(2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-propyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),9,12(16),13-tetraene; methanesulfonic acid

• ChemBase编号: 134052
• 分子式: C20H30N2O3S2
• 平均质量: 410.5938
• 单一同位素质量: 410.16978483
• SMILES: CCCN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)CSC.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CCCN1C[C@H](CSC)C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3
• InChI: InChI=1S/C19H26N2S.CH4O3S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21;1-5(2,3)4/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3;1H3,(H,2,3,4)/t13-,16-,18-;/m1./s1
• InChIKey: UWCVGPLTGZWHGS-ZORIOUSZSA-N

名称和登记号

名称

• IUPAC标准名: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),9,12(16),13-tetraene; methanesulfonic acid; (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene; methanesulfonic acid
• IUPAC传统名: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),9,12(16),13-tetraene; methanesulfonic acid; (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene; methanesulfonic acid
• 别名: 8β-[(Methylthio)methyl]-6-propylergoline methanesulfonate salt; Pergolide methanesulfonate salt; Pergolide mesylate salt; Pergolida; Pergolidum; Permax; Pergotoliderived; Pergolide mesylate

登记号

• CAS号: 66104-22-1; 66104-23-2
• MDL号: MFCD00153859
• PubChem SID: 162228329; 24277927
• PubChem CID: 47812

理论计算性质

• Acid pKa: 17.350344
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 0.84682393
• LogD (pH = 7.4): 2.1517017
• Log P: 4.22529
• 摩尔折射率: 97.0167 cm^3
• 极化性: 38.847607 Å^3
• 极化表面积: 19.03 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble5.2 mg/mL; ethanol: soluble2 mg/mL; H2O: insoluble
• 外观: white solid
• 比旋光度: [α]20/D -35°, c = 0.2 in pyridine(lit.)

安全信息

• RTECS编号: KE6345000
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 1544
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 28
• 安全公开号: 28-36/37-45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 1544 6.1/PG 2
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)
• 生物活性机理: Agonist at the dopamine D2, D1 and serotonin 5-HT(1A), 5-HT(1B), 5-HT(2A), 5-HT(2B), and 5-HT(2C) receptors

产品相关信息

• 纯度: ≥98%
• 成盐信息: Mesylate
• 应用领域: Also used for veterinary purposes.; Used to treat various conditions including Parkinson's disease, hyperprolactinemia, and restless leg syndrome.

详细说明

Sigma Aldrich - P8828

Biochem/physiol Actions
Dopaminergic agonist; suppresses pituitary secretion of prolactin; anti-Parkinsonian agent.

参考文献

• Lemberger, L. et al., Science (Washington, D.C.), 1979
• Rubin, A. et al., Clin. Pharmacol. Ther. (St. Louis), 1981