dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine

• ChemBase编号: 250
• 分子式: C17H22N2O
• 平均质量: 270.36938
• 单一同位素质量: 270.17321333
• SMILES: O(C(c1ccccc1)(c1ncccc1)C)CCN(C)C
• Canonical SMILES: CN(CCOC(c1ccccn1)(c1ccccc1)C)C
• InChI: InChI=1S/C17H22N2O/c1-17(20-14-13-19(2)3,15-9-5-4-6-10-15)16-11-7-8-12-18-16/h4-12H,13-14H2,1-3H3
• InChIKey: HCFDWZZGGLSKEP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: dimethyl({2-[1-phenyl-1-(pyridin-2-yl)ethoxy]ethyl})amine
• IUPAC传统名: doxylamine
• 商标名: Unisom
• 别名: Dossilamina [DCIT]; Doxilminio [INN-Spanish]; Doxylaminum [INN-Latin]; Doxylamine

登记号

• CAS号: 469-21-6
• PubChem SID: 160963713; 46506354
• PubChem CID: 3162
• CHEBI ID: 51380
• ATC码: R06AA09
• CHEMBL: 1004
• Chemspider ID: 3050
• DrugBank ID: DB00366
• KEGG ID: D07878
• 美国药典/FDA物质标识码: 95QB77JKPL
• 维基百科标题: Doxylamine
• Medline Plus: a682537

理论计算性质

JChem

• 质子受体: 3
• 质子供体: 0
• LogD (pH = 5.5): -0.16813163
• LogD (pH = 7.4): 1.4848965
• Log P: 2.9619422
• 摩尔折射率: 82.2373 cm^3
• 极化性: 32.315342 Å^3
• 极化表面积: 25.36 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.9
• LOG S: -2.7
• 溶解度: 5.41e-01 g/l

分子性质

理化性质

• 溶解度: 1 g/ml (succinate salt)
• 疏水性(logP): 2.5

药理学性质

• 给药途径: Oral
• 生物利用度: Oral: 24.7%, Intranasal: 70.8%
• 排泄: Urine; 60% unchanged doxylamine
• 半衰期: variable; 6–12 hours
• 代谢: Hepatic
• 法定药品分级: OTC
• 妊娠期药物分类: Briggs' "A" (Compatible)

详细说明

DrugBank - DB00366

• Drug Groups: approved
• Description: Histamine H1 antagonist with pronounced sedative properties. It is used in allergies and as an antitussive, antiemetic, and hypnotic. Doxylamine has also been administered in veterinary applications and was formerly used in parkinsonism. [PubChem]
• Indication: Used alone as a short-term sleep aid, in combination with other drugs as a night-time cold and allergy relief drug. Also used in combination with Vitamin B6 (pyridoxine) to prevent morning sickness in pregnant women.
• Pharmacology: Doxylamine is an antihistamine commonly used as a sleep aid. This drug is also used to relieve symptoms of hay fever (allergic rhinitis), hives (rash or itching), and other allergic reactions. Doxylamine is a member of the ethanolamine class of antihistamines and has anti-allergy power far superior to virtually every other antihistamine on the market, with the exception of diphenhydramine (Benadryl). It is also the most powerful over-the-counter sedative available in the United States, and more sedating than many prescription hypnotics. In a study, it was found to be superior to even the barbiturate, phenobarbital for use as a sedative. Doxylamine is also a potent anticholinergic.
• Toxicity: Signs of overdose include wheezing, tightness in the chest, fever, itching, bad cough, blue skin color, fits, swelling of face, lips, tongue, or throat.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Readily absorbed via the gastrointestinal tract.
• Half Life: 10 hours
• External Links: Wikipedia; Drugs.com