2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate

• ChemBase编号: 746
• 分子式: C30H53NO11
• 平均质量: 603.74192
• 单一同位素质量: 603.36186152
• SMILES: O(CCOCCOCCOCCOCCOC)CCOCCOCCOCCOC(=O)c1ccc(NCCCC)cc1
• Canonical SMILES: COCCOCCOCCOCCOCCOCCOCCOCCOCCOC(=O)c1ccc(cc1)NCCCC
• InChI: InChI=1S/C30H53NO11/c1-3-4-9-31-29-7-5-28(6-8-29)30(32)42-27-26-41-25-24-40-23-22-39-21-20-38-19-18-37-17-16-36-15-14-35-13-12-34-11-10-33-2/h5-8,31H,3-4,9-27H2,1-2H3
• InChIKey: MAFMQEKGGFWBAB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 4-(butylamino)benzoate
• IUPAC传统名: @benzonatate
• 商标名: Benzononantin; Exangit; Tesalon; Tessalin; Tessalon; Tessalon Perles; Tessalon-Ciba; Ventussin; Ventussin-Loz
• 别名: Benzonatato [INN-Spanish]; Benzonatatum [INN-Latin]; Benzononatine; Benzonatate

登记号

• CAS号: 104-31-4
• PubChem SID: 46506376; 160964209
• PubChem CID: 7699

理论计算性质

JChem

• 质子受体: 11
• 质子供体: 1
• LogD (pH = 5.5): 2.3465576
• LogD (pH = 7.4): 2.350569
• Log P: 2.3506203
• 摩尔折射率: 161.5422 cm^3
• 极化性: 62.730156 Å^3
• 极化表面积: 121.4 Å^2
• 可自由旋转的化学键: 33
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 2.09
• LOG S: -5.58
• 溶解度: 1.59e-03 g/l

分子性质

理化性质

• 溶解度: Soluble in most organic solvents except aliphatic hydrocarbons
• 疏水性(logP): 1.2

详细说明

DrugBank - DB00868

• Drug Groups: approved
• Description: Benzonatate is a non-narcotic oral antitussive (cough suppressant) drug which works by anesthetizing the tissues of the lungs and pleura responsible for the cough reflex. It is chemically related to other ester anesthetics such as procaine. It has an anesthetic (numbing) action similar to that of benzocaine and "numbs" the stretch sensors in the lungs. It is the stretching of these sensors with breathing that causes the cough. It was approved by the FDA in 1958.
• Indication: For the symptomatic relief of cough. Has also been applied locally in the oral cavity in adults by releasing the drug from the liquid-filled capsules to provide oropharyngeal anesthesia for conscious intubation.
• Pharmacology: Benzonatate, a non-narcotic antitussive agent chemically related to tetracaine and other ester-type local anesthetics, is used to suppress cough associated with both acute and chronic respiratory conditions. The drug acts peripherally by anesthetizing the stretch receptors located in the respiratory passages, lungs, and pleura through the dampening of their activity, which reduces the cough reflex.
• Toxicity: Restlessness, tremors, seizures and unconsciousness.
• Affected Organisms: Humans and other mammals
• Biotransformation: Benzonatate is hydrolyzed to para-aminobenzoic acid (PABA) by plasma esterases
• Half Life: 3-8 hours
• References: Cohen V, Jellinek SP, Stansfield L, Truong H, Baseluos C, Marshall JP: Cardiac arrest with residual blindness after overdose of tessalon(R) (benzonatate) perles. J Emerg Med. 2009 Nov 4. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

参考文献

• Cohen V, Jellinek SP, Stansfield L, Truong H, Baseluos C, Marshall JP: Cardiac arrest with residual blindness after overdose of tessalon(R) (benzonatate) perles. J Emerg Med. 2009 Nov 4. Pubmed