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Merck

399027

Brucine

anhydrous, 98%

Synonym(s):

10,11-Dimethoxystrychnine, 2,3-Dimethoxystrychnidin-10-one

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About This Item

Empirical Formula (Hill Notation):
C23H26N2O4
CAS Number:
357-57-3
Molecular Weight:
394.46
UNSPSC Code:
12352210
NACRES:
NA.22
PubChem Substance ID:
24864782
EC Number:
206-614-7
Beilstein/REAXYS Number:
63046
MDL number:
MFCD00005942

Key Documents

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Product Name

Brucine, anhydrous, 98%

InChI key

RRKTZKIUPZVBMF-IBTVXLQLSA-N

InChI

1S/C23H26N2O4/c1-27-16-8-14-15(9-17(16)28-2)25-20(26)10-18-21-13-7-19-23(14,22(21)25)4-5-24(19)11-12(13)3-6-29-18/h3,8-9,13,18-19,21-22H,4-7,10-11H2,1-2H3/t13-,18-,19-,21-,22-,23+/m0/s1

SMILES string

[H][C@@]12CC(=O)N3c4cc(OC)c(OC)cc4[C@]56CC[N@H]7CC(=CCO1)[C@]([H])(C[C@@H]57)[C@]2([H])[C@]36[H]

grade

anhydrous

assay

98%

optical activity

[α]20/D −118°, c = 2.5 in chloroform

mp

175-178 °C (dec.) (lit.)

functional group

ether

Quality Level

200

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Application

Brucine may be used as chiral resolving agent for the optical resolution of tertiary acetylenic alcohols into enantiomers.

General description

Brucine is the major active pharmacological component of Strychnos nux-vomica seeds, which is known for its anti-inflammatory and analgesic activities.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Oral - Acute Tox. 2 Inhalation - Aquatic Chronic 3

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5265
BCCL5271
BCCM0212
BCCJ4430
BCCF9807

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A Novel Brucine Gel Transdermal Delivery System Designed for Anti-Inflammatory and Analgesic Activities.
Wu P, et al.
International Journal of Molecular Medicine, 18(4), 757-757 (2017)
S S Agrawal et al.
Life sciences, 89(5-6), 147-158 (2011-06-21)
Brucine (BRU), a natural plant alkaloid is reported to possess cytotoxic and antiproliferative activities. In this study we aimed to investigate its in vitro and in vivo antitumor and antiangiogenic effects. Cell proliferation and viability was assessed using microculture tetrazolium
Hong-Mei Zhang et al.
Molecular biology reports, 39(4), 4937-4947 (2011-12-14)
The features of brucine (BC) binding to two blood proteins, bovine hemoglobin (BHb), and bovine serum albumin (BSA), were investigated via fluorescence, circular dichroism and UV/Vis absorption spectroscopy. The results revealed that BC caused the fluorescence quenching of blood proteins
Mohsen Behpour et al.
Phytochemical analysis : PCA, 23(2), 95-102 (2011-05-28)
Strychnos nux-vomica L. (Loganiaceae), widely used in folk medicine, is grown extensively in southern Asian countries. Its major bioactive constituents are strychnine and brucine, which are frequently used in traditional herbal medicines for treatment of nervous diseases, vomiting and traumatic
Jian-Min Qin et al.
International journal of nanomedicine, 7, 369-379 (2012-02-16)
Hepatocellular carcinoma is difficult to diagnose early, and most patients are already in the late stages of the disease when they are admitted to hospital. The total 5-year survival rate is less than 5%. Recent studies have showed that brucine
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