N-{4-[(acridin-9-yl)amino]-3-methoxyphenyl}methanesulfonamide

• ChemBase编号: 161
• 分子式: C21H19N3O3S
• 平均质量: 393.45886
• 单一同位素质量: 393.11471248
• SMILES: S(=O)(=O)(Nc1cc(OC)c(Nc2c3c(nc4c2cccc4)cccc3)cc1)C
• Canonical SMILES: COc1cc(ccc1Nc1c2ccccc2nc2c1cccc2)NS(=O)(=O)C
• InChI: InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)
• InChIKey: XCPGHVQEEXUHNC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-{4-[(acridin-9-yl)amino]-3-methoxyphenyl}methanesulfonamide
• IUPAC传统名: amsacrine
• 商标名: Amsidine; Amsidyl; Amsine; AMSA P-D
• 别名: Acridinyl Anisidide; M-AMSA; MAMSA; Amsacrine

登记号

• CAS号: 51264-14-3
• PubChem SID: 160963624; 46507539
• PubChem CID: 2179

理论计算性质

JChem

• Acid pKa: 10.824813
• 质子受体: 5
• 质子供体: 2
• LogD (pH = 5.5): 1.4867606
• LogD (pH = 7.4): 2.164806
• Log P: 3.1616213
• 摩尔折射率: 107.6901 cm^3
• 极化性: 44.860916 Å^3
• 极化表面积: 80.32 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.66
• LOG S: -5.09
• 溶解度: 3.17e-03 g/l

分子性质

理化性质

• 溶解度: <1 mg/mL
• 疏水性(logP): 3.8

详细说明

DrugBank - DB00276

• Drug Groups: approved
• Description: Aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects. [PubChem]
• Indication: For treatment of acute myeloid leukaemia.
• Pharmacology: Amsacrine is an aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects.
• Toxicity: Symptoms of overdose include nausea and vomiting, diarrhea, some cardiotoxicity (rarely).
• Affected Organisms: Humans and other mammals
• Biotransformation: Extensive, primarily hepatic, converted to glutathione conjugate.
• Absorption: Poorly absorbed
• Half Life: 8-9 hours
• Protein Binding: 96-98%
• References: [Link]
• External Links: Wikipedia

参考文献

• Link