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Substance Name: Phenylephrine [INN:BAN]
RN: 59-42-7
UNII: 1WS297W6MV
InChIKey: SONNWYBIRXJNDC-VIFPVBQESA-N
Note
- An alpha-1 adrenergic agonist used as a mydriatic, nasal decongestant, and cardiotonic agent.
Molecular Formula
- C9-H13-N-O2
Molecular Weight
- 167.207
- All
- Classifications
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- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Adrenergic Agents
- Adrenergic Agonists
- Adrenergic alpha-1 Receptor Agonists
- Adrenergic alpha-Agonists
- Autonomic Agents
- Cardiotonic Agents
- Cardiovascular Agents
- Drug / Therapeutic Agent
- Human Data
- Mydriatics
- Nasal Decongestants
- Neurotransmitter Agents
- Peripheral Nervous System Agents
- Protective Agents
- Reproductive Effect
- Respiratory System Agents
- Sympathomimetics
- Vasoconstrictor Agents
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Names and Synonyms
Name of Substance
- Phenylephrine
- Phenylephrine [INN:BAN]
MeSH Heading
- Phenylephrine
Synonyms
- (-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol
- Ah-Chew
- AI3-02402
- Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-
- Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
- CCRIS 8464
- EC 200-424-8
- EINECS 200-424-8
- Fenilefrina
- Fenilefrina [INN-Spanish]
- Hemorid
- HSDB 3383
- Isophrin
- l-(3-Hydroxyphenyl)-N-methylethanolamine
- l-1-(m-Hydroxyphenyl)-2-methylaminoethanol
- L-alpha-Hydroxy-beta-methylamino-3-hydroxy-L-ethylbenzene
- l-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol
- m-Methylaminoethanolphenol
- m-Oxedrine
- m-Sympathol
- m-Sympatol
- m-Synephrine
- Mesaton
- Mesatone
- Mesatonum
- Metaoxedrin
- Metaoxedrine
- Metaoxedrinum
- Metasympatol
- Metasynephrine
- Mezaton
- Neosynephrine
- Phenylephrine
- Phenylephrine, l-
- Phenylephrinum
- Phenylephrinum [INN-Latin]
- R(-)-Phenylephrine
- UNII-1WS297W6MV
- Visadron
Systematic Names
- Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-
- Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
- Phenylephrine
Registry Numbers
CAS Registry Number
- 59-42-7
FDA UNII
- 1WS297W6MV
Related Registry Number
- 61-76-7 (hydrochloride)
System Generated Number
- 0000059427
Structure Descriptors
InChI
InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1InChIKey
SONNWYBIRXJNDC-VIFPVBQESA-NSmiles
CNC[C@H](O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
infant | TDLo | ocular | 5500ug/kg (5.5mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Anesthesiology. Vol. 36, Pg. 187, 1972. |
mouse | LD50 | intravenous | 38mg/kg (38mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP | Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976. |
mouse | LD50 | subcutaneous | 875mg/kg (875mg/kg) | Farmakologiya i Toksikologiya Vol. 28, Pg. 46, 1965. | |
mouse | LDLo | intraperitoneal | 60mg/kg (60mg/kg) | CARDIAC: OTHER CHANGES | Journal of Pharmacology and Experimental Therapeutics. Vol. 160, Pg. 22, 1968. |
rat | LD50 | intraduodenal | 65mg/kg (65mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969. | |
rat | LD50 | oral | 350mg/kg (350mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969. | |
rat | LD50 | subcutaneous | 28mg/kg (28mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 85, Pg. 119, 1945. | |
women | TDLo | ocular | 188ug/kg (0.188mg/kg) | VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION | Anesthesiology. Vol. 36, Pg. 187, 1972. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
pKa Dissociation Constant | 8.97 | (none) | EXP | |
log P (octanol-water) | -0.31 | (none) | EXP | |
Atmospheric OH Rate Constant | 1.63E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.