(2Z)-but-2-enedioic acid; tert-butyl[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amine

• ChemBase编号: 131071
• 分子式: C17H28N4O7S
• 平均质量: 432.49182
• 单一同位素质量: 432.16787026
• SMILES: CC(C)(C)NC[C@@H](COc1c(nsn1)N1CCOCC1)O.C(=C\C(=O)O)\C(=O)O
• Canonical SMILES: O[C@H](COc1nsnc1N1CCOCC1)CNC(C)(C)C.OC(=O)/C=C\C(=O)O
• InChI: InChI=1S/C13H24N4O3S.C4H4O4/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17;5-3(6)1-2-4(7)8/h10,14,18H,4-9H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t10-;/m0./s1
• InChIKey: WLRMANUAADYWEA-NWASOUNVSA-N

名称和登记号

名称

• IUPAC标准名: (2Z)-but-2-enedioic acid; tert-butyl[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amine
• IUPAC传统名: maleic acid; timolol; (2Z)-but-2-enedioic acid; tert-butyl[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amine
• 别名: S-(-)-1-(t-Butylamino)-3-[(4-morpholino-1,2,5-thiadiazol-3-yl)oxy]-2-propanol maleate salt; Timolol maleate salt; Betimol; Betime; Blocadren; Istalol; Timoptic; Timoptol; Optimol; (s)-Timolol maleate; (2S)-1-[(1,1-Dimethylethyl)amino]-3-[[4-(4-morpholinyl)-1,2,5-thiadiazol-3-yl]oxy]-2-propanol (2Z)-2-Butenedioate Salt; (S)-(-)-3-Morpholino-4-(3-tert-butylamino-2-hydroxypropoxy)-1,2,5-thiadiazole Hydrogen Maleate; (S)-(-)-Timolol Maleate

登记号

• CAS号: 26921-17-5
• EC号: 248-111-5
• MDL号: MFCD00058356
• PubChem SID: 162225349; 24277810
• PubChem CID: 5281056

理论计算性质

• Acid pKa: 14.084203
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): -1.86655
• LogD (pH = 7.4): -0.97262925
• Log P: 1.335706
• 摩尔折射率: 83.92 cm^3
• 极化性: 31.508581 Å^3
• 极化表面积: 79.74 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; ethanol: soluble; H2O: soluble
• 外观: White Solid; white to off-white powder
• 熔点: 202-203 °C(lit.); 205-207°C
• 比旋光度: [α]25/D -5.4°, c = 4.9 in 1 M HCl(lit.)
• 紫外吸收波长: ε1M/294 nm 8,700

安全信息

• 保存条件: Refrigerator
• RTECS编号: UA8475000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 63-22
• 安全公开号: 36
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Warning
• GHS危险声明: H302-H361
• GHS警示性声明: P281
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

药理学性质

• 相关基因信息: human ... ADRB1(153), ADRB2(154), ADRB3(155)
• 生物活性机理: Non-selective beta-adrenergic antagonist

产品相关信息

• 纯度: ≥98% (TLC)
• 成盐信息: Maleic Acid
• 应用领域: Anti-arrhythmia agent; Antihypertensive agent; Ophthalmic use (reduces intraocular pressure)

详细说明

Sigma Aldrich - T6394

Biochem/physiol Actions
Non-selective β-adrenoceptor antagonist; vasodilator; class II anti-arrhythmic; anti-glaucoma agent

Toronto Research Chemicals - T443710

Antihypertensive; antiarrhythmic (class II); antianginal; antiglaucoma agent.

参考文献

• Wasson, et al.: J. Med. Chem., 15, 651 (1972)
• Franciosa, et al.: Clin. Pharmacol. Ther., 13, 138 (1972)
• Heel, R.C., et al.: Drugs, 17, 38 (1972)
• Rofman, B.A., et al.: Hypertension, 2, 643 (1972)
• Mazzo, D.J., et al.: Anal. Profiles Drug Subs., 16, 641
• Merck Index 12 9585. Karhuvaara et al (1989) b-Adrenoceptor antagonist activities and binding affinities of timolol enantiomers in rat atria. J.Pharm.Pharmacol. 41 649.