C9754

Colchicine

≥95% (HPLC), powder

• Synonim(y): (S)-N-(5,6,7,9-Tetrahydro-1,2,3,10-tetramethoxy-9-oxobenzo[a]heptalen-7-yl)acetamide
• Empirical Formula (Hill Notation): C₂₂H₂₅NO₆
• Numer CAS: 64-86-8
• Masa cząsteczkowa: 399.44
• Beilstein: 2228813
• Numer EC: 200-598-5
• Numer MDL: MFCD00078484
• Identyfikator substancji w PubChem: 24278348
• NACRES: NA.77

Właściwości

• Poziom jakości: 200
• próba: ≥95% (HPLC)
• forma: powder
• kolor: white to yellow
• mp: 150-160 °C (dec.) (lit.)
• rozpuszczalność: ethanol: 50 mg/mL
• SMILES string: COC1=CC=C2C(=CC1=O)[C@H](CCc3cc(OC)c(OC)c(OC)c23)NC(C)=O
• 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
• Gene Information: human ... ABCB1(5243) , CYP3A4(1576) , TUBA1A(7846) , TUBA1B(10376) , TUBA1C(84790) , TUBA3C(7278) , TUBA3E(112714) , TUBA4A(7277) , TUBB(203068) , TUBB1(81027) , TUBB2A(7280) , TUBB2B(347733) , TUBB3(10381) , TUBB4A(10382) , TUBB4B(10383) , TUBB6(84617) , TUBB8(347688) ; mouse ... Abcb1a(18671) , Abcb1b(18669)

Opis

Opis ogólny

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.

Zastosowanie

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

Opakowanie

100, 500 mg in poly bottle

1, 5 g in poly bottle

Działania biochem./fizjol.

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.

Cechy i korzyści

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.

Informacja o środkach bezpieczeństwa

• piktogramy: GHS06,GHS08
• Hasło ostrzegawcze: Danger
• Zwroty wskazujące rodzaj zagrożenia: H300 - H340
• Zwroty wskazujące środki ostrożności: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Klasyfikacja zagrożeń: Acute Tox. 2 Oral - Muta. 1B
• Kod klasy składowania: 6.1A - Combustible, acute toxic Cat. 1 and 2 / very toxic hazardous materials
• WGK: WGK 3
• Temperatura zapłonu °F: Not applicable
• Temperatura zapłonu °C: Not applicable
• Środki ochrony indywidualnej: Eyeshields, Faceshields, Gloves, type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges