RHOEADINE

RHOEADINE 구조식 이미지
카스 번호:
2718-25-4
상품명:
RHOEADINE
동의어(영문):
rhoeadin;rheadine;RHOEADINE;Brn 0098745;(+)-Rheadine;Rheadine (8ci);RHODIZONIC ACID Dihydrate(RG);8β-Methoxy-16-methyl-2,3:10,11-bis[methylenebis(oxy)]rheadan;8-beta-methoxy-16-methyl-2,3:10,11-bis(methylenebis(oxy))rheadan;3:10,11-bis(methylenebis(oxy))-8-methoxy-16-methyl-(8-beta)-rheada
CBNumber:
CB5435166
분자식:
C21H21NO6
포뮬러 무게:
383.4
MOL 파일:
2718-25-4.mol

RHOEADINE 속성

녹는점
222°C
알파
D23 +235° (c = 1.01 in chloroform); D22 +174° (c = 0.69 in pyridine)
끓는 점
510.32°C (rough estimate)
밀도
1.3202 (rough estimate)
굴절률
1.5614 (estimate)
산도 계수 (pKa)
6.40±0.40(Predicted)
수용성
832.6mg/L(25℃)
LogP
3.920 (est)

안전

RHOEADINE C화학적 특성, 용도, 생산

개요

This alkaloid was found by Hesse in Papaver rhoeas Linn (red poppy) and its reputed existence in opium now appears doubtful. The base crystallizes from a mixture of CHCl3 and Et20 and sublimes at 21 5-225°C/0.02 mm. It has [α]17.5D + 232° (CHCI 3) or [α]19D + 243° (CHCl3). It behaves as a weak base and is sparingly soluble in H20, alkaline solutions and most organic solvents. It dissolves in mineral acids giving an intensely red solution but investigation shows that only a small proportion of the alkaloid is used to produce the colour, the major part being converted into a colourless, crystalline substance, Rhoeagenine, a much stronger base, non-volatile, and stable to acids. This base is not isomeric with the alkaloid as first thought but has the formula C2oH1906N, m.p. 236-8°C; [α]19D + l68° (AcOH).).
Rhoeadine itself contains two methylenedioxy groups, one methoxy group and an N-methyl group. The salts are not easy to prepare but a crystalline hydriodide dihydrate is formed by addition of KI to a solution of the alkaloid in AcOH. The ultraviolet spectrum of the alkaloid shows absorption maxima at 205, 240 and 292 mμ.

용도

As an isoquinoline alkaloid, Rhoeadine can be used in the therapeutic field particularly for the prevention and the treatment of pathologies implying a central and/or peripheral disorder.

참고 문헌

Hesse., Annalen, Suppl., 4, 50 (1S65)
Hesse., ibid, 140, 145 (1S66)
Spath., Monatsh., 68,33 (1936)
Awe., Arch. Pharm., 279,116 (1941)
Santavy etat., Collect. Czech. Chem. Commun., 30,335,3479 (1965)
Mass spectrum:
Dolejs, Hanus., Tetrahedron, 23, 2997 (1967)
Stereochemistry:
Shamma et at., Chem. Commun., 212 (1968)

RHOEADINE 준비 용품 및 원자재

원자재

준비 용품


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