Drug/Small Molecule:
guaifenesin

2D structure

Overview

Generic Names: Glycerin guaiacolate; Glycerin monoguaiacol ether; Glycero-guaiacol ether; Glycerol guaiacolate; Glyceryl guaiacol; Glyceryl guaiacol ether; Glyceryl guaiacolate; Glyceryl guaiacolate ether; Glyceryl guaiacyl ether; Glyceryl guaicolate; Glyceryl guiacolate; Guiaphenesin; Metfenossidiolo; Methoxypropanediol; Methphenoxydiol; Metossipropandiolo; o-Methoxyphenyl glyceryl ether
Trade Names: 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; 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; 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
Brand Mixtures: Babys Own Cough Syr (Ammonium Chloride + Guaifenesin + Pyrilamine Maleate); Benylin 4 Flu - Syrup (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Benylin Codeine 3.3mg de Syr (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride); Broncho Tuss Adult (Guaifenesin + L-Ephedrine Hydrochloride + Sodium Camsylate); Broncho Tuss Infant (Guaifenesin + L-Ephedrine Hydrochloride + Sodium Camsylate); Bronchodex Pediatrique (Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride); Calmylin #3 Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Calmylin Codeine D-E Syr (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride); Calmylin Cough and Flu Liq (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Centracol Pediatrique - Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pheniramine Maleate + Pseudoephedrine Hydrochloride); Cheracol Cough Syrup (Alcohol Anhydrous + Ammonium Chloride + Codeine Phosphate + Guaifenesin); Cold Aid for Birds (Ammonium Chloride + Glycerine + Guaifenesin + Oil of Anise + Sodium Bicarbonate); Cold and Respiratory Aid for Hamsters (Ammonium Chloride + Glycerine + Guaifenesin + Oil of Anise + Sodium Bicarbonate); Cough Syr W.Cod. Pseudoephed.Hcl Guaifenesin (Codeine Phosphate + Guaifenesin + Pseudoephedrine Hydrochloride); Cough Syrup Dm Decongestant Expectorant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Cough Syrup Dm Expectorant (Dextromethorphan Hydrobromide + Guaifenesin); Cough Syrup Dm-D-E (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Cough Syrup Dm-E (Dextromethorphan Hydrobromide + Guaifenesin); Cough Syrup Dm-Expectorant (Dextromethorphan Hydrobromide + Guaifenesin); Cough Syrup W.Guaifenesin W.Dextromethorphan (Dextromethorphan Hydrobromide + Guaifenesin); Cough and Flu Syrup (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Creo Grippe Enfants Sup (Camphor + Eucalyptol + Guaifenesin); Creo Grippe Sup Adultes (Camphor + Eucalyptol + Guaifenesin); Dayquil Liquicaps (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Daytime Cold & Flu Liquid Capsules (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Daytime Liquid - Liq (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Dimetane Expectorant Liq (Brompheniramine Maleate + Guaifenesin + Phenylephrine Hydrochloride + Phenylpropanolamine Hydrochloride); Dimetane Expectorant-C Syr (Brompheniramine Maleate + Codeine Phosphate + Guaifenesin + Phenylephrine Hydrochloride + Phenylpropanolamine Hydrochloride); Dimetane Expectorant-Dc Syr (Brompheniramine Maleate + Guaifenesin + Hydrocodone Bitartrate + Phenylephrine Hydrochloride + Phenylpropanolamine Hydrochloride); Dm Cough Syrup Expectorant (Dextromethorphan Hydrobromide + Guaifenesin); Dm Expectorant Cough Syrup (Dextromethorphan Hydrobromide + Guaifenesin); Dm Plus Decongestant Plus Expector.Ex.St.Syr (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Dm Plus Decongestant Plus Expectorant Cough Syrup (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Dm Plus Expectorant Syrup (Dextromethorphan Hydrobromide + Guaifenesin); Dm-D-Expectorant Cough and Cold Syrup (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Dymetadrine 25 - Tab (Ephedrine Hydrochloride + Guaifenesin); Entex La (Guaifenesin + Phenylpropanolamine Hydrochloride); Entex La Tablets Srt (Guaifenesin + Phenylpropanolamine Hydrochloride); Ephedrine Ii with Guaifenesin (Ephedrine Racemic (Ephedrine Hydrochloride) + Guaifenesin); Ephedrine V with Guaifenesin (Ephedrine Hydrochloride + Guaifenesin); Guaiacol Plus Pwr (Ammonium Chloride + Guaifenesin + Potassium Iodide); I D M Expectorant Tab (Guaifenesin + Potassium Iodide + Pyrilamine Maleate + Theophylline); I.D.M. Solution (Guaifenesin + L-Ephedrine Hydrochloride + Potassium Iodide + Pyrilamine Maleate); Koffex Dm + Decongestant + Expectorant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Koffex Dm + Decongestant + Expectorant Extra Strength (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Koffex Dm + Expectorant (Dextromethorphan Hydrobromide + Guaifenesin); Koffex Dm + Expectorant Extra Strength (Dextromethorphan Hydrobromide + Guaifenesin); Koffex Dm-D-E - Liq (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Mielocol Syrup (Aralia Racemosa + Eucalyptol + Guaifenesin + Honey + Poplar Bud + Sanguinaria Canadensis + White Pine + Wild Cherry); Nezger Tab (Acetylsalicylic Acid + Diphenylpyraline Hydrochloride + Guaifenesin + Phenylephrine Hydrochloride); Novahistex Dh Expectorant (Guaifenesin + Hydrocodone Bitartrate + Phenylephrine Hydrochloride); Novahistex Dm Expectorant with Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Novahistex Expectorant with Decongestant (Guaifenesin + Pseudoephedrine Hydrochloride); Novahistine Dm Expectorant with Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Ornade Expectorant Cough Formula (Chlorpheniramine Maleate + Guaifenesin + Phenylpropanolamine Hydrochloride); Pharmitussin Dm (Dextromethorphan Hydrobromide + Guaifenesin); Pulmorex Expectorant Liq (Ammonium Chloride + Diphenhydramine Hydrochloride + Guaifenesin); Pulmosirum Plus Expectorant (Ammonium Chloride + Beechwood Creosote + Cocillana + Eucalyptus Oil + Guaiacol + Guaifenesin + Ipecac + Lobelia Inflata + Menthol + Myroxylon Balsamum + White Pine); Quiex-K1 Syr (Aminophylline + Guaifenesin + Potassium Iodide); Regular Strength Tylenol Cold Chest Congestion (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Robitussin Syrup with Codeine (Codeine Phosphate + Guaifenesin + Pheniramine Maleate); Sudafed Cold and Flu Gel Caps (Acetaminophen + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Tri-Anamine Expect Antihist Decong Syrup (Guaifenesin + Pheniramine Maleate + Phenylpropanolamine Hydrochloride + Pyrilamine Maleate); Triaminic Decongest+Expect Liqui-Gels Cap (Guaifenesin + Pseudoephedrine Hydrochloride); Triaminic Dm Daytime Syr (Dextromethorphan Hydrobromide + Guaifenesin + Phenylpropanolamine Hydrochloride); Triaminic Dm Expectorant Syr (Chlorpheniramine Maleate + Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Triaminic Expectorant Dh Syrup (Guaifenesin + Hydrocodone Bitartrate + Pheniramine Maleate + Phenylpropanolamine Hydrochloride + Pyrilamine Maleate); Triaminic Expectorant Syr (Chlorpheniramine Maleate + Guaifenesin + Pseudoephedrine Hydrochloride); Tussin Cough Medicine Dm Antitussive Expectorant Decongestant (Dextromethorphan Hydrobromide + Guaifenesin + Pseudoephedrine Hydrochloride); Vicks Cough Syrup New Improved (Carbetapentane Citrate + Ephedrine + Guaifenesin)
PharmGKB Accession Id: PA449818

Description

An expectorant that also has some muscle relaxing action. It is used in many cough preparations. PubChem (source: Drug Bank)

Indication

Used to assist the expectoration of phlegm from the airways in acute respiratory tract infections. (source: Drug Bank)

ATC Therapeutic Category

  • R05CA:Expectorants

Pharmacology, Interactions, and Contraindications

Mechanism Of Action

Guaifenesin may act as an irritant to gastric vagal receptors, and recruit efferent parasympathetic reflexes that cause glandular exocytosis of a less viscous mucus mixture. Cough may be provoked. This combination may flush tenacious, congealed mucopurulent material from obstructed small airways and lead to a temporary improvement in dyspnea or the work of breathing. (source: Drug Bank)

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. (source: Drug Bank)

Food Interactions

Take with a full glass of water.
Take without regard to meals. (source: Drug Bank)

Absorption, Distribution, Metabolism, Elimination & Toxicity

Biotransformation

Rapidly hydrolyzed (60% within seven hours) and then excreted in the urine, with beta-(2-methoxyphenoxy)-lactic acid as its major urinary metabolite. (source: Drug Bank)

Absorption

Rapidly absorbed from the GI tract (source: Drug Bank)

Toxicity

LD<sub>50</sub> 1510 mg/kg (rat, oral) (source: Drug Bank)

Isomeric SMILES Code:

COc1ccccc1OCC(CO)O (source: Drug Bank)

A list of non-curated publications that mention this drug along with other genes is available.

A list of non-curated publications that mention this drug along with other drugs is available.

Non-Curated Information

A list of non-curated publications that mention this drug along with other diseases is available.

Additional Datasets

These datasets are minimally curated and are sorted alphabetically by title.

  1. The Connectivity Map: using gene-expression signatures to connect small molecules, genes, and disease

LinkOuts

Web Resource:
Wikipedia
DrugBank:
DB00874
KEGG Drug ID:
D00337
PubChem Compound ID:
3516
PubChem Substance ID:
7847403

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Non-Curated Publications

A list of non-curated publications that mention this drug is available.

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