3-cyano-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate

• ChemBase编号: 155400
• 分子式: C9H5N3O2
• 平均质量: 187.1549
• 单一同位素质量: 187.03817642
• SMILES: c1ccc(cc1)c1c([n+](on1)[O-])C#N
• Canonical SMILES: N#Cc1[n+]([O-])onc1c1ccccc1
• InChI: InChI=1S/C9H5N3O2/c10-6-8-9(11-14-12(8)13)7-4-2-1-3-5-7/h1-5H
• InChIKey: PMYJGTWUVVVOFO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-cyano-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate
• IUPAC传统名: 3-cyano-4-phenyl-1,2,5-oxadiazol-2-ium-2-olate
• 别名: Furoxan, RVC-589; Phenyl-furazancarbonitrile 2-Oxide; 4-Phenyl-3-furoxancarbonitrile; Furoxan; RVC-589; 4-Phenyl-3-furoxancarbonitrile

登记号

• CAS号: 125520-62-9
• MDL号: MFCD00270898
• PubChem SID: 162249538; 24278622
• PubChem CID: 1756

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 1.2504
• LogD (pH = 7.4): 1.2504
• Log P: 1.2504
• 摩尔折射率: 69.8428 cm^3
• 极化性: 18.737883 Å^3
• 极化表面积: 75.28 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Crystalline Solid
• 熔点: 73-74°C

安全信息

• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22-36/37/38
• 安全公开号: 26-36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335
• GHS警示性声明: P261-P280-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

• Empirical Formula (Hill Notation): C9H5N3O2

详细说明

Sigma Aldrich - P1726

Biochem/physiol Actions
NO donor, mediated by thiol-containing cofactors, even synthetic exogenous compounds such as thiophenol.1 Activator of rat lung soluble guanylyl cyclase. Platelet aggregation inhibitor (IC50 = 200 nM).

Toronto Research Chemicals - P322500

Able to activate the soluble guanylate cyclase by releasing Nitric Oxide under the action of thiol cofactors. Also inhibits platelet aggregation.

参考文献

• Medana, C., et al.: J. Med. Chem., 37, 4412 (1994)
• Feridi, R., et al.: Br. J. Pharm., 114, 816 (1994)
• Liu, S.X., et al.: J. Ocul. Pharm. Ther., 13, 105 (1997)