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Basic information

  • Name:

  • Guaifenesin

  • CAS No.:

  • 93-14-1

  • Formula:
  • C10H14O4
  • Synonyms:
  • 1,2-Propanediol,3-(o-methoxyphenoxy)- (6CI,8CI);1,2-Dihydroxy-3-(2-methoxyphenoxy)propane;2-G;3-(2-Methoxyphenoxy)-1,2-propanediol;3-(o-Methoxyphenoxy)-1,2-propanediol;Actifed C;Aeronesin;Amonidren;Aresol;Calmipan;Colrex Expectorant;Creson;Dilyn;Equicol;Glycerin guaiacolate;Glycerol guaiacolate;Glycerol a-(2-methoxyphenyl)ether;Glycerol a-(o-methoxyphenyl)ether;Glycerol a-guaiacyl ether;Glyceryl guaiacolether;Glyceryl guaiacolate;Glyceryl guaiacolate ether;Glyceryl guaiacylether;Glycerylguaiacol;Glycodex;Glycotuss;Guaiacol glycerin ether;Guaiacolglycerol ether;Guaiacol glyceryl ether;Guaiacuran;Guaiacurane;Guaiacylglyceryl ether;Guaiamar;Guaianesin;

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Chemistry

IUPAC Name: 3-(2-Methoxyphenoxy)propane-1,2-diol
Synonyms of Guaifenesin (CAS NO.93-14-1): (+-)-3-(o-Methoxyphenoxy)-1,2-propanediol ; 1,2,3-Propanetriol, ether with 2-methoxyphenol ;1,2-Propanediol, 3-(2-methoxyphenoxy)- ; 3-(2-Methoxyphenoxy)-1,2-propanediol ; Aether glycerinoguaiacolicus
CAS NO: 93-14-1
Molecular Formula: C10H14O4
Molecular Weight: 198.22
Molecular Structure:
EINECS: 202-222-5
H bond acceptors: 4
H bond donors: 2
Freely Rotating Bonds: 7
Polar Surface Area: 36.92 Å2
Index of Refraction: 1.538
Molar Refractivity: 51.9 cm3
Molar Volume: 165.8 cm3
Surface Tension: 45.6 dyne/cm
Density: 1.195 g/cm3
Flash Point: 169.6 °C
Enthalpy of Vaporization: 63.53 kJ/mol
Boiling Point: 356.8 °C at 760 mmHg
Vapour Pressure: 1.04E-05 mmHg at 25°C 
Melting Point: 77-81 °C
Water Solubility: 5 g/100 mL (25 °C)
Appearance: White Solid
Product Categories og Guaifenesin (CAS NO.93-14-1): Benzhydrols, Benzyl & Special Alcohols;Aromatics Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals;API's

History

There are similar medicines derived from the guaiac tree were in use as a generic remedy by Native Americans when explorers reached North America in the 1500s. Guaifenesin was first approved by the Food and Drug Administration  in 1952.Guaifenesin is sold as pills or syrups under many brand names. It is also included in many other over-the-counter cough and cold remedy combinations

Uses

 Guaifenesin (CAS NO.93-14-1) is mainly used in the treatment of coughing, but the drug has numerous other uses, including medical, veterinary, and personal.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 335mg/kg (335mg/kg)   Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 54, Pg. 688, 1958.
mouse LD50 intramuscular 2210mg/kg (2210mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 429, 1974.
mouse LD50 intraperitoneal 495mg/kg (495mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 398, 1972.
mouse LD50 intravenous 400mg/kg (400mg/kg)   Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 429, 1974.
mouse LD50 oral 690mg/kg (690mg/kg)   "Psychotropic Drugs and Related Compounds," 2nd ed., Usdin, E., and D.H. Efron, Washington, DC, 1972Vol. -, Pg. 398, 1972.
mouse LD50 subcutaneous 800mg/kg (800mg/kg) AUTONOMIC NERVOUS SYSTEM: "SMOOTH MUSCLE RELAXANT (MECHANISM UNDEFINED, SPASMOLYTIC)" Arzneimittel-Forschung. Drug Research. Vol. 15, Pg. 1355, 1965.
rabbit LD50 oral 2553mg/kg (2553mg/kg)   Applied Therapeutics. Vol. 9, Pg. 55, 1967.
rat LD50 intramuscular 4gm/kg (4000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES		 Oyo Yakuri. Pharmacometrics. Vol. 8, Pg. 429, 1974.
rat LD50 intraperitoneal 1gm/kg (1000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) Archives Internationales de Pharmacodynamie et de Therapie. Vol. 191, Pg. 147, 1971.
rat LD50 intravenous 360mg/kg (360mg/kg) BEHAVIORAL: ATAXIA

KIDNEY, URETER, AND BLADDER: HEMATURIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Proceedings of the Society for Experimental Biology and Medicine. Vol. 85, Pg. 323, 1954.
rat LD50 oral 1510mg/kg (1510mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION		 Pharmacological Research Communications. Vol. 1, Pg. 413, 1969.
rat LD50 subcutaneous 2550mg/kg (2550mg/kg)   Drugs in Japan Vol. 6, Pg. 210, 1982.

Safety Profile

Safety Information about Guaifenesin (CAS NO.93-14-1):
Hazard Codes: HarmfulXn
Risk Statements: 22-36/37/38
R22: Harmful if swallowed. 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36: Wear suitable protective clothing.
WGK Germany: 1
RTECS: TY8400000
Hazard Note: Harmful
Guaifenesin has side effect if consumption in above-normal quantities.May be cause nausea, vomiting, and the formation of kidney stones of URIC ACID.

Specification

General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam .
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage: Store in a cool, dry place. Store in a tightly closed container.

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