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Substance Name: Oxedrine [INN:BAN]
RN: 94-07-5
UNII: PEG5DP7434
InChIKey: YRCWQPVGYLYSOX-UHFFFAOYSA-N
Note
- Sympathetic alpha-adrenergic agonist with actions like PHENYLEPHRINE. It is used as a vasoconstrictor in circulatory failure, asthma, nasal congestion, and glaucoma.
Molecular Formula
- C9-H13-N-O2
Molecular Weight
- 167.2067
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- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic Agonists
- Adrenergic alpha-Agonists
- Autonomic Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Nasal Decongestants
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Respiratory System Agents
- Sympathomimetics
- Vasoconstrictor Agents
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Names and Synonyms
Name of Substance
- Oxedrine [INN:BAN]
- Synephrine
MeSH Heading
- Synephrine
Synonyms
- (+-)-N-Methyloctopamine
- 1-(4-Hydroxyphenyl)-2-methylaminoethanol
- 1-(4-Hydroxyphenyl)-N-methylethanolamine
- 4-Hydroxy-alpha-((methylamino)methyl)benzenemethanol
- alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan
- alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan [German]
- Analeptin
- beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol
- DL-Synephrine
- EINECS 202-300-9
- Ethaphene
- Methylaminomethyl(4-hydroxyphenyl)carbinol
- NSC 166285
- NSC 170956
- Oxedrine
- p-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
- p-Hydroxyphenylmethylaminoethanol
- p-Methylaminoethanolphenol
- p-Oxedrine
- p-Synephrine
- Parakorper
- Parakorper [German]
- Parasympatol
- Pentedrin
- Pentedrin [German]
- S 38537-9
- Simpalon
- Simpatol
- Sympaethamin
- Sympaethamine
- Sympathol
- Sympatol
- Synefrin
- Synefrin [Czech]
- Synephrin
- Synephrine
- Synthenate
- UNII-PEG5DP7434
Systematic Names
- (RS)-1-(4-Hydroxyphenyl)-2-(methylamino)ethanol
- 4-(1-Hydroxy-2-(methylamino)ethyl)phenol
- Benzenemethanol, 4-hydroxy-alpha-((methylamino)methyl)- (9CI)
- Benzyl alcohol, p-hydroxy-alpha-((methylamino)methyl)-
Registry Numbers
CAS Registry Number
- 94-07-5
FDA UNII
- PEG5DP7434
Other Registry Number
- 582-84-3
System Generated Number
- 0000094075
Structure Descriptors
InChI
InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3InChIKey
YRCWQPVGYLYSOX-UHFFFAOYSA-NSmiles
CNCC(O)Toxicity
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 1gm/kg (1000mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 89, Pg. 297, 1947. | |
| mouse | LD50 | intravenous | 270mg/kg (270mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952. | |
| mouse | LDLo | subcutaneous | 1500mg/kg (1500mg/kg) | SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION | Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 136, Pg. 172, 1928. |
| rabbit | LDLo | intravenous | 150mg/kg (150mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955. | |
| rat | LDLo | subcutaneous | 1500mg/kg (1500mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955. |
Physical Properties
| Physical Property | Value | Units | Temp (deg C) | Source |
|---|---|---|---|---|
| Melting Point | 184.5 | deg C | EXP | |
| pKa Dissociation Constant | 8.9 | (none) | 25 | EXP |
| log P (octanol-water) | -0.45 | (none) | EXP | |
| Water Solubility | 1.00E+06 | mg/L | 25 | EST |
| Vapor Pressure | 2.22E-05 | mm Hg | 25 | EST |
| Henry's Law Constant | 6.78E-15 | atm-m3/mole | 25 | EST |
| Atmospheric OH Rate Constant | 1.24E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.