SBR00016

Aminopterin Ready Made Solution

50 mg/mL in DMSO

• Sinonimo/i: (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Formula empirica (notazione di Hill): C₁₉H₂₀N₈O₅
• Numero CAS: 54-62-6
• Peso molecolare: 440.41
• Numero MDL: MFCD00036692
• Codice UNSPSC: 12352205
• NACRES: NA.76

Proprietà

• Saggio: ≥85%
• Livello qualitativo: 200
• Stato: liquid
• Condizioni di stoccaggio: protect from light
• Concentrazione: 50 mg/mL in DMSO
• Solubilità: DMSO: 50 mg/mL
• Condizioni di spedizione: dry ice
• Temperatura di conservazione: −20°C
• Stringa SMILE: OC(CC[C@@H](C(O)=O)NC(C1=CC=C(NCC2=NC3=C(N)N=C(N)N=C3N=C2)C=C1)=O)=O
• InChI: 1S/C19H20N8O5/c20-15-14-16(27-19(21)26-15)23-8-11(24-14)7-22-10-3-1-9(2-4-10)17(30)25-12(18(31)32)5-6-13(28)29/h1-4,8,12,22H,5-7H2,(H,25,30)(H,28,29)(H,31,32)(H4,20,21,23,26,27); TVZGACDUOSZQKY-UHFFFAOYSA-N

Descrizione

Azioni biochim/fisiol

Aminopterin is a synthetic derivative of pterin. It is used as a folic acid antagonist. It competitively inhibits dihydrofolate reductase (DHFR) and blocks tetrahydrofolate synthesis. This inhibition blocks DNA, RNA and protein synthesis.

Aminopterin is actively transported into cells by the folate transporter. In the cell, it is converted to a high molecular weight polyglutamate metabolite by folylpolyglutamate synthase that, in turn, binds to dihydrofolate reductase and inhibits its activity. Aminopterin-polyglutamate is degraded intracellularly by γ-glutamyl hydrolase.

Aminopterin was first administered for cancer therapy, as a drug targeting metabolism, specifically in pediatric leukemia. Later on it was demonstrated to be more potent yet more toxic than methotrexate.

Informazioni sulla sicurezza

• Pittogrammi: GHS06,GHS08
• Avvertenze: Danger
• Indicazioni di pericolo: H301,H341,H360FD
• Consigli di prudenza: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Classi di pericolo: Acute Tox. 3 Oral - Muta. 2 - Repr. 1B
• 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
• Punto d’infiammabilità (°F): 188.6 °F
• Punto d’infiammabilità (°C): 87 °C