CAS No.93-14-1,Guaifenesin Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	93-14-1
Name:	Guaifenesin
Article Data:	34

Formula:	C₁₀H₁₄O₄
Molecular Weight:	198.219
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;
EINECS:	202-222-5
Density:	1.195 g/cm³
Melting Point:	77-81 °C
Boiling Point:	356.8 °C at 760 mmHg
Flash Point:	169.6 °C
Solubility:	5 g/100 mL (25 °C) in water
Appearance:	White Solid
Hazard Symbols:	Xn
Risk Codes:	22-36/37/38
Safety:	26-36
PSA:	58.92000
LogP:	0.42720

Synthetic route

: 556-52-5
oxiranyl-methanol

: 90-05-1
2-methoxy-phenol

A: 14007-09-1
2-(2-methoxyphenoxy)-1,3-propanediol

B: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With calcined hydrotalcite In tetrahydrofuran at 120℃; for 4h; Kinetics; Reagent/catalyst; Temperature; Autoclave;	A 5% B 95%

...Expand

: 556-52-5
oxiranyl-methanol

: 90-05-1
2-methoxy-phenol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 65 - 70℃; for 12h;	90%
With sodium hydroxide at 90 - 95℃;	56%
With tetrabutylammomium bromide; potassium carbonate; palladium dichloride In water at 60℃; for 5h;	55%
Stage #1: 2-methoxy-phenol With potassium hydroxide at 64.84℃; Inert atmosphere; Stage #2: oxiranyl-methanol With hydrogenchloride Inert atmosphere;

: 2210-74-4
2-(2-methoxy-phenoxymethyl)-oxirane

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With perchloric acid	81%
With perchloric acid In water at 80℃;	80%
With sulfuric acid; water at 70℃; for 2h;	59.1%

: 90-05-1
2-methoxy-phenol

: 96-24-2
3-monochloro-1,2-propanediol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With sodium hydroxide In N,N-dimethyl-formamide at 210℃; for 0.25h; Microwave irradiation;	75%
Stage #1: 2-methoxy-phenol With sodium hydroxide In ethanol; water for 0.5h; Heating; Stage #2: 3-monochloro-1,2-propanediol In ethanol; water for 8h; Heating;	61%
With sodium hydroxide

: 616-30-8, 13552-31-3
3-Amino-1,2-propanediol

: 90-05-1
2-methoxy-phenol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
Stage #1: 2-methoxy-phenol With potassium chloride; sodium sulfite at 50℃; for 3h; Reflux; Stage #2: 3-Amino-1,2-propanediol at 90℃; for 5h; Temperature; Concentration;	72%

: 931-40-8
4-hydroxymethyl-1,3-dioxolan-2-one

: 90-05-1
2-methoxy-phenol

A: 16929-60-5
1,3-bis(2-methoxyphenoxy)propan-2-ol

B: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 160℃; for 9.5h; Inert atmosphere; Schlenk technique;	A 9% B 64%

...Expand

: 13052-77-2
sodium 2-methoxyphenolate

: 96-24-2
3-monochloro-1,2-propanediol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With ethanol

: 532-03-6
methocarbamol

A: 10488-39-8
3-(2-methoxyphenoxy)propanediol 2-carbamate

B: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With water at 70℃; Product distribution; Rate constant; further temperatures, pH 8.0-10.0;

: 74-83-9
methyl bromide

: 19826-87-0
3-(2-hydroxy-phenoxy)-propane-1,2-diol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
With potassium carbonate In acetone

: 90-05-1
2-methoxy-phenol

: 93-14-1
guaifenesin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 43 percent / NaOH / 16 h / 80 °C 2: 81 percent / perchloric acid View Scheme
Multi-step reaction with 2 steps 1: 2.) 50percent aq. NaOH / 1.) 80 deg C, 2.) 4 h 2: 80 percent / 72percent HClO4 / H2O / 80 °C View Scheme

Raw Materials

532-03-6

120-80-9

556-52-5

96-24-2

74-83-9

56-81-5

Downstream Products

70-07-5

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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: Harmful Xn
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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