CI 15511

CI 15511 Structure
CAS No.
131-28-2
Chemical Name:
CI 15511
Synonyms
NARCEIN;NARCEINE;CI 15511;NIH 10760;henyl)acetyl)-;CI 15511,Narceine;Narceine (base and/or unspecified salts);4-(methylenedioxy)phenyl)acetyl)-6-((6-(2-(dimethylamino)ethyl)-2-methoxy-;o-veratricacid,6-((6-(2-(dimethylamino)ethyl)-2-methoxy-3,4-(methylenedioxy)p;4-[2-(2-Hydroxy-1-naphtyl)-2-sodiosulfohydrazino]benzenesulfonic acid sodium salt
CBNumber:
CB0445649
Molecular Formula:
C23H27NO8
Molecular Weight:
445.46
MOL File:
131-28-2.mol
Modify Date:
2023/5/4 17:34:32

CI 15511 Properties

Melting point 138°; mp 176°
Boiling point 555.14°C (rough estimate)
Density 1.3285 (rough estimate)
refractive index 1.5614 (estimate)
pka pKb (20°) = 10.7, pKa = 9.3
Water Solubility 579.1mg/L(15 ºC)
CAS DataBase Reference 131-28-2

CI 15511 Chemical Properties,Uses,Production

Description

An alkaloid of opium (Papaver somniferum) was first isolated by Pelletier in 1832 but not characterized until some years later by Couerbe and Anderson, the latter assigning to it the formula C23H2909N which was accepted until Freund showed that it contains H20 of crystallization. The base remains in the mother liquors after removal of the major alkaloids. It forms slender, colourless needles or prisms of the trihydrate, m.p. 170°C. It is optically inactive and dissolves readily in alkalies forming metallic derivatives. It behaves as a weak, monoacidic base forming well-crystallized salts. The hydrochloride crystallizes with 5.5 H20 from cold, dilute HCI, or as the trihydrate from hot solutions. From MeOH it yields crystals with 1 mole of solvent, m.p. 190-2°C. The aurichloride forms reddish-yellow needles, m.p. 130°C and the picrate has m.p. 195°C. With chlorine water, followed by the addition of ammonia, it gives a characteristic blood-red colour while with dilute iodine solution, the solid alkaloid develops a blue colour. With ethyl nitrite, narceine forms an oximino derivative which, on exhaustive methylation, furnishes trimethylamine, hemipinic acid and 2-cyano-3- methoxy-4: s-methylenedioxy-1-vinylbenzene.

Purification Methods

Recrystallise Narcein from water (as trihydrate). The styphnate has m 185-189o (from EtOH), and the picrate has m 200o (from EtOH). [Beilstein 19 H 370, 19 I 797, 19 II 386, 19 IV 4382.]

References

Couerbe., Annalen, 17,171 (1836)
Anderson., ibid, 86, 182 (1853)
Roser., ibid, 247, 167 (1888)
Freund, Frankforter., ibid, 277,20 (1893)
Freund, Oppenheimer., Ber., 42, 1084 (1909)

CI 15511 Preparation Products And Raw materials

Raw materials

Preparation Products

CI 15511 Suppliers

Global( 13)Suppliers
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CI 15511 NARCEIN NARCEINE 4-(methylenedioxy)phenyl)acetyl)-6-((6-(2-(dimethylamino)ethyl)-2-methoxy- henyl)acetyl)- o-veratricacid,6-((6-(2-(dimethylamino)ethyl)-2-methoxy-3,4-(methylenedioxy)p 6-((6-(2-(Dimethylamino)ethyl)-2-methoxy-3,4-(methylenedioxy)phenyl)ac etyl)-o-veratric acid Narceine (base and/or unspecified salts) 6-[[6-[2-(Dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid 4-[2-(2-Hydroxy-1-naphtyl)-2-sodiosulfohydrazino]benzenesulfonic acid sodium salt 6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid 6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy-benzoic acid 6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]ethanoyl]-2,3-dimethoxy-benzoic acid NIH 10760 6-(2-(6-(2-(Dimethylamino)ethyl)-4-methoxybenzo[d][1,3]dioxol-5-yl)acetyl)-2,3-dimethoxybenzoic acid Benzoic acid, 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxy- 6-[2-[6-[2-(dimethylamino)ethyl]-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoicaci CI 15511,Narceine 131-28-2 C23H27NO8