3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-1,2,3,4-tetrahydroquinazoline-2,4-dione

• ChemBase编号: 73086
• 分子式: C22H22FN3O3
• 平均质量: 395.4267832
• 单一同位素质量: 395.1645198
• SMILES: c1ccc2c(c1)c(=O)n(c(=O)[nH]2)CCN1CCC(CC1)C(=O)c1ccc(cc1)F
• Canonical SMILES: Fc1ccc(cc1)C(=O)C1CCN(CC1)CCn1c(=O)[nH]c2c(c1=O)cccc2
• InChI: InChI=1S/C22H22FN3O3/c23-17-7-5-15(6-8-17)20(27)16-9-11-25(12-10-16)13-14-26-21(28)18-3-1-2-4-19(18)24-22(26)29/h1-8,16H,9-14H2,(H,24,29)
• InChIKey: FPCCSQOGAWCVBH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-1,2,3,4-tetrahydroquinazoline-2,4-dione
• IUPAC传统名: 3-{2-[4-(4-fluorobenzoyl)piperidin-1-yl]ethyl}-1H-quinazoline-2,4-dione; ketanserin
• 别名: R 41468; Vulketan Gel; Ketanserin (Vulketan Gel); 3-[2-[4-(4-Fluorobenzoyl)-1-piperidinyl]ethyl]-2,4(1H,3H)-quinazolinedione; Ketensin; Ketanserin

登记号

• CAS号: 74050-98-9
• PubChem SID: 162038006
• PubChem CID: 3822

理论计算性质

• Acid pKa: 11.424021
• 质子受体: 4
• 质子供体: 1
• LogD (pH = 5.5): 1.8247793
• LogD (pH = 7.4): 3.361728
• Log P: 3.6093197
• 摩尔折射率: 109.1073 cm^3
• 极化性: 40.334778 Å^3
• 极化表面积: 69.72 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Chloroform; DMSO
• 外观: Off-White Solid
• 熔点: 230-232°C

安全信息

• 保存条件: -20°C; Refrigerator

药理学性质

• 作用靶点: 5-HT

产品相关信息

• 成盐信息: Free Base

详细说明

Selleck Chemicals - S2232

Research Area: Cancer
Biological Activity:
Ketanserin (Vulketan Gel) is specific 5-HT2A serotonin receptor antagonist with a Ki of 2.5 nM for rat and human 5-HT2A. Ketanserin (Vulketan Gel) is a drug with affinity for multiple G protein-coupled receptors. Ketanserin ( Vulketan Gel) inhibits rat and human 5-HT2C with Ki of 50 and100 nM, respectively and has higher affinity binding for alpha-1 adrenergic (Ki = ~ 40 nM) and Histamine H1 (Ki = 2 nM). Ketanserin (Vulketan Gel) can also be used to discriminate between 5-HT1D and 5-HT1B receptor subtypes. Ketanserin (Vulketan Gel) has antihypertensive properties. Ketanserin (Vulketan Gel) also reduces platelet aggregation produced by serotonin. Ketanserin also has high affinity for alpha-1 adrenergic receptors, and very high affinity for histamine H1 receptors. Ketanserin (Vulketan Gel) was shown to reduce the severity and frequency of the vasospasm in Raynaud’s phenomenon. [1][2][3]References on Ketanserin (Vulketan Gel)[1] http://en.wikipedia.org/wiki/Ketanserin, , [2] Neurochem Int., 1995 Dec, 27(6):489-96.[3] Eur J Pharmacol., 1991 Jan 25, 206(1):39-45.

Toronto Research Chemicals - K165450

An antihypertensive, with affinity for multiple GPCR receptors.

参考文献

• Rego AC et al. Neurochem Int. 1995 Dec; 27(6):489-96.
• Zhu, Y., et al.: Biol. Pharm. Bull., 32, 1173 (2009)
• Shen, K., et al.: J. Pharm. Pharmacol., 61, 517 (2009)
• Brea, J., et al.: Mol. Pharmacol., 75, 1380 (2009)
• Varma, M., et al.: J. Med. Chem., 52, 4844 (2009)