E1383

Etoposide

95.0-105.0% (anhydrous basis), powder, topoisomerase II inhibitor

• Sinonimo/i: 4′-Demethylepipodophyllotoxin 9-(4,6-O-ethylidene-β-D-glucopyranoside), VP-16-213
• Formula empirica (notazione di Hill): C₂₉H₃₂O₁₃
• Numero CAS: 33419-42-0
• Peso molecolare: 588.56
• Numero CE: 251-509-1
• Numero MDL: MFCD00869325
• Codice UNSPSC: 12352200
• ID PubChem: 24278178
• NACRES: NA.77

Proprietà

• Nome del prodotto: Etoposide, synthetic, 95.0-105.0%, powder
• Origine biologica: synthetic
• Saggio: 95.0-105.0%
• Stato: powder
• Colore: white to off-white
• pKa: 9.8
• Punto di fusione: 236-251 °C (lit.)
• Spettro attività antibiotica: neoplastics
• Modalità d’azione: DNA synthesis | interferes; enzyme | inhibits
• Ideatore: Teva
• Stringa SMILE: COc1cc(cc(OC)c1O)[C@H]2[C@@H]3[C@H](COC3=O)[C@H](O[C@@H]4O[C@@H]5CO[C@@H](C)O[C@H]5[C@H](O)[C@H]4O)c6cc7OCOc7cc26
• InChI: 1S/C29H32O13/c1-11-36-9-20-27(40-11)24(31)25(32)29(41-20)42-26-14-7-17-16(38-10-39-17)6-13(14)21(22-15(26)8-37-28(22)33)12-4-18(34-2)23(30)19(5-12)35-3/h4-7,11,15,20-22,24-27,29-32H,8-10H2,1-3H3/t11-,15+,20-,21-,22+,24-,25-,26-,27-,29+/m1/s1; VJJPUSNTGOMMGY-MRVIYFEKSA-N
• Informazioni sul gene: human ... ABCB1(5243) , CYP3A4(1576) , TOP2A(7153) , TOP2B(7155) ; mouse ... Abcb1a(18671) , Abcb1b(18669) ; rat ... Top2a(360243)

Descrizione

Descrizione generale

Etoposide belongs to the class of medications known as topoisomerase II inhibitors. This semi-synthetic compound is derived from Podophyllum peltatum, and Podophyllum emodi. The complex formed between etoposide and topoisomerase II initiates a mutagenic and cell death pathway, demonstrating optimal efficacy in tumor cells with elevated levels of topoisomerase II enzymes. Etoposide is administered as an oral or intravenous chemotherapy agent.[1]

Etoposide is synthesised from podophyllotoxins of plants.[2]

Applicazioni

Etoposide has been used:

• to prepare drug stock solution in dimethyl sulfoxide (DMSO) and also to profile and compare the sensitivity of DT40 mutant cells[3]
• to incubate cells for cell viability assay[4]
• to treat neuro-2A cells to induce programmed cell death[5]

Azioni biochim/fisiol

Antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation.

Etoposide is an antitumor agent that complexes with topoisomerase II and DNA to enhance double-strand and single-strand cleavage of DNA and reversibly inhibit religation. Blocks the cell cycle in in S-phase and G2-phase of the cell cycle; induces apoptosis in normal and tumor cell lines; inhibits synthesis of the oncoprotein Mdm2 and induces apoptosis in tumor lines that overexpress Mdm2.

Etoposide is used in treating advanced testicular cancer, Kaposi′s sarcoma, non-small cell lung cancer (NSCLC), SCLC (small cell lung cancer) and lymphoma.[2]

Caratteristiche e vantaggi

This compound is a featured product for ADME Tox and Apoptosis research. Discover more featured ADME Tox and Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Teva. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Confezionamento

Bottomless glass bottle. Contents are inside inserted fused cone.

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H302,H350,H361d
• Consigli di prudenza: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Classi di pericolo: Acute Tox. 4 Oral - Carc. 1B - Repr. 2
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Dispositivi di protezione individuale: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges