(2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid

• ChemBase编号: 130182
• 分子式: C16H13BrF2N2O4
• 平均质量: 415.1862264
• 单一同位素质量: 414.00267535
• SMILES: c1cc(ccc1NC(=O)C[C@@H](C(=O)O)N)Oc1cc(c(cc1Br)F)F
• Canonical SMILES: O=C(C[C@@H](C(=O)O)N)Nc1ccc(cc1)Oc1cc(F)c(cc1Br)F
• InChI: InChI=1S/C16H13BrF2N2O4/c17-10-5-11(18)12(19)6-14(10)25-9-3-1-8(2-4-9)21-15(22)7-13(20)16(23)24/h1-6,13H,7,20H2,(H,21,22)(H,23,24)/t13-/m0/s1
• InChIKey: BNYDDAAZMBUFRG-ZDUSSCGKSA-N

名称和登记号

名称

• IUPAC标准名: (2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid
• IUPAC传统名: (2S)-2-amino-3-{[4-(2-bromo-4,5-difluorophenoxy)phenyl]carbamoyl}propanoic acid
• 别名: WAY-213,613; N4-[4-(2-Bromo-4,5-difluorophenoxy)phenyl)]-L-asparagine; WAY-213613

登记号

• CAS号: 868359-05-1
• MDL号: MFCD09971111
• PubChem SID: 162224466
• PubChem CID: 11531745
• CHEMBL: 1628669
• 维基百科标题: WAY-213,613

理论计算性质

• Acid pKa: 1.5901368
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): 0.50618386
• LogD (pH = 7.4): 0.47036618
• Log P: 0.50641555
• 摩尔折射率: 89.1064 cm^3
• 极化性: 33.758194 Å^3
• 极化表面积: 101.65 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: white powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C16H13BrF2N2O4

详细说明

Sigma Aldrich - W0145

Biochem/physiol Actions
WAY-213613 is a selective GLT-1/EAAT2 inhibitor. GLT-1, aka excitatory amino acid transporter (EAAT)2, is a glutamate transporter highly expressed in both neurons and astrocytes. Members of the EAAT family function to prevent excitotoxicity by removing glutamate from the synapse in the normal brain and may be therapeutic targets for diseases characterized by decreased glutamatergic function. WAY-213613 is a novel EAAT2 inhibitor and is more potent than the general EAAT inhibitor trans-2,4-PDC. WAY-213613 is selective for EAAT2 as compared to EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. WAY-213613 is not a substrate for the transporters themselves, nor does it have activity at glutamate ionotropic or metabotropic receptors.
WAY-213613 is a selective inhibitor of the GLT-1/EAAT2 (glutamate transporter/excitatory amino acid transporter) in neurons and astrocytes. Members of the EAAT family function to moderate excitation by removing glutamate from the synapse; they may be therapeutic targets for diseases of glutamatergic function. WAY-213613 is more potent than the general EAAT inhibitor trans-2,4-PDC, and is selective for EAAT2 over EAAT1 and EAAT3 in electrophysiology, glutamate uptake, and synaptosome assays. It is neither a substrate for the transporters themselves, nor an agonist at glutamate ionotropic or metabotropic receptors.