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ChemicalBook >> CAS DataBase List >>[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

[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 Structure
[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 structure
CAS No.
521-40-4
Chemical 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
Synonyms
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
Molecular Formula:
C21H21NO7
Molecular Weight:
399.39
MDL Number:
MOL File:
521-40-4.mol
Last updated:2023-05-04 17:34:39
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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]isoquinolin-5-yl)phthalide Properties

Melting point 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
solubility Chloroform (Slightly), Methanol (Slightly)
form Solid
color Pale Yellow to Light Yellow
FDA UNII M5V1K1QE3F

[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 price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC D292365 Desmethylnarcotine 521-40-4 5mg $695 2021-12-16 Buy
American Custom Chemicals Corporation PXT0002249 NARCOTOLINE 95.00% 521-40-4 5MG $496.91 2021-12-16 Buy
Product number Packaging Price Buy
D292365 5mg $695 Buy
PXT0002249 5MG $496.91 Buy

[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 Chemical Properties,Uses,Production

Description

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.).

Uses

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

Definition

ChEBI: Narcotoline is a member of isoquinolines.

References

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]isoquinolin-5-yl)phthalide Preparation Products And Raw materials

Raw materials

Preparation Products

[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 Suppliers

Global( 7)Suppliers
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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
Supplier Advantage
Hubei Jusheng Technology Co.,Ltd. 		58
Shanghai Kewel Chemical Co., Ltd. 50
Energy Chemical 58
Shaanxi Dideu Medichem Co. Ltd 58
Chengdu Push Bio-Technology Co., Ltd. 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