2-({2-[(1-hydroxybutan-2-yl)amino]ethyl}amino)butan-1-ol

• ChemBase编号: 214
• 分子式: C10H24N2O2
• 平均质量: 204.30976
• 单一同位素质量: 204.18377802
• SMILES: OCC(NCCNC(CC)CO)CC
• Canonical SMILES: CCC(NCCNC(CO)CC)CO
• InChI: InChI=1S/C10H24N2O2/c1-3-9(7-13)11-5-6-12-10(4-2)8-14/h9-14H,3-8H2,1-2H3
• InChIKey: AEUTYOVWOVBAKS-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-({2-[(1-hydroxybutan-2-yl)amino]ethyl}amino)butan-1-ol
• IUPAC传统名: ethambutol
• 商标名: Dadibutol; Diambutol; Etibi; Myambutol; Tibutol
• 别名: D-Ethambutol; EMB; Etambutol [INN-Spanish]; Etambutolo [DCIT]; Ethambutol dihydrochloride; Ethambutol HCL; Ethambutol Hydrochloride; Ethambutol, racemic mixture; Ethambutolum [INN-Latin]; Aethambutolum; Ethambutol

登记号

• CAS号: 74-55-5
• PubChem SID: 160963677
• PubChem CID: 3279

理论计算性质

JChem

• Acid pKa: 14.819909
• 质子受体: 4
• 质子供体: 4
• LogD (pH = 5.5): -4.4261327
• LogD (pH = 7.4): -2.2525384
• Log P: -0.059291072
• 摩尔折射率: 57.888 cm^3
• 极化性: 23.439148 Å^3
• 极化表面积: 64.52 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.12
• LOG S: -1.43
• 溶解度: 7.58e+00 g/l

分子性质

理化性质

• 疏水性(logP): -0.3

详细说明

DrugBank - DB00330

• Drug Groups: approved
• Description: An antitubercular agent that inhibits the transfer of mycolic acids into the cell wall of the tubercle bacillus. It may also inhibit the synthesis of spermidine in mycobacteria. The action is usually bactericidal, and the drug can penetrate human cell membranes to exert its lethal effect. (From Smith and Reynard, Textbook of Pharmacology, 1992, p863)
• Indication: For use, as an adjunct, in the treatment of pulmonary tuberculosis.
• Pharmacology: Ethambutol is an oral chemotherapeutic agent which is specifically effective against actively growing microorganisms of the genus Mycobacterium, including M. tuberculosis. Ethambutol inhibits RNA synthesis and decreases tubercle bacilli replication. Nearly all strains of M. tuberculosis and M. kansasii as well as a number of strains of MAC are sensitive to ethambutol.
• Toxicity: The most commonly recognized toxic effect of ethambutol is optic neuropathy, which generally is considered uncommon and reversible in medical literature. Other side effects that have been observed are pruritus, joint pain, gastrointestinal upset, abdominal pain, malaise, headache, dizziness, mental confusion, disorientation, and possible hallucinations.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. Up to 15% of administered drug is metabolized to inactive metabolites. The main path of metabolism appears to be an initial oxidation of the alcohol to an aldehydic intermediate, followed by conversion to a dicarboxylic acid.
• Absorption: About 75% to 80% of an orally administered dose of ethambutol is absorbed from the gastrointestinal tract.
• Half Life: In patients with normal renal function, 3 to 4 hours. In patients with impaired renal function, up to 8 hours.
• Protein Binding: 20-30%
• Elimination: During the 24-hour period following oral administration of ethambutol hydrochloride approximately 50 percent of the initial dose is excreted unchanged in the urine, while an additional 8 to 15 percent appears in the form of metabolites. From 20 to 22 percent of the initial dose is excreted in the feces as unchanged drug.
• External Links: Wikipedia; RxList; Drugs.com