C9754

Colchicina

≥95% (HPLC), powder, antimitotic agent

• Sinonimo/i: (S)-N-(5,6,7,9-tetraidro-1,2,3,10-tetrametossi-9-ossobenzo[a]eptalene-7-il)acetamide
• Formula empirica (notazione di Hill): C₂₂H₂₅NO₆
• Numero CAS: 64-86-8
• Peso molecolare: 399.44
• Beilstein: 2228813
• Numero CE: 200-598-5
• Numero MDL: MFCD00078484
• Codice UNSPSC: 12352200
• ID PubChem: 24278348
• NACRES: NA.77

Proprietà

• Nome del prodotto: Colchicina, ≥95% (HPLC), powder
• Livello qualitativo: 200
• Saggio: ≥95% (HPLC)
• Stato: powder
• Colore: white to yellow
• Punto di fusione: 150-160 °C (dec.) (lit.)
• Solubilità: ethanol: 50 mg/mL
• Stringa SMILE: 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; IAKHMKGGTNLKSZ-INIZCTEOSA-N
• Informazioni sul gene: 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)

Descrizione

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Stoccaggio e stabilità

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.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H300,H340
• Consigli di prudenza: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Classi di pericolo: Acute Tox. 2 Oral - Muta. 1B
• Codice della classe di stoccaggio: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges