lithium(1+) ion 2-{methyl[(3R)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino}acetate

• ChemBase编号: 153947
• 分子式: C19H19F3LiNO3
• 平均质量: 373.2952696
• 单一同位素质量: 373.14770768
• SMILES: [Li+].CN(CC[C@H](c1ccccc1)Oc1ccc(cc1)C(F)(F)F)CC(=O)[O-]
• Canonical SMILES: [O-]C(=O)CN(CC[C@H](c1ccccc1)Oc1ccc(cc1)C(F)(F)F)C.[Li+]
• InChI: InChI=1S/C19H20F3NO3.Li/c1-23(13-18(24)25)12-11-17(14-5-3-2-4-6-14)26-16-9-7-15(8-10-16)19(20,21)22;/h2-10,17H,11-13H2,1H3,(H,24,25);/q;+1/p-1/t17-;/m1./s1
• InChIKey: VMQXVSNARQMSDL-UNTBIKODSA-M

名称和登记号

名称

• IUPAC标准名: lithium(1+) ion 2-{methyl[(3R)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino}acetate
• IUPAC传统名: lithium(1+) ion 2-{methyl[(3R)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amino}acetate
• 别名: R-(-)-N-Methyl-N-[3-[(4-trifluoromethyl)phenoxy]-3-phenyl-propyl]glycine lithium salt; Org 24598 lithium salt

登记号

• CAS号: 722456-08-8
• MDL号: MFCD08705419
• PubChem SID: 162248086; 24898046
• PubChem CID: 16219807

理论计算性质

• Acid pKa: 1.3035002
• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 1.3037857
• LogD (pH = 7.4): 1.3020864
• Log P: 1.3037537
• 摩尔折射率: 102.5839 cm^3
• 极化性: 34.610764 Å^3
• 极化表面积: 52.6 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >2 mg/mL
• 外观: white to off-white solid

安全信息

• 德国WGK号: 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C19H19F3LiNO3

详细说明

Sigma Aldrich - O7639

Biochem/physiol Actions
Org 24598 is a selective, potent inhibitor of glial GlyT (GlyT1, glycine transporter type 1). In rats (P12-P16) and in the presence of kynurenic acid, 6-cyano-7-nitroquinoxaline-2,3-dione (CNQX) and bicuculline, ORG 24598 at a concentration of 10 μM induced a mean inward current of -10/-50 pA at -60 mV and increased significantly the decay time constants of miniature (mIPSCs), spontaneous (sIPSCs) and electrically evoked glycinergic (eIPSCs) inhibitory postsynaptic currents. Replacing extracellular sodium with N-methyl-d-glucamine or superfusing the slice with micromolar concentrations of glycine also increased the decay time constant of glycinergic IPSCs. Glycine (1-5 μM and d-serine (10 μM) increased the amplitude of eEPSCs whereas l-serine had no effect. Org 24598 increased significantly the amplitude of NMDA receptor-mediated eEPSCs without affecting the amplitude of non-NMDA receptor-mediated eEPSCs. This brings conclusion that blocking glial glycine transporter by Org 24598 increased the level of glycine in spinal cord slices, which in turn prolonged the duration of glycinergic synaptic current and potentiated the NMDA-mediated synaptic response.