N-[3-(morpholin-4-yl)propyl]-5,7-diphenylpyrazolo[1,5-a]pyrimidine-3-carboxamide

• ChemBase编号: 153298
• 分子式: C26H27N5O2
• 平均质量: 441.52488
• 单一同位素质量: 441.21647513
• SMILES: c1ccc(cc1)c1cc(n2c(n1)c(cn2)C(=O)NCCCN1CCOCC1)c1ccccc1
• Canonical SMILES: O=C(c1cnn2c1nc(cc2c1ccccc1)c1ccccc1)NCCCN1CCOCC1
• InChI: InChI=1S/C26H27N5O2/c32-26(27-12-7-13-30-14-16-33-17-15-30)22-19-28-31-24(21-10-5-2-6-11-21)18-23(29-25(22)31)20-8-3-1-4-9-20/h1-6,8-11,18-19H,7,12-17H2,(H,27,32)
• InChIKey: JTRXWCLQFAZHGP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-[3-(morpholin-4-yl)propyl]-5,7-diphenylpyrazolo[1,5-a]pyrimidine-3-carboxamide
• IUPAC传统名: N-[3-(morpholin-4-yl)propyl]-5,7-diphenylpyrazolo[1,5-a]pyrimidine-3-carboxamide
• 别名: N-[3-(4-Morpholinyl)propyl]-5,7-diphenylpyrazolo[1,5-a]pyrimidine-3-carboxamide; Reversan; CBLC4H10; N-[3-(4-Morpholinyl)propyl]-5,7-diphenyl-pyrazolo[1,5-a]pyrimidine-3-carboxamide; Reversan

登记号

• CAS号: 313397-13-6
• MDL号: MFCD01528184
• PubChem SID: 162247437
• PubChem CID: 2298706

理论计算性质

• Acid pKa: 12.77142
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 1.7901117
• LogD (pH = 7.4): 3.072365
• Log P: 3.187695
• 摩尔折射率: 139.4856 cm^3
• 极化性: 51.55358 Å^3
• 极化表面积: 71.76 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO: ≥8 mg/mL at ~60 °C
• 外观: faint yellow to yellow powder; Pale Yellow Solid
• 熔点: 176-180°C

安全信息

• 保存条件: Refrigerator
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C26H27N5O2

详细说明

Sigma Aldrich - SML0173

Biochem/physiol Actions
Reversan is a selective and nontoxic multidrug resistance-associated protein 1 (MRP1) and P-glycoprotein (P-gp) inhibitor.

Toronto Research Chemicals - R279800

Reversan represents a new class of nontoxic MRP1 inhibitor, which may be clinically useful for the treatment of neuroblastoma.

参考文献

• Sengupta, S., et al.: Pharmacol. Res., 42, 459 (2000)
• Norris, M., et al.: Med. Pediatr. Oncol., 36, 177 (2000)
• Haber, M., et al.: J. Clin. Oncol., 24, 1546 (2000)
• O'Connor, R., et al.: Cancer Chemother. Pharmacol., 59, 79 (2000)