476-69-7

Basic information

• Product Name: (+)-CORYDALINE
• Synonyms: (s)-(+)-corydine;2,10,11-trimethoxy-6a-alpha-aporphin-1-o;4h-dibenzo(de,g)quinolin-1-ol,5,6,6a,7-tetrahydro-2,10,11-trimethoxy-6-methy;d-corydine;glaucentrin;glaucentrine;(+)-CORYDINE;CORYDINE, (+)-
• CAS NO: 476-69-7
• Molecular Formula: C₂₀H₂₃NO₄
• Molecular Weight: 341.4
• Product Categories: Alkaloids
• Mol File: 476-69-7.mol
• Article Data: 2

Chemical Properties

• Melting Point: 165-167℃
• Boiling Point: 477.03°C (rough estimate)
• Flash Point: 259.7°C
• Appearance: /
• Density: 1.222±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 7.51E-11mmHg at 25°C
• Refractive Index: 1.5614 (estimate)
• Storage Temp.: 4°C, Inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• PKA: 9.68±0.20(Predicted)
• CAS DataBase Reference: (+)-CORYDALINE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-CORYDALINE(476-69-7)
• EPA Substance Registry System: (+)-CORYDALINE(476-69-7)

Safety Data

• Hazardous Substances Data: 476-69-7(Hazardous Substances Data)

Usage

Description

(+)-Corydaline, an isoquinoline alkaloid, is derived from the tubers of Corydalis cava. It exhibits the ability to inhibit acetylcholinesterase in a dose-dependent manner, making it a potential candidate for various applications in different industries.

Uses

Used in Pharmaceutical Industry:
(+)-Corydaline is used as a bioactive compound for its acetylcholinesterase inhibitory properties. This characteristic makes it a promising agent in the development of treatments for neurological disorders associated with the cholinergic system, such as Alzheimer's disease and other cognitive impairments.
Used in Research and Development:
(+)-Corydaline serves as a valuable research tool for studying the mechanisms of acetylcholinesterase inhibition and its potential applications in the treatment of related conditions. Its use in research can lead to the discovery of new drugs and therapies targeting the cholinergic system.
Used in Traditional Medicine:
(+)-Corydaline is utilized in traditional medicine, particularly in the preparation of herbal remedies and formulations that aim to address various health issues. Its presence in Corydalis cava, a plant with a long history of medicinal use, contributes to the overall therapeutic effects of these traditional remedies.

InChI:InChI=1/C20H23NO4/c1-21-8-7-12-10-15(24-3)19(22)18-16(12)13(21)9-11-5-6-14(23-2)20(25-4)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1

Synthetic route

diazomethane (186581-53-3, 908094-01-9) + corytuberine (517-56-6, 71630-07-4) → isocorydine (36284-37-4, 1221233-44-8, 1221233-45-9) + (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With diethyl ether

tartaric acid (87-69-4) + corydine (2505-56-8, 1221233-47-1, 1221347-49-4, 1221347-50-7) → (6aS)-(+)-corydine (476-69-7) + corydine (55056-92-3)

corydine (2505-56-8, 1221233-47-1, 1221347-49-4, 1221347-50-7) → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With tartaric acid

diazomethane (186581-53-3, 908094-01-9) + (+)-isocorytuberine (6870-51-5) → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
In methanol; diethyl ether for 24h;

formaldehyd (50-00-0) + (+)-norcorydine (60661-35-0, 26931-78-2) → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With 2.) NaHBO4 In methanol 1.) 1.5 h, 2.) 1 h;

(+)-corydin N-oxide → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With sulfuric acid; zinc for 48h;

dehydrocorydine → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With hydrogen; platinum(IV) oxide In acetic acid for 6h;

O-acetyl coridine → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With potassium carbonate In methanol

diazomethane (186581-53-3, 908094-01-9) + 10,,11-dimethoxy-6-methyl-6aα-aporphane-1,2-diol → (6aS)-(+)-corydine (476-69-7)

Conditions	Yield
With methanol

diazomethane (186581-53-3, 908094-01-9) + diethyl ether (60-29-7) + corytuberine (71630-07-4) → (6aS)-(+)-corydine (476-69-7) + isocorydine

diazomethane (186581-53-3, 908094-01-9) + corytuberine (517-56-6, 71630-07-4) → (6aS)-(+)-corydine (476-69-7) + isocorydine

Conditions	Yield
With diethyl ether

(6aS)-(+)-corydine (476-69-7) + methyl iodide (74-88-4) → Corydine methiodide (4668-04-6, 55012-03-8)

Conditions	Yield
With acetone

(6aS)-(+)-corydine (476-69-7) + methyl iodide (74-88-4) → (+)-N-methylcorydinium iodide (4668-04-6)

Conditions	Yield
In acetone

diazomethane (186581-53-3, 908094-01-9) + methanol (67-56-1) + diethyl ether (60-29-7) + (6aS)-(+)-corydine (476-69-7) → (+)-corytuberine-dimethyl ether

diethyl ether (60-29-7) + chloroformic acid ethyl ester (541-41-3) + (6aS)-(+)-corydine (476-69-7) + alkaline solution → [2-(4-hydroxy-3,5,6-trimethoxy-[1]phenanthryl)-ethyl]-methyl-carbamic acid ethyl ester

benzenesulfonyl chloride (98-09-9) + (6aS)-(+)-corydine (476-69-7) + alkaline solution → benzosulfocorydine

acetone (67-64-1) + (6aS)-(+)-corydine (476-69-7) + methyl iodide (74-88-4) → d-corydine iodomethylate

(6aS)-(+)-corydine (476-69-7) → corydine hydrochloride (5964-79-4)

Conditions	Yield
With hydrogenchloride In chloroform-d1; water

Upstream product

• 186581-53-3 diazomethane 
• 60-29-7 diethyl ether 
• 71630-07-4 corytuberine 
• 517-56-6 corytuberine 
• 2505-56-8 corydine 
• 87-69-4 tartaric acid 
• 6870-51-5 (+)-isocorytuberine 
• 50-00-0 formaldehyd 
• 60661-35-0 (S)-norcorydine 

Downstream Products

• 4668-04-6 Corydin-methjodid 
• 4668-04-6 (+)-N-methylcorydinium iodide 
• 5964-79-4 corydine hydrochloride 

Relevant articles and documents

ALKALOIDS OF Glaucium fimbrilligerum

From the epigeal part and roots of Glaucium fimbrilligerum 22 alkaloids have been isolated, of which three have proved to be new - d-isocorytuberine, dehydrocorydine, and coridine N-oxide.