Compound: Ephedrine
SMILES: O[C@H](c1ccccc1)[C@@H](NC)C
InChIKey: KWGRBVOPPLSCSI-WPRPVWTQSA-N
Synonyms: Ephedrine, l-Ephedrine, (-)-Ephedrine, 299-42-3, Ephedrin, Mandrin, Ephedrol, Sanedrine, L(-)-Ephedrine, 1-Sedrin, Biophedrin, Ephedremal, Ephedrital, Ephedrosan, Ephedrotal, Ephendronal, Eciphin, Efedrin, Ephedral, Ephedsol, Ephoxamin, Kratedyn, Manadrin, Vencipon, Zephrol, Nasol, (1R,2S)-2-(methylamino)-1-phenylpropan-1-ol, Xenadrine, Ephedrine, anhydrous, 1-2-Methylamino-1-phenylpropanol, 2-Methylamino-1-phenyl-1-propanol, l-Erythro-2-(methylamino)-1-phenylpropan-1-ol, Ephedrinum, anhydrous, GN83C131XS, 1-Hydroxy-2-methylamino-1-phenylpropane, 1-Phenyl-1-hydroxy-2-methylaminopropane, alpha-Hydroxy-beta-methylaminopropylbenzene, 1-alpha-(1-Methylaminoethyl)benzyl alcohol, alpha-(1-(Methylamino)ethyl)benzenemethanol, alpha-Hydroxy-beta-methyl amine propylbenzene, (1R,2S)-2-methylamino-1-phenylpropan-1-ol, NSC-8971, NSC-170951, (1R,2S)-1-phenyl-1-hydroxy-2-methylaminopropane, 1-Phenyl-2-methylaminopropanol, (-)-(1R,2S)-Ephedrine, DTXSID0022985, CHEBI:15407, Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (R-(R*,S*))-, NSC8971, SalPhedrine, Sal Phedrine, Ephedrine Erythro, Sulfate, Ephedrine, Renaudin, Ephedrine, RefChem:5793, Hydrochloride, Ephedrine, Erythro Isomer of Ephedrine, DTXCID402985, (1R,2S)-2-methylamino-1-phenyl-propan-1-ol, (R-(R*,S*))-alpha-(1-(Methylamino)ethyl)benzenemethanol, 206-080-5, Fedrin, Lexofedrin, I-Sedrin, l-alpha-(1-Methylaminoethyl)benzyl alcohol, Norephedrine, N-methyl-, (1R,2S)-(-)-ephedrine, l-2-Methylamino-1-phenylpropanol, Ephedrine, L-(-)-, Ephedrine l-form, Ephedrine [USAN:BAN], (L)-EPHEDRINE, Sal-Phedrine, Ephedrine (USP), HSDB 3072, NSC 8971, EINECS 206-080-5, NSC 170951, UNII-GN83C131XS, AI3-02761, NSC170951, (-)-alpha-(1-Methylaminoethyl)benzyl alcohol, 1(-)ephedrine, (1R,2S)-2-(methylamino)-1-phenyl-propan-1-ol, EPHEDRINE [MI], EPHEDRINE [HSDB], EPHEDRINE [VANDF], EPHEDRINE [MART.], EC 206-080-5, EPHEDRINE [WHO-DD], SCHEMBL4785, Lopac0_000501, GTPL556, (1r, 2s)-(-)-ephedrine, CHEMBL211456, Benzenemethanol, alpha-(1-(methylamino)ethyl)-, (-)-, EPHEDRINE [EP MONOGRAPH], SCHEMBL30411556, EPHEDRINE [USP MONOGRAPH], Benzenemethanol, alpha-((1S)-1-(methylamino)ethyl)-, (alphaR)-, HY-B1195, BDBM50480314, Benzenemethanol, .alpha.-[(1S)-1-(methylamino)ethyl]-, (.alpha.R)-, PDSP2_001327, PDSP2_001330, (1R,2S)-(-)-Ephedrine, 98%, AKOS016011257, Emerphed (ephedrine sulfate injection), EPHEDRINE, ANHYDROUS [WHO-IP], CCG-204592, CS-4802, DB01364, NCGC00162174-01, NCGC00162174-02, SBI-0051362.P003, Ephedrine for assay CRS - * Drug Precursor, EPHEDRINUM, ANHYDROUS [WHO-IP LATIN], NS00000382, (1R,2S)-2-Methylamino-1-phenyl-1-propanol, C01575, D00124, (1R*,2S*)-2-methylamino-1-phenyl-1-propanol, AB00375843_06, Q219626, SR-01000075166, (1R,2S)-(-)-2-Methylamino-1-phenyl-1-propanol, SR-01000075166-1, BRD-K45014108-003-01-8, (1R,2S)-(-)-2-(N-methylamino)-1-phenylpropan-1-ol, (1R,2S)-(-)-alpha-(1-Methylaminoethyl)benzenemethanol, benzene, 1-hydroxy-2-methylamino)propyl- (-((-) ephedrine)-, PSEUDOEPHEDRINE HYDROCHLORIDE IMPURITY A [EP IMPURITY], BENZENEMETHANOL, .ALPHA.-(1-(METHYLAMINO)ETHYL)-, (R-(R*,S*))-, (R-(R*,S*))-.ALPHA.-(1-(METHYLAMINO)ETHYL)BENZENEMETHANOL [WHO-IP]
Theoretical properties:
molecular_formula: C10H15NO
molecular_weight: 165.23 g/mol
exact_mass: 165.115364102 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 2
hydrogen_bond_acceptor_count: 2
rotatable_bond_count: 3
heavy_atom_count: 12
topological_polar_surface_area: 32.3 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Waxy solid, crystals or granules
color: Waxy solid, crystals or granules
density: 1.0085 g/cu cm at 22 °C
Descriptions:
{"pubchem": "(-)-ephedrine is a phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively. It has a role as a sympathomimetic agent, a xenobiotic, a vasoconstrictor agent, a plant metabolite, a bacterial metabolite, a nasal decongestant and an environmental contaminant. It is a member of phenylethanolamines and a phenethylamine alkaloid. It is a conjugate base of a (-)-ephedrinium.", "chebi": "A  phenethylamine alkaloid that is 2-phenylethanamine substituted by a methyl group at the amino nitrogen and a methyl and a hydroxy group at position 2 and 1 respectively.", "chembl": "EPHEDRINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Ephedrine is a central nervous system (CNS) stimulant and sympathomimetic agent that is often used to prevent low blood pressure during anesthesia. It has also been used for asthma, narcolepsy, and obesity but is not the preferred treatment. It is of unclear benefit in nasal congestion. It can be taken by mouth or by injection into a muscle, vein, or just under the skin. Onset with intravenous use is fast, while injection into a muscle can take 20 minutes, and by mouth can take an hour for effect. When given by injection, it lasts about an hour, and when taken by mouth, it can last up to four hours.\nCommon side effects include trouble sleeping, anxiety, headache, hallucinations, high blood pressure, fast heart rate, loss of appetite, and urinary retention. Serious side effects include stroke and heart attack. While probably safe in pregnancy, its use in this population is poorly studied. Use during breastfeeding is not recommended. Ephedrine works by inducing the release of norepinephrine and hence indirectly activating the \u03b1- and \u03b2-adrenergic receptors. Chemically, ephedrine is a substituted amphetamine and is the (1R,2S)-enantiomer of \u03b2-hydroxy-N-methylamphetamine.\nEphedrine was first isolated in 1885 and came into commercial use in 1926. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication. It can normally be found in plants of the Ephedra genus. Over-the-counter dietary supplements containing ephedrine are illegal in the United States, with the exception of those used in traditional Chinese medicine, where its presence is noted by m\u00e1 hu\u00e1ng.\n\n"}