr. The crystals were filtered by suction and washed with ethyl acetate, and the obtained crude crystals were dissolved in 5 ml of chloroform / methanol (1: 1) with stirring. Ethyl acetate was added for crystallization, suction filtration, washing with ethyl acetate twice, and drying at room temperature gave the title compound. Yield 0.30 g, melting point 245-248 ° C
【００１２】実施例３ 化合物Ｉ−３の合成 (1) ２，３，８−トリメチルナフト〔１，２−ｄ〕チア
ゾリウム＝ｐ−トルエンスルホナートの合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．５
５ｇの２，８−ジメチルナフト〔１，２−ｄ〕チアゾー
ルと１．４７ｇのｐ−トルエンスルホン酸メチルを秤量
し、１４０℃の油浴上で二時間かき混ぜた。室温まで冷
却した後、酢酸エチルを加え得られた結晶を吸引濾過し
た。酢酸エチルで二回洗浄し、室温にて乾燥させると標
記化合物が得られた。 収量 ０．９５ｇ (2) 化合物Ｉ−３の合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．９
５ｇの３−エチル−５−（３−メチルナフト〔１，２−
ｄ〕チアゾリン−２−イリデン）−２−メチルチオ−４
−オキソ−２−チアゾリウム＝ｐ−トルエンスルホナー
ト、０．９５ｇの２，３，８−トリメチルナフト〔１，
２−ｄ〕チアゾリウム＝ｐ−トルエンスルホナート、及
びアセトニトリル２mlを秤量し、７０℃の水浴上で加熱
しながらかき混ぜた。この溶液にトリエチルアミン１．
００mlを滴下し、引き続き同じ温度で二時間かき混ぜ
た。室温まで冷却の後、反応液に酢酸エチル５０mlを加
え得られた結晶を吸引濾過した。この結晶を還流冷却管
を付けた１００mlのナスフラスコに移し、酢酸エチルを
加えて一時間、加熱還流をした。結晶を吸引濾過後、酢
酸エチルで洗浄し得られた粗結晶をクロロホルム／メタ
ノール（１：１）５mlにかき混ぜながら溶解した。酢酸
エチルを加えて結晶化させ、吸引濾過後に酢酸エチルで
二回洗浄し、室温にて乾燥すると標記化合物が得られ
た。 収量 １．１９ｇ 融点 ＞３００℃Example 3 Synthesis of Compound I-3 (1) Synthesis of 2,3,8-trimethylnaphtho [1,2-d] thiazolium = p-toluenesulfonate In a 100 ml three-necked flask equipped with a reflux condenser. 0.5
5 g of 2,8-dimethylnaphtho [1,2-d] thiazole and 1.47 g of methyl p-toluenesulfonate were weighed and stirred on a 140 ° C. oil bath for 2 hours. After cooling to room temperature, ethyl acetate was added and the obtained crystals were suction filtered. Wash twice with ethyl acetate and dry at room temperature to give the title compound. Yield 0.95 g (2) Synthesis of Compound I-3 0.9 in a 100 ml three-necked flask equipped with a reflux condenser.
5 g of 3-ethyl-5- (3-methylnaphtho [1,2-
d] thiazoline-2-ylidene) -2-methylthio-4
-Oxo-2-thiazolium = p-toluenesulfonate, 0.95 g of 2,3,8-trimethylnaphtho [1,
2-d] thiazolium = p-toluenesulfonate and 2 ml of acetonitrile were weighed and stirred with heating on a water bath at 70 ° C. Triethylamine 1.
00 ml was added dropwise and subsequently stirred at the same temperature for 2 hours. After cooling to room temperature, 50 ml of ethyl acetate was added to the reaction solution, and the obtained crystals were suction filtered. The crystals were transferred to a 100 ml round-bottomed flask equipped with a reflux condenser, ethyl acetate was added, and the mixture was heated under reflux for 1 hour. The crystals were filtered by suction and washed with ethyl acetate, and the obtained crude crystals were dissolved in 5 ml of chloroform / methanol (1: 1) with stirring. Ethyl acetate was added for crystallization, suction filtration, washing with ethyl acetate twice, and drying at room temperature gave the title compound. Yield 1.19g Melting point> 300 ° C
【００１３】実施例４ 化合物Ｉ−４の合成 (1) ２，３−ジメチル−８−メトキシナフト〔１，２−
ｄ〕チアゾリウム＝ｐ−トルエンスルホナートの合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．６
３ｇの２−メチル−８−メトキシナフト〔１，２−ｄ〕
チアゾールと１．５５ｇのｐ−トルエンスルホン酸メチ
ルを秤量し、１４０℃の油浴上で一時間かき混ぜた。室
温まで冷却した後、酢酸エチルを加え得られた結晶を吸
引濾過した。酢酸エチルで二回洗浄し、室温にて乾燥さ
せると標記化合物が得られた。 収量 １．０１ｇ (2) 化合物Ｉ−４の合成 還流冷却管を付けた１００mlの三ツ口フラスコに０．９
７ｇの３−エチル−５−（３−メチルナフト〔１，２−
ｄ〕チアゾリン−２−イリデン）−２−メチルチオ−４
−オキソ−２−チアゾリウム＝ｐ−トルエンスルホナー
ト、１．０１ｇの２，３−ジメチル−８−メトキシナフ
ト〔１，２−ｄ〕チアゾリウム＝ｐ−トルエンスルホナ
ート、及びアセトニトリル２mlを秤量し、７０℃の水浴
上で加熱しながらかき混ぜた。この溶液にトリエチルア
ミン１．００mlを滴下し、引き続き同じ温度で二時間か
き混ぜた。室温まで冷却の後、反応液に酢酸エチル５０
mlを加え得られた結晶を吸引濾過した。この結晶を還流
冷却管を付けた１００mlのナスフラスコに移し、酢酸エ
チルを加えて一時間、加熱還流をした。結晶を吸引濾過
後、酢酸エチルで洗浄し得られた粗結晶をクロロホルム
／メタノール（１：１）５mlにかき混ぜながら溶解し
た。酢酸エチルを加えて結晶化させ、吸引濾過後に酢酸
エチルで二回洗浄し、室温にて乾燥すると標記化合物が
得られた。 収量 １．０１ｇ 融点 ２５２−２５４℃ 化合物Ｉ−１〜Ｉ−４のＮＭＲデータを表１に示す。Example 4 Synthesis of Compound I-4 (1) 2,3-Dimethyl-8-methoxynaphtho [1,2-
d] Thiazolium = Synthesis of p-toluenesulfonate In a 100 ml three-necked flask equipped with a reflux condenser, 0.6
3 g of 2-methyl-8-methoxynaphtho [1,2-d]
Thiazole and 1.55 g of methyl p-toluenesulfonate were weighed and stirred on an oil bath at 140 ° C. for 1 hour. After cooling to room temperature, ethyl acetate was added and the obtained crystals were suction filtered. Wash twice with ethyl acetate and dry at room temperature to give the title compound. Yield 1.01 g (2) Synthesis of compound I-4 0.9 in a 100 ml three-necked flask equipped with a reflux condenser.
7 g of 3-ethyl-5- (3-methylnaphtho [1,2-
d] thiazoline-2-ylidene) -2-methylthio-4
-Oxo-2-thiazolium = p-toluenesulfonate, 1.01 g of 2,3-dimethyl-8-methoxynaphtho [1,2-d] thiazolium = p-toluenesulfonate, and 2 ml of acetonitrile were weighed to 70 Stir while heating on a water bath at ℃. To this solution, 1.00 ml of triethylamine was added dropwise, followed by stirring at the same temperature for 2 hours. After cooling to room temperature, the reaction solution was mixed with ethyl acetate 50
ml was added and the resulting crystals were suction filtered. The crystals were transferred to a 100 ml round-bottomed flask equipped with a reflux condenser, ethyl acetate was added, and the mixture was heated under reflux for 1 hour. The crystals were filtered by suction and washed with ethyl acetate, and the obtained crude crystals were dissolved in 5 ml of chloroform / methanol (1: 1) with stirring. Ethyl acetate was added for crystallization, suction filtration, washing with ethyl acetate twice, and drying at room temperature gave the title compound. Yield 1.01 g Melting point 252-254 ° C Table 1 shows the NMR data of the compounds I-1 to I-4.
【００１４】[0014]
【表１】 [Table 1]
【００１５】実施例５ 実施例１〜４により合成した本発明の化合物のメタノー
ル溶液における吸収スペクトルを測定し、最大吸収波長
とモル吸光係数を表２に示した。Example 5 The absorption spectrum of the compound of the present invention synthesized in Examples 1 to 4 in a methanol solution was measured, and the maximum absorption wavelength and the molar absorption coefficient are shown in Table 2.
【００１６】[0016]
【化４】 [Chemical 4]
【００１７】[0017]
【表２】 [Table 2]
【００１８】この結果から明らかなように、本発明のメ
チン化合物は従来のロダシアニン色素と比較して、色調
が長波であることがわかる。As is clear from these results, the methine compound of the present invention has a longer color tone as compared with the conventional rhodacyanine dye.
─────────────────────────────────────────────────────
─────────────────────────────────────────────────── ───
【手続補正書】[Procedure amendment]
【提出日】平成５年１０月２８日[Submission date] October 28, 1993
【手続補正１】[Procedure Amendment 1]
【補正対象書類名】明細書[Document name to be amended] Statement
【補正対象項目名】０００３[Name of item to be corrected] 0003
【補正方法】変更[Correction method] Change
【補正内容】[Correction content]
【０００３】[0003]
【発明が解決しようとする課題】従って、本発明の目的
は長波長シフトした写真および医薬品として有効なメチ
ン化合物を提供することにある。SUMMARY OF THE INVENTION Therefore, an object of the present invention is to provide a methine compound which is long-wavelength-shifted and is useful as a photograph and a medicine.
Claims (2)
Ｒ1 、Ｒ2 、およびＲ 3 は各々アルキル基を表わす。Ｘ
は対アニオンを表わし、ｋは分子内の電荷を零に調節す
るのに必要な数を表わす。）1. A methine compound represented by the general formula (I):(In the formula, W represents an alkyl group or an alkoxy group.
R1, R2, And R 3Each represents an alkyl group. X
Represents a counter anion, and k regulates the charge in the molecule to zero.
Represents the number needed to )
置換基がメチル基またはメトキシ基で、Ｒ1 、Ｒ2 、お
よびＲ3 で表わされるアルキル基が各々メチル基または
エチル基である請求項１に記載のメチン化合物。2. In the general formula (I), the substituent represented by W is a methyl group or a methoxy group, and the alkyl groups represented by R 1 , R 2 and R 3 are a methyl group or an ethyl group, respectively. Item 2. A methine compound according to item 1.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5021029A JPH06234932A (en) | 1993-02-09 | 1993-02-09 | Methine compound |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP5021029A JPH06234932A (en) | 1993-02-09 | 1993-02-09 | Methine compound |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH06234932A true JPH06234932A (en) | 1994-08-23 |
Family
ID=12043572
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP5021029A Pending JPH06234932A (en) | 1993-02-09 | 1993-02-09 | Methine compound |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH06234932A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8193224B2 (en) * | 2004-10-04 | 2012-06-05 | Fujifilm Corporation | Medicinal composition for prevention or treatment of parasitic protozoan infection |
-
1993
- 1993-02-09 JP JP5021029A patent/JPH06234932A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8193224B2 (en) * | 2004-10-04 | 2012-06-05 | Fujifilm Corporation | Medicinal composition for prevention or treatment of parasitic protozoan infection |
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