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Merck
CN

B3916

Boldine

analytical standard

Synonym(s):

2,9-Dihydroxy-1,10-dimethoxyaporphine

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About This Item

Empirical Formula (Hill Notation):
C19H21NO4
CAS Number:
476-70-0
Molecular Weight:
327.37
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329773223
EC Number:
207-509-9
Beilstein/REAXYS Number:
94036
MDL number:
MFCD00135040

Key Documents

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Product Name

Boldine, analytical standard

InChI key

LZJRNLRASBVRRX-ZDUSSCGKSA-N

InChI

1S/C19H21NO4/c1-20-5-4-10-7-15(22)19(24-3)18-12-9-16(23-2)14(21)8-11(12)6-13(20)17(10)18/h7-9,13,21-22H,4-6H2,1-3H3/t13-/m0/s1

SMILES string

COc1cc-2c(CC3N(C)CCc4cc(O)c(OC)c-2c34)cc1O

biological source

plant (Peumus boldus molina)

grade

analytical standard

assay

≥98% (TLC)

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤1% isopropanol

mp

157-164  °C

solubility

ethanol: 50 mg/mL

application(s)

food and beverages
forensics and toxicology
veterinary

format

neat

storage temp.

room temp

Quality Level

100

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Application

Boldine may be used as an analytical reference standard for the quantification of the analyte in biological samples and pharmaceutical preparations using chromatography techniques.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Boldine is an aporphine alkaloid isolated from Boldo tree and other plant species. It is a free radical scavenger with anti-inflammatory activity while exhibiting other pharmacological effects such as antidiabetic, antiplatelet aggregation, antipyretic, antinociceptive, antiatherogenic, hepatoprotective and endothelium-protective activity.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

涉药品监管产品
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Certificates of Analysis (COA)

Lot/Batch Number
BCCL3487
BCBX5558
SLBB0164V

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Franz A Thomet et al.
Molecules (Basel, Switzerland), 16(3), 2253-2258 (2011-03-09)
2,9-Dimethoxymethylboldine (2), 2,9-dimethoxymethyl-3-bromoboldine (3) and 2,9-dimethoxymethyl-3-diphenylphosphinylboldine (4) have been synthesized in an effort to find compounds with potential pharmacological applications. The cytotoxic activities of the natural precursor 1 and these three derivatives have been measured as IC₅₀ inhibitory growth. The
Advances in development of dopaminergic aporphinoids.
Ao Zhang et al.
Journal of medicinal chemistry, 50(2), 171-181 (2007-01-19)
HPLC analysis of boldine in pharmaceuticals
Orsi D.D, et al.
Chromatographia, 44(11-12), 610-622 (1997)
Eduardo L Konrath et al.
Neurotoxicology, 29(6), 1136-1140 (2008-07-02)
Boldine is one of the most potent natural antioxidants and displays some important pharmacological activities, such as cytoprotective and anti-inflammatory activities, which may arise from its free radical scavenging properties. Given that the pathogenesis of brain ischemia/reperfusion has been associated
Mat Ropi Mukhtar et al.
Molecules (Basel, Switzerland), 14(3), 1227-1233 (2009-03-28)
The stem bark of Phoebe grandis afforded one new oxoproaporphine; (-)-grandine A (1), along with six known isoquinoline alkaloids: (-)-8,9-dihydrolinearisine (2), boldine, norboldine, lauformine, scortechiniine A and scortechiniine B. In addition to that of the new compound, complete 1H- and
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