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Glycerin Guaiacolate

3-(2-Methoxyphenoxy)-1,2-propanediol

CAS: 93-14-1

Molecular Formula: C10H14O4

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Glycerin Guaiacolate - Names and Identifiers

Name 3-(2-Methoxyphenoxy)-1,2-propanediol
Synonyms 2-G
Guaifenesin
Glycerol guaiacolate
Glycerin Guaiacolate
Guaiacol Glycerol Ether
3-(2-methoxyphenoxy)-2-propanediol
3-(o-methoxyphenoxy)-2-propanediol
3-(2-Methoxyphenosy)-1,2-propamediol
3-(2-Methoxyphenoxy)-1,2-propanediol
1,2-Propanediol, 3-(o-methoxyphenoxy)-
1,2-Propanediol, 3-(2-methoxyphenoxy)-
1,2-Dihydroxy-3-(2-methoxyphenoxy)propane
CAS 93-14-1
EINECS 202-222-5
InChI 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/t8-/m0/s1
InChIKey HSRJKNPTNIJEKV-UHFFFAOYSA-N

Glycerin Guaiacolate - Physico-chemical Properties

Molecular FormulaC10H14O4
Molar Mass198.22
Density1.1825 (rough estimate)
Melting Point77-81 °C
Boling Point215 °C (19 mmHg)
Flash Point215°C/19mm
Water Solubility5 g/100 mL (25 ºC)
Solubility DMSO : 100 mg/mL (504.49 mM; Need ultrasonic and warming)
Vapor Presure1.04E-05mmHg at 25°C
AppearanceWhite to off-white (Solid)
ColorWhite to Off-White
Merck14,4555
BRN2049375
pKa13.53±0.20(Predicted)
Storage Condition2-8°C
Refractive Index1.5550 (estimate)
MDLMFCD00016873
Physical and Chemical PropertiesMelting point 77-81°C
boiling point 215°C (19 mmHg)
water-soluble 5g/100 mL (25°C)

UseExpectorant antitussive, suitable for phlegm cough chronic bronchitis, bronchiectasis and other diseases

Glycerin Guaiacolate - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
WGK Germany1
RTECSTY8400000
TSCAYes
HS Code29093090
Hazard NoteHarmful
ToxicityLD50 oral in rabbit: 2553mg/kg

Glycerin Guaiacolate - Reference Information

NIST chemical information information provided by: webbook.nist.gov (external link)
EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
expectorant drug guaiphenesin is also known as dimethoxyphenyl ether, guaifenesin, guaifenesin, guaifenesin, it is an irritant expectorant, which can stimulate the gastric mucosa after oral administration, and increase the secretion of bronchial mucosal glands, reduce the viscosity of sputum, and make the phlegm easy to cough up. Suitable for the treatment of phlegm is not easy to cough. Guaiphenesin has a Disinfection antiseptic effect, can reduce the stench of sputum, but also has antitussive, antispasmodic, anticonvulsant effect, for chronic bronchitis, sputum Cough, lung abscess, bronchiectasis and secondary asthma, it is used in combination with other antitussive and Antiasthmatic drugs. Can be absorbed from the gastrointestinal tract, and in 1 to 3 hours to reach the peak blood concentration. Most of them were excreted from the intestine, and a small amount of glucuronic acid conjugates were rapidly excreted with urine.
Use guaiphenesin is an expectorant antitussive drug, suitable for chronic bronchitis, bronchiectasis and other diseases.
production method results from the condensation of sodium guaiacolate with 3-chloropropanediol. Sodium hydroxide solution and guaiacol were prepared into sodium phenolate at 40 ℃, 3-chloro-1, 2-propanediol was added, the temperature was raised to 95 ℃, and the mixture was allowed to stand at 92-98 ℃ for 3 hours, the brine layer was separated and acidified to pH 3-5 by addition of hydrochloric acid. The crystals were cooled and filtered. The filter cake was recrystallized from ethanol to obtain guaiphenesin. The yield was about 60%.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update:2024-04-09 20:52:54
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Glycerin Guaiacolate
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