Completing data — usually done within a minute
Basic information
- Standard SMILES
COc1ccccc1OCC(O)CO- InChIKey
HSRJKNPTNIJEKV-UHFFFAOYSA-N- Molecular formula
- C10H14O4
- Average molar mass
- 198.218 g/mol
- Monoisotopic mass
- 198.08920893
Names & identifiers
- Preferred name
- Guaifenesin
- IUPAC
- 3-(2-Methoxyphenoxy)propane-1,2-diol
- English name
- Guaifenesin
- Molecular formula
- C10H14O4
- Molecular weight
- 198.22
Names & synonyms
Database identifiers
- CAS
93-14-1- PubChem CID
- 3516
- DTXSID
DTXSID5023114- ChEMBL
CHEMBL980- ChEBI
CHEBI:5551- UNII
- 495W7451VQ
- EC Number
- 202-222-5
- Nikkaji
- J3.936E
Properties
Physicochemical properties
- Melting point
- 77 · 77-81 °C
- Boiling point
- 215 °C · 215 °C (19 mmHg)
- Density
- 1.1825 · 1.1825 (rough estimate)
- refractive index
- 1.555 · 1.5550 (estimate)
- Flash point
- 215 °C/19mm · 215°C/19mm
- storage temp.
- 2 · 2-8°C
- solubility
- 50 g/l · 50g/l (experimental)
- pka
- 13.53 · 13.53±0.20(Predicted)
- form
- Solid
- color
- White to Off-White
- Water Solubility
- 5 g/100 · 5 g/100 mL (25 ºC)
- Merck
- 14 · 14,4555
- BRN
- 2049375 · 2049375
- Henry's Law Constant
- 2.2 · 2.2×105 mol/(m3Pa) at 25℃, HSDB (2015)
- 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
- SMILES
- COc1ccccc1OCC(O)CO
- LogP
- 1.39 · 1.390
- CAS DataBase Reference
- 93 · 93-14-1(CAS DataBase Reference)
- EWG's Food Scores
- 1 · 1-3
- FDA UNII
- 495 W7451VQ · 495W7451VQ
- ATC code
- 5 CA03 · R05CA03
- NIST Chemistry Reference
- 3 · 3-(O-methoxyphenoxy)-1,2-propanediol(93-14-1)
- EPA Substance Registry System
- Guaifenesin (93-14-1)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302
- Precautionary statements
- 264 · P264-P270-P301+P312-P501
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Gloves
- Hazard Codes
- Xn
- Risk Statements
- 22 · 22-36/37/38
- Safety Statements
- 26 · 26-36
- WGK Germany
- 1 · 1
- RTECS
- 8400000 · TY8400000
- Hazard Note
- Harmful
- TSCA
- TSCA listed
- HS Code
- 29093090 · 29093090
- Storage Class
- 11 · 11 - Combustible Solids
- Hazard Classifications
- 4 Oral · Acute Tox. 4 Oral
- Hazardous Substances Data
- 93 · 93-14-1(Hazardous Substances Data)
- Toxicity
- 50 oral · LD50 oral in rabbit: 2553mg/kg
Safety & regulation
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- TY8400000
- hs_code
- 29093090
- Toxicity
- LD50 oral in rabbit: 2553mg/kg
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- hazard_note
- Harmful
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Hazard Classifications
- Acute Tox. 4 Oral
- Precautionary statements
- P264-P270-P301+P312-P501
- Hazardous Substances Data
- 93-14-1(Hazardous Substances Data)
Chemistry & industry
Applications
DescriptionGuaifenesin is an oral expectorant drug. The expectorant action of guaifenesin is mediated by stimulation of the gastrointestinal tract. It is a common ingredient in prescription and over-the-counter medications used to treat cough due to colds and minor upper respiratory infections. Additionally, Guaifenesin is also a centrally-acting muscle relaxant and is used routinely in combination with analgesics and sedatives in large-animal veterinary surgery.
HistoryGuaifenesin was originally derived from the guaiac tree and used by Native Americans for health purposes. Synthesis of guaifenesin was first reported in 1912. Guaifenesin has been used in the treatment of respiratory diseases since the nineteenth century. The United States’ Food and Drug Administration (FDA) approved guaifenesin for use in overthe- counter medications in 1989. Guaifenesin is widely consumed alone and combined with antihistamines, cough suppressants, and decongestants. Guaifenesin is also a centrally acting muscle relaxant and is used routinely in combination with analgesics and sedatives in large-animal veterinary surgery.
UsesGuaifenesin is a muscle relaxant with expectorant properties often used as an expectorant to facilitate the removal of phlegm from the airways in acute respiratory tract infections. Guaifenesin comes in tablet and capsule form, as syrup, as dissolving granules, and recently as an extended-release (longacting) tablet. The tablets, capsules, dissolving granules, and syrup are usually taken with or without food every 4 h as needed. The extended-release tablet is usually taken with or without food every 12 h.
General DescriptionGuaifenesin is an expectorant, widely used in the treatment of cough. Its mode of action involves the alleviating of cough discomfort by increasing sputum volume and decreasing its viscosity, thus resulting in effective cough.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: Guaifenesin is a member of methoxybenzenes.
Related reactions
Linked notes
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