| Identification | More | [Name]
Phenylephrine hydrochloride | [CAS]
61-76-7 | [Synonyms]
3-hydroxy-alpha-(methylaminomethyl)benzyl alcohol
(-)-3-HYDROXY-ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL HYDROCHLORIDE
L-1-(M-HYDROXYPHENYL)-2-METHYLAMINOETHANOL HYDROCHLORIDE
L-(3-HYDROXYPHENYL)-N-METHYLETHANOLAMINEHYDROCHLORIDE
L-A-HYDROXY-B-METHYLAMINO-3-HYDROXY-1-ETHYLBENZENE HYDROCHLORIDE
L-M-HYDROXY-A-[(METHYLAMINO)METHYL]BENZYL ALCOHOL HYDROCHLORIDE
L(-)-PHENYLEPHRINE HCL
L-PHENYLEPHRINE HCL
L(-)-PHENYLEPHRINE HYDROCHLORIDE
L-PHENYLEPHRINE HYDROCHLORIDE
M-METHYLAMINOETHANOLPHENOL HYDROCHLORIDE
PHENYLEPHRINE HCL
(-)-PHENYLEPHRINE HYDROCHLORIDE
PHENYLEPHRINE HYDROCHLORIDE
(R)-(-)-1-(3-HYDROXYPHENYL)-2-METHYLAMINOETHANOL HYDROCHLORIDE
(R)-(-)-3-HYDROXY-ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL HYDROCHLORIDE
(R)-(-)-PHENYLEPHRINE HYDROCHLORIDE
(R)-PHENYLEPHRINE HYDROCHLORIDE
(-)-alpha-hydroxy-beta-(methylamino)ethyl-alpha-(3-hydroxybenzene)hydrochlor
1-m-hydroxy-alpha-(methylaminomethyl)benzylalcoholhydrochloride | [EINECS(EC#)]
200-517-3 | [Molecular Formula]
C9H14ClNO2 | [MDL Number]
MFCD00012605 | [Molecular Weight]
203.67 | [MOL File]
61-76-7.mol |
| Chemical Properties | Back Directory | [Appearance]
white to almost white crystalline powder | [Melting point ]
143-145 °C(lit.)
| [alpha ]
-47 º (c=2, H2O) | [refractive index ]
-45.5 ° (C=1, H2O) | [Fp ]
9℃ | [storage temp. ]
Desiccate at RT | [solubility ]
Freely soluble in water and in ethanol (96 per cent). | [form ]
Crystalline Powder | [pka]
pK1 8.77; pK2 9.84(at 25℃) | [color ]
White to almost white | [PH]
pH (10g/L, 25℃) : 4.5～5.5 | [Water Solubility ]
>=10 g/100 mL at 21 ºC | [Merck ]
7286 | [BRN ]
4158948 | [Stability:]
Hygroscopic | [Contact allergens]
Phenylephrine hydrochloride is an alpha-adrenergic
agonist, used as a mydriatic and decongestant in
eyedrops. | [LogP]
-0.310 | [CAS DataBase Reference]
61-76-7(CAS DataBase Reference) | [EPA Substance Registry System]
61-76-7(EPA Substance) |
| Hazard Information | Back Directory | [Chemical Properties]
white to almost white crystalline powder | [Uses]
DECONGESTANTS | [Uses]
α-Adrenergic agonist. Mydriatic; decongestant. | [Definition]
ChEBI: A hydrochloride that is the monohydrochloride salt of phenylephrine. | [General Description]
Odorless white microcrystalline powder. Bitter taste. pH (1% aqueous solution) about 5. | [Reactivity Profile]
PHENYLEPHRINE HYDROCHLORIDE(61-76-7) is incompatible with acids, acid chlorides, acid anhydrides and oxidizing agents. PHENYLEPHRINE HYDROCHLORIDE(61-76-7) is also incompatible with butacaine, alkalis and ferric salts. | [Air & Water Reactions]
May be sensitive to prolonged exposure to air and light. Water soluble. | [Biological Activity]
α 1 -adrenoceptor agonist; pK i values are 5.86, 4.87 and 4.70 for α 1D , α 1B and α 1A receptors respectively. | [Fire Hazard]
Flash point data for this chemical are not available; however, PHENYLEPHRINE HYDROCHLORIDE is probably combustible. | [Description]
R-(-)-Phenylephrine is an adrenergic α1A receptor agonist (Ki = 1.4 μM) that demonstrates selectivity against the α1B and α1C receptor subtypes (Kis = 23.9 and 47.8 μM, respectively).1 By stimulating adrenergic α1 receptors, L-phenylephrine can induce aortic smooth muscle contractions, although reported relative affinity and potency values in rabbit are 5-fold weaker compared to that of L-norepinephrine (Item No. 16673).2 This compound is frequently used to precontract smooth muscle in preparations designed to study the properties of various vasodilator agents.3,4 | [Originator]
Neosynephrine, Badrial, France ,1953 | [Manufacturing Process]
4.5 g of the hydrochloride of m-hydroxymethylaminoacetophenone aredissolved in a small amount of water; to the solution a solution of colloidal palladium obtained from palladiumchloride is added, and the mixture is treated with hydrogen.
After diluting the reaction liquid with acetone it is filtered, and the residue obtained after the evaporation of the filtrate in vacuo, and complete drying over pentoxide of phosphorus is then dissolved in absolute alcohol, and to this is added about the same volume of dry ether, until turbidity just commences to occur. After a short time the hydrochloride of the m-hydroxyphenylethanolmethylamine will separate out as a colorless mass of crystals at a melting point of 142°C to 143°C. | [Brand name]
Afrin 4 Hour Nasal Spray (Schering-Plough
Health Care); Biomydrin (Parke-Davis); Mydfrin (Alcon);
Neo-Synephrine (Sterling Health U.S.A.); Nostril (Boehringer
Ingelheim). | [Therapeutic Function]
Adrenergic | [Veterinary Drugs and Treatments]
Phenylephrine is a vasoconstrictor used to differentiate conjunctival
vascular injection (blanches with phenylephrine application)
versus deep episcleral injection (blanches incompletely) associated
with uveitis, glaucoma, or scleritis. It is also used prior to conjunctival
surgery to reduce hemorrhage and in combination with atropine
prior to cataract or other intraocular surgeries that require
maximal pupillary dilation. Phenylephrine can be used to confirm
the diagnosis of Horner’s syndrome. Dilution of 2.5% phenylephrine
solution with saline (1:10) produces a 0.25% solution. Normal
eyes will not demonstrate mydriasis in response to this low concentration
of phenylephrine. Third order Horner’s syndrome of greater
than two weeks duration is associated with receptor up regulation
and therefore a response to 0.25% phenylephrine is noted. In this
way, the diagnosis of Horner’s is confirmed and a suggestion as to
whether or not the condition is 2nd or 3rd order in nature.
In dogs, maximum mydriasis persists for about 2 hours and
effects may last for up to 18 hours. Phenylephrine has significant
alpha adrenergic effects (vasoconstriction and pupillary dilation)
and minimal effects on beta receptors. When used alone, phenylephrine
is reportedly not efficacious in the cat unless used with
other mydriatics. | [storage]
Desiccate at RT |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [RIDADR ]
3249 | [WGK Germany ]
3
| [RTECS ]
DO7525000
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29225090 | [Safety Profile]
Poison by ingestion, intraperitoneal, subcutaneous, intravenous,and intramuscular routes. Mutation data reported. When heated to decomposition it emits very toxic fumes of HCl and NOx. | [Toxicity]
LD50 in rats (mg/kg): 17 ±1.1 i.p.; 33 ±2.0 s.c. (Warren, Werner) |
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