4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol hydrochloride

• ChemBase编号: 73107
• 分子式: C11H18ClNO3
• 平均质量: 247.71852
• 单一同位素质量: 247.09752112
• SMILES: c1c(c(cc(c1)C(O)CNC(C)C)O)O.Cl
• Canonical SMILES: CC(NCC(c1ccc(c(c1)O)O)O)C.Cl
• InChI: InChI=1S/C11H17NO3.ClH/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8;/h3-5,7,11-15H,6H2,1-2H3;1H
• InChIKey: IROWCYIEJAOFOW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol hydrochloride
• IUPAC传统名: (+-)-isoproterenol hydrochloride; isoproterenol hydrochloride
• 别名: Isuprel; Isadrine; Euspiran; Proternol; NSC 37745; NSC 89747; Isoprenaline hydrochloride; 4-(1-hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol hydrochloride; (±)-Isoproterenol hydrochloride; 1-(3′,4′-Dihydroxyphenyl)-2-isopropylaminoethanol hydrochloride; Isoprenaline hydrochloride; Isopropylarterenol hydrochloride; Isoprenaline hydrochloride; N-Isopropyl-DL-noradrenaline hydrochloride; 1-(3',4'-Dihydroxyphenyl)-2-isopropylaminoethanol hydrochloride; DL-ISOPROTERENOL; DL-Isoprenaline hydrochloride; 4-[1-Hydroxy-2-[(1-methylethyl)amino]ethyl]-1,2-benzenediol Hydrochloride; Isovon; Mistarel; Saventrine; Suscardia; Vapo-Iso; dl-Isadrine Hydrochloride; dl-Isoprenaline Hydrochloride; dl-Isopropylnoradrenaline Hydrochloride; dl-Isopropylnorepinephrine Hydrochloride; α-(Isopropylaminomethyl)-3,4-dihydroxybenzyl alcohol Hydrochloride; 1-(3,4-Dihydroxyphenyl)-2-(isopropylamino)ethanol Hydrochloride; Isoproterenol Hydrochloride; 4-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol hydrochloride

登记号

• CAS号: 51-30-9
• EC号: 200-089-8
• MDL号: MFCD00012603
• Beilstein号: 3917363
• PubChem SID: 162038027; 24277780
• PubChem CID: 5807

理论计算性质

• Acid pKa: 9.814519
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -2.1009066
• LogD (pH = 7.4): -0.9903411
• Log P: 0.24020568
• 摩尔折射率: 58.3977 cm^3
• 极化性: 22.887892 Å^3
• 极化表面积: 72.72 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: Methanol; Water
• 外观: White Solid
• 熔点: 164-165°C; 165-175 °C (dec.)(lit.); 166-168°C
• 密度: 1.018 g/ml
• 疏水性(logP): 0.153

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS编号: DO1925000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 作用靶点: adrenergic receptor
• 相关基因信息: human ... ADRB1(153), ADRB2(154), ADRB3(155)

产品相关信息

• 纯度: ≥98.0% (AT); 95%; 98%
• 成盐信息: HCl; hydrochloride
• Empirical Formula (Hill Notation): C11H17NO3 · HCl
• 分类: Rare Derivatives of Natural Compounds

详细说明

MP Biomedicals - 02151368

Hydrochloride
Crystalline
A Bronchodilator

MP Biomedicals - 05214068

MP Biomedicals Rare Chemical collection

Selleck Chemicals - S2566

Biological Activity:
Isoprenaline hydrochloride is a beta-adrenergic agonist. Isoprenaline hydrochloride has a powerful stimulant action on the heart, increasing cardiac output and heart rate. Isoprenaline hydrochloride also increases blood flow to the limbs and extremities. Isoprenaline hydrochloride is a sympathomimetic medicine that dilates the small air passages in the lungs and improves the transmission of electrical signals in the heart. [1]

Sigma Aldrich - I5627

Biochem/physiol Actions
β-adrenoceptor agonist; increases cytosolic cAMP.
包装
5, 25, 100 g in poly bottle

Sigma Aldrich - I27902

Biochem/physiol Actions
β-adrenoceptor agonist; increases cytosolic cAMP.
包装
25 g in poly bottle

Sigma Aldrich - 59650

Biochem/physiol Actions
β-adrenoceptor agonist; increases cytosolic cAMP.

Toronto Research Chemicals - I874200

Isoproterenol is a non-selective beta-adrenergic agonist. Isoproterenol is used in the treatment of bradycardia; bronchodilator.

参考文献

• http://en.wikipedia.org/wiki/Isoprenaline
• Kikkawa, H. et al.: Biol. Pharmac. Bull., 17, 1047 (1994)
• Kral, P. et al.: Psychopharmacologia, 26, 79 (1994)
• Giles, R.E. et al.: J. Pharmacol. Exp. Ther., 186, 472 (1994)