코스넷:::::화장품원료:::::

 ▣ 천연물에서 분리된 개별유효성분 레코드 등록정보

성 분 명 

Morphine

다른이름들 

Meconium Morfine 7,8-Didehydro-4,5-epoxy-17-methylmorphinan-3,6-diol

함유 천연물 

Papaver somniferum L.[양귀비(Yang-gwi-bi)](앵속각(罌粟殼))

분 자 식 

C₁₇H₁₉NO₃

화학족 분류 

알칼로이드(alkaloid);

분 자 량 

285.346

녹 는 점 

254-256.4 (dec.)°C anisole

생리학적효과 

Powerful opioid Analgesic (narcotic), preanesthetic, antitussive, antiperistaltic. Psychotomimetic agent. A drug of abuse. Acts as a stimulant to horses, has been used in horse doping. Toxicity: Gastrointestinal effects when used therapeutically. Human and exp. reprod. effects. Abuse leads to habituation or addiction. Larger doses produce respiratory depression leading to coma. Can cause death. LD50 (rat, orl) 335 mg/kg. May be habit forming. LD50(mus, orl) 745mg/kg. LD50(mus, ipr) 480mg/kg. LD50(mus, scu) 360mg/kg. LD50(mus, ivn) 199mg/kg. LDLo(rat, scu) 420mg/kg.

굴 절 율 

[α]23 D = -130.9°( MeOH)

HNMR_CHART 

(CDCl3/CD3OD,60 MHz) δ:6.96(H1), 6.76(H2), 5.97(H7), 5.43(H8), 5.25(H5), 2.40(NMe)

CNMR_CHART 

(DMSO-d6) δ: 118.60, 116.36, 138.45, 146.30, 91.49, 66.38, 133.43, 128.50, 58.09, 20.20, 125.53, 131.04, 42.97, 40.63, 35.56, 46.05, 42.83

참고문헌 

· JD. Phillipson et al., Phytochemistry, 15, 1297, 1976(pmr) · FI. Carrol et al., J. Org. Chem., 41, 996, 1976(cmr) · DMS. Wheeler et al., J. Am. Chem. Soc., 89, 4494, 1967(ms) · J. Fridrichsons et al., Tetrahedron Lett., 2887, 1968 · MR. Fennessy et al., Eur. J. Pharmacol., 8, 261, 1969 · T. Kametani et al., J. Chem. Soc.(C), 3030, 1969 · GG. de Angelis et al., Tetrahedron, 25, 5099, 1969 · RLH. Heimans et al., J. Pharm. Pharmacol., 23, 831, 1971 · AR. Battersby et al., Tetrahedron Lett., 1873, 1975 · E. Bye, Acta Chem. Scand., Ser. B, 30, 549, 1976 · AC. Allen et al., J. Org. Chem., 48, 3951, 1983 · JE. Toth et al., J. Org. Chem., 52, 473, 1987 · JE. Toth et al., J. Org. Chem., 53, 4694, 1988 · KA. Parker et al., J. Am. Chem. Soc., 114, 9688, 1992 · CY. Hong et al., J. Am. Chem. Soc., 115, 11028, 1993