SBR00016

Aminopterin Ready Made Solution

50 mg/mL in DMSO

• Sinônimo(s): (S)-2-{4-[(2,4-Diaminopteridin-6-yl)methylamino]benzamido}pentanedioic acid, 4-Amino-PGA, 4-Aminofolic acid, 4-Aminopteroyl-L-glutamic acid
• Fórmula empírica (Notação de Hill): C₁₉H₂₀N₈O₅
• Número CAS: 54-62-6
• Peso molecular: 440.41
• Número MDL: MFCD00036692
• Código UNSPSC: 12352205
• NACRES: NA.76

Propriedades

• Ensaio: ≥85%
• Nível de qualidade: 200
• Formulário: liquid
• condição de armazenamento: protect from light
• concentração: 50 mg/mL in DMSO
• solubilidade: DMSO: 50 mg/mL
• Condições de expedição: dry ice
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: 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)
• chave InChI: TVZGACDUOSZQKY-UHFFFAOYSA-N

Descrição

Ações bioquímicas/fisiológicas

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.

Informações de segurança

• Pictogramas: GHS06,GHS08
• Palavra indicadora: Danger
• Frases de perigo: H301,H341,H360FD
• Declarações de precaução: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Classificações de perigo: Acute Tox. 3 Oral - Muta. 2 - Repr. 1B
• Código de classe de armazenamento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 188.6 °F
• Ponto de fulgor (°C): 87 °C