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61-76-7 ((R)-(-)-Phenylephrine (hydrochloride))

1

Identification

(R)-(-)-Phenylephrine (hydrochloride) (R)-(-)-Phenylephrine (hydrochloride)
Name (R)-(-)-Phenylephrine (hydrochloride)
Formula C9H14ClNO2
MW 203.67
CAS No. 61-76-7
EINECS 200-517-3
Smiles O[[email protected]@H](CNC)C1=CC(O)=CC=C1.Cl
Synonyms L(-)-Phenylephrine hydrochloride; (R)-(-)-1-(3-Hydroxyphenyl)-2-methylaminoethanol hydrochloride; 3-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol; (R)-3-(1-hydroxy-2-(methylamino)ethyl)phenol hydrochloride
InChI InChI=1S/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1
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Introduction

(R)-(-)-Phenylephrine hydrochloride is a phenylephrine (PE) and an α1-adrenoceptor agonist Target: α1- Adrenergic Receptor Phenylephrine (PE), an alpha-adrenergic agonist and promoter of hypertrophic growth in the ventricular myocyte, to activate the three best-characterized mitogen-activated protein kinase (MAPK) subfamilies, namely p38-MAPKs, SAPKs/JNKs (i.e.

Background Information

Phenylephrine hydrochloride used primarily as a decongestant, as an agent to dilate the pupil, and to increase blood pressure. Phenylephrine has recently been marketed as a substitute for pseudoephedrine. ......by AbMole BioScience
Phenylephrine is a selective α1-adrenergic receptor agonist used primarily as a decongestant, as an agent to dilate the pupil, and to increase blood pressure. ......by AdooQ BioScience, LLC
Phenylephrine HCl is a selective α1-adrenergic receptor agonist of the phenethylamine class used primarily as a decongestant, as an agent to dilate the pupil, and to increase blood pressure. ......by BOC Sciences
(R)-(-)-Phenylephrine hydrochloride is a selective α1-adrenoceptor agonist primarily used as a decongestant. ......by MedChemexpress Co., Ltd.
Phenylephrine HCl is a selective α1-adrenergic receptor agonist, used primarily as a decongestant. ......by Selleck Chemicals LLC
Phenylephrine HCl is a selective α1-adrenergic receptor agonist. ......by Target Molecule Corp.
α1-adrenoceptor agonist; pKi values are 5.86, 4.87 and 4.70 for α1D, α1B and α1A receptors respectively. ......by Tocris Bioscience Inc.
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Protocol(Only for Reference)

Cell Experiment

Animal Experiment

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Physical and Chemical Properties

Appearance:White to off-white Solid EBNumber:EB000012155

Storage condition

Desiccate at RT by Tocris Bioscience Inc.

Solubility

DMSO 40 mg/mL; Water 40 mg/mL by MedChemexpress Co., Ltd.
(25°C) * In vitro DMSO 41 mg/mL (201.3 mM); Water41 mg/mL (201.3 mM); Ethanol41 mg/mL (201.3 mM) by Selleck Chemicals LLC
Soluble to 100 mM in water and to 100 mM in DMSO by Tocris Bioscience Inc.
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Mechanism and Indication

Signaling Pathways GPCR/G Protein
Target Adrenergic Receptor
Research Area Cardiovascular Disease
Indications
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Clinical Information

Product Name Sponsor & Collaborators Indications Start Date End Date Phase
(R)-(-)-Phenylephrine (hydrochloride) - Launched
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Safety Data of (R)-(-)-Phenylephrine (hydrochloride)

Hazard Symbols : Xn
Risk Statements : R22;R36/37/38
Safety Statements : S26;S37/39
RTECS : DO7525000
WGKGermany : 3
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Spectral Information

9

Suppliers List

Company Price and Availability Country/Region
AbMole BioScience USA
AdooQ BioScience, LLC USA
Alfa Chemistry USA
BOC Sciences USA
BOC Sciences
Beijing Mesochem Technology Co., Ltd. China
Biochempartner Co., Ltd China
Boehringer Ingelheim GmbH Germany
CHEMSCENE, LLC 100mg/USD60();500mg/USD96() USA
Cayman Chemical Company USA
Jai Radhe Sales India
MedChemexpress Co., Ltd. 100mg/USD60();500mg/USD96() USA
Mulberry Chemicals Pvt. Ltd. India
Selleck Chemicals LLC 50mg/USD97(In stock);10mM/1mLIn DMSO/USD130(In stock) USA
Shanghai Haoyuan Chemexpress Co., Ltd. 100mg/USD60();500mg/USD96() China
Shenzhen Oriental Pharmaceutical Co., Ltd. China
Syncozymes (Shanghai) Co., Ltd. China
Target Molecule Corp. 2mg/USD20();10mg/USD42();50mg/USD97();200mg/USD122() USA
Tocris Bioscience Inc. USA
Xinxiang Tianfeng Fine Chemical Co., Ltd. China
Xuzhou Ruisai Technology Industry Co., Ltd. China
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Related Products

Other Forms of 61-76-7

Name CAS No Formula MW
(R)-(-)-Phenylephrine 59-42-7 C9H13NO2 167.205

Recommended Compounds in Adrenergic Receptor

Name CAS No Formula MW
Tolazoline 59-98-3 C10H12N2 160.22
Synephrine (hydrochloride) 5985-28-4 C9H14ClNO2 203.67
(R)-(-)-Phenylephrine 59-42-7 C9H13NO2 167.205
Nicergoline 27848-84-6 C24H26BrN3O3 484.39
Tamsulosin (hydrochloride) 106463-17-6 C20H29ClN2O5S 444.97
Tamsulosin 106133-20-4 C20H28N2O5S 408.51
UK 14,304 59803-98-4 C11H10BrN5 292.13
Guanfacine 29110-47-2 C9H9Cl2N3O 246.09
Propranolol (hydrochloride) 318-98-9 C16H22ClNO2 295.8
Guanabenz (Acetate) 23256-50-0 C10H12Cl2N4O2 291.13
Tetrahydrozoline (hydrochloride) 522-48-5 C13H17ClN2 236.74
Octopamine (hydrochloride) 770-05-8 C8H12ClNO2 189.64
Betaxolol (hydrochloride) 63659-19-8 C18H30ClNO3 343.89
Indacaterol (maleate) 753498-25-8 C28H32N2O7 508.56
Medetomidine (hydrochloride) 86347-15-1 C13H17ClN2 236.74
Norepinephrine (bitartrate monohydrate) 108341-18-0 C12H19NO10 337.28
Norepinephrine (hydrochloride) 329-56-6 C8H12ClNO3 205.64
Xylometazoline (hydrochloride) 1218-35-5 C16H25ClN2 280.84
Isoprenaline (hydrochloride) 51-30-9 C11H18ClNO3 247.72
Scopine 498-45-3 C8H13NO2 155.19

Recommended Compounds in Same Indication

Name CAS No Formula MW
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Route of Synthesis

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References

[1]. Lazou, A., P.H. Sugden, and A. Clerk, Activation of mitogen-activated protein kinases (p38-MAPKs, SAPKs/JNKs and ERKs) by the G-protein-coupled receptor agonist phenylephrine in the perfused rat heart. Biochem J, 1998. 332 ( Pt 2): p. 459-65.

[2]. Eckert, R.E., et al., Regulation of renal artery smooth muscle tone by alpha1-adrenoceptors: role of voltage-gated calcium channels and intracellular calcium stores. Urol Res, 2000. 28(2): p. 122-7.

[3]. Morton, J.S., et al., Alpha(1A)-adrenoceptors mediate contractions to phenylephrine in rabbit penile arteries. Br J Pharmacol, 2007. 150(1): p. 112-20.

Protocol Reference

Minneman et al (1994) Selectivity of agonists for cloned α1-adrenergic receptor subtypes. Mol.Pharmacol. 46 929. PMID: 7969082.

Ford et al (1997) Pharmacological pleiotropism of the human recombinant α1A-adrenoceptor: implications for α1-adrenoceptor classification. Br.J.Pharmacol. 121 1127. PMID: 9249248.

Morton et al (2007) α1A-adrenoceptors mediate contractions to phenylephrine in rabbit penile arteries. Br.J.Pharmacol. 150 112. PMID: