SML2577

Pixantrone dimaleate

≥98% (HPLC)

• 동의어(들): 2-Azaanthracene-9,10-dione dimaleate, 6,9-Bis[(2-aminoethyl)amino]benzo[g]isoquinoline-5,10-dione dimaleate, BBR 2778, BBR-2778, BBR2778, Pixantrone maleate
• 실험식(Hill 표기법): C₁₇H₁₉N₅O₂ · C₈H₈O₈
• CAS Number: 144675-97-8
• Molecular Weight: 557.51
• MDL number: MFCD00920108
• UNSPSC 코드: 12352200
• NACRES: NA.77

속성

• 분석: ≥98% (HPLC)
• 양식: powder
• 저장 조건: desiccated
• 색상: purple to dark blue
• solubility: H₂O: 2 mg/mL, clear
• 저장 온도: 2-8°C
• SMILES string: N(CCN)c1c2c(c(cc1)NCCN)C(=O)c3c(cncc3)C2=O.OC(=O)\C=C\C(=O)O.OC(=O)\C=C\C(=O)O
• InChI: 1S/C17H19N5O2.2C4H4O4/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24;2*5-3(6)1-2-4(7)8/h1-3,6,9,21-22H,4-5,7-8,18-19H2;2*1-2H,(H,5,6)(H,7,8)/b;2*2-1+
• InChI key: SVAGFBGXEWPNJC-LVEZLNDCSA-N

설명

생화학적/생리학적 작용

Anthracycline DNA-intercalating topoisomerase II poison with enhanced antitumor activity and reduced cardiotoxicity than mitoxantrone and doxorubicin.

Pixantrone (BBR 2778) is an aza-anthracenedione with enhanced antitumor activity due to its DNA-intercalating and topoisomerase II-poisoning activity. Pixantrone shows no signs of acute or delayed cardiotoxicity seen with anthracyclines mitoxantrone and doxorubicin (DOX), while exhibiting comparable in vivo efficacy against solid tumors in mice. Tests conducted on human myocardial strips ex vivo shows that not only pixantrone does not form superoxide anion and hydrogen peroxide (O₂^•− and H₂O₂) seen with DOX due to redox activation, pixantrone and its metabolites, especially N-dealkylated, show competitive inhibition against DOX reduction. While mitoxantrone does not form O₂^•− and H₂O₂ on its own, it synergizes with DOX to form more O₂^•− and H₂O₂, whose formation and subsequent production of the long-lived metabolite doxorubicinol contribute to DOX cardiotoxicity.

안전성 정보

• 픽토그램: GHS08
• 신호어: Warning
• 유해 및 위험 성명서: H341,H361d
• 예방조치 성명서: P201 - P202 - P280 - P308 + P313 - P405 - P501
• Hazard Classifications: Muta. 2 - Repr. 2
• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable