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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)
Bai-Can Yang et al.
International journal of nanomedicine, 6, 1109-1116 (2011-06-24)
To evaluate the pharmacokinetics and tissue distribution of liposomal brucine (LB) for dermal application. Pharmacokinetics and tissue distribution were studied by in vivo animal testing. High performance liquid chromatography (HPLC) was used to detect the concentration of brucine in rats'
Yanwen Liu et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(26), 2714-2719 (2011-08-23)
A selective, simple and efficient method-ultra-performance liquid chromatography-tandem mass spectrometry (UPLC-MS/MS) was developed for determination of two toxic alkaloids, namely strychnine and brucine in mice plasma. The UPLC separation was carried out using a 1.7 μm BEH C(18) column (50
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
Xueguo Chen et al.
Journal of analytical toxicology, 36(3), 171-176 (2012-03-16)
A liquid chromatography-electrospray ionization-ion trap mass spectrometry (LC-ESI-ITMS) method was developed for the simultaneous analysis of strychnine, brucine and their major metabolites. Strychnine and brucine were individually incubated with rat liver S9 fraction. The incubation samples were pooled together and
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