Compound: rivastigmine
SMILES: O=C(Oc1cc(ccc1)[C@@H](N(C)C)C)N(CC)C
InChIKey: XSVMFMHYUFZWBK-NSHDSACASA-N
Synonyms: rivastigmine, 123441-03-2, Prometax, ENA 713 free base, Nimvastid, Rivastigmine Teva, rivastigmine hexal, SDZ-ENA-713, Rivastigmina, SDZ-212-713, Rivastigmine sandoz, PKI06M3IW0, m-((S)-1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamate, (S)-3-(1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamate, Rivastigmine Transdermal System, SDZ 212-713, ENA-713D, 3-[(1S)-1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate, ONO-2540, SDZ-212713, CHEBI:8874, RIVASTIGMINE 1 A PHARMA, DTXSID7023564, RIVASTIGMINE 3M HEALTH CARE LTD, 3-((1S)-1-(Dimethylamino)ethyl)phenyl N-ethyl-N-methylcarbamate, rivastigminum, Erastig, Kerstipon, Somniton, Alzest, Eluden, Voleze, (3-((1S)-1-dimethylaminoethyl)phenyl) N-ethyl-N-methylcarbamate, [3-[(1S)-1-dimethylaminoethyl]phenyl] N-ethyl-N-methylcarbamate, RefChem:56914, 713, SDZ ENA, DTXCID703564, ENA 713, SDZ, ENA713, Hydrogen Tartrate, Rivastigmine, Tartrate, Rivastigmine Hydrogen, N06DA03, 713, ENA, (S)-N-ethyl-3-((1-dimethyl-amino)ethyl)-N-methylphenylcarbamate, Carbamic acid, ethylmethyl-, 3-(1-(dimethylamino)ethyl)phenyl ester, (S)-, (R-(R*,R*))-2,3-dihydroxybutanedioate (1:1), Exelon, (S)-Rivastigmine, (S)-3-(1-(dimethylamino)ethyl)phenyl ethyl(methyl)carbamate, [3-[(1S)-1-(dimethylamino)ethyl]phenyl] N-ethyl-N-methylcarbamate, MFCD00871496, CHEMBL636, Carbamic acid, N-ethyl-N-methyl-, 3-[(1S)-1-(dimethylamino)ethyl]phenyl ester, Exelon Patch, Ethylmethylcarbamic acid 3-[(1S)-1-(dimethylamino)ethyl]phenyl ester, 3-[(1S)-1-(dimethylamino)ethyl]phenyl ethyl(methyl)carbamate, S-Rivastigmine, SR-05000001475, UNII-PKI06M3IW0, Rivastigmine base, Prometax (TN), Rivastigmine [USAN:INN:BAN:JAN], Rivastigmine.tartrate, S4687, 3-((1S)-1-(Dimethylamino)ethyl)phenyl ethylmethylcarbamate, Rivastigmine (Standard), RIVASTIGMINE [MI], Rivastigmine Impurity 11, RIVASTIGMINE [INN], RIVASTIGMINE [JAN], Carbamic acid, ethylmethyl-, 3-((1S)-1-(dimethylamino)ethyl)phenyl ester, RIVASTIGMINE [USAN], SCHEMBL2764, RIVASTIGMINE [VANDF], RIVASTIGMINE [MART.], ethylmethylcarbamic acid 3-[1-(dimethylamino)ethyl]phenyl ester, MLS003876822, BIDD:GT0316, RIVASTIGMINE [USP-RS], RIVASTIGMINE [WHO-DD], Rivastigmine (JAN/USP/INN), GTPL6602, orb1310812, RIVASTIGMINE [EMA EPAR], SCHEMBL29614698, BDBM10620, BDBM11682, XSVMFMHYUFZWBK-NSHDSACASA-N, HMS2089H18, HMS3715P15, HMS3885B18, RIVASTIGMINE [ORANGE BOOK], RIVASTIGMINE [EP MONOGRAPH], (S)-3-[1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate, MSK11179, RIVASTIGMINE [USP MONOGRAPH], [3-[(1S)-1-(dimethylamino)ethyl]phenyl] N-ethyl-N-methyl-carbamate, EBC-08686, HY-17368R, AKOS015896334, Carbamic acid, ethylmethyl-, 3-(1-(dimethylamino)ethyl)phenyl ester, (S)-, AC-8250, CCG-221197, CS-0946, DB00989, FR15397, NCGC00167531-03, NCGC00167531-17, AS-73448, HY-17368, SMR002203623, SY115835, NS00000463, R0250, D03822, D82061, AB01275472-01, AB01275472_02, AB01275472_03, EN300-7403044, F462714, Q411887, SR-05000001475-1, SR-05000001475-2, BRD-K10706131-046-02-8, BRD-K10706131-046-03-6, BRD-K10706131-046-04-4, 3-[1-(Dimethylamino)ethyl]phenyl (S)-Ethyl(methyl)carbamate, 3-((1S)-1-(Dimethylamino)ethyl)phenyl N-ethyl N-methyl carbamate, Ethyl-methyl-carbamic acid 3-(1-dimethylamino-ethyl)-phenyl ester, Ethyl-methyl-carbamic acid 3-((R)-1-dimethylamino-ethyl)-phenyl ester, Ethyl-methyl-carbamic acid 3-((S)-1-dimethylamino-ethyl)-phenyl ester, 2,3-dihydroxybutanedioic acid; 3-[(1S)-1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate
Theoretical properties:
molecular_formula: C14H22N2O2
molecular_weight: 250.34 g/mol
exact_mass: 250.168127949 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 18
topological_polar_surface_area: 32.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: 2.04e+00 g/L
Descriptions:
pubchem: Rivastigmine is a carbamate ester obtained by formal condensation of the carboxy group of ethyl(methyl)carbamic acid with the phenolic OH group of 3-[(1S)-1-(dimethylamino)ethyl]phenol. A reversible cholinesterase inhibitor. It has a role as an EC 3.1.1.8 (cholinesterase) inhibitor, a cholinergic drug and a neuroprotective agent. It is a carbamate ester and a tertiary amino compound. It is a conjugate base of a rivastigmine(1+).
chebi: A carbamate ester obtained by formal condensation of the carboxy group of ethyl(methyl)carbamic acid with the phenolic OH group of 3-[(1<i>S</i>)-1-(dimethylamino)ethyl]phenol. A reversible cholinesterase inhibitor.
chembl: RIVASTIGMINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Rivastigmine, sold under the brand name Exelon among others, is an acetylcholinesterase inhibitor used for the treatment of dementia associated with Alzheimer's disease and with Parkinson's disease. Rivastigmine can be administered orally or via a transdermal patch; the latter form reduces the prevalence of side effects, which typically include nausea and vomiting.
Rivastigmine is eliminated through the urine, and appears to have relatively few drug-drug interactions.
It was patented in 1985 and came into medical use in 1997.