チリジン
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- CAS番号.
- 20380-58-9
- 化学名:
- チリジン
- 别名:
- dl-trans-チリジン;rac-2β*-(ジメチルアミノ)-1-フェニル-3-シクロヘキセン-1α*-カルボン酸エチル;チリジン;rel-2β*-(ジメチルアミノ)-1β*-フェニル-3-シクロヘキセン-1α*-カルボン酸エチル;rel-2α*-(ジメチルアミノ)-1-フェニル-3-シクロヘキセン-1β*-カルボン酸エチル
- 英語名:
- tilidine
- 英語别名:
- tilidine;dl-trans-Tilidine;WDEFBBTXULIOBB-WBVHZDCISA-N;Ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate;rel-2α*-(Dimethylamino)-1-phenyl-3-cyclohexene-1β*-carboxylic acid ethyl ester;rel-2β*-(Dimethylamino)-1β*-phenyl-3-cyclohexene-1α*-carboxylic acid ethyl ester
- CBNumber:
- CB9895012
- 化学式:
- C17H23NO2
- 分子量:
- 273.374
- MOL File:
- 20380-58-9.mol
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安全性情報
- リスクと安全性に関する声明
- 危険有害性情報のコード(GHS)
| 絵表示（GHS） |
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| 注意喚起語 |
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| 危険有害性情報 |
| コード |
危険有害性情報 |
危険有害性クラス |
区分 |
注意喚起語 |
シンボル |
P コード |
| H302 |
飲み込むと有害 |
急性毒性、経口 |
4 |
警告 |
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P264, P270, P301+P312, P330, P501 |
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| 注意書き |
| P264 |
取扱い後は皮膚をよく洗うこと。 |
| P264 |
取扱い後は手や顔をよく洗うこと。 |
| P270 |
この製品を使用する時に、飲食または喫煙をしないこ と。 |
| P301+P312 |
飲み込んだ場合：気分が悪い時は医師に連絡する こと。 |
| P330 |
口をすすぐこと。 |
| P501 |
内容物/容器を．．．に廃棄すること。 |
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チリジン 化学特性,用途語,生産方法
効能
鎮痛薬, オピオイド受容体作動薬
Originator
Valoron,Goedecke,W. Germany,1970
Manufacturing Process
In a first step, dimethylamine is reacted with crotonaldehyde to give 1-
(dimethylamino)-1,3-butadiene.
A solution of 194 grams (2 mols) of fresh-distilled 1-(dimethylamino)-1,3-
butadiene is combined at room temperature in a 1 liter round-bottom flask
with 352 grams (2 mols) atropic acid ethyl ester. After being stirred for about
10 minutes, the reaction mixture gradually becomes exothermic. By cooling
with ice water, the contents of the flask are kept at a temperature of 40° to
60°C. After the reaction has ceased, the mixture is kept overnight (about 8 to 24 hours) at room temperature. The next day the viscous product is dissolved
in 10 liters of ether and precipitated with ethereal hydrogen chloride forming
the corresponding hydrochloride. By fractional crystallization from ethyl
acetate/methyl ethyl ketone (10:1), an almost complete separation of the
isomeric cis/trans isomers (I) and (II) is achieved. The separation can be
carried out very easily due to the low solubility of the 1 1/2-hydrate of (I).
Therefore, during the crystallization a sufficient quantity of water for the
formation of the 1 1/2-hydrate of (I) is added to the mixture of solvents,
whereby (I) readily precipitates.
Isomer (I): 4-phenyl-3-cis-dimethylamino-4-cis-carbethoxy-?1-
cyclohexenehydrochloride, [ethyl-cis-3-(dimethylamino)-4-phenyl-1-
cyclohexene-4-carboxylate hydrochloride] , MP 84°C (the free base boils at
97.5° to 98°C at 0.01 mm pressure), 64.4% yield.
Isomer (II): 4-phenyl-3-trans-dimethylamino-4-trans-carbethoxy-?1-
cyclohexenehydrochloride, [ethyl-trans-3-(dimethylamino)-4-phenyl-1-
cyclohexene-4-carboxylate hydrochloride], MP 159°C (the free base boils at
95.5° to 96°C at 0.01 mm pressure), 22.2% yield.
Therapeutic Function
Analgesic
チリジン 上流と下流の製品情報
原材料
準備製品
20380-58-9(チリジン)キーワード:
- 20380-58-9
- tilidine
- dl-trans-Tilidine
- rel-2α*-(Dimethylamino)-1-phenyl-3-cyclohexene-1β*-carboxylic acid ethyl ester
- rel-2β*-(Dimethylamino)-1β*-phenyl-3-cyclohexene-1α*-carboxylic acid ethyl ester
- Ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- WDEFBBTXULIOBB-WBVHZDCISA-N
- dl-trans-チリジン
- rac-2β*-(ジメチルアミノ)-1-フェニル-3-シクロヘキセン-1α*-カルボン酸エチル
- チリジン
- rel-2β*-(ジメチルアミノ)-1β*-フェニル-3-シクロヘキセン-1α*-カルボン酸エチル
- rel-2α*-(ジメチルアミノ)-1-フェニル-3-シクロヘキセン-1β*-カルボン酸エチル
- 麻薬性鎮痛薬
- 中枢抑制薬