1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide; butanedioic acid

• ChemBase编号: 72677
• 分子式: C18H27N3O6S
• 平均质量: 413.48848
• 单一同位素质量: 413.1620566
• SMILES: c1(ccc2c(c1)c(c[nH]2)CCN(C)C)CS(=O)(=O)NC.OC(=O)CCC(=O)O
• Canonical SMILES: OC(=O)CCC(=O)O.CNS(=O)(=O)Cc1ccc2c(c1)c(CCN(C)C)c[nH]2
• InChI: InChI=1S/C14H21N3O2S.C4H6O4/c1-15-20(18,19)10-11-4-5-14-13(8-11)12(9-16-14)6-7-17(2)3;5-3(6)1-2-4(7)8/h4-5,8-9,15-16H,6-7,10H2,1-3H3;1-2H2,(H,5,6)(H,7,8)
• InChIKey: PORMUFZNYQJOEI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-{3-[2-(dimethylamino)ethyl]-1H-indol-5-yl}-N-methylmethanesulfonamide; butanedioic acid
• IUPAC传统名: succinic acid; sumatriptan
• 别名: 3-[2-(Dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide,butanedioate(1:1); 3-[2-(Dimethylamino)ethyl]-N-methyl-1H-indole-5-methanesulfonamide succinate; GR-43175; Sumatriptan succinate; Imigran; mitrex; Imitrex; Suminat; Sumitrex; Sumatriptan succinate

登记号

• CAS号: 103628-48-4
• MDL号: MFCD00902856
• PubChem SID: 162037598
• PubChem CID: 59772

理论计算性质

• Acid pKa: 11.244988
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): -2.4983597
• LogD (pH = 7.4): -1.2358891
• Log P: 0.7419289
• 摩尔折射率: 82.0842 cm^3
• 极化性: 33.330933 Å^3
• 极化表面积: 65.2 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: >20 mg/mL; Water
• 外观: White Solid; white to off-white solid
• 熔点: 165-166°C

安全信息

• 保存条件: -20°C; -20°C Freezer
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 41
• 安全公开号: 26-39
• GHS危险品标识: GHS05
• GHS警示词: Danger
• GHS危险声明: H318
• GHS警示性声明: P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 作用靶点: 5-HT receptor

产品相关信息

• 纯度: ≥98% (HPLC); 95+%
• 成盐信息: Succinate
• Empirical Formula (Hill Notation): C14H21N3O2S · C4H6O4

详细说明

Selleck Chemicals - S1432

Research Area: Neurological Disease
Biological Activity:
Sumatriptan succinate(mitrex, Imigran) is a triptan sulfa drug containing a sulfonamide group for the treatment of migraine headaches. Sumatriptan is structurally similar to serotonin (5HT), and is a 5-HT (types 5-HT1D and 5-HT1B) agonist. The specific receptor subtypes it activates are present on the cranial arteries and veins. Acting as an agonist at these receptors, Sumatriptan reduces the vascular inflammation associated with migraine. [1]

Sigma Aldrich - S1198

Biochem/physiol Actions
Sumatriptan succinate is a 5-HT1 serotonin receptor agonist.

Toronto Research Chemicals - S810000

A serotonin 5HT1-receptor agonist.

参考文献

• http://www.rxlist.com/imitrex-drug.htm
• Humphrey, P.P.A., et al.: Brit. J. Pharmacol., 94, 1123 (1988)
• Doenicke, A., et al.: Lancet 1, 1309 (1988)