3-(2-methoxyphenoxy)propane-1,2-diol

• ChemBase编号: 752
• 分子式: C10H14O4
• 平均质量: 198.21576
• 单一同位素质量: 198.08920893
• SMILES: O(CC(O)CO)c1c(OC)cccc1
• Canonical SMILES: OCC(COc1ccccc1OC)O
• InChI: InChI=1S/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3
• InChIKey: HSRJKNPTNIJEKV-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-(2-methoxyphenoxy)propane-1,2-diol
• IUPAC传统名: guaifenesin; @guaifenesin
• 商标名: Guaiacyl glyceryl ether; Guaiamar; Guaianesin; Guaicol glycerine ether; Guaicol glyceryl ether; Guaiphenesin; Guaiphenesine; Guaiphesin; Guajacol-glycerinaether; Guajacuran; Guajamar; Guanar; Guayanesin; Guiatuss; Gvaja; Halotussin; Humibid L.A; Humibid Sprinkle; Hustodil; Hustosil; Hytuss; Hytuss-2X; Mintosyl; Miocaina; Miocurin; Miorelax; Mucinex; Mucostop; Muskurelax; Myocain; Myocaine; Myorelax; Myoscain; Myoscaine; Naldecon Senior EX; Neuroton; Actifed-C; Aeronesin; Amonidren; Amonidrin; Anti-Tuss; Aresol; Balminil Expectorant; Benylin-E; Breonesin; Bronchol; Calmipan; Calmylin Expectorant; Colrex expectorant; Cortussin; Creson; Diabetic Tussin EX; Dilyn; Dorassin; Equicol; Fenesin; Flartussin; Gaiamar; Gee-Gee; Genatuss; Glycodex; Glycotuss; Glytuss; Gnaifenesin; Guaia-rom; Guaiacol glycerin ether; Guaiacol glycerol ether; Guaiacol glyceryl ether; Guaiacolglicerinetere; Guaiacuran; Guaiacurane; Neurotone; Oresol; Oreson; Organidin NR; Pneumomist; Propanosedyl; Reduton; Relaxil G; Relaxyl-G; Reorganin; Resil; Respenyl; Respil; Resyl; Ritussin; Robitussin; Scot-tussin Expectorant; Sinumist-SR; Sirotol; Tenntus; Tenntuss; Tolseron; Tolyn; Touro EX; Tulyl; Tulyn; Uni-tussin
• 别名: 3-(2-甲氧基苯氧基)-1,2-丙烷二醇, 赤式+苏式; 3-(邻甲氧基苯氧基)-1,2-丙二醇; 愈甘醚; 甘油愈创木酯; 愈创甘油醚; 愈创甘油醚; 愈甘醚; 3-(2-Methoxyphenoxy)-1,2-propanediol; Guaiacol glyceryl ether; 3-(O-METHOXYPHENOXY)-1,2-PROPANEDIOL; Guaiphenesin; 3-(2-Methoxyphenoxy)propane-1,2-diol 99+%; o-Methoxyphenyl glyceryl ether; Methoxypropanediol; Metfenossidiolo; Methphenoxydiol; Metossipropandiolo; Guiaphenesin; Glyceryl guiacolate; Glyceryl guaicolate; Glyceryl guaiacyl ether; Glyceryl guaiacolate ether; Glyceryl guaiacolate; Glyceryl guaiacol ether; Glyceryl guaiacol; Glycerol guaiacolate; Glycero-guaiacol ether; Glycerin monoguaiacol ether; Glycerin guaiacolate; Guaifenesin; 3-(o-Methoxyphenoxy)-1,2-propanediol; Guaiacol glyceryl ether; Guaifenesin; Guaifenesin; 3-[o-Methoxyphenoxy]-1,2-propanediol; GUAIACOL GLYCERYL ETHER; 3-(o-Methoxyphenoxy)-1,2-propanediol, Guaiacol Glyceryl Ether, Robitussin; rac Guaifenesin

登记号

• CAS号: 93-14-1
• EC号: 202-222-5
• MDL号: MFCD00016873
• Beilstein号: 2049375
• 默克索引号: 144555
• PubChem SID: 46508004; 24895219; 160964215
• PubChem CID: 3516

理论计算性质

JChem

• Acid pKa: 13.624145
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.33746633
• LogD (pH = 7.4): 0.33746606
• Log P: 0.33746633
• 摩尔折射率: 51.2392 cm^3
• 极化性: 20.314726 Å^3
• 极化表面积: 58.92 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.76
• LOG S: -1.12
• 溶解度: 1.49e+01 g/l

分子性质

理化性质

• 溶解度: 50 mg/mL; Chloroform; Methanol
• 外观: White Solid
• 熔点: 77-79°C; 78-79°C; 78-82°C; 80-82°C
• 沸点: 215°C/15mm; 215°C/19mm
• 疏水性(logP): 0.2

安全信息

• 保存条件: -20°C; Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: Harmful/Irritant
• RTECS编号: TY8400000
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 1
• 危险公开号: 22; 22-36/37/38; R:22
• 安全公开号: 26-36; 36; S:36/37/39
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301; H302-H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P264-P270-P301+P310-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98% (GC); 99+%
• 成盐信息: Free Base
• Pharmacopeia Traceability: traceable to PhEur G0700000; traceable to USP 1301007
• Empirical Formula (Hill Notation): C10H14O4

详细说明

MP Biomedicals - 05208844

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02157278

Crystalline

DrugBank - DB00874

• Drug Groups: approved
• Description: An expectorant that also has some muscle relaxing action. It is used in many cough preparations. [PubChem]
• Indication: Used to assist the expectoration of phlegm from the airways in acute respiratory tract infections.
• Pharmacology: Guaifenesin is an expectorant which increases the output of phlegm (sputum) and bronchial secretions by reducing adhesiveness and surface tension. The increased flow of less viscous secretions promotes ciliary action and changes a dry, unproductive cough to one that is more productive and less frequent. By reducing the viscosity and adhesiveness of secretions, guaifenesin increases the efficacy of the mucociliary mechanism in removing accumulated secretions from the upper and lower airway.
• Toxicity: LD₅₀ 1510 mg/kg (rat, oral)
• Affected Organisms: Humans and other mammals
• Biotransformation: Rapidly hydrolyzed (60% within seven hours) and then excreted in the urine, with beta-(2-methoxyphenoxy)-lactic acid as its major urinary metabolite.
• Absorption: Rapidly absorbed from the GI tract
• Half Life: 1 hour
• External Links: Wikipedia; RxList; PDRhealth; Drugs.com

Selleck Chemicals - S1740

Research Area: Respiratory Diseases
Biological Activity:
Guaifenesin(Guaiphenesin) is thought to act as an expectorant by increasing the volume and reducing the viscosity of secretions in the trachea and bronchi. Thus, it may increase the efficiency of the cough reflex and facilitate removal of the secretions; however, objective evidence for this is limited and conflicting. [1]

Sigma Aldrich - G5627

包装
25, 500 g in poly bottle

Toronto Research Chemicals - G810500

Centrally acting muscle relaxant with expectorant properties.

参考文献

• http://en.wikipedia.org/wiki/Guaifenesin
• Clinical use in chronic respiratory disease: D.G. Workmann et. al. Curr. Ther. Res. 41 1751 (1980).