4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol

• ChemBase编号: 874
• 分子式: C13H21NO3
• 平均质量: 239.31074
• 单一同位素质量: 239.15214354
• SMILES: OC(CNC(C)(C)C)c1cc(c(O)cc1)CO
• Canonical SMILES: OCc1cc(ccc1O)C(CNC(C)(C)C)O
• InChI: InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3
• InChIKey: NDAUXUAQIAJITI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
• IUPAC传统名: salbutamol
• 商标名: Accuneb; Aerolin; Asmaven; Broncovaleas; Cetsim; Cobutolin; Ecovent; Loftan; Proventil; Rotahaler; Salbulin; Salbutard; Salbutine; Salbuvent; Solbutamol; Sultanol; Venetlin; Ventalin Inhaler; Ventolin; Ventolin Inhaler; Ventolin Rotacaps; Volma; Volmax; Xopenex; Airomir; Asthalin; Asthavent; Asmol; Buventol; ProAir; Salamol; ProAir HFA; Proventil HFA; Ventolin HFA; Xopenex HFA
• 别名: α-[(叔丁基氨基)甲基]-4-羟基-间二甲苯-α,α′-二醇; 舒喘灵; 沙丁胺醇; Salbutamol; α-[(tert-Butylamino)methyl]-4-hydroxy-m-xylene-α,α′-diol; Albuterol; Albuterol Sulfate; Salbutamol Sulfate; Salbutamol Sulphate; Albuterol Sulphate; Levalbuterol; Salbutamol; α-[(t-Butylamino)methyl]-4-hydroxy-m-xylene-α,α'-diol

登记号

• CAS号: 18559-94-9
• EC号: 242-424-0
• MDL号: MFCD00148978
• Beilstein号: 6405698
• PubChem SID: 24870392; 160964337; 46505312; 24278712
• PubChem CID: 2083

理论计算性质

JChem

• Acid pKa: 10.121162
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -2.306487
• LogD (pH = 7.4): -1.3223417
• Log P: 0.34441614
• 摩尔折射率: 67.8709 cm^3
• 极化性: 26.575071 Å^3
• 极化表面积: 72.72 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.44
• LOG S: -2.05
• 溶解度: 2.15e+00 g/l

分子性质

理化性质

• 溶解度: 3 mg/L
• 熔点: 157°C
• 疏水性(logP): 1.4

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: ZE4400000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22-43
• 安全公开号: 36; S:28-46-36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... ADRB2(154)

产品相关信息

• 级别: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C13H21NO3

详细说明

MP Biomedicals - 02156573

Free Base

DrugBank - DB01001

• Drug Groups: approved
• Description: Salbutamol is a short-acting, selective beta2-adrenergic receptor agonist used in the treatment of asthma and COPD. It is 29 times more selective for beta2 receptors than beta1 receptors giving it higher specificity for pulmonary beta receptors versus beta1-adrenergic receptors located in the heart. Salbutamol is formulated as a racemic mixture of the R- and S-isomers. The R-isomer has 150 times greater affinity for the beta2-receptor than the S-isomer and the S-isomer has been associated with toxicity. This lead to the development of levalbuterol, the single R-isomer of salbutamol. However, the high cost of levalbuterol compared to salbutamol has deterred wide-spread use of this enantiomerically pure version of the drug. Salbutamol is generally used for acute episodes of bronchospasm caused by bronchial asthma, chronic bronchitis and other chronic bronchopulmonary disorders such as chronic obstructive pulmonary disorder (COPD). It is also used prophylactically for exercise-induced asthma.
• Indication: For symptomatic relief and prevention of bronchospasm due to bronchial asthma, chronic bronchitis, and other chronic bronchopulmonary disorders such as COPD.
• Pharmacology: Salbutamol (INN) or albuterol (USAN), a moderately selective beta(2)-receptor agonist similar in structure to terbutaline, is widely used as a bronchodilator to manage asthma and other chronic obstructive airway diseases. The R-isomer, levalbuterol, is responsible for bronchodilation while the S-isomer increases bronchial reactivity. The R-enantiomer is sold in its pure form as Levalbuterol. The manufacturer of levalbuterol, Sepracor, has implied (although not directly claimed) that the presence of only the R-enantiomer produces fewer side-effects.
• Toxicity: LD₅₀=1100 mg/kg (orally in mice)
• Affected Organisms: Humans and other mammals
• Biotransformation: Hydrolyzed by esterases in tissue and blood to the active compound colterol. The drug is also conjugatively metabolized to salbutamol 4'-O-sulfate.
• Absorption: Systemic absorption is rapid following aerosol administration.
• Half Life: 1.6 hours
• Elimination: Approximately 72% of the inhaled dose is excreted in the urine within 24 hours, 28% as unchanged drug and 44% as metabolite.
• External Links: Wikipedia; RxList

Sigma Aldrich - S8260

Biochem/physiol Actions
β2-肾上腺素受体激动剂

Sigma Aldrich - 46725

Biochem/physiol Actions
β2-肾上腺素受体激动剂
Caution
对光敏感
General description
用于 Supelco MIP 固相萃取柱的标准品。有关更多信息，请索取 Supelco 资料 T407075、T706019、T706030 和 T706020。
法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC

Sigma Aldrich - 46725

Biochem/physiol Actions
β2-肾上腺素受体激动剂
Caution
对光敏感
General description
用于 Supelco MIP 固相萃取柱的标准品。有关更多信息，请索取 Supelco 资料 T407075、T706019、T706030 和 T706020。
法律信息
VETRANAL 商标 Sigma-Aldrich Co. LLC