4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one

• ChemBase编号: 60157
• 分子式: C16H21NO3
• 平均质量: 275.34284
• 单一同位素质量: 275.15214354
• SMILES: c1cc(c(cc1C1CNC(=O)C1)OC1CCCC1)OC
• Canonical SMILES: COc1ccc(cc1OC1CCCC1)C1CNC(=O)C1
• InChI: InChI=1S/C16H21NO3/c1-19-14-7-6-11(12-9-16(18)17-10-12)8-15(14)20-13-4-2-3-5-13/h6-8,12-13H,2-5,9-10H2,1H3,(H,17,18)
• InChIKey: HJORMJIFDVBMOB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[3-(cyclopentyloxy)-4-methoxyphenyl]pyrrolidin-2-one
• IUPAC传统名: rolipram; (S)-rolipram
• 别名: (4S)-4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-pyrrolidin-2-one; ZK 62711; SB 95952; ME-3167; Adeo; Rolipram; 4-[3-(Cyclopentyloxy)-4-methoxyphenyl]-2-pyrrolidinone; Rolipram

登记号

• CAS号: 61413-54-5
• EC号: 262-771-1
• MDL号: MFCD00270906; MFCD03093861
• PubChem SID: 24278196; 162025898
• PubChem CID: 5092

理论计算性质

• Acid pKa: 14.28277
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.9585267
• LogD (pH = 7.4): 1.9585267
• Log P: 1.9585268
• 摩尔折射率: 76.1641 cm^3
• 极化性: 29.84816 Å^3
• 极化表面积: 47.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble7.3 mg/mL; ethanol: soluble7 mg/mL; H2O: soluble0.2 mg/mL
• 外观: white to off-white solid
• 熔点: 128-132°C

安全信息

• 保存条件: -20°C; 2-8°C
• 保存注意事项: IRRITANT
• RTECS编号: UY5749237
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: false
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 作用靶点: PDE
• 相关基因信息: human ... LITAF(9516), PDE3A(5139), PDE4A(5141), PDE4B(5142), PDE4C(5143), PDE4D(5144), PDE5A(8654), PDE7A(5150)mouse ... Pde4a(18577)rat ... Adora1(29290), Pde1b(29691), Pde2a(81743), Pde3a(50678), Pde4a(25638), Pde4b(24626), Pde4c(290646), Pde5a(171115)

产品相关信息

• 纯度: ≥98%; ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C16H21NO3

详细说明

MP Biomedicals - 02159810

Purity: >98%
cAMP-specific phosphodiesterase inhibitor, selective for phosphodiesterase IV.

Selleck Chemicals - S1430

Research Area: Metabolic Disease
Biological Activity:
Rolipram is a PDE4-inhibitor. Like most PDE4-inhibitors, it is an anti-inflammatory drug. Rolipram is being studied as a possible alternative to current antidepressants. Recent studies show that rolipram may have antipsychotic effects. [1]

Sigma Aldrich - R6520

Biochem/physiol Actions
Selective cAMP-specific phosphodiesterase (PDE4) inhibitor.

参考文献

• Imanishi, T., et al., Eur. Jour. of Pharmacol. , 321(3) : 273-278, (1997).
• http://en.wikipedia.org/wiki/Rolipram