GUAIFENESIN

Details

Stereochemistry	RACEMIC
Molecular Formula	C10H14O4
Molecular Weight	198.2158
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

COC1=CC=CC=C1OCC(O)CO

InChI

InChIKey=HSRJKNPTNIJEKV-UHFFFAOYSA-N

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

HIDE SMILES / InChI

Molecular Formula	C10H14O4
Molecular Weight	198.2158
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description

Guaifenesin is an expectorant the action of which promotes or facilitates the removal of secretions from the respiratory tract. The precise mechanism of action of guaifenesin is not known; however, it is thought to act as an expectorant by increasing the volume and reducing the viscosity of secretions in the trachea and bronchi. In turn, this may increase the efficiency of the cough reflex and facilitate removal of the secretions. Guaifenesin is over-the-counter drug for the treatment of cough and common cold.

Approval Year

Conditions

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106	Palliative		Approved 8,429	MUCINEX
Common cold 58	Palliative		Approved 8,429	MUCINEX

C_max

Value	Dose	Co-administered	Analyte	Population
3.7 μg/mL	400 mg single, oral		GUAIFENESIN plasma	Homo sapiens

AUC

Value	Dose	Co-administered	Analyte	Population
4.2 μg × h/mL	400 mg single, oral		GUAIFENESIN plasma	Homo sapiens

T_1/2

Value	Dose	Co-administered	Analyte	Population
1 h	400 mg single, oral		GUAIFENESIN plasma	Homo sapiens

Doses

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Dose	Population	Adverse events
400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24	Other AEs: Headache, Sore throat...
1200 mg 2 times / day steady, oral Highest studied dose\|Recommended	healthy, 31. 3 years (range: 19–50 years) n = 24	Other AEs: Headache, Sore throat...
600 mg 2 times / day multiple, oral	unhealthy, 63.7 years n = 12	Disc. AE: Vomiting, Diarrhea...

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AEs

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AE	Dose	Population
Eye infection	400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24
Headache	400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24
Indigestion	400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24
Nose bleed	400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24
Sore throat	400 mg 6 times / day steady, oral Highest studied dose	healthy, 31. 3 years (range: 19–50 years) n = 24

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Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP 450 18	CYP 450 31	CYP 450 10

Drug as perpetrator

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Target	Modality	Activity	Metabolite	Clinical evidence
CYP 450 20	inducer 1,573	no
CYP 450 20	inhibitor 3,277	no

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Drug as victim

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Target	Modality	Activity	Metabolite	Clinical evidence
CYP 450 31	substrate 3,367	no

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Sourcing

Sourcing

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Vendor/Aggregator	ID	URL
001 Chemical	DY457034	https://www.001chemical.com/chem/93-14-1
3B Scientific (Wuhan) Corp	3B1-00290	http://www.3bsc.com/index/pro_info.php?id=20502
AA Blocks	AA006I85	https://www.aablocks.com/goods/Goods/detail?id=AA006I85
AK Scientific, Inc. (AKSCI)	J10304	http://www.aksci.com/item_detail.php?cat=J10304
AK Scientific, Inc. (AKSCI)	K695	http://www.aksci.com/item_detail.php?cat=K695

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PubMed

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Title	Date	PubMed
Potentiating effects of chlorpromazine on the paralysis and toxicity induced by guaiacal glyceryl ether in rats.	1972 Dec	4644702
Fulminant hepatic failure associated with clarithromycin.	1996 Feb	8607519
Retrospective analysis of drug-induced urticaria and angioedema: a survey of 2287 patients.	2001 Nov	11792017
Dextromethorphan-induced delirium and possible methadone interaction.	2005 Mar	16089243

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Patents

Sample Use Guides

In Vivo Use Guide

1 tablet every 12 hours (adults and children 12 years of age and over).

Route of Administration: Oral

In Vitro Use Guide

Sputum or mucus simulants were analyzed untreated and after the addition of guaifenesin at 1:5 volume to volume ratio for a contact period of 60 s. The concentration of guaifenesin was 20 mg/mL.