6-(phenylamino)-5,8-dihydroquinoline-5,8-dione

• ChemBase编号: 91023
• 分子式: C15H10N2O2
• 平均质量: 250.2521
• 单一同位素质量: 250.07422757
• SMILES: n1cccc2c1C(=O)C=C(C2=O)Nc1ccccc1
• Canonical SMILES: O=C1C=C(Nc2ccccc2)C(=O)c2c1nccc2
• InChI: InChI=1S/C15H10N2O2/c18-13-9-12(17-10-5-2-1-3-6-10)15(19)11-7-4-8-16-14(11)13/h1-9,17H
• InChIKey: GXIJYWUWLNHKNW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-(phenylamino)-5,8-dihydroquinoline-5,8-dione
• IUPAC传统名: 6-(phenylamino)quinoline-5,8-dione
• 别名: 6-(Phenylamino)-5,8-quinolinedione; LY-83,583; LY83583; 6-Anilinoquinoline-5,8-quinone; 5,8-Dihydro-5,8-dioxo-6-(phenylamino)quinoline, [(5,8-Dihydro-5,8-dioxoquinolin-6-yl)amino]benzene; 6-Anilinoquinoline-5,8-dione; 6-(Phenylamino)quinoline-5,8-dione; 6-Anilinoquinoline-5,8-quinone; 5,8-Dihydro-5,8-dioxo-6-(phenylamino)quinoline; LY 83583; 6-ANILINO-5,8-QUINOLINEDIONE

登记号

• CAS号: 91300-60-6
• MDL号: MFCD00210756
• PubChem SID: 24891108; 162077727
• PubChem CID: 3976

理论计算性质

• Acid pKa: 11.12437
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.5780785
• LogD (pH = 7.4): 1.5780628
• Log P: 1.57814
• 摩尔折射率: 73.6122 cm^3
• 极化性: 26.668064 Å^3
• 极化表面积: 59.06 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: 0.1 M HCl: soluble1 mg/mL; Dichloromethane; ethanol: soluble8 mg/mL; methanol: soluble11 mg/mL
• 外观: Red-Brown Solid; violet solid
• 熔点: 184-185°C; 184-185°C

安全信息

• 保存注意事项: Irritant/Keep Cold
• 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: 26-36
• 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
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥95% (TLC); 97%

详细说明

MP Biomedicals - 02158866

(LY 83583)
Purity: 97%
Inhibits nitric oxide induced activation of soluble guanylate cyclase. Also enhances contractile responses of rat aorta and artery to α-adrenoceptor agonists. Blocks leukotriene releases and acetylcholine induced rela

Apollo Scientific Ltd - OR6450T

Inhibits nitric-oxide-induced activation of soluble guanylate cyclase(IC50=2uM)in a dose-dependent &reversible manner. It blocks acetylcholine inducedvasorelaxation.

Sigma Aldrich - A6563

Biochem/physiol Actions
Blocks cGMP production; inhibits intracellular Ca2+ release; blocks the effects of nitric oxide. Inhibits antigen-induced leukotriene release.
Application
6-Anilinoquinoline-5,8-quinone inhibits soluble guanylate cyclase and cGMP production. 6-Anilinoquinoline-5,8-quinone also blocks the release of intracellular Ca2+ and antigen-induced leukotrienes.

Toronto Research Chemicals - A664500

Inhibits nitric-oxide-induced activation of soluble guanylate cyclase (IC50=2μM) in a dose-dependent and reversible manner. It blocks acetylcholine induced vasorelaxation. Also an inhibitor of antigen-induced leukotriene release.

参考文献

• Macleod, K.M., et al.: Mol. Pharmacol., 32, 59 (1987)
• Mulsch, A. J.: J. Pharmacol. Exp. Ther., 247, 283 (1987)
• Mulsch, A., et al.: Naunyn-Schmiedeberg's Arch. Pharmacol., 340, 119 (1987)
• Light, D.B., et al.: Science, 243, 383 (1987)
• Beasley, D., et al