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Colchicine

SIGMA/C9754 - ≥95% (HPLC), powder

Synonym: (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide

CAS Number: 64-86-8
Empirical Formula (Hill Notation): C22H25NO6
Molecular Weight: 399.44
EC Number: 200-598-5
MDL Number: MFCD00078484
Linear Formula: C22H25NO6
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-C9754-100MG 100 mg
$29.70
1/EA
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45-C9754-500MG 500 mg
$93.70
1/EA
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45-C9754-1G 1 g
$126.00
1/EA
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45-C9754-5G 5 g
$450.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9754-100MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9754-1G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9754-500MG
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C9754-5G

 

assay ≥95% (HPLC)
color white to yellow
form powder
InChI 1S/C22H25NO6/c1-12(24)23-16-8-6-13-10-19(27-3)21(28-4)22(29-5)20(13)14-7-9-18(26-2)17(25)11-15(14)16/h7,9-11,16H,6,8H2,1-5H3,(H,23,24)/t16-/m0/s1
InChI key IAKHMKGGTNLKSZ-INIZCTEOSA-N
mp 150-160 °C (dec.) (lit.)
Quality Level 200 
SMILES string COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(C)=O
solubility ethanol: 50 mg/mL
Application: Colchicine has been used:
• in the in vitro sister-chromatid exchange (SCE) assay
• to study its in vitro antiviral, antibacterial, antifungal and cytotoxic activities
• in microtubule disruption
• to analyse its effects on Ca2+ transients from taxol-treated cells
Biochem/physiol Actions: Antimitotic agent that disrupts microtubules by binding to tubulin and preventing its polymerization. Stimulates the intrinsic GTPase activity of tubulin. Induces apoptosis in several normal and tumor cell lines and activates the JNK/SAPK signaling pathway.
Features and Benefits: This compound is a featured product for ADME Tox research. Click here  to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm .
General description: Colchicine is a secondary metabolite, which has anti-inflammatory properties. It is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, Behçet disease, vasculitides and pericarditis. Colchicine inhibits cell division, intracellular vesicle motility, secretion of cytokines and chemokines. It is implicated in leukocyte diapedesis and lysosomal degranulation. Colchicine also blocks fibroblast proliferation and collagen transport to extracellular space.
Packaging: 1, 5 g in poly bottle
Packaging: 100, 500 mg in poly bottle
Preparation Note: This product in powdered format can be stored in room temperature. Colchicine powder will darken upon exposure to light. Colchicine solutions can be sterilized by autoclaving or filtration. Sterilized solutions are stable for at least six months if protected from light. No appreciable colchicine hydrolysis occurred in neutral and slightly alkaline (pH = 8.1) solutions after storage frozen for 2 months.
Purity ≥95% (HPLC)
mp 150-160 °C (dec.) (lit.)
UNSPSC 12352200

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