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A1260

Sigma-Aldrich

Amantadine hydrochloride

≥98% (TLC), powder, NMDA receptor antagonist

Sinonimo/i:

1-Adamantanamine hydrochloride, 1-Adamantylamine hydrochloride, 1-Aminoadamantane hydrochloride, NSC 83653, Tricyclo[3.3.1.13,7]decan-1-amine hydrochloride

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About This Item

Formula empirica (notazione di Hill):
C10H17N · HCl
Numero CAS:
Peso molecolare:
187.71
Beilstein:
4198854
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

Amantadine hydrochloride,

Forma fisica

powder

Solubilità

H2O: 50 mg/mL
ethanol: soluble

Ideatore

Endo

Stringa SMILE

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-;
WOLHOYHSEKDWQH-SOVZANNPSA-N

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Descrizione generale

Amantadine hydrochloride {tricyclo-[3,3,1,1]- deean-l-amine hydrochloride is a drug, which has rimantadine hydrochloride as its analog.

Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Pittogrammi

Exclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Consigli di prudenza

Classi di pericolo

Acute Tox. 4 Oral

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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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)
Rimantadine but not amantadine protects fischer rat embryo cells from transformation induced by 3-methylcholanthrene or benzo (a) pyrene
Price P J, et al.
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Scientific reports, 11(1), 18514-18514 (2021-09-18)
Amantadine hydrochloride (HCl) is commonly prescribed for treating influenza A virus infection and Parkinson's disease. Recently, several studies have indicated that the use of amantadine HCl is associated with corneal edema; however, the cytotoxic effect of amantadine HCl has not

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