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ChemicalBook--->CAS DataBase List--->130-86-9

130-86-9

130-86-9 Structure

130-86-9 Structure
IdentificationBack Directory
[Name]

Protopine
[CAS]

130-86-9
[Synonyms]

Protopin
BIFLORIN
Biflorine
PROTOPINE
Corydinine
Tangeratin
Corydalis C
Hypercorine
AKOS 243-72
Protopine USP/EP/BP
Protopine (Corydinine)
4,6,7,14-Tetrahydro-5-Methyl-
5,7-DIHYDROXY-2-METHYLCHROMONE-6-C-BETA-D-GLUCOPYRANOSIDE
7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one
7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)-
Protopine, 98%, from Corydalis yanhusuo W. T. Wang ex Z. Y. Su et C. Y. Wu
7-Methyl-6,8,9,16-tetrahydrodi[1,3]benzodioxolo[4,5-c:5,6-g]azecin-15(7H)-one
4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c-5',6'-g] azecin-13(5H)-one
Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-
5-Methyl-9,10-(methylenedioxy)-4,6,7,13-tetrahydrobenzo[e]-1,3-dioxolo[4,5-l][2]benzazecine-12(5H)-one
6-Methyl-3,4-(methylenebisoxy)-10,11-(methylenebisoxy)-5,6,7,8-tetrahydrodibenzo[c,g]azecine-13(14H)-one
7-Methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-15(16H)-one
[EINECS(EC#)]

204-999-6
[Molecular Formula]

C20H19NO5
[MDL Number]

MFCD00022322
[MOL File]

130-86-9.mol
[Molecular Weight]

353.37
Chemical PropertiesBack Directory
[Melting point ]

203-205?C
[Boiling point ]

486.8°C (rough estimate)
[density ]

1.399 (calc)
[refractive index ]

1.5800 (estimate)
[storage temp. ]

Refrigerator
[solubility ]

DMSO : 12.5 mg/mL (35.37 mM; Need ultrasonic)
[Water Solubility ]

Insoluble in water
[form ]

powder to crystal
[color ]

White to Light gray to Light yellow
[LogP]

3.760 (est)
[NIST Chemistry Reference]

Protopine(130-86-9)
Safety DataBack Directory
[Safety Statements ]

24/25
[RIDADR ]

1544
[RTECS ]

VS2800000
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29391900
[Hazardous Substances Data]

130-86-9(Hazardous Substances Data)
[Toxicity]

guinea pig,LD50,intraperitoneal,116mg/kg (116mg/kg),Therapie. Vol. 28, Pg. 767, 1973.
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Protopine(130-86-9).msds
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

Protopine is a Ca2+ channel blocker and antiplatelet agent. Immunomodulator
[Definition]

ChEBI: A dibenzazecine alkaloid isolated from Fumaria vaillantii.
[General Description]

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG
[Enzyme inhibitor]

This photosensitive antiplatelet agent (FWfree-base = 353.37 g/mol; CAS 130- 86-9) from a number of plants, including the herb Fumaria officinalis and opium, is a Ca2+ channel blocker. Protopine is commonly supplied commercially as the hydroc2+hloride or the methiodide. Target (s) : acetylcholinesterase; Ca channels; cation channel currents, including ICa,L, IK, IK1, as well as INa; certain cytochrome P450 systems ; phospholipase; and thromboxane synthase.
[Purification Methods]

It crystallises from EtOH/CHCl3. The picrate has m ~240o(dec). [Beilstein 27 H 558, 17 I 568, 17 II 620, 17 III/IV 6881.]
Spectrum DetailBack Directory
[Spectrum Detail]

Protopine(130-86-9)MS
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