2-amino-2-(2-chloro-5-hydroxyphenyl)acetic acid

• ChemBase编号: 154045
• 分子式: C8H8ClNO3
• 平均质量: 201.60702
• 单一同位素质量: 201.0192708
• SMILES: c1cc(c(cc1O)C(C(=O)O)N)Cl
• Canonical SMILES: OC(=O)C(c1cc(O)ccc1Cl)N
• InChI: InChI=1S/C8H8ClNO3/c9-6-2-1-4(11)3-5(6)7(10)8(12)13/h1-3,7,11H,10H2,(H,12,13)
• InChIKey: UNIDAFCQFPGYJJ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-amino-2-(2-chloro-5-hydroxyphenyl)acetic acid
• IUPAC传统名: amino(2-chloro-5-hydroxyphenyl)acetic acid
• 别名: α-amino-2-chloro-5-hydroxybenzeneacetic acid; (RS)-2-chloro-5-hydroxyphenylglycine α-amino-2-chloro-5-hydroxybenzeneacetic acid; (RS)-2-Chloro-5-hydroxyphenylglycine; CHPG

登记号

• CAS号: 170846-74-9
• MDL号: MFCD01321059
• PubChem SID: 162248184
• PubChem CID: 3645780

理论计算性质

• Acid pKa: 1.2793217
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.1733288
• LogD (pH = 7.4): -1.247936
• Log P: -1.1726784
• 摩尔折射率: 47.147 cm^3
• 极化性: 18.609306 Å^3
• 极化表面积: 83.55 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: ≥10 mg/mL; H2O: insoluble
• 外观: white solid

安全信息

• 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
• 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
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H8ClNO3

详细说明

Sigma Aldrich - C7743

Biochem/physiol Actions
CHPG is a selective, potent mGluR5 agonist. CHO cells expressing mGluR5 (but not those expressing mGluR1) are activated by CHPG. In vivo, CHPG stimulates thalamic neurons and is antagonized by MPEP (selective mGluR5 antagonist); CHPG potentiates NMDA and AMPA responses in spinal cord and produces oscillations in intracellular calcium in dorsal root ganglion cells.