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Rivastigmine information


Rivastigmine
Clinical data
Trade namesExelon, Prometax, others
AHFS/Drugs.comMonograph
MedlinePlusa602009
License data
  • US DailyMed: Rivastigmine
Pregnancy
category
  • AU: B2
Routes of
administration
By mouth, transdermal patch
ATC code
  • N06DA03 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)[1]
  • BR: Class C1 (Other controlled substances)[2]
  • CA: ℞-only[3]
  • US: ℞-only
  • EU: Rx-only
Pharmacokinetic data
Bioavailability60 to 72%
Protein binding40%
MetabolismLiver, via pseudocholinesterase
Elimination half-life1.5 hours
Excretion97% in urine
Identifiers
IUPAC name
  • (S)-3-[1-(dimethylamino)ethyl]phenyl N-ethyl-N-methylcarbamate
CAS Number
  • 123441-03-2 checkY
PubChem CID
  • 77991
IUPHAR/BPS
  • 6602
DrugBank
  • DB00989 checkY
ChemSpider
  • 70377 checkY
UNII
  • PKI06M3IW0
KEGG
  • D03822 checkY
ChEBI
  • CHEBI:8874 ☒N
ChEMBL
  • ChEMBL636 checkY
CompTox Dashboard (EPA)
  • DTXSID7023564 Edit this at Wikidata
ECHA InfoCard100.120.679 Edit this at Wikidata
Chemical and physical data
FormulaC14H22N2O2
Molar mass250.342 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C(Oc1cc(ccc1)[C@@H](N(C)C)C)N(CC)C
InChI
  • InChI=1S/C14H22N2O2/c1-6-16(5)14(17)18-13-9-7-8-12(10-13)11(2)15(3)4/h7-11H,6H2,1-5H3/t11-/m0/s1 checkY
  • Key:XSVMFMHYUFZWBK-NSHDSACASA-N checkY
 ☒NcheckY (what is this?)  (verify)

Rivastigmine (sold under the trade name Exelon among others) is a cholinesterase inhibitor used for the treatment of mild to moderate Alzheimer's disease.[4] The drug can be administered orally or via a transdermal patch; the latter form reduces the prevalence of side effects,[5] which typically include nausea and vomiting.[6]

The drug is eliminated through the urine, and appears to have relatively few drug-drug interactions.[6]

It was patented in 1985 and came into medical use in 1997.[7]

  1. ^ "Prescription medicines: registration of new generic medicines and biosimilar medicines, 2017". Therapeutic Goods Administration (TGA). 21 June 2022. Retrieved 30 March 2024.
  2. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  3. ^ "Product monograph brand safety updates". Health Canada. 7 July 2016. Retrieved 1 April 2024.
  4. ^ Khoury R, Rajamanickam J, Grossberg GT (March 2018). "An update on the safety of current therapies for Alzheimer's disease: focus on rivastigmine". Therapeutic Advances in Drug Safety. 9 (3). SAGE Publications: 171–178. doi:10.1177/2042098617750555. PMC 5810854. PMID 29492246.
  5. ^ Cite error: The named reference Winblad was invoked but never defined (see the help page).
  6. ^ a b Cite error: The named reference Inglis was invoked but never defined (see the help page).
  7. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 540. ISBN 9783527607495.

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Rivastigmine

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Rivastigmine (sold under the trade name Exelon among others) is a cholinesterase inhibitor used for the treatment of mild to moderate Alzheimer's disease...

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Cholinesterase inhibitor

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only three of these are available commercially. The three available are rivastigmine, donepezil, and galantamine, while tacrine is not. They are generally...

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Acetylcholinesterase inhibitor

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the central nervous system to alleviate neurological symptoms, such as rivastigmine in Alzheimer's disease, all cholinesterase inhibitors require doses to...

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Apathy

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disturbances such as apathy. The effects of donepezil, galantamine and rivastigmine have all been assessed but, overall, the findings have been inconsistent...

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Prosopometamorphopsia

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auditory hallucinations as a side effect. She was subsequently prescribed rivastigmine instead which reduced the auditory hallucinations and reduced her visual...

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Cholinergic

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the United States by the FDA to treat Alzheimer's include donepezil, rivastigmine, and galantamine. These drugs work to increase the levels of acetylcholine...

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Brazilian Controlled Drugs and Substances Act

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Quetiapine Ramelteon Rasagiline Reboxetine Ribavirin Rimonabant Risperidone Rivastigmine Rofecoxib Ropinirole Rotigotine Rufinamide Selegiline Sertraline Sevoflurane...

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Progressive supranuclear palsy

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blepharospasm, but this can aggravate dysphagia. Two studies have suggested that rivastigmine may help with cognitive aspects, but the authors of both studies have...

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Parasympathomimetic drug

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inhibitors Donepezil Edrophonium Neostigmine Physostigmine Pyridostigmine Rivastigmine Tacrine Caffeine (non-competitive) Huperzine A Irreversible cholinesterase...

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Transdermal patch

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transdermal patch, which was launched in the United Kingdom in early 2014. Rivastigmine, an Alzheimer's treatment medication, was released in patch form in 2007...

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Mild cognitive impairment

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ability to treat MCI or prevent progression to full Alzheimer's disease. Rivastigmine failed to stop or slow progression to Alzheimer's disease or to improve...

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Donepezil

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Physician. 45: 917–919. PMC 2328349. PMID 10216789. "Donepezil, galantamine, rivastigmine and memantine for the treatment of Alzheimer's disease | Guidance and...

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Physostigmine

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inhibitors, three of which are currently in use: donepezil, galantamine, and rivastigmine. Recently, it has begun to be used in the treatment of orthostatic hypotension...

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Choline

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+glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others: Acotiamide Ambenonium Caffeine Donepezil EA-3990...

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Dementia with Lewy bodies

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and reduce the burden on caregivers. Medicines such as donepezil and rivastigmine can temporarily improve cognition and overall functioning, and melatonin...

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Acetylcholine

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treat myasthenia gravis, and to treat symptoms of Alzheimer's disease (rivastigmine, which increases cholinergic activity in the brain). Organic mercurial...

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Caffeine

Last Update:

+glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others: Acotiamide Ambenonium Caffeine Donepezil EA-3990...

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Down syndrome

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who develop dementia there is no evidence for memantine, donepezil, rivastigmine, or galantamine. Between 5-15% of children with Down syndrome in Sweden...

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Botulinum toxin

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+glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others: Acotiamide Ambenonium Caffeine Donepezil EA-3990...

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Quetiapine

Last Update:

Douglas S, Swann A, Thomas A, et al. (April 2005). "Quetiapine and rivastigmine and cognitive decline in Alzheimer's disease: randomised double blind...

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Dementia

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minority of people side effects include a slow heart rate and fainting. Rivastigmine is recommended for treating symptoms in Parkinson's disease dementia...

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Indigestion

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neuropsychiatric medications (cholinesterase inhibitors [donepezil, rivastigmine]), SSRIs (fluoxetine, sertraline), serotonin-norepinephrine-reuptake...

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Sarin

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+glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others: Acotiamide Ambenonium Caffeine Donepezil EA-3990...

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Novartis

Last Update:

Met (vildagliptin/metformin) Diabetes mellitus type 2 Exelon Patch (rivastigmine) Alzheimer's disease 1,050 2012 −2% Exforge (amlodipine/valsartan) Hypertension...

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Chlorpyrifos

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+glycopyrronium bromide Phenserine Physostigmine Pyridostigmine Quilostigmine Rivastigmine Terestigmine; Others: Acotiamide Ambenonium Caffeine Donepezil EA-3990...

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Butyrylcholinesterase

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Cannabidivarin Cannabichromene Cannabinol Cymserine and derivatives Profenamine Rivastigmine Tacrine (+)-ZINC-12613047: IC50 human BChE 13nM, high selectivity over...

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