2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide

• ChemBase编号: 131243
• 分子式: C6H10N2O3
• 平均质量: 158.1552
• 单一同位素质量: 158.06914219
• SMILES: C1C(CN(C1=O)CC(=O)N)O
• Canonical SMILES: NC(=O)CN1CC(CC1=O)O
• InChI: InChI=1S/C6H10N2O3/c7-5(10)3-8-2-4(9)1-6(8)11/h4,9H,1-3H2,(H2,7,10)
• InChIKey: IHLAQQPQKRMGSS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide
• IUPAC传统名: oxiracetam
• 别名: 4-Hydroxy-2-oxopyrrolidine-N-acetamide; Oxiracetam; 2-(4-hydroxy-2-oxopyrrolidin-1-yl)acetamide; 4-Hydroxy-2-oxo-1-pyrrolidineacetamide; Hydroxypiracetam; 2-(4-Hydroxy-2-oxopyrrolidin-1-yl)acetamide; CGP 21690; CGP 21690E; CT 848; 4-Hydroxypyrrolidone-2-acetamide; ISF 2522; Neuractiv; Neuromet; Oxiracetam

登记号

• CAS号: 62613-82-5
• MDL号: MFCD00242951
• PubChem SID: 24278609; 162225521
• PubChem CID: 4626

理论计算性质

• Acid pKa: 14.608332
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -2.6038888
• LogD (pH = 7.4): -2.6038888
• Log P: -2.6038888
• 摩尔折射率: 36.2689 cm^3
• 极化性: 14.242021 Å^3
• 极化表面积: 83.63 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Whie Solid
• 熔点: 133 - 135°C; 161-163°C
• 疏水性(logP): -1.199

安全信息

• 保存条件: Refrigerator
• RTECS编号: UX9656638
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319
• GHS警示性声明: P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Others

产品相关信息

• 纯度: 95%
• 成盐信息: Free Base

详细说明

Sigma Aldrich - O3011

Biochem/physiol Actions
Nootropic agent, improves learning and memory, and prevents impairment of cognitive functions. Its mechanism of action in not yet known, but it is suggested to modulate glutamatergic and cholinergic neurotransmission. Protein kinase C may be involved.

Toronto Research Chemicals - O846905

Nootropic. Analog of Piracetam with psychostimulant activity.

参考文献

• Son, J., et al.: J. Pharm. Biomed. Anal., 36, 657 (2004)
• Hlinak, Z., et al.: Behaviour. Brain Res., 161, 213 (2004)