All Photos(4)
Synonym(s):
1-Adamantanamine hydrochloride, 1-Adamantylamine hydrochloride, 1-Aminoadamantane hydrochloride, NSC 83653, Tricyclo[3.3.1.13,7]decan-1-amine hydrochloride
Empirical Formula (Hill Notation):
C10H17N · HCl
CAS Number:
Molecular Weight:
187.71
Beilstein:
4198854
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
powder
Quality Level
solubility
H2O: 50 mg/mL
ethanol: soluble
originator
Endo
SMILES string
Cl[H].[H][C@@]12C[C@@]3([H])C[C@@]([H])(C1)CC(N)(C2)C3
InChI
1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H/t7-,8+,9-,10-;
InChI key
WOLHOYHSEKDWQH-SOVZANNPSA-N
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General description
Amantadine hydrochloride {tricyclo-[3,3,1,1]- deean-l-amine hydrochloride is a drug, which has rimantadine hydrochloride as its analog.
Application
Amantadine hydrochloride has been used:
- to determine its effectiveness in reducing surgery-induced cognitive impairment
- to preincubate multipotent stem cells (MSCs), to investigate the cellular internalization pathway
- to determine whether amantadine-attenuated sepsis-induces neuroinflammation and dysfunction of learning and memory
- to preincubate primary cultured rat dental pulp stem cells (rDPSCs)
- to determine the pathway of internalization
Biochem/physiol Actions
Amantadine hydrochloride is effective against influenza viruses both in vivo and in vitro. It is considered as an antagonist of the N-methyl-D-aspartate (NMDA) type glutamate receptor. Amantadine plays an important role in the release of dopamine, preventing dopamine reuptake and blocking microglial activation and neuroinflammation.
Dopamine releaser used to treat Parkinsonism and drug-induced extrapyramidal reactions.
Features and Benefits
This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Endo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Intracellular co-delivery of Sr ion and phenamil drug through mesoporous bioglass nanocarriers synergizes BMP signaling and tissue mineralization
Lee J H, et al.
Acta Biomaterialia, 93-108 (2017)
John Whyte et al.
Archives of physical medicine and rehabilitation, 94(10), 1877-1883 (2013-06-06)
To assess the incidence of medical complications in patients with recent traumatic disorders of consciousness (DOCs). Data on adverse events in a placebo controlled trial of amantadine hydrochloride revealed no group difference, which allowed these events to be reanalyzed descriptively
Amantadine attenuates sepsis-induced cognitive dysfunction possibly not through inhibiting toll-like receptor 2
Xing W, et al.
Journal of Molecular Medicine, 96(5), 391-402 (2018)
Guvenc Dogan et al.
Turkish neurosurgery, 30(1), 60-68 (2020-02-25)
To investigate the neuroprotective effect of a N-methyl-D-aspartate (NMDA) receptor antagonist (amantadine) in an experimental spinal cord injury (SCI) model. Thirty male Spragueâ€"Dawley rats were divided into three groups: control (I), SCI (II), and SCI + amantadine (III). SCI was
Effect of aminated mesoporous bioactive glass nanoparticles on the differentiation of dental pulp stem cells
Lee J H, et al.
Testing, 11(3), e0150727-e0150727 (2016)
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