N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide

• ChemBase编号: 153283
• 分子式: C8H6N4OS
• 平均质量: 206.22444
• 单一同位素质量: 206.02623183
• SMILES: c1cc(cnc1)C(=O)Nc1nncs1
• Canonical SMILES: O=C(c1cccnc1)Nc1nncs1
• InChI: InChI=1S/C8H6N4OS/c13-7(6-2-1-3-9-4-6)11-8-12-10-5-14-8/h1-5H,(H,11,12,13)
• InChIKey: AGEGZHOPKZFKBP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide
• IUPAC传统名: N-(1,3,4-thiadiazol-2-yl)pyridine-3-carboxamide
• 别名: 2-(Nicotinamide)-1,3,4-thiadiazole; N-(1,3,4-Thiadiazol-2-yl)-3-pyridinecarboxamide; N-(1,3,4-Thiadiazol-2-yl)pyridine-3-carboxamide; N-(1,3,4-Thiadiazolyl)-m-nicotinamide; TGN-020; N-(1,3,4-Thiadiazolyl)nicotinamide

登记号

• CAS号: 51987-99-6
• MDL号: MFCD00708771
• PubChem SID: 162247422
• PubChem CID: 4173511

理论计算性质

• Acid pKa: 7.1211987
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 0.29274824
• LogD (pH = 7.4): -0.11689633
• Log P: 0.3067543
• 摩尔折射率: 54.2391 cm^3
• 极化性: 19.060316 Å^3
• 极化表面积: 67.77 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; DMSO: ≥8 mg/mL
• 外观: Off-White Solid; white to tan powder
• 熔点: 291-293°C

安全信息

• 保存条件: Refrigerator
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C8H6N4OS

详细说明

Sigma Aldrich - SML0136

Biochem/physiol Actions
TGN-020 is an inhibitor of Aquaporin 4 (AQP4), the most abundant water channel in brain. Aquaporins (AQPs) are water channels required for maintaining fluid homeostasis and enabling water movement across barrier membranes, but can enhance pathological cellular volume changes and cause edema in injury states. Pretreatment with the AQP4 inhibitor TGN-020 significantly reduced the volume of brain edema associated with ischemic injury in a mouse model of focal cerebral ischemia.

Toronto Research Chemicals - T344000

A thiadiazole derivative as antitumor agent.

参考文献

• Papadopoulos, M., et al.: J. Biol. Chem., 280, 13906 (2005)
• Gao, J., et al.: Anal. Biochem., 350, 165 (2005)
• Huber, V., et al.: Bioorg. Med. Chem., 17, 418 (2005)