2-hydroxy-2H,4H-benzo[d]1,3-dioxa-2-bismacyclohexan-4-one

• ChemBase编号: 1146
• 分子式: C7H5BiO4
• 平均质量: 362.0926
• 单一同位素质量: 361.99918164
• SMILES: c12c(O[Bi](OC1=O)O)cccc2
• Canonical SMILES: O[Bi]1OC(=O)c2c(O1)cccc2
• InChI: InChI=1S/C7H6O3.Bi.H2O/c8-6-4-2-1-3-5(6)7(9)10;;/h1-4,8H,(H,9,10);;1H2/q;+3;/p-3
• InChIKey: ZREIPSZUJIFJNP-UHFFFAOYSA-K

名称和登记号

名称

• IUPAC标准名: 2-hydroxy-2H,4H-benzo[d]1,3-dioxa-2-bismacyclohexan-4-one
• IUPAC传统名: pepto-bismol; @bismuth subsalicylate
• 商标名: Maalox multi action; Pepto-bismol and others; Extra strength bismuth; Extra-strength bismuth; PMS-bismuth subsalicylate; Pepto-bismol; Spiromak forte; Stabisol; Vismut; Wismutsubsalicylat; Bismuth chewables; Bismuth caplets; Bismed; Bismatrol
• 别名: 水杨酸铋(III) 碱性; 次水杨酸铋(III); 碱式水杨酸铋(III); Bismuth subsalicylate; Bismuth(III) salicylate basic; Bismuth(III) subsalicylate; Bismuth(III) salicylate basic; Bismutum subsalicylicum; Bismuthi subsalicylas; Bismuth(III) subsalicylate; Bismuth oxysalicylate; Bismuth oxide salicylate; Bismuth; Bismuth Subsalicylate

登记号

• CAS号: 14882-18-9
• EC号: 238-953-1
• MDL号: MFCD00085368
• Beilstein号: 9170211
• PubChem SID: 160964609; 24871718; 46507128; 24890149
• PubChem CID: 16682734
• CHEBI ID: 261649
• CHEMBL: 1120
• Chemspider ID: 17215772
• DrugBank ID: DB01294
• KEGG ID: D00728
• 美国药典/FDA物质标识码: 62TEY51RR1
• 维基百科标题: Bismuth_subsalicylate
• Medline Plus: a607040

理论计算性质

JChem

• Acid pKa: 14.301071
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 1.1143
• LogD (pH = 7.4): 1.1142999
• Log P: 1.1143
• 摩尔折射率: 35.7177 cm^3
• 极化性: 21.77017 Å^3
• 极化表面积: 55.76 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.37
• LOG S: -0.78
• 溶解度: 5.97e+01 g/l

分子性质

理化性质

• 熔点: >350 °C(lit.)

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

药理学性质

• 给药途径: Oral
• 法定药品分级: OTC (US)

产品相关信息

• 纯度: ≥97.0% (KT); 99.9% trace metals basis
• 级别: purum
• 线性分子式: HOC6H4COOBiO

详细说明

DrugBank - DB01294

• Drug Groups: approved
• Description: Bismuth subsalicylate is the active ingredient in the popular medication Pepto-Bismol that is used to treat nausea, heartburn, indigestion, upset stomach, diarrhea, and other temporary discomforts of the stomach and gastrointestinal tract. It is also the main ingredient of Kaopectate. It displays anti-inflammatory action (due to salicylic acid) and also acts as an antacid and mild antibiotic.
• Indication: Used to treat nausea, heartburn, indigestion, upset stomach, diarrhea, and other temporary discomforts of the stomach and gastrointestinal tract.
• Pharmacology: Bismuth subsalicylate displays anti-inflammatory action (due to salicylic acid) and also acts as an antacid and mild antibiotic. It can also cause a black tongue and black stools in some users of the drug, when it combines with trace amounts of sulfur in their saliva and gastrointestinal tract. This discoloration is temporary and harmless.
• Biotransformation: Based on in vitro dissociation data and in vivo animal data, bismuth subsalicylate is believed to be largely hydrolyzed in the stomach to bismuth oxychloride and salicylic acid. In the small intestine, nondissociated bismuth subsalicylate reacts with other anions (bicarbonate and phosphate) to form insoluble bismuth salts. In the colon, nondissociated bismuth subsalicylate and other bismuth salts react with hydrogen sulfide to produce bismuth sulfide, a highly insoluble black salt responsible for the darkening of the stools.
• Absorption: Following oral administration, absorption of the salicylate component from the small intestine is generally rapid and complete (>90%).
• References: Goldenberg MM, Honkomp LJ, Burrous SE, Castellion AW: Protective effect of Pepto-Bismol liquid on the gastric mucosa of rats. Gastroenterology. 1975 Sep;69(3):636-40. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

Sigma Aldrich - 480789

Application
A drug used to treat temporary discomforts of the stomach and gastrointestinal tract, such as diarrhea, heartburn and nausea.
包装
100, 500 g in poly bottle

参考文献

• Goldenberg MM, Honkomp LJ, Burrous SE, Castellion AW: Protective effect of Pepto-Bismol liquid on the gastric mucosa of rats. Gastroenterology. 1975 Sep;69(3):636-40. Pubmed