{2-[(4-bromophenyl)(phenyl)methoxy]ethyl}dimethylamine

• ChemBase编号: 1106
• 分子式: C17H20BrNO
• 平均质量: 334.2508
• 单一同位素质量: 333.07282627
• SMILES: Brc1ccc(C(OCCN(C)C)c2ccccc2)cc1
• Canonical SMILES: CN(CCOC(c1ccc(cc1)Br)c1ccccc1)C
• InChI: InChI=1S/C17H20BrNO/c1-19(2)12-13-20-17(14-6-4-3-5-7-14)15-8-10-16(18)11-9-15/h3-11,17H,12-13H2,1-2H3
• InChIKey: NUNIWXHYABYXKF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: {2-[(4-bromophenyl)(phenyl)methoxy]ethyl}dimethylamine
• IUPAC传统名: bromodiphenhydramine
• 商标名: Bromo-Benadryl; Bromo-Benzdryl; Deserol; Histabromamine; Neo-Benadryl
• 别名: Bromdiphenhydramine hydrochloride; Bromdiphenylhydramine Hydrochloride; Bromdiphenhydramine; Bromodiphenhydramine hydrochloride; Bromazin; Bromazine; Bromazine hydrochloride; Ambodryl Hydrochloride; Amodryl; Bromanautine; Bromodiphenhydramine

登记号

• CAS号: 1808-12-4
• PubChem SID: 46506082; 160964569
• PubChem CID: 2444

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 1.2924345
• LogD (pH = 7.4): 2.9429996
• Log P: 4.42066
• 摩尔折射率: 87.5498 cm^3
• 极化性: 33.998177 Å^3
• 极化表面积: 12.47 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: 4.16
• LOG S: -4.99
• 溶解度: 3.45e-03 g/l

分子性质

理化性质

• 疏水性(logP): 4

详细说明

DrugBank - DB01237

• Drug Groups: approved
• Description: Bromodiphenhydramine is an ethanolamine antihistamine with antimicrobial property. Bromodiphenhydramine is used in the control of cutaneous allergies. Ethanolamine antihistamines produce marked sedation in most patients
• Indication: For management of symptoms related to hay fever and other types of allergy and used to help bring up phlegm, thin secretions, and make a cough productive.
• Pharmacology: Bromodiphenhydramine is an antihistamine of the ethanolamine class. Ethanolamine antihistamines have significant antimuscarinic activity and produce marked sedation in most patients. In addition to the usual allergic symptoms, the drug also treats irritant cough and nausea, vomiting, and vertigo associated with motion sickness. It also is used commonly to treat drug-induced extrapyramidal symptoms as well as to treat mild cases of Parkinson's disease. Rather than preventing the release of histamine, as do cromolyn and nedocromil, Bromodiphenhydramine competes with free histamine for binding at HA-receptor sites. Bromodiphenhydramine competitively antagonizes the effects of histamine on HA-receptors in the GI tract, uterus, large blood vessels, and bronchial muscle. Ethanolamine derivatives have greater anticholinergic activity than do other antihistamines, which probably accounts for the antidyskinetic action of Bromodiphenhydramine. This anticholinergic action appears to be due to a central antimuscarinic effect, which also may be responsible for its antiemetic effects, although the exact mechanism is unknown.
• 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 (cytochrome P-450 system); some renal.
• Absorption: Well absorbed in the digestive tract.
• Half Life: 1 to 4 hours
• Protein Binding: 96%