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[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid

[S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide Struktur
521-40-4
CAS-Nr.
521-40-4
Bezeichnung:
[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid
Englisch Name:
[S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide
Synonyma:
narcotoline;Desmethylnarcotine;Cordrastine I;Noscapine Impurity 6(Narcotoline);S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide;[S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide;(3S)-3-[(5R)-4-hydroxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-3H-2-benzofuran-1-one;(3S)-3-[(5R)-4-hydroxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-3H-isobenzofuran-1-one;(3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]isobenzofuran-1(3H)-one;1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)-
CBNumber:
CB6905952
Summenformel:
C21H21NO7
Molgewicht:
399.39
MOL-Datei:
521-40-4.mol
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[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid Eigenschaften

Schmelzpunkt:
202°
alpha 
D20 -189° (0.1 g in 25 ml chloroform, 20 cm tube); D20 +5.8° (0.065 g in 5 ml 0.1N HCl in 20 cm tube)
storage temp. 
-20°C Freezer, Under inert atmosphere
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
Pale Yellow to Light Yellow

Sicherheit

[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Wrede has obtained this alkaloid from the seed capsules of Papaver somniferum. It crystallizes from aqueous MeOH in colourless rectangular rods and has [0:]5° - 189° (CHCI3) and + 5.8° (c 0.1 NiHCI). One phenolic hydroxyl group is present in the molecule and the base forms the O-acetate, m.p. 208-9°C, giving a hydro_x0002_chloride as the monohydrate, m.p. 230-3°C (dry); [0:]5° + 94.8° (H 20). The acid tartrate forms colourless needles which, decompose at 190-205°C and the picrolonate has m.p. 202-3°C. On treatment with CH2N2, the alkaloid gives Narcotine (q.v.).

Verwenden

Desmethylnarcotine is an impurity of Narcotoline an opiate alkaloid and a structure analogue of Nascapine (N882000), an antitussive agent. Noscapine (N882000) metabolite.

Einzelnachweise

Wrede., r;hem. Zentr., I, 2611 (1937)
Wrede., ibid, II, 863 (1938)

[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte

[S-(R*,R*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isochinolin-5-yl)phthalid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 7)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hubei Jusheng Technology Co.,Ltd. 		18871490254
linda@hubeijusheng.com CHINA 28180 58
Shanghai Kewel Chemical Co., Ltd. 021-64609169 18901607656
 greensnown@163.com China 9911 50
Energy Chemical 021-58432009 400-005-6266
 marketing@energy-chemical.com China 44941 58
Shaanxi Dideu Medichem Co. Ltd 029-81124267 15229202216
 1073@dideu.com China 10011 58
Chengdu Push Bio-Technology Co., Ltd. 18080489829
 3004654993@qq.com China 9209 58
  • [S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide
  • (3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]isobenzofuran-1(3H)-one
  • (3S)-3-[(5R)-4-hydroxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-3H-2-benzofuran-1-one
  • (3S)-3-[(5R)-4-hydroxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-dimethoxy-3H-isobenzofuran-1-one
  • Noscapine Impurity 6(Narcotoline)
  • 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)-
  • S-(R*,R*)]-6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-hydroxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)phthalide
  • narcotoline
  • Desmethylnarcotine
  • Cordrastine I
  • 521-40-4
  • C21H21NO7
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