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ephedrine sulfate
benzenemethanol, a-(1-(methylamino)ethyl)-, (R-(R*,S*))-, sulfate (2:1) (salt)

Supplier Sponsors

Name:(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric acid
CAS Number: 134-72-5Picture of molecule3D/inchi
Other(deleted CASRN):17140-50-0
ECHA EINECS - REACH Pre-Reg:205-154-4
FDA UNII: U6X61U5ZEG
Molecular Weight:428.54924000
Formula:C20 H32 N2 O6 S
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:pharmaceuticals / chemical synthisis
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
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Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white microcrystalline powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 38.10 °C. @ 760.00 mm Hg (est)
Boiling Point: 255.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure:0.008650 mmHg @ 25.00 °C. (est)
Flash Point: 186.00 °F. TCC ( 85.60 °C. ) (est)
logP (o/w): 1.054 (est)
Soluble in:
 water, 7.148e+004 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Penta International
EPHEDRINE SULFATE
 
Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
intravenous-cat LDLo 75 mg/kg
GASTROINTESTINAL: NAUSEA OR VOMITING LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

intravenous-dog LDLo 70 mg/kg
BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

parenteral-frog LDLo 530 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: MUSCLE WEAKNESS
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

intravenous-human TDLo 1 mg/kg
VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP
Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 120, Pg. 189, 1927.

intraperitoneal-mouse LD50 270 mg/kg
GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS BEHAVIORAL: STRAUB TAIL SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Toxicology and Applied Pharmacology. Vol. 15, Pg. 304, 1969.

oral-mouse LD50 812 mg/kg
BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) SENSE ORGANS AND SPECIAL SENSES: OTHER CHANGES: OLFACTION
National Toxicology Program Technical Report Series. Vol. NTP-TR-307, Pg. 1986

intravenous-rabbit LD50 73 mg/kg
PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

oral-rabbit LD50 825 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

intramuscular-rabbit LDLo 340 mg/kg
BEHAVIORAL: TREMOR BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

intraperitoneal-rabbit LDLo 310 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

intravenous-rat LD50 102 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

oral-rat LD50 404 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

Dermal Toxicity:
subcutaneous-guinea pig LDLo 425 mg/kg
SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE BEHAVIORAL: ATAXIA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 27, Pg. 61, 1926.

subcutaneous-rabbit LD50 383 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

subcutaneous-rat LD50 318 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)
Journal of Pharmacology and Experimental Therapeutics. Vol. 94, Pg. 150, 1948.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
pharmaceuticals / chemical synthisis
Recommendation for ephedrine sulfate usage levels up to:
 not for fragrance use.
 
Recommendation for ephedrine sulfate flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):134-72-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5359318
National Institute of Allergy and Infectious Diseases:Data
(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric acid
Chemidplus:0000134725
EPA/NOAA CAMEO:hazardous materials
 
References:
 (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol;sulfuric acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:134-72-5
Pubchem (cid):5359318
Pubchem (sid):134975237
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
KEGG (GenomeNet):D04018
HMDB (The Human Metabolome Database):Search
ChemSpider:View
Wikipedia:View
Formulations/Preparations:
•available as the free base, the hydrochloride and the sulfate salts. •grade: technical, nf •mainly used in combination with other agents. •the most commonly used herbal ephedra, ma-huang contains total ephedrine alkaloids at 0.5-2.5% by weight; ephedrine accounts for 30-90% of these alkaloids.[lee mk et al; toxicol sci 56 (2): 424-30 (2000)] pubmed abstract
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
 benzenemethanol, a-((1S)-1-(methylamino)ethyl)-, (aR)-,sulfate (2:1) (salt)
 benzenemethanol, a-(1-(methylamino)ethyl)-, (theta-(theta,S))-, sulfate (2:1) (salt)
 benzenemethanol, a-(1-(methylamino)ethyl)-, (R-(R*,S*))-, sulfate (2:1) (salt)
 benzenemethanol, a-[(1S)-1-(methylamino)ethyl]-, (aR)-, sulfate (2:1) (salt)
(-)-ephedrine sulfate
(-)-ephedrine sulphate
isofedrol
bis((R-(R*,S*))-b-hydroxy-a-methylphenethyl)methylammonium sulfate
bis((R-(R*,S*))-beta-hydroxy-alpha-methyl phenethyl)methyl ammonium) sulfate
(1R,2S)-2-methylamino-1-phenylpropan-1-ol; sulfuric acid
(1R,2S)-2-(methylamino)-1-phenyl-1-propanol sulfate (2:1)
(1R,2S)-2-(methylamino)-1-phenylpropan-1-ol sulfate (2:1)
(aR)-a-((1S)-1-(methylamino)ethyl)benzenemethanol sulfate (2:1) (salt)
1-a-(1-(methylamino)ethyl)benzyl alcohol sulfate
 pazo ointment
 pazo suppositories
1-phenyl-2-(methylamino)propanol sulfate
1-phenyl-2-methylamine-propanol-1-sulfate
(1R,2S)-1-phenyl-2-methylaminopropanol-1 sulfate
 

Articles:

PubMed:Applicability of total reflection X-ray fluorescence (TXRF) as a screening platform for pharmaceutical inorganic impurity analysis.
PubMed:Labeling for bronchodilators to treat asthma; cold, cough, allergy, bronchodilator, and antiasthmatic drug products for over-the-counter human use. Final rule.
PubMed:Efficacy of a single evening dose of syrup containing paracetamol, dextromethorphan hydrobromide, doxylamine succinate and ephedrine sulfate in subjects with multiple common cold symptoms.
PubMed:Separation of cold medicine ingredients using a precise MEKC method at elevated pH.
PubMed:Comparison of the acute pharmacodynamic responses after single doses of ephedrine or sibutramine in healthy, overweight volunteers.
PubMed:Stability of Ephedrine Sulfate at Ambient Temperature and 4 deg C in Polypropylene Syringes.
PubMed:Ephedrine-activated physiological sexual arousal in women.
PubMed:Neurochemical mechanisms of nitroglycerin-induced neuronal activation in rat brain: a pharmacological investigation.
PubMed:Prevention of maternal hypotension by epidural administration of ephedrine sulfate during lumbar epidural anesthesia for cesarean section.
PubMed:Determination of ephedrine, pseudoephedrine, and norephedrine in mixtures (bulk and dosage forms) by proton nuclear magnetic resonance spectroscopy.
PubMed:Atropine and ephedrine adsorption to syringe plastic.
PubMed:Retrograde ejaculation and loss of emission: possibilities of conservative treatment.
PubMed:Nonprescription drugs and hypertension. Which ones affect blood pressure?
PubMed:NTP Toxicology and Carcinogenesis Studies of Ephedrine Sulfate (CAS No. 134-72-5) in F344/N Rats and B6C3F1 Mice (Feed Studies).
PubMed:Prophylaxis against repeated radiocontrast media reactions in 857 cases. Adverse experience with cimetidine and safety of beta-adrenergic antagonists.
PubMed:Acute angle-closure glaucoma associated with surgical anesthesia.
PubMed:Central nervous system lesion causing urethral instability and urinary incontinence.
PubMed:Experience with the classification, diagnosis, and therapy of nonejaculatory intercourse.
PubMed:Prophylactic intravenous ephedrine infusion during spinal anesthesia for cesarean section.
PubMed:Experimental motion sickness: efficacy of transdermal scopolamine plus ephedrine.
PubMed:The alpha-adrenergic blocking action of prazosin hydrochloride on the canine urethra.
PubMed:On-calcium periodate reaction method for analysis of ephedrine sulfate in solid dosage forms: collaborative study.
PubMed:Arrhythmogenic effects of orally administered bronchodilators.
PubMed:A comparative study of bronchodilator effects of carbuterol and ephedrine.
PubMed:Physical properties and dissolution profiles of ephedrine sulfate and nicotinic acid tablets made from water soluble vehicles.
PubMed:[Reaction kinetic studies on the formation of n-nitrosoephedrine in vitro and in vivo (author's transl)].
PubMed:Double-blind trial of oral carbuterol in bronchial asthma.
PubMed:Ephedrine therapy in asthmatic children. Clinical tolerance and absence of side effects.
PubMed:Subject expectancy and environmental factors as determinants of psychedelic flashback experiences.
PubMed:Human assay of antimotion sickness drugs.
PubMed:Collaborative study of an on-column periodate reaction method for the determination of ephedrine sulfate in sirups.
PubMed:Ephedrine in treatment of urinary incontinence.
PubMed:Cholinergic and adrenergic neuroreceptors in urinary tract of female dogs. Evaluation of function with pharmacodynamics.
PubMed:Subsensitivity to epinephrine following the administration of epinephrine and ephedrine to normal individuals.
PubMed:Urinary excretion of ephedrine in man without pH control following oral administration of three commercial ephedrine sulfate preparations.
PubMed:A note on the quantitative determination of ephedrine sulfate when compounded with phenobarbital elixir U.S.P.
PubMed:Failure to produce polycythemia in man, dog and rabbit by daily administration of ephedrine sulfate.
PubMed:A comparative study of intrathecal ephedrine sulfate, intrathecal pontocaine, and inhalation anesthesia for obstetrical delivery.
PubMed:Prolonged spinal anesthesia using ephedrine sulfate intrathecally.
PubMed:The use of ephedrine sulfate in the control of enuresis in schizophrenic regression.
PubMed:The Spinal Anaesthetic Effects of Ephedrine Sulfate: A Preliminary Report.
PubMed:Influence of ephedrine sulfate on blood pressure in hypertensive rats.
PubMed:EPHEDRINE sulfate and phenobarbital capsules.
PubMed:Influence of ephedrine sulfate on blood pressure in hypertensive rats.
 
Notes:
None found
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