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Substance Name: Guaifenesin [USAN:USP:INN:BAN:JAN]
RN: 93-14-1
UNII: 495W7451VQ
InChIKey: HSRJKNPTNIJEKV-UHFFFAOYSA-N
Note
- An expectorant that also has some muscle relaxing action. It is used in many cough preparations.
Molecular Formula
- C10-H14-O4
Molecular Weight
- 198.2166
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Drug / Therapeutic Agent
- Expectorant
- Expectorants
- Respiratory System Agents
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Names and Synonyms
Name of Substance
- Glyceryl guaiacolate
- Guaifenesin
- Guaifenesin [USAN:USP:INN:BAN:JAN]
MeSH Heading
- Guaifenesin
Synonyms
- (+-)-3-(o-Methoxyphenoxy)-1,2-propanediol
- (component of) Deconsal II
- 1,2,3-Propanetriol, ether with 2-methoxyphenol
- 1,2-Dihydroxy-3-(2-methoxyphenoxy)propane
- 1,2-Propanediol, 3-(2-methoxyphenoxy)-
- 1,2-Propanediol, 3-(2-methoxyphenoxy)- (+-)-
- 1,2-Propanediol, 3-(o-methoxyphenoxy)-
- 2-G
- 2/G
- 3-(2-Methoxyphenoxy)-1,2-propanediol
- 3-(o-Methoxyphenoxy)-1,2-propanediol
- 3-o-Methoxyphenoxypropane 1:2-diol
- 4-06-00-05576 (Beilstein Handbook Reference)
- Aeronesin
- Aether glycerinoguaiacolicus
- AI3-24947
- alpha-Glyceryl guaiacol ether
- alpha-Glyceryl guaiacolate ether
- Amonidrin
- Aresol
- Breonesin
- BRN 2049375
- Bronchol
- Calmipan
- Cortussin
- Creson
- Dilyn
- Dorassin
- EINECS 202-222-5
- Flartussin
- G 87
- Gaiamar
- GGE
- GGG
- Glycerin guaiacolate
- Glycerin monoguaiacol ether
- Glycerinmonoguaiacol ether
- Glycero-guaiacol ether
- Glycerol alpha-(2-methoxyphenyl) ether
- Glycerol alpha-(o-methoxyphenyl) ether
- Glycerol alpha-(o-methoxyphenyl)ether
- Glycerol alpha-guaiacyl ether
- Glycerol alpha-guiacyl ether
- Glycerol alpha-monoguaiacol ether
- Glycerol guaiacolate
- Glycerol mono(2-methoxyphenyl) ether
- Glycerol mono(2-methoxyphenyl)ether
- Glycerol-alpha-guajakolether
- Glycerol-alpha-guajakolether [Czech]
- Glycerol-alpha-monoguaiacol ether
- Glyceryl guaiacol
- Glyceryl guaiacolate
- Glyceryl guaiacyl ether
- Glyceryl guaicolate
- Glyceryl guiacolate
- Glycerylguaiacol
- Glycotuss
- Gnaifenesin
- Guaia-rom
- Guaiacol glycerin ether
- Guaiacol glycerol ether
- Guaiacol glyceryl ether
- Guaiacolglicerinetere
- Guaiacolic acid, ester with glycerol
- Guaiacuran
- Guaiacurane
- Guaiacyl glyceryl ether
- Guaiamar
- Guaianesin
- Guaicol glycerine ether
- Guaicol glyceryl ether
- Guaifenesin
- Guaifenesina
- Guaifenesina [INN-Spanish]
- Guaifenesine
- Guaifenesine [INN-French]
- Guaifenesinum
- Guaifenesinum [INN-Latin]
- Guaiphenesin
- Guaiphenesine
- Guaiphesin
- Guajacol-alpha-glycerinether
- Guajacol-glycerinaether
- Guajacol-glycerinaether [German]
- Guajacuran
- Guajamar
- Guanar
- Guayanesin
- Guiaphenesin
- Gvaja
- HSDB 3089
- Hustodil
- Hustosil
- Hytuss
- Metfenossidiolo
- Methoxypropanediol
- Methphenoxydiol
- Metossipropandiolo
- Mintosyl
- Miocaina
- Miocurin
- Miorelax
- Mucinex
- Mucostop
- Muskurelax
- My 301
- MY-301
- Myocain
- Myocaine
- Myorelax
- Myoscain
- Myoscaine
- Neuroton
- Neurotone
- NSC 62112
- o-Methoxyphenyl glyceryl ether
- Oresol
- Oreson
- Propanosedyl
- Reduton
- Relaxil G
- Relaxyl-G
- Reorganin
- Resil
- Respenyl
- Respil
- Resyl
- Ritussin
- Robitussin
- Sirotol
- SL-90
- Tenntuss
- Tolyn
- Trecid
- Tulyl
- Tulyn
- Tussin
- UNII-495W7451VQ
- XL-90
Systematic Names
- 1,2-Propanediol, 3-(2-methoxyphenoxy)-
- 1,2-Propanediol, 3-(o-methoxyphenoxy)-
- Guaifenesin
Mixture Names
- Bayer Select Head & Chest Cold
- Brexin EX
- Brondecon
- Bronkaid Caplets
- Congestac
- Contac Cough & Sore Throat Formula
- Contac Cough Formula
- Coricidin Syrup
- Dilor G
- Dimacol
- Donatuss
- Entex
- Guaifenesin
- Histalet X Tablets
- Hycotuss
- Isoclor Expectorant C
- Kwelcof
- Lufyllin-GG
- Mucinex D
- Mucinex DM
- Naldecon-CX
- Naldecon-DX
- Naldecon-EX
- Nasatab LA
- Neothylline-GG
- Organidin NR
- Pneumomist
- Pneumotussin HC
- Polaramine Expectorant
- PV Tussin Tablet
- Q-Tussin
- Robitussin
- Robitussin CF
- Robitussin Cold & Cough
- Robitussin DM
- Robitussin PE
- Robitussin Severe Congestion
- Ru-Tuss DE Tablets
- Ru-Tuss Expectorant
- Slo-Phyllin GG
- Sudafed Cold and Cough
- Sudafed Cough Syrup
- Tedral Expectorant
- Theolair Plus
- Triaminic
- Tussar SF
- Tussar-2
- Tussi-Organidin DM NR
- Tussi-Organidin DM-S NR
- Tussi-Organidin NR
- Tussi-Organidin-S NR
Registry Numbers
CAS Registry Number
- 93-14-1
FDA UNII
- 495W7451VQ
Other Registry Numbers
- 12041-73-5
- 128707-44-8
- 1336-67-0
System Generated Number
- 0000093141
Structure Descriptors
InChI
InChI=1S/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3InChIKey
HSRJKNPTNIJEKV-UHFFFAOYSA-NSmiles
COc1ccccc1OCC(O)Toxicity
| 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) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | 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 LUNGS, THORAX, OR RESPIRATION: DYSPNEA KIDNEY, URETER, AND BLADDER: HEMATURIA | 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: RESPIRATORY DEPRESSION LUNGS, THORAX, OR RESPIRATION: CHRONIC PULMONARY EDEMA | Pharmacological Research Communications. Vol. 1, Pg. 413, 1969. |
| rat | LD50 | subcutaneous | 2550mg/kg (2550mg/kg) | Drugs in Japan Vol. 6, Pg. 210, 1982. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 78.5 | deg C | EXP | |
| log P (octanol-water) | 1.39 | (none) | EXP | |
| Water Solubility | 5.00E+04 | mg/L | 25 | EXP |
| Vapor Pressure | 1.52E-06 | mm Hg | 25 | EST |
| Henry's Law Constant | 4.44E-11 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 4.10E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.