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  W0016    AKSci Bulk Reagent
Brucine sulfate heptahydrate
, 98% (HPLC)
 



IDENTITY
CAS Number:60583-39-3
MDL Number:MFCD00150159
MF:2C23H26N2O4.7H2O.H2O4S
MW:1013.11
EINECS:225-432-9
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:180°C (dec.)
Optical Rotation:-24 ~ -27° (c=1 in H2O)
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
UN #:UN1544
Hazard Class:6.1; Poison
Packing Group:II
A hazmat fee may apply to certain package sizes and shipment methods. Please check pricing table for an indicator of applicable hazmat fees.

REVIEW

 Brucine is a bitter alkaloid, and an isomer of strychnine, though not poisonous.. It occurs in several plant species, the most well known being the Strychnos nux-vomica tree, found in South-East Asia. For medicinal purposes, brucine is primarily used in the regulation of high blood pressure and other comparatively benign cardiac ailments. Brucine also shows the pain modulation and anti-inflammation effects which are mediated by central and peripheral mechanisms. Brucine also has a long history of being used as a traditional medicine for the treatment of hepatocellular carcinoma) in China. Brucine downregulated expression levels of HIF-1 responsive genes in vivo which appear to be implicated in the anti-metastasis activity of brucine. In colon cancer, brucine could inhibit angiogenesis viathe KDR signaling pathway and be a useful therapeutic candidate for colon cancer intervention. In LoVo cells, , brucine caused G1-cell cycle arrest and apoptosis, possibly by inhibition of VEGFR2. Brucine has also been shown to induce apoptosis in U266 cells via the JNK signaling pathway and phosphorylation of c-Jun. Brucine can also cause apoptosis in A549 cells by inhibiting the activity of NF-kappaB and the subsequent COX-2 gene expression. In the cancer arena brucine appears to have a wide range of mechanistic activity. Brucine, which is basic, is frequently used as agents for chiral resolution of racemic acidic compounds, giving rise to the separation of racemic mixtures.

REFERENCES
[1]Bialonska, Agata; Ciunik, Zbigniew Dibrucinium sulfate heptahydrate. Acta Crystallographica, Section E: Structure Reports Online (2005), 61(12), 4222.
[2] Yin W, Wang TS, Yin FZ, Cai BC. Analgesic and anti-inflammatory properties of brucine and brucine N-oxide extracted from seeds of Strychnos nux-vomica. J Ethnopharmacol. 2003 Oct;88(2-3):205-14.
[3] Yin W, Wang TS, Yin FZ, Cai BC. Analgesic and anti-inflammatory properties of brucine and brucine N-oxide extracted from seeds of Strychnos nux-vomica. J Ethnopharmacol. 2003 Oct;88(2-3):205-14.
[4] Shu G, Mi X, Cai J, Zhang X, Yin W, Yang X, Li Y, Chen L, Deng X. Brucine, an alkaloid from seeds of Strychnos nux-vomica Linn., represses hepatocellular carcinoma cell migration and metastasis: the role of hypoxia inducible factor 1 pathway Toxicol Lett. 2013 Oct 24;222(2):91-101.

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Danger

Hazard Statements
H300+H330

Precautionary Statements
P260; P264; P270; P271; P284; P301+P310+P330; P304+P340+P310; P403+P233; P405; P501


Current as of December 23, 2024


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CATEGORIES

 APIs and Bioactives > Alkaloids
 Chiral Synthesis >
 Chiral Synthesis >


PubChem
  @PubMed
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