CAS Number59-42-7
SynonymsNeophryn; Mydfrin; Mesatone; Mesaton; Phenylephrine; Nostril; EINECS 200-424-8; MFCD00044749; Mezaton; Adrianol; Isophrin; Prefrin; (R)-(-)-Phenylephrine
Molecular FormulaC9H13NO2
Molecular Weight167.21
Purity98%
Density1.159 g/cm3
Boiling Point341.1ºC at 760 mmHg
Melting Point171°C
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 59-42-7 |
| Catalog No. | 2A-9011981 |
| Chinese Name | 去氧肾上腺素 |
| Synonyms | Neophryn; Mydfrin; Mesatone; Mesaton; Phenylephrine; Nostril; EINECS 200-424-8; MFCD00044749; Mezaton; Adrianol; Isophrin; Prefrin; (R)-(-)-Phenylephrine |
| Molecular Formula | C9H13NO2 |
| Molecular Weight | 167.21 |
| Purity | 98 |
| Density | 1.159 g/cm3 |
| Boiling Point | 341.1ºC at 760 mmHg |
| Melting Point | 171°C |
| Storage Condition | Room Temperature |
| Application | (R)-(-)-Phenylephrine is a selective α1-adrenergic receptor agonist, primarily used as a decongestant. |
| SMILES | N(C[C@H](O)c1cc(ccc1)O)C |
| InChI | 1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1 |
| InChI Key | SONNWYBIRXJNDC-VIFPVBQESA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| MSDS | msds/11981_1_59_42_7.pdf |
| Bioactivity | (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Metabolic Disease In Vitro (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist with pKi values of 5.86, 4.87 and 4.70 for α1D, α1B and α1A receptors respectively[1][2]. Phenylephrine promotes cardiac fibroblast proliferation. Phenylephrine activates CaN and evokes NFAT3 nuclear translocation. It suggests that the Ca(2+)/CaN/NFAT pathway mediates phenylephrine -induced cardiac fibroblast proliferation, and this pathway might be a possible therapeutic target in cardiac fibrosis[3]. In Vivo Perfusion of hearts with 100 μM phenylephrine causes a rapid (maximal at 10 min) 12-fold activation of two p38-MAPK isoforms. α1-adrenoceptor agonists such as phenylephrine increase the contractility of the heart. Phenylephrine also activates SAPKs/JNKs in neonatal ventricular myocytes[4]. Phenylephrine could increase the alveolar fluid clearance in high tidal volume-ventilated rats and accelerate the absorption of pulmonary edema[5]. Animal Admin Rats: A total of 170 male Wistar rats are randomLy allocated into 17 groups (n=10) using random number tables. Short-term (40 minutes) mechanical ventilation with high tidal volume is performed to induce lung injury, impair active Na+ transport and lung liquid clearance in the rats. Unventilated rats serves as controls. To demonstrate the effect of phenylephrine on alveolar fluid clearance, phenylephrine at different concentrations (10, 1, 0.1, 0.01, and 0.001 μM) is injected into the alveolar space of the HVT ventilated rats[5]. References [1]. Ford AP, et al. Pharmacological pleiotropism of the human recombinant alpha1A-adrenoceptor: implications foralpha1-adrenoceptor classification. Br J Pharmacol. 1997 Jul;121(6):1127-35. [2]. Minneman KP, et al. Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. Mol Pharmacol. 1994 Nov;46(5):929-36. [3]. Wang J, et al. Phenylephrine promotes cardiac fibroblast proliferation through calcineurin-NFAT pathway. Front Biosci (Landmark Ed). 2016 Jan 1;21:502-13. [4]. Lazou A, et al. 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 Jun 1;332 ( Pt 2):459-65. [5]. Li NJ, et al. Effect of phenylephrine on alveolar fluid clearance in ventilator-induced lung injury. Chin Med Sci J. 2013 Mar;28(1):1-6. Chemical & Physical Properties Density 1.159 g/cm3 Boiling Point 341.1ºC at 760 mmHg Melting Point 171°C Molecular Formula C9H13NO2 Molecular Weight 167.20500 Flash Point 163.4ºC Exact Mass 167.09500 PSA 52.49000 LogP 1.03590 Index of Refraction -55.5 ° (C=5, 1mol/L HCl) InChIKey SONNWYBIRXJNDC-VIFPVBQESA-N SMILES CNCC(O)c1cccc(O)c1 |
| Use of | (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant. Properties Articles142 Name phenylephrine Synonym More Synonyms (R)-(-)-Phenylephrine Biological Activity Description (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist primarily used as a decongestant. Related Catalog Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor Research Areas >> Metabolic Disease In Vitro (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist with pKi values of 5.86, 4.87 and 4.70 for α1D, α1B and α1A receptors respectively[1][2]. Phenylephrine promotes cardiac fibroblast proliferation. Phenylephrine activates CaN and evokes NFAT3 nuclear translocation. It suggests that the Ca(2+)/CaN/NFAT pathway mediates phenylephrine -induced cardiac fibroblast proliferation, and this pathway might be a possible therapeutic target in cardiac fibrosis[3]. References [1]. Ford AP, et al. Pharmacological pleiotropism of the human recombinant alpha1A-adrenoceptor: implications foralpha1-adrenoceptor classification. Br J Pharmacol. 1997 Jul;121(6):1127-35. [2]. Minneman KP, et al. Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. Mol Pharmacol. 1994 Nov;46(5):929-36. [3]. Wang J, et al. Phenylephrine promotes cardiac fibroblast proliferation through calcineurin-NFAT pathway. Front Biosci (Landmark Ed). 2016 Jan 1;21:502-13. [4]. Lazou A, et al. 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 Jun 1;332 ( Pt 2):459-65. [5]. Li NJ, et al. Effect of phenylephrine on alveolar fluid clearance in ventilator-induced lung injury. Chin Med Sci J. 2013 Mar;28(1):1-6. Chemical & Physical Properties Molecular Formula C9H13NO2 Exact Mass 167.09500 PSA 52.49000 LogP 1.03590 InChIKey SONNWYBIRXJNDC-VIFPVBQESA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| Phentolamine | 50-60-2 | 2A-9011976 |
| Phentolamine mesylate | 65-28-1 | 2A-9011977 |
| Phenyl mercuric nitrate | 844-26-8 | 2A-9011978 |
| Phenyl mercuric nitrate,basic | 8003-05-2 | 2A-9011979 |
| Phenylbutazone | 50-33-9 | 2A-9011980 |
| Phenylmercury (II) borate | 102-98-7 | 2A-9011982 |
| Phenylmercuric borate | 104-32-5 | 2A-9011983 |
| Phenylmercuric chloride | 100-56-1 | 2A-9011984 |
| Phenylmercury nitrate | 55-68-5 | 2A-9011985 |
| Phenyltoloxamine citrate | 1176-08-5 | 2A-9011986 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS