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Merck

399027

Sigma-Aldrich

Brucine

anhydrous, 98%

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C23H26N2O4
Número de CAS:
Peso molecular:
394.46
Beilstein/REAXYS Number:
63046
EC Number:
MDL number:
UNSPSC Code:
12352210
PubChem Substance ID:
NACRES:
NA.22

grade

anhydrous

Quality Level

assay

98%

optical activity

[α]20/D −118°, c = 2.5 in chloroform

mp

175-178 °C (dec.) (lit.)

functional group

ether

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]

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

InChI key

RRKTZKIUPZVBMF-IBTVXLQLSA-N

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General description

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

Application

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

pictograms

Skull and crossbones

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_germany

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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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)
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
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'
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
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

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