Guaifenesin

Identification

Summary

Guaifenesin is an expectorant commonly found in OTC products for the symptomatic relief from congested chests and coughs associated with cold, bronchitis, and/or other breathing illnesses.

Brand Names
Broncotron, Bronkaid, Cheracol D, Cheratussin, Cheratussin Dac, Codar Gf, Coricidin Hbp Chest Congestion, DM, Deconex, Delsym Cough Plus Chest Congestion DM, Despec Reformulated Jun 2008, Diabetic Tussin DM, Diabetic Tussin EX, Diphen, Entex Lq, Entex T, G-zyncof, Gilphex, M-clear Wc, Mar-cof Cg, Mucinex, Mucinex Children's Cough, Mucinex Cough, Mucinex D, Mucinex DM, Ninjacof Xg, Obredon, Pediacare Children's Cough and Congestion, Refenesen, Refenesen PE, Rescon-GG, Robafen, Robafen DM, Robitussin Chest Congestion, Robitussin Cough & Congestion, Robitussin Maximum Strength Cough Plus Chest Congestion DM, Safetussin DM, Scot-tussin, Scot-tussin DM, Siltussin, Tusnel C, Tusnel Diabetic
Generic Name
Guaifenesin
DrugBank Accession Number
DB00874
Background

Guaifenesin possesses a storied history, having been originally formally approved by the US FDA in 1952 and continues to be one of very few - if not perhaps the only drug that is readily available and used as an expectorant 11. Since that time the agent has been a combination component of various prescription and non-prescription over-the-counter cough and cold products and is currently a widely available over-the-counter generic medication 11. Although it is principally believed that guaifenesin elicits an action to facilitate productive cough to manage chest congestion 4,7,9,10,11, it is not known whether the agent can reliably mitigate coughing.

Regardless, on March 1, 2007, the FDA received a petition asking the FDA to notify the public that some antitussives, expectorants, decongestants, antihistamines, and cough/cold combinations are not known to be safe and effective in children under the age of 6 years 11. After the negotiation between FDA and major manufacturers, a voluntary transition of labels for not using guaifenesin in children under the age of 4 years was endorsed by FDA in 2008 11.

Furthermore, there has also been contemporary research to suggest that guaifenesin possesses and is capable of demonstrating anticonvulsant and muscle relaxant effects to some degree possibly by acting as an NMDA receptor antagonist 3.

Type
Small Molecule
Groups
Approved, Investigational, Vet approved
Structure
Weight
Average: 198.2158
Monoisotopic: 198.089208936
Chemical Formula
C10H14O4
Synonyms
  • Glyceryl guaiacolate
  • Guaifenesin
  • Guaifenesina
  • guaiphenesin

Pharmacology

Indication

Guaifenesin is an expectorant that is indicated for providing temporary symptomatic relief from congested chests and coughs which may be due to a cold, bronchitis, and/or other breathing illnesses Label,8,6.

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Associated Conditions
Indication TypeIndicationCombined Product DetailsApproval LevelAge GroupPatient CharacteristicsDose Form
Used in combination to treatAllergic reactionsCombination Product in combination with: Chlorpheniramine (DB01114)•••••••••••••••••
Used in combination to manageAsthmaCombination Product in combination with: Theophylline (DB00277)••••••••••••
Used in combination to treatAsthma, allergicCombination Product in combination with: Chlorpheniramine (DB01114)•••••••••••••••••
Used in combination for symptomatic treatment ofBronchial asthmaCombination Product in combination with: Ephedrine (DB01364)•••••••••••••••••
Used in combination to manageBronchitisCombination Product in combination with: Theophylline (DB00277)••••••••••••
Associated Therapies
Contraindications & Blackbox Warnings
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Pharmacodynamics

Guaifenesin is categorized as an expectorant that acts by enhancing the output of phlegm (sputum) and bronchial secretions via decreasing the adhesiveness and surface tension of such material 9. Furthermore, guaifenesin elicits an increased flow of less viscous gastric secretions that subsequently promote ciliary action - all actions that ultimately change dry, unproductive coughing to coughs that are more productive and less frequent 9. Essentially, by decreasing the viscosity and adhesiveness of such secretions, guaifenesin enhances the efficacy of mucociliary activity in removing accumulated secretions from the upper and lower airway 9.

Mechanism of action

Although the exact mechanism of action of guaifenesin may not yet be formally or totally elucidated, it is believed that expectorants like guaifenesin function by increasing mucus secretion 4. Moreover, it is also further proposed that such expectorants may also act as an irritant to gastric vagal receptors, and recruit efferent parasympathetic reflexes that can elicit glandular exocytosis that is comprised of a less viscous mucus mixture 4. Subsequently, these actions may provoke coughing that can ultimately flush difficult to access, congealed mucopurulent material from obstructed small airways to facilitate a temporary improvement for the individual 4.

Consequently, while it is generally proposed that guaifenesin functions as an expectorant by helping to loosen phlegm (mucus) and thin bronchial secretions to rid the bronchial passageways of bothersome mucus and make coughs more productive, there has also been research to suggest that guaifenesin possesses and is capable of demonstrating anticonvulsant and muscle relaxant effects to some degree possibly by acting as an NMDA receptor antagonist 3.

TargetActionsOrganism
UNMDA receptor
antagonist
Humans
Absorption

Studies have shown that guaifenesin is well absorbed from and along the gastrointestinal tract after oral administration 2,10,7.

Volume of distribution

The geometric mean apparent volume of distribution of guaifenesin determined in healthy adult subjects is 116L (CV=45.7%) 11.

Protein binding

Information regarding the protein binding of guaifenesin is not readily available or accessible.

Metabolism

After the oral administration of 400 mg guaifenesin, the agent experiences rapid hydrolysis (more than 60% of the dose hydrolyzed over a range of seven hours) with β-(2-methoxyphenoxy)-lactic acid found as the major urinary metabolite but no parent drug detectable in the urine 5,7. Moreover, it has been observed that guaifenesin also experiences both oxidation and demethylation 5. In particular, the medication is quickly metabolized hepatically by way of oxidation to β-(2-methoxyphenoxy)-lactic acid 5. Furthermore, guaifenesin is also demethylated by O-demethylase in liver microsomes to the point where about 40% of an administered dose is excreted as this metabolite in the urine within 3 hours 5. In fact, O-demethylase appears to be the primary enzyme for the metabolism of guaifenesin and the primary metabolites of the substance are β-(2-methoxyphenoxy)-lactic acid and the demethylated hydroxyguaifenesin, both of which are themselves inactive moieties 5.

Hover over products below to view reaction partners

Route of elimination

After administration, guaifenesin is metabolized and then largely excreted in the urine 5,6,7,10,11.

Half-life

The half-life in plasma observed for guaifenesin is approximately one hour 5,6,7,10,11.

Clearance

The mean clearance recorded for guaifenesin is about 94.8 L/hr (CV=51.4%) 11.

Adverse Effects
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Toxicity

The most prevalent signs and symptoms associated with an overdose of guaifenesin have been nausea and vomiting 7.

Although adequate and well-controlled studies in pregnant women have not been performed, the Collaborative Perinatal Project monitored 197 mother-child pairs exposed to guaifenesin during the first trimester 7. An increased occurrence of inguinal hernias was found in the neonates 7. However, congenital defects were not strongly associated with guaifenesin use during pregnancy in 2 large groups of mother-child pairs 7.

Moreover, guaifenesin is excreted in breast milk in small quantities 7. Subsequently, caution should be exercised by balancing the potential benefit of treatment against any possible risks 7.

Additionally, an LD50 value of 1510 mg/kg (rat, oral) has been reported for guaifenesin MSDS.

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Not Available
Food Interactions
  • Take with a full glass of water.
  • Take with or without food. The absorption is unaffected by food.

Products

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Product Images
International/Other Brands
Duratuss G / Ganidin (Cypress) / Hustosil (Kyoto Yakuhin) / Hytuss (Hyrex) / Robitussin (Wyeth) / Scot-tussin Expectorant / Sinumist-SR
Brand Name Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
GuaifenesinTablet600 mg/1OralPrasco, Laboratories2010-12-012011-01-20US flag
GuaifenesinTablet1200 mg/1OralPrasco, Laboratories2010-12-012011-01-20US flag
GuaifenesinTablet200 mg/1OralContract Pharmacy Services Pa2010-10-06Not applicableUS flag
GuaifenesinTablet1000 mg/1OralPrasco, Laboratories2010-12-012011-01-20US flag
Guaifenesin NrLiquid100 mg/5mLOralSilarx Pharmaceuticals, Inc.2000-02-012011-02-04US flag
Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
12 Hour Mucus ReliefTablet, extended release600 mg/1OralCHAIN DRUG MARKETING ASSOCIATION INC2021-09-17Not applicableUS flag
7 Select Mucus ReliefTablet, extended release600 mg/1Oral7 Eleven2014-10-262017-06-07US flag
Adult TussinSyrup100 mg/5mLOralRite Aid2013-09-212015-10-15US flag
Adult Tussin Chest CongestionSolution200 mg/10mLOralWalgreen Company2022-06-07Not applicableUS flag
Adult Tussin Chest CongestionSolution200 mg/10mLOralHYVEE INC1997-06-252019-08-05US flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
24/7 Life Cold and Flu DayTime SevereGuaifenesin (200 mg/1) + Acetaminophen (325 mg/1) + Dextromethorphan hydrobromide monohydrate (10 mg/1) + Phenylephrine hydrochloride (5 mg/1)Tablet, film coatedOralLil' Drug Store Products, Inc.2021-10-27Not applicableUS flag
7 Select Maximum StrengthGuaifenesin (400 mg/20mL) + Dextromethorphan hydrobromide monohydrate (20 mg/20mL)SolutionOral7-Eleven2019-03-25Not applicableUS flag
7 select Tussin DMGuaifenesin (200 mg/10mL) + Dextromethorphan hydrobromide monohydrate (20 mg/10mL)SolutionOral7-Eleven2016-05-312021-06-30US flag
Acetaflu Cough and Chest CongestionGuaifenesin (400 mg/5g) + Dextromethorphan hydrobromide monohydrate (20 mg/5g)PowderOralAdvanced Pharmaceutical Services, Inc. Dba Affordable Quality Pharmaceuticals2020-08-31Not applicableUS flag
Acetaminophen 500mg, Dextromethorphan HBr 10mg, Guaifenesin 200mg, Phenylephrine HCl 5mgGuaifenesin (200 mg/1) + Acetaminophen (325 mg/1) + Dextromethorphan hydrobromide monohydrate (10 mg/1) + Phenylephrine hydrochloride (5 mg/1)TabletOralStrive Pharmaceuticals Inc2018-12-20Not applicableUS flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
A-Tan 12X SuspensionGuaifenesin (100 mg/5mL) + Mepyramine tannate (30 mg/5mL) + Phenylephrine tannate (5 mg/5mL)SuspensionOralAmneal Pharmaceuticals2006-01-062008-12-05US flag
AquanazGuaifenesin (400 mg/1) + Dextromethorphan hydrobromide monohydrate (15 mg/1) + Phenylephrine hydrochloride (10 mg/1)TabletOralCapital Pharmaceutical, LLC2015-03-10Not applicableUS flag
Bromhist PDXGuaifenesin (50 mg/5mL) + Brompheniramine maleate (2 mg/5mL) + Dextromethorphan hydrobromide monohydrate (5 mg/5mL) + Phenylephrine hydrochloride (5 mg/5mL)SyrupOralCypress Pharmaceutical, Inc2006-04-282011-08-26US flag
BrontussGuaifenesin (400 mg/1) + Dextromethorphan hydrobromide monohydrate (20 mg/1)TabletOralPortal Pharmaceuticals2010-05-032012-05-31US flag
CarbatussGuaifenesin (100 mg/5mL) + Pentoxyverine citrate (20 mg/5mL) + Phenylephrine hydrochloride (10 mg/5mL)LiquidOralGm Pharmaceuticals2000-11-012007-11-01US flag

Categories

ATC Codes
R05CA03 — Guaifenesin
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Phenol ethers
Sub Class
Anisoles
Direct Parent
Anisoles
Alternative Parents
Phenoxy compounds / Methoxybenzenes / Alkyl aryl ethers / Secondary alcohols / 1,2-diols / Primary alcohols / Hydrocarbon derivatives
Substituents
1,2-diol / Alcohol / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Ether / Hydrocarbon derivative / Methoxybenzene / Monocyclic benzene moiety / Organic oxygen compound
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
  • Humans and other mammals

Chemical Identifiers

UNII
495W7451VQ
CAS number
93-14-1
InChI Key
HSRJKNPTNIJEKV-UHFFFAOYSA-N
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
IUPAC Name
3-(2-methoxyphenoxy)propane-1,2-diol
SMILES
COC1=CC=CC=C1OCC(O)CO

References

Synthesis Reference

Wilfred P. Shum, Harry Mazurek, Jian Chen, "Process for producing enantiomerically enriched guaifenesin." U.S. Patent US5495052, issued August, 1949.

US5495052
General References
  1. Thompson GA, Solomon G, Albrecht HH, Reitberg DP, Guenin E: Guaifenesin Pharmacokinetics Following Single-Dose Oral Administration in Children Aged 2 to 17 Years. J Clin Pharmacol. 2016 Jul;56(7):894-901. doi: 10.1002/jcph.682. Epub 2016 Jan 24. [Article]
  2. Kagan L, Lavy E, Hoffman A: Effect of mode of administration on guaifenesin pharmacokinetics and expectorant action in the rat model. Pulm Pharmacol Ther. 2009 Jun;22(3):260-5. doi: 10.1016/j.pupt.2008.12.020. Epub 2009 Jan 6. [Article]
  3. Keshavarz M, Showraki A, Emamghoreishi M: Anticonvulsant Effect of Guaifenesin against Pentylenetetrazol-Induced Seizure in Mice. Iran J Med Sci. 2013 Jun;38(2):116-21. [Article]
  4. Yuta A, Baraniuk JN: Therapeutic approaches to mucus hypersecretion. Curr Allergy Asthma Rep. 2005 May;5(3):243-51. [Article]
  5. Albrecht HH, Dicpinigaitis PV, Guenin EP: Role of guaifenesin in the management of chronic bronchitis and upper respiratory tract infections. Multidiscip Respir Med. 2017 Dec 11;12:31. doi: 10.1186/s40248-017-0113-4. eCollection 2017. [Article]
  6. MyHealth.Alberta.ca Network: Guaifenesin - Oral Profile [Link]
  7. Electronic Medicines Compendium: Robitussin Chesty Cough Medicine Monograph [Link]
  8. Australian Government Department of Health Therapeutic Goods Administration OTC Medicines Monograph: Guaifenesin [File]
  9. A NOVEL STABILITY INDICATING HPLC METHOD FOR SIMULTANEOUS ESTIMATION OF GUAIPHENESIN, CHLORPHENERAMINE MALEATE & DEXTROMETHORPHAN HBr [File]
  10. National Pharmaceutical Regulatory Agency (NPRA) Guaiphenesin Product Information [File]
  11. CENTER FOR DRUG EVALUATION AND RESEARCH: CLINICAL PHARMACOLOGY AND BIOPHARMACEUTICS REVIEW(S) OF GUAIFENESIN/HYDROCODONE BITARTRATE [File]
Human Metabolome Database
HMDB0004998
KEGG Drug
D00337
PubChem Compound
3516
PubChem Substance
46508004
ChemSpider
3396
BindingDB
50240098
RxNav
5032
ChEBI
5551
ChEMBL
CHEMBL980
PharmGKB
PA449818
RxList
RxList Drug Page
Drugs.com
Drugs.com Drug Page
PDRhealth
PDRhealth Drug Page
Wikipedia
Guaifenesin
FDA label
Download (394 KB)
MSDS
Download (73.4 KB)

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedBasic ScienceHealthy Subjects (HS)1
4CompletedOtherCYP2D6 Polymorphism1
4CompletedPreventionAcute Upper Respiratory Track Infection1
4CompletedTreatmentAcute Respiratory Infections (ARIs) / Acute rhino-sinusitis1
4CompletedTreatmentAcute Respiratory Infections (ARIs) / Bronchitis / Rhino Sinusitis1

Pharmacoeconomics

Manufacturers
  • Reckitt benckiser inc
Packagers
  • Adams Labs
  • Advanced Pharmaceutical Services Inc.
  • Alba Pharmacal
  • Aligon Pharmaceuticals Inc.
  • Allegis Pharmaceuticals
  • Ambi Pharmaceuticals Inc.
  • Amend
  • Amerisource Health Services Corp.
  • Anip Acquisition Co.
  • A-S Medication Solutions LLC
  • Atlantic Biologicals Corporation
  • Baroli
  • Bayer Healthcare
  • Bio Pharm Inc.
  • Boca Pharmacal
  • Bradley Pharmaceuticals Inc.
  • Breckenridge Pharmaceuticals
  • Brighton Pharmaceuticals
  • Bryant Ranch Prepack
  • BTA Pharmaceuticals
  • Capellon Pharmaceuticals LLC
  • Caraco Pharmaceutical Labs
  • Cardinal Health
  • Carwin Associates Inc.
  • Centurion Labs
  • Century Pharmaceuticals Inc.
  • Chemins Co. Inc.
  • Co Med Pharmaceuticals Inc.
  • Contract Pharm
  • CVS Pharmacy
  • Cypress Pharmaceutical Inc.
  • Dartmouth Pharmaceuticals Inc.
  • Deliz Pharmaceutical Corp.
  • Deltex Pharmaceuticals Inc.
  • Dental Essentials Inc.
  • Deston Therapeutics
  • Direct Dispensing Inc.
  • Dispensing Solutions
  • Diversified Healthcare Services Inc.
  • Duramed
  • Econolab Inc.
  • Elge Inc.
  • Emrex Economed Pharmaceuticals Inc.
  • Ethex Corp.
  • Everett Laboratories Inc.
  • Generics Puerto Rico Inc.
  • Gm Pharmaceuticals Inc.
  • Great Southern Laboratories
  • Hawthorn Pharmaceuticals
  • Health Care Products
  • Heartland Repack Services LLC
  • Hi Tech Pharmacal Co. Inc.
  • Iopharm Laboratories Inc.
  • Ivax Pharmaceuticals
  • Jaymac Pharmaceuticals LLC
  • Kaiser Foundation Hospital
  • Kiel Laboratories Inc.
  • KV Pharmaceutical Co.
  • Kylemore Pharmaceuticals
  • Lark Pharmaceuticals Inc.
  • Larken Laboratories Inc.
  • Liberty Pharmaceuticals
  • Llorens Pharmaceutical
  • Major Pharmaceuticals
  • Marnel Pharmaceuticals Inc.
  • MCR American Pharmaceuticals Inc.
  • Meda AB
  • Murfreesboro Pharmaceutical Nursing Supply
  • Neilgen Pharma Inc.
  • Nexgen Pharma Inc.
  • Norega Laboratories Inc.
  • Nucare Pharmaceuticals Inc.
  • Pack Pharmaceuticals
  • Palmetto Pharmaceuticals Inc.
  • Pamlab LLC
  • Patheon Inc.
  • PCA LLC
  • PD-Rx Pharmaceuticals Inc.
  • Pegasus Laboratories Inc.
  • Pharma Medica Research Inc.
  • Pharmaceutical Association
  • Pharmaceutical Packaging Center
  • Pharmaceutical Utilization Management Program VA Inc.
  • Pharmedix
  • Physicians Total Care Inc.
  • Poly Pharmaceuticals Inc.
  • Portal Inc.
  • Prasco Labs
  • PRD Health Care
  • Preferred Pharmaceuticals Inc.
  • Prepak Systems Inc.
  • Provident Pharmaceuticals LLC
  • Qualitest
  • Quality Care
  • RA McNeil Co.
  • Rebel Distributors Corp.
  • Reckitt Benckiser Inc.
  • Remedy Repack
  • Resource Optimization and Innovation LLC
  • Respa Pharmaceuticals Inc.
  • Rij Pharmaceutical Corp.
  • River's Edge Pharmaceuticals
  • Sage Pharmaceuticals Inc.
  • Savage Labs
  • Scientific Laboratories Inc.
  • Scot-Tussin Lab
  • Seatrace Pharmaceuticals Inc.
  • Select Brand
  • Seyer Pharmatec Inc.
  • Silarx Pharmaceuticals
  • SJ Pharmaceuticals LLC
  • Southwood Pharmaceuticals
  • Stewart Jackson Pharmacal Inc.
  • Superior Pharmeceuticals
  • Teamm Pharmaceuticals Inc.
  • Teral Laboratories
  • Teva Pharmaceutical Industries Ltd.
  • TG United Inc.
  • Tri Med Laboratories Inc.
  • Unigen Pharmaceuticals
  • United Research Laboratories Inc.
  • Vindex Pharmaceuticals Inc.
  • Vintage Pharmaceuticals Inc.
  • Walgreen Co.
  • Weeks & Leo Co.
  • Wockhardt Ltd.
  • Wyeth Pharmaceuticals
  • Zyber Pharmaceuticals
Dosage Forms
FormRouteStrength
SyrupOral1.330 g
PowderOral
SolutionOral
LiquidTopical
LiquidTopical100 mg/5mL
SolutionOral6 mg/5ml
Tablet, effervescentOral
Suspension / dropsOral
LiquidOral
SolutionOral100 mg/5ml
Tablet, orally disintegratingOral
LozengeOral
SyrupOral1.9 %
Tablet, coatedOral
Tablet, multilayerOral
LiquidOral100 mg/5mL
LiquidOral100 mg / 5 mL
SolutionOral100 mg/5mL
SolutionOral200 mg/5mL
SolutionOral
Kit; solutionOral
SolutionOral2.500 g
CapsuleOral15 MG
Capsule, extended releaseOral30 mg
PowderNot applicable95 mg/100mg
Capsule, gelatin coated; kit; tabletOral
Capsule, liquid filledOral
SuppositoryRectal
Kit; tablet; tablet, coatedOral
Kit; liquidOral
Capsule; kitOral
CapsuleOral
TabletOral600.000 mg
Capsule
LiquidOral200 mg/5mL
SyrupNot applicable
Cream; kit; liquid; ointment; tablet; tablet, chewable; tablet, film coatedOral; Topical
KitOral
Tablet, multilayer, extended releaseOral
TabletOral100 mg/1
GranuleOral
SyrupOral100 mg / 5 mL
LiquidOral200 mg / 5 mL
CapsuleOral
Solution / dropsNasal
SolutionOral400 mg/10mL
SyrupOral2000 mg
Tablet, film coatedOral
SyrupOral200 mg/10mL
SyrupOral200000 g
Solution / dropsOral100 mg/g
SyrupOral20 mg/ml
PowderNot applicable1 kg/1kg
SolutionOral300 mg/15mL
TabletOral
TabletOral1000 mg/1
TabletOral1200 mg/1
TabletOral200 mg/1
TabletOral50 MG
TabletOral600 mg/1
Tablet, extended releaseOral1200 mg/1
SyrupOral1 g
SolutionOral2 g
SyrupOral2 g
SyrupOral100 mg/5mL
ElixirOral
SyrupOral100 mg / 10 mL
GelOral
SyrupOral1.6 g
Tablet, orally disintegratingOral100 mg/1
SyrupOral20 mg / mL
LiquidOral20 mg / mL
Tablet
SolutionIntramuscular200.000 mg
LiquidOral5 g/100mL
SyrupOral50 mg/5mL
GranuleOral100 mg/1
Kit; tabletOral
Tablet, delayed releaseOral600 mg
Tablet, extended releaseOral600 mg/1
Tablet, multilayer, extended releaseOral600 mg
Kit; solution; suspensionOral
Tablet, extended releaseOral
Tablet, multilayer, extended releaseOral1200 mg
Tablet, extended releaseOral600 MG
Kit; tablet, film coatedOral
SolutionOral400 mg/20mL
Powder, for solutionOral
GranuleOral50 mg/1
Kit; tablet, coated; tablet, film coatedOral
Capsule, liquid filled; kit; solutionNasal; Oral
SyrupOral5 mg/5ml
SolutionOral100 mg / 5 mL
Tablet, multilayer, extended releaseOral600 mg/1
Tablet, coatedOral400 mg/1
Tablet, film coatedOral400 mg/1
Tablet, multilayer, extended releaseOral1200 mg/1
SolutionOral12.5 mg/5ml
Capsule, coatedOral
TabletOral150 MG/10MG
LiquidOral
Suspension
SolutionOral80 mg/5ml
TabletOral
SyrupOral
SyrupOral200 mg/5mL
TabletOral400 mg/1
SyrupOral200 mg / 5 mL
SyrupOral8 mg/10ml
LiquidOral200 mg/10mL
SyrupOral100 mg/5ml
Kit; powder, for solutionOral
TabletOral750 mg/1
Kit; tablet, coatedOral
Tablet, film coatedOral150 mg
SolutionOral200 mg/10mL
SyrupOral1.500 g
Capsule, gelatin coatedOral
Solution / dropsOral
SyrupOral1.33 g
LiquidOral100 mg/6.25mL
SyrupOral200 mg / 15 mL
LiquidOral200 mg/15mL
LiquidOral200 mg / 15 mL
Capsule, liquid filled; kitOral
SyrupOral200 mg/15ml
SyrupOral
LiquidOral50 mg/5ml
SuspensionOral
TabletOral100 mg
Tablet, sugar coatedOral
SyrupNasal
Elixir
TabletRespiratory (inhalation)
TabletOral400 mg
TabletOral200 mg
Solution
Syrup
Tablet, film coated
Prices
Unit descriptionCostUnit
Diabetic Tussin Max St 10-200 mg/5ml Liquid 118ml Bottle15.99USD bottle
Naldecon Senior EX 200 mg/5ml Syrup 118ml Bottle15.99USD bottle
P-ephed w/guaifen tablet1.21USD tablet
P-ephedrine-guaifen la tablet1.14USD tablet
Guaifen/p-ephed tablet sa1.01USD tablet
Organidin nr 200 mg tablet0.89USD tablet
Mucinex dm er 1200-60 mg tablet0.8USD tablet
Pseudoephedrine-guaifen tr tablet0.76USD tablet
Humibid e 400 mg tablet0.74USD tablet
Mucinex d er tablet0.73USD tablet
P-ephed w/guaifen tablet sr0.67USD tablet
Pseudoephedrine-guaif sr tablet0.63USD tablet
Guaifenesin/p-ephedrine tablet0.62USD tablet
P-ephed-guaifen tablet la0.6USD tablet
Kid's mucinex mini-melts pack0.57USD each
Mucinex cough mini-melt pack0.57USD each
Mucinex d tablet0.54USD tablet
Organidin NR 100 mg/5ml Liquid0.49USD ml
Codeine 10 mg-guai 300 mg liq0.46USD ml
Mucinex er 600 mg tablet0.44USD tablet
Mucinex 600 mg tablet0.42USD tablet
Mucinex full force nasal spray0.42USD ml
Mucinex moisture smart nas spr0.42USD ml
Tussi-Organidin NR 300-10 mg/5ml Liquid0.39USD ml
Mucus relief 400 mg tablet0.37USD tablet
Codeine-guaifen 10 mg-200 mg liq0.28USD ml
Guaifenesin 200 mg tablet0.28USD tablet
Guaifenesin-dm 400-20 mg tablet0.25USD tablet
Robitussin coughgels0.25USD each
Diabetic tussin ex 400 tablet0.2USD tablet
G-fenesin dm 20-400 mg caplet0.2USD caplet
Organ-i nr 200 mg tablet0.2USD tablet
G-fenesin 400 mg caplet0.19USD caplet
Guaifenesin 400 mg tablet0.16USD tablet
Chest congestion relief tablet0.15USD tablet
Guaifen p-ephed caplet er0.15USD caplet
Fenesin dm ir tablet0.13USD tablet
Fenesin pe ir tablet0.13USD tablet
Guaifenesin nr liquid0.13USD ml
Fenesin ir 400 mg tablet0.1USD tablet
Guaifenesin-dm nr liquid0.1USD ml
Guaifenesin-DM 100-10 mg/5ml Liquid0.09USD ml
Robitussin dm to go liquid0.09USD ml
Guaiacol liquid purified0.08USD ml
Guaifenesin dac oral solution0.08USD ml
Guaifenesin nr 100 mg/5 ml0.08USD ml
Children's mucinex cough liq0.06USD ml
Mucinex cold liquid0.06USD ml
Naldecon-dx senior0.06USD ml
Child's mucinex 100 mg/5 ml lq0.05USD ml
Guiatuss-dm syrup0.05USD ml
Adlt robitussin cough-cold-flu0.04USD ml
Adt robitussin cough-cold d lq0.04USD ml
Adult robitussin cough syrup0.04USD ml
Guiatuss DAC 30-10-100 mg/5ml Solution0.04USD ml
Robitussin chest congest syrup0.04USD ml
Robitussin cough & cold liquid0.04USD ml
Robitussin cough-cold liquid0.04USD ml
Robitussin cough-cong syrup0.04USD ml
Robitussin dm max liquid0.04USD ml
Robitussin long-acting liq0.04USD ml
Robitussin pe head & chest liq0.04USD ml
Robitussin-cough-chest-cong lq0.04USD ml
Robitussin-dm cough syrup0.04USD ml
Scot-tussin 100 mg/5 ml liq0.04USD ml
Guiatuss ac syrup0.03USD ml
Guiatuss-dac syrup0.03USD ml
Sb cough control syrup0.03USD ml
Guaifenesin ac cough syrup0.02USD ml
Guaifenesin dm syrup0.02USD ml
Guiatuss dm syrup0.02USD ml
Guiatuss-pe syrup0.02USD ml
DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.
Patents
Patent NumberPediatric ExtensionApprovedExpires (estimated)Region
US6372252No2002-04-162020-04-28US flag
US6955821No2005-10-182020-04-28US flag
US7838032No2010-11-232020-04-28US flag
US9549907No2017-01-242035-11-13US flag
US9808431No2017-11-072035-11-13US flag
US10105324No2018-10-232035-11-13US flag

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)78.5-79British Patent 628,497.
boiling point (°C)215 °C at 1.90E+01 mm HgPhysProp
water solubility5E+004 mg/L (at 25 °C)MERCK INDEX (1996)
logP1.39SMITH,JT & VINJAMOORI,DT (1995)
Predicted Properties
PropertyValueSource
Water Solubility14.9 mg/mLALOGPS
logP0.76ALOGPS
logP0.34Chemaxon
logS-1.1ALOGPS
pKa (Strongest Acidic)13.62Chemaxon
pKa (Strongest Basic)-3Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area58.92 Å2Chemaxon
Rotatable Bond Count5Chemaxon
Refractivity51.24 m3·mol-1Chemaxon
Polarizability20.59 Å3Chemaxon
Number of Rings1Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
PropertyValueProbability
Human Intestinal Absorption+0.9231
Blood Brain Barrier-0.8631
Caco-2 permeable-0.6755
P-glycoprotein substrateSubstrate0.5523
P-glycoprotein inhibitor INon-inhibitor0.7979
P-glycoprotein inhibitor IINon-inhibitor0.9002
Renal organic cation transporterNon-inhibitor0.88
CYP450 2C9 substrateNon-substrate0.8348
CYP450 2D6 substrateNon-substrate0.8535
CYP450 3A4 substrateNon-substrate0.6853
CYP450 1A2 substrateInhibitor0.6013
CYP450 2C9 inhibitorNon-inhibitor0.9592
CYP450 2D6 inhibitorNon-inhibitor0.9616
CYP450 2C19 inhibitorNon-inhibitor0.9328
CYP450 3A4 inhibitorNon-inhibitor0.9481
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9445
Ames testNon AMES toxic0.7677
CarcinogenicityNon-carcinogens0.9215
BiodegradationReady biodegradable0.7769
Rat acute toxicity2.0868 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9171
hERG inhibition (predictor II)Non-inhibitor0.8735
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Download (7.98 KB)
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-02h9-9700000000-9c7025c23632b898d401
Mass Spectrum (Electron Ionization)MSsplash10-00di-3900000000-022756bf476e39b7c0be
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSsplash10-0hb9-2900000000-261d308d57fa6814ad4e
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0hb9-2900000000-261d308d57fa6814ad4e
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-056s-6900000000-66a0f2d3feee5e7d6579
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-4900000000-df7a8d5429e0ad41bb06
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9200000000-68a5e688c392ced119cf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-4900000000-5c312e9fc712c772cbc5
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-9300000000-3715eaa206251b79e83b
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00o1-9200000000-c1231beec7d0f849cee8
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-056s-6900000000-66a0f2d3feee5e7d6579
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-4900000000-df7a8d5429e0ad41bb06
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0a4i-9200000000-68a5e688c392ced119cf
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0a4i-4900000000-5c312e9fc712c772cbc5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-00o1-9200000000-c1231beec7d0f849cee8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-052f-9300000000-3715eaa206251b79e83b
1H NMR Spectrum1D NMRNot Applicable
1H NMR Spectrum1D NMRNot Applicable
13C NMR Spectrum1D NMRNot Applicable
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
[1H,13C] 2D NMR Spectrum2D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-150.6368923
predicted
DarkChem Lite v0.1.0
[M-H]-137.36125
predicted
DeepCCS 1.0 (2019)
[M-H]-150.6368923
predicted
DarkChem Lite v0.1.0
[M-H]-137.36125
predicted
DeepCCS 1.0 (2019)
[M+H]+150.8847923
predicted
DarkChem Lite v0.1.0
[M+H]+141.0494
predicted
DeepCCS 1.0 (2019)
[M+H]+150.8847923
predicted
DarkChem Lite v0.1.0
[M+H]+141.0494
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.8043923
predicted
DarkChem Lite v0.1.0
[M+Na]+150.13516
predicted
DeepCCS 1.0 (2019)
[M+Na]+149.8043923
predicted
DarkChem Lite v0.1.0
[M+Na]+150.13516
predicted
DeepCCS 1.0 (2019)

Targets

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Kind
Protein group
Organism
Humans
Pharmacological action
Unknown
Actions
Antagonist
General Function
Voltage-gated cation channel activity
Specific Function
NMDA receptor subtype of glutamate-gated ion channels with high calcium permeability and voltage-dependent sensitivity to magnesium. Mediated by glycine. This protein plays a key role in synaptic p...

Components:
References
  1. Keshavarz M, Showraki A, Emamghoreishi M: Anticonvulsant Effect of Guaifenesin against Pentylenetetrazol-Induced Seizure in Mice. Iran J Med Sci. 2013 Jun;38(2):116-21. [Article]

Drug created at June 13, 2005 13:24 / Updated at February 20, 2024 23:55