SBR00016

Aminopterin Ready Made Solution

50 mg/mL in DMSO

• 別名: 4-アミノ-PGA, 4-アミノ葉酸
• 実験式（ヒル表記法）: C₁₉H₂₀N₈O₅
• CAS番号: 54-62-6
• 分子量: 440.41
• MDL番号: MFCD00036692
• UNSPSCコード: 12352205
• NACRES: NA.76

特性

• アッセイ: ≥85%
• 品質水準: 200
• フォーム: liquid
• 保管条件: protect from light
• 濃度: 50 mg/mL in DMSO
• 溶解性: DMSO: 50 mg/mL
• 輸送温度: dry ice
• 保管温度: −20°C
• SMILES記法: 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)
• InChI Key: TVZGACDUOSZQKY-UHFFFAOYSA-N

詳細

生物化学的／生理学的作用

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.

安全性情報

• ピクトグラム: GHS06,GHS08
• シグナルワード: Danger
• 危険有害性情報: H301,H341,H360FD
• 注意書き: P202 - P264 - P270 - P280 - P301 + P310 - P405
• 危険有害性の分類: Acute Tox. 3 Oral - Muta. 2 - Repr. 1B
• 保管分類コード: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• 引火点(°F): 188.6 °F
• 引火点(℃): 87 °C