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Showing drug card for Guaifenesin (DB00874)

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for All Approved Biotech Experimental Illicit Nutraceutical Small Molecule Withdrawn drugs

Version	2.5
Creation Date	2005-06-13 13:24:05
Update Date	2009-04-16 16:48:07
Primary Accession Number	DB00874
Secondary Accession Number	APRD01005
Name	Guaifenesin
Drug Type	Approved Small Molecule
Description	An expectorant that also has some muscle relaxing action. It is used in many cough preparations. [PubChem]
Synonyms	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
Brand 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)
Chemical IUPAC Name	3-(2-methoxyphenoxy)propane-1,2-diol
Chemical Formula	C10H14O4
Chemical Structure
CAS Registry Number	93-14-1
InChI Identifier	InChI=1/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3
InChI Key	HSRJKNPTNIJEKV-UHFFFAOYAG
KEGG Drug	D00337
KEGG Compound	Not Available
PubChem Compound	3516
PubChem Substance	7847403
ChEBI ID	Not Available
PharmGKB ID	PA449818
HET ID	Not Available
GenBank ID	Not Available
Drug ID Number [DIN]	02242892
RxList Link	http://www.rxlist.com/cgi/generic2/guaifen.htm
PDRhealth Link	http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/tus1463.shtml
Wikipedia Link	http://en.wikipedia.org/wiki/Guaifenesin
FDA Label	Show PDF (issued on 2002-07-01)
Material Safety Data Sheet (MSDS)	Show PDF
Synthesis Reference	Not Available
Average Molecular Weight	198.2158
Monoisotopic Molecular Weight	198.0892
State	Solid
Melting Point	78.5 oC
Experimental Water Solubility	50 mg/mL Source: PhysProp
Predicted Water Solubility	1.49e+01 mg/mL Calculated using ALOGPS
Experimental LogP/Hydrophobicity	0.2 Source: PhysProp
Predicted LogP	0.76 Calculated using ALOGPS
Experimental LogS	Not Available
Predicted LogS	-1.12 Calculated using ALOGPS
Experimental Caco2 Permeability	Not Available
pKa/Isoelectric Point	Not Available
Mass Spectrum	Not Available
MOL File	Show | Download
SDF File	Show | Download
PDB File	Show | Download
2D Structure
3D Structure
Experimental PDB ID	Not Available
Isomeric SMILES	COC1=CC=CC=C1OC[C@H](O)CO
Canonical SMILES	COC1=CC=CC=C1OCC(O)CO
Drug Category	Expectorants
ATC Codes	R05CA03
AHFS Codes	48:16.00
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.
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.
Absorption	Rapidly absorbed from the GI tract
Toxicity	LD50 1510 mg/kg (rat, oral)
Protein Binding	Not Available
Biotransformation	Rapidly hydrolyzed (60% within seven hours) and then excreted in the urine, with beta-(2-methoxyphenoxy)-lactic acid as its major urinary metabolite.
Half Life	1 hour
Dosage Forms	Form Route Liquid Oral Syrup Oral
Patient Information	Show
Contraindications	Show
Interactions	Show
Drug Interactions	Not Available
Food Interactions	Take with a full glass of water. Take without regard to meals.
Pathways	Not Available
General References	Wikipedia RxList PDRhealth
Organisms Affected	Humans and other mammals

This project is supported by Genome Alberta & Genome Canada, a not-for-profit organization that is leading Canada's national genomics strategy with $600 million in funding from the federal government. This project is also supported in part by GenomeQuest, Inc., an enterprise genomic information company serving the life science community.