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RHOEADINE

CAS No.
2718-25-4
Chemical Name:
RHOEADINE
Synonyms
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
Molecular Formula:
C21H21NO6
Molecular Weight:
383.4
MDL Number:
MFCD00075892
MOL File:
2718-25-4.mol
Last updated:2023-05-25 18:01:13

RHOEADINE Properties

Melting point 222°C
alpha D23 +235° (c = 1.01 in chloroform); D22 +174° (c = 0.69 in pyridine)
Boiling point 510.32°C (rough estimate)
Density 1.3202 (rough estimate)
refractive index 1.5614 (estimate)
pka 6.40±0.40(Predicted)
Water Solubility 832.6mg/L(25 ºC)
LogP 3.920 (est)
EWG's Food Scores 1
FDA UNII 9Q9C65WH3B

RHOEADINE price More Price(7)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC R317500 (+)-Rheadine 2718-25-4 10mg $4125 2021-12-16 Buy
TRC R317500 (+)-Rheadine 2718-25-4 25mg $4950 2021-12-16 Buy
Medical Isotopes, Inc. 48577 (+)-Rheadine 2718-25-4 25mg $5500 2021-12-16 Buy
American Custom Chemicals Corporation CHM0032094 RHOEADINE 95.00% 2718-25-4 25MG $5775 2021-12-16 Buy
Medical Isotopes, Inc. 48577 (+)-Rheadine 2718-25-4 10mg $4750 2021-12-16 Buy
Product number Packaging Price Buy
R317500 10mg $4125 Buy
R317500 25mg $4950 Buy
48577 25mg $5500 Buy
CHM0032094 25MG $5775 Buy
48577 10mg $4750 Buy

RHOEADINE Chemical Properties,Uses,Production

Description

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.

Uses

An isoquinoline alkaloid used in the therapeutic field particularly for the prevention and the treatment of pathologies implying a central and/or peripheral disorder.

Uses

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.

Definition

ChEBI: Rhoeadine is an alkaloid.

References

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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3:10,11-bis(methylenebis(oxy))-8-methoxy-16-methyl-(8-beta)-rheada 8-beta-methoxy-16-methyl-2,3:10,11-bis(methylenebis(oxy))rheadan rheadine rhoeadin RHOEADINE (5bR,13bR,15S)-5b,6,7,8,13b,15-Hexahydro-15-Methoxy-6-Methyl-[1,3]dioxolo[4,5-h]-1,3-dioxolo[7,8][2]benzopyrano[3,4-a][3]benzazepine 8β-Methoxy-16-methyl-2,3:10,11-bis[methylenebis(oxy)]rheadan Brn 0098745 Rheadan, 8-methoxy-16-methyl-2,3:10,11-bis(methylenebis(oxy))-, (8-beta)- Rheadine (8ci) RHODIZONIC ACID Dihydrate(RG) (+)-Rheadine [1,3]Dioxolo[4,5-h]-1,3-dioxolo[7,8][2]benzopyrano[3,4-a][3]benzazepine, 5b,6,7,8,13b,15-hexahydro-15-methoxy-6-methyl-, (5bR,13bR,15S)- 2718-25-4 Amines Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Alkaloids