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Merck
CN

399027

马钱子碱

anhydrous, 98%

别名:

10,11-二甲氧基马钱子碱

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经验公式(希尔记法):
C23H26N2O4
化学文摘社编号:
分子量:
394.46
UNSPSC Code:
12352210
NACRES:
NA.22
PubChem Substance ID:
EC Number:
206-614-7
Beilstein/REAXYS Number:
63046
MDL number:
Assay:
98%
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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

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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

存储类别

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

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Jun Chen et al.
Fitoterapia, 82(8), 1302-1308 (2011-10-01)
The toxicity depending on both dose and administration route is the major obstacle to the development of brucine, a bioactive alkaloid from Semen Strychni. In this study, the apparent partition coefficient and plasma protein binding extent of brucine were determined.
A new optical resolution method of tertiary acetylenic alcohol utilizing complexation with brucine.
Toda F, et al.
Tetrahedron Letters, 22(46), 4669-4672 (1981)
Ping Li et al.
Chinese journal of integrative medicine, 18(8), 605-609 (2012-08-03)
To study the effects of brucine on vascular endothelial growth factor (VEGF) expression and microvessel density (MVD) in a nude mouse model of bone metastasis due to breast cancer, and to assess the possible antitumor mechanism of brucine. A syringe
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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