基本情報
- CAS
20380-58-9- 標準SMILES
CCOC(=O)[C@]1(c2ccccc2)CCC=C[C@H]1N(C)C- InChIKey
WDEFBBTXULIOBB-WBVHZDCISA-N- 分子式
- C17H23NO2
- 平均分子量
- 273.37 g/mol
- 単同位体質量
- 273.17287898
概要
Dextilidine is an ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has S configuration at the carbon bearing the phenyl group and R configuration at the carbon bearing the dimethylamino group. The opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and its enantiomer, ent-dextilidine. A prodrug, tilidine is converted by the liver to the active analgesic, nortilidine; virtually all of the opioid activity resides in the (1S,2R) isomer (i.e. the isomer derived from dextilidine). It has a role as an opioid analgesic and a prodrug. It is an enantiomer of an ent-dextilidine.
名称と識別子
- 優先名称
- Tilidine
- IUPAC
- ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- 英語名
- ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- 分子式
- C17H23NO2
- 分子量
- 273.37
名称と別名
TilidateTILIDINEtrans-Tilidinedl-trans-Tilidine51931-66-920380-58-9ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylateGY33N31E9YIDS-NT-003DTXSID90236713-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (1R,2S)-rel-Go 1261
名称をさらに表示
Dea no. 9750Tilidate [ban]Einecs 257-522-9Tilidine for system suitabilityTilidine 0.1 mg/ml in Acetonitrileethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylateEthyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-
Godecke, TilidinRefChem:898119DTXCID003671CHEBI:77823Go1261DTXSID401347825243-774-7257-522-9
データベース識別子
- CAS
20380-58-9、32447-90-8、51931-66-9
物性
構造計算による物性
- XLogP
- 3.1
- 極性表面積
- 29.5 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 5
- 重原子数
- 20
- 形式電荷
- 0
- 複雑度
- 358
実験および物理化学的性質
Drugs
DEA NFLIS-Drug Category -> Narcotic Analgesics
DEA Schedule I Controlled Substance -> Opiates
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
物理化学的性質
- 沸点
- 96 °C · 96 °C(Press: 0.01 Torr)
- 比重(密度)
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 酸解離定数(Pka)
- 8.26 · 8.26±0.40(Predicted)
- InChI
- 1S/C17H23NO2/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3/h5-8,10-12,15H,4,9,13H2,1-3H3/t15-,17/m1/s1
- InChIKey
- WDEFBBTXULIOBB-LDCVWXEPSA-N
- SMILES
- N([C@H]1C(CCC=C1)(c2ccccc2)C(=O)OCC)(C)C
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
危険有害性情報
Regulatory Information
DEA schedule I controlled substance
REACH registered substance: Ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate (EC: 257-522-9)
Hazard Classes and CategoriesAcute Tox. 4 (100%)
安全データ
- wgk
- WGK 3
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralResp. Sens. 1STOT RE 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
N - Nervous system
QN - Nervous system
MeSH Pharmacological Classification
Compounds with activity like OPIATE ALKALOIDS, acting at OPIOID RECEPTORS. Properties include induction of ANALGESIA or NARCOSIS.
Agents that induce NARCOSIS. Narcotics include agents that cause somnolence or induced sleep (STUPOR); natural or synthetic derivatives of OPIUM or MORPHINE or any substance that has such effects. They are potent inducers of ANALGESIA and OPIOID-RELATED DISORDERS.
用途と製造
UsesUse (kg; approx.) in Germany (2009): >25000
応用分野
使用Tilidine is an opioid used primarily as a painkiller it inhibits the enzyme adenylyl cyclase.
関連反応
0 件
現在のフィルター条件では反応記録がありません。
化合物ノート
読み込み中…