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Phenylephrine

Phenylephrine Structure
CAS No.
59-42-7
Chemical Name:
Phenylephrine
Synonyms
PHENYLEPHRINE BASE;Phenylephrin;L-PHENYLEPHRINE;(r)-phenylephrine;(-)-Phenylephrine Base;(R)-3-(1-Hydroxy-2-(methylamino)ethyl)phenol;C07441;Mesaton;Mezaton;Mydfrin
CBNumber:
CB0438096
Molecular Formula:
C9H13NO2
Molecular Weight:
167.21
MOL File:
59-42-7.mol
Modify Date:
2024/7/2 8:54:58

Phenylephrine Properties

Melting point 171°C
Boiling point 295.79°C (rough estimate)
Density 1.1222 (rough estimate)
refractive index -55.5 ° (C=5, 1mol/L HCl)
storage temp. -20°C Freezer, Under inert atmosphere
solubility Slightly soluble in water, sparingly soluble in methanol, slightly soluble in ethanol (96 per cent). It dissolves in dilute mineral acids and in dilute solutions of alkali hydroxides.
pka pKa 8.9 (Uncertain)
form Solid
color White to Off-White
CAS DataBase Reference 59-42-7(CAS DataBase Reference)
NIST Chemistry Reference Benzenemethanol, 3-hydroxy-«alpha»-[(methylamino)methyl]-, (r)-(59-42-7)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335
Precautionary statements  P261-P264-P280-P301+P312-P302+P352-P305+P351+P338
Hazard Codes  Xn
Risk Statements  22-36/37/38-41-37/38
Safety Statements  26-36-45-39
RTECS  DO7175000
HS Code  2922.19.7000
Toxicity LD50 oral in rat: 350mg/kg
NFPA 704
0
2 0

Phenylephrine price More Price(2)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TCI Chemicals (India) P0395 L-Phenylephrine 59-42-7 5G ₹5100 2022-05-26 Buy
TCI Chemicals (India) P0395 L-Phenylephrine 59-42-7 25G ₹13600 2022-05-26 Buy
Product number Packaging Price Buy
P0395 5G ₹5100 Buy
P0395 25G ₹13600 Buy

Phenylephrine Chemical Properties,Uses,Production

Description

This synthetic drug has both chemical and pharmacological similarities to norepinephrine. A characteristic quality of phenylephrine is the distinctly expressed selectivity to α- adrenoreceptors, especially α1-adrenoreceptors. Although phenylephrine increases the contractibility of blood vessels, in practical terms it is not considered a cardiostimulant.

Chemical Properties

White or almost white, crystalline powder.

Uses

L-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). 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. This compound is frequently used to precontract smooth muscle in preparations designed to study the properties of various vasodilator agents. Because L-phenylephrine acts on adrenergic α1 receptors in the arterioles of the nasal mucosa to produce constriction, it has been examined clinically as an oral decongestant.

Definition

ChEBI: A member of the class of the class of phenylethanolamines that is (1R)-2-(methylamino)-1-phenylethan-1-ol carrying an additional hydroxy substituent at position 3 on the phenyl ring.

General Description

(Neo-Synephrine, a prototypical selectivedirect-acting 1-agonist) differs from E only inlacking a p-OH group. It is orally active, and its DOA isabout twice that of E because it lacks the catechol moietyand thus is not metabolized by COMT. However, its oralbioavailability is less than 10% because of its hydrophilicproperties (log P=0.3), intestinal 3 -O-glucuronidation/sulfation and metabolism by MAO. Lacking the p-OHgroup, it is less potent than E and NE but it is a selectiveα1-agonist and thus a potent vasoconstrictor. It is usedsimilarly to metaraminol and methoxamine for hypotension.Another use is in the treatment of severe hypotensionresulting from either shock or drug administration. It alsohas widespread use as a nonprescription nasal decongestantin both oral and topical preparations. When applied tomucous membranes, it reduces congestion and swelling byconstricting the blood vessels of the membranes. In theeye, it is used to dilate the pupil and to treat open-angleglaucoma. In addition, it is used in spinal anesthesia toprolong the anesthesia and to prevent a drop in blood pressureduring the procedure. It is relatively nontoxic and produceslittle CNS stimulation. Metaraminol is just anotherexample.

Clinical Use

Phenylephrine is a potent direct-acting α1-agonist with clinical effects similar to those of noradrenaline. It causes widespread vasoconstriction with an increase in arterial pressure, reflex bradycardia and decrease in cardiac output. It may be administered by i.v. bolus (50–100μg boluses) and i.v. infusion (50–150μgmin –1) to maintain arterial pressure during general anaesthesia or other causes of low SVR. It may also be used topically as a nasal decongestant or mydriatic. There is some evidence suggesting a paradoxical reduction in cerebral oxygen delivery.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, intraperitoneal, and intraduodenal routes. Human systemic effects by ocular route: blood pressure increase. An experimental teratogen. Other experimental reproductive effects. A nasal decongestant. When heated to decomposition it emits toxic fumes of NOx.

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component of Dristan cold component of Dristan nasal mist component of Entex component of Histalet forte component of Hycomine compound component of Prefrin-a component of Pv tussin syrup component of Relief (-)-PHENYLEPHRINE (-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol component of Ru-tuss liquid component of Ru-tuss tablets component of Vasosulf component of Zincfrin 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 l-m-hydroxy-alpha-((methylamino)methyl)benzylalcohol Mesaton Mesatone Metaoxedrin Metaoxedrine Metasympatol Metasynephrine Mezaton m-Methylaminoethanolphenol m-Oxedrine m-Sympathol m-Sympatol m-Synephrine Mydfrin Neophryn Neosynephrine Nostril Prefrin Pyracort D R(-)-Mezaton R(-)-Phenylephrine Visadron 3-(1-HYDROXY-2-METHYLAMINO-ETHYL)PHENOL 7: PN: US20030109453 SEQID: 6 claimed sequence Benzenemethanol, 3-hydroxy-a-[(methylamino)methyl]-, (aR)- (9CI) Benzenemethanol, 3-hydroxy-a-[(methylamino)methyl]-, (R)- l-m-Hydroxy-a-[(methylamino)methyl]benzyl alcohol L-Phenylephedrine Phenylephrine (base and/or unspecified salts) 3-Hydroxy-alpha-((methylamino)methyl)-benzyl alcohol α-[(Methylamino)methyl]-3-hydroxybenzenemethanol (-)-1-(3-hydroxyphenyl)-2-methylaminoethanol C07441 BenzeneMethanol,3-hydroxy-a-[(MethylaMino)Methyl]-, (aR)- L-Phenylephrine R-(γ)-Phe PHARMA CHEMICAL PHENYLEPHRINE HCL (-)-m-hydroxy-alpha-(methylaminomethyl)benzylalcohol (-)-m-oxedrine