기본 정보
- CAS
20380-58-9- 표준 SMILES
CCOC(=O)[C@]1(c2ccccc2)CCC=C[C@H]1N(C)C- InChIKey
WDEFBBTXULIOBB-WBVHZDCISA-N- 분자식
- C17H23NO2
- 평균 분자량
- 273.37 g/mol
- 단동위원소 질량
- 273.17287898
개요
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.
이름 및 식별자
- 우선 이름
- Tilidine
- IUPAC
- ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- 현지명
- 에틸트랜스-2-(디메틸아미노)-1-페닐시클로헥스-3-엔-1-카르복실레이트
- 영어명
- ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
- 분자식
- C17H23NO2
- 분자량
- 273.37
이름 및 동의어
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
이름 더 보기
에틸트랜스-2-(디메틸아미노)-1-페닐시클로헥스-3-엔-1-카르복실레이트Dea 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
물성
구조 계산 물성
- XLogP
- 3.1
- 극성 표면적
- 29.5 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 3
- 회전 가능 결합 수
- 5
- 무거운 원자 수
- 20
- 형식 전하
- 0
- 복잡도
- 358
실험 및 물리화학적 성질
Drugs
DEA NFLIS-Drug Category -> Narcotic Analgesics
DEA Schedule I Controlled Substance -> Opiates
Pharmaceuticals -> Synthetic Cannabinoids or Psychoactive Compounds
물리화학적 성질
- 끓는 점
- 96 °C · 96 °C(Press: 0.01 Torr)
- 밀도
- 1.06 · 1.06±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · -20°C
- 산도 계수 (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
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
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]
유해성 정보
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%)
안전 데이터
- wgk
- WGK 3
- Hazard Classifications
- Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 OralResp. Sens. 1STOT RE 2
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
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.
용도 및 제조
UsesUse (kg; approx.) in Germany (2009): >25000
응용 분야
용도Tilidine is an opioid used primarily as a painkiller it inhibits the enzyme adenylyl cyclase.
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