Drug Details

General Information of the Drug (ID: DR2449)
Name
Phenylephrine
Synonyms
phenylephrine; L-Phenylephrine; 59-42-7; Metasympatol; Mezaton; Metasynephrine; Neosynephrine; Metaoxedrin; m-Oxedrine; Metaoxedrine; Mesaton; Mesatone; Visadron; m-Sympatol; Isophrin; m-Synephrine; m-Sympathol; R(-)-Phenylephrine; Metaoxedrinum; Mesatonum; Neo-Synephrine; Fenilefrina; Phenylephrinum; m-Methylaminoethanolphenol; Isophrim; Ak-dilate; 3-[(1R)-1-hydroxy-2-(methylamino)ethyl]phenol; Mydfrin; Nostril; Cyclomydril; Alcon Efrin; l-(3-Hydroxyphenyl)-N-methylethanolamine; Dionephrine; Adrianol; Biomydrin; Neophryn; Prefrin; Rhinall; Isopto Frin; Prefrin Liquifilm; (-)-m-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol; (R)-3-(1-hydroxy-2-(methylamino)ethyl)phenol; Duo-Medihaler; l-1-(m-Hydroxyphenyl)-2-methylaminoethanol; UNII-1WS297W6MV; R(-)-Mezaton; CHEBI:8093; R-PHENYLEPHRINE; Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)-; 1WS297W6MV; Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-; Phenylephrine Tannate; Ah-Chew; 1416-03-1; Spersaphrine; Dilatair; Doktors; Duration; Neofrin; Ocugestrin; Phenoptic; Fenilefrina [INN-Spanish]; Phenylephrinum [INN-Latin]; Benzenemethanol, 3-hydroxy-.alpha.-[(methylamino)methyl]-, (R)-; Ak-nefrin; I-Phrine; 61-76-7; Phenylephrine, l-; Nostril Spray Pump; Phenylephrine [INN:BAN]; Minims Phenylephrine; Hemorid; Nostril Spray Pump Mild; Alconefrin Nasal Drops 12; Alconefrin Nasal Drops 25; Alconefrin Nasal Drops 50; Alconefrin Nasal Spray 25; Neo-Synephrine Nasal Drops; Neo-Synephrine Nasal Jelly; Neo-Synephrine Nasal Spray; Ocu-Phrin Sterile Eye Drops; (-)-phenylephrine; (-)-m-Oxedrine; (R)-(-)-phenylephrine; Relief Eye Drops for Red Eyes; Phenylephrine (INN); (R)-(-)-Phenylephrine hydrochloride; HSDB 3383; UNII-DU5ATO7HYP; EINECS 200-424-8; Phenylephrine Minims (TN); phenylene; l-m-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol; AI3-02402; CCRIS 8464; l-alpha-Hydroxy-beta-methylamino-3-hydroxy-L-ethylbenzene; Phenylephrine HCI; Phenylephrine mixture with Tannins; EINECS 215-810-1; Mydfrin (Salt/Mix); Nostril (Salt/Mix); Prefrin (Salt/Mix); Adrianol (Salt/Mix); Neophryn (Salt/Mix); Biomydrin (Salt/Mix); R-(-)-Phenylephrine; Spectrum_001101; Ak-dilate (Salt/Mix); Ak-nefrin (Salt/Mix); DU5ATO7HYP; Alcon efrin (Salt/Mix); Spectrum2_001280; Spectrum3_000770; Spectrum4_000967; Spectrum5_001411; Lopac-P-6126; EC 200-424-8; Tannins, compds. with (R)-3-hydroxy-alpha-((methylamino)methyl)benzenemethanol; SCHEMBL4711; CHEMBL1215; Lopac0_000920; BSPBio_002420; GTPL485; KBioGR_001313; KBioSS_001581; BIDD:GT0157; DivK1c_000597; SPBio_001280; Benzyl alcohol, m-hydroxy-.alpha.-((methylamino)methyl)-, (-)-; (R)-2-Hydroxy-2-(3-hydroxyphenyl)-N-methylethylamine; component of Entex (Salt/Mix); component of Relief (Salt/Mix); DTXSID9023465; component of Comhist (Salt/Mix); component of Demazin (Salt/Mix); KBio1_000597; KBio2_001581; KBio2_004149; KBio2_006717; KBio3_001640; AB-101 (PHENYLEPHRINE); component of Vasosulf (Salt/Mix); component of Zincfrin (Salt/Mix); NINDS_000597; ZINC113355; component of Cerose dm (Salt/Mix); component of Prefrin-a (Salt/Mix); HY-B0769; component of Cyclomydril (Salt/Mix); ANW-42493; BDBM50067212; MFCD00044749; Neo-Synephrine Pediatric Nasal Drops; PDSP1_001108; PDSP2_001092; component of Decongestant (Salt/Mix); component of Dristan cold (Salt/Mix); Ocu-Phrin Sterile Ophthalmic Solution; AKOS006282042; CCG-205002; CS-6187; DB00388; J8.601K; MCULE-8302708533; SDCCGSBI-0050895.P005; component of Histalet forte (Salt/Mix); component of Ru-tuss liquid (Salt/Mix); IDI1_000597; component of Pv tussin syrup (Salt/Mix); component of Ru-tuss tablets (Salt/Mix); NCGC00015825-01; NCGC00015825-02; NCGC00024257-03; NCGC00024257-05; NCGC00024257-06; NCGC00024257-07; NCGC00024257-19; AM100999; AS-13635; R780; component of Hycomine compound (Salt/Mix); SBI-0050895.P004; AB0018328; component of Dristan nasal mist (Salt/Mix); P0395; 1400-EP2281815A1; 1400-EP2295409A1; 1400-EP2301933A1; 1400-EP2305640A2; 1400-EP2311827A1; 1400-EP2314590A1; 3-[(1R)-1-hydroxy-2-methylaminoethyl]phenol; C07441; D08365; J10016; M-2869; AB00053522_11; AB00053522_12; 044P749; 3-[1-Hydroxy-2-(methylamino)ethyl]phenol, (R)-; A832309; AT-057/40243664; Q421910; 3-[(1R)-2-(methylamino)-1-oxidanyl-ethyl]phenol; Q-201560; (-)-m-Hydroxy-.alpha.-(methylaminomethyl)benzyl alcohol; l-m-Hydroxy-.alpha.-((methylamino)methyl)benzyl alcohol; (R)-3-Hydroxy-.alpha.-[(methylamino)methyl]benzenemethanol; UNII-RH8FKZ05H0 component SONNWYBIRXJNDC-VIFPVBQESA-N; 3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol, AldrichCPR; l-.alpha.-Hydroxy-.beta.-methylamino-3-hydroxy-l-ethylbenzene; (-)- m-Hydroxy-a-[(methylamino)methyl]benzyl alcohol hydrochloride; Benzenemethanol, 3-hydroxy-a-[(methylamino)methyl]-, (.alpha.R)-; Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, (R)- (9CI); 1228015-39-1
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Molecular Type
Small molecule
Disease Thyrotoxicosis [ICD-11: 5A02] Approved [1]
Structure
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2D MOL

3D MOL

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Formula
C9H13NO2
PubChem CID
6041
Canonical SMILES
CNCC(C1=CC(=CC=C1)O)O
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
InChIKey
SONNWYBIRXJNDC-VIFPVBQESA-N
CAS Number
CAS 61-76-7
ChEBI ID
CHEBI:8093
TTD Drug ID
D0O6IU
DrugBank ID
DB00388
Target and Pathway
Target(s) Dopamine D2 receptor (D2R)  Molecule Info  [2]
KEGG Pathway Rap1 signaling pathway Click to Show/Hide
2 cAMP signaling pathway
3 Neuroactive ligand-receptor interaction
4 Gap junction
5 Dopaminergic synapse
6 Parkinson's disease
7 Cocaine addiction
8 Alcoholism
Panther Pathway Heterotrimeric G-protein signaling pathway-Gi alpha and Gs alpha mediated pathway Click to Show/Hide
2 Heterotrimeric G-protein signaling pathway-Gq alpha and Go alpha mediated pathway
3 Dopamine receptor mediated signaling pathway
4 Nicotine pharmacodynamics pathway
Reactome Dopamine receptors Click to Show/Hide
2 G alpha (i) signalling events
WikiPathways Hypothetical Network for Drug Addiction Click to Show/Hide
2 Monoamine GPCRs
3 GPCRs, Class A Rhodopsin-like
4 Genes and (Common) Pathways Underlying Drug Addiction
5 GPCR ligand binding
6 GPCR downstream signaling
7 Nicotine Activity on Dopaminergic Neurons
References
Reference 1 URL: http://www.guidetopharmacology.org Nucleic Acids Res. 2015 Oct 12. pii: gkv1037. The IUPHAR/BPS Guide to PHARMACOLOGY in 2016: towards curated quantitative interactions between 1300 protein targets and 6000 ligands. (Ligand id: 485).
Reference 2 MMP-2 induced vein relaxation via inhibition of [Ca2+]e-dependent mechanisms of venous smooth muscle contraction. Role of RGD peptides. J Surg Res. 2010 Apr;159(2):755-64.