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A1260

Amantadine hydrochloride

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

Sinónimos:

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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Fórmula empírica (notación de Hill):
C10H17N · HCl
Número CAS:
665-66-7
Peso molecular:
187.71
NACRES:
NA.77
PubChem Substance ID:
24277882
UNSPSC Code:
12352200
EC Number:
211-560-2
MDL number:
MFCD00074723
Beilstein/REAXYS Number:
4198854
Form:
powder
Servicio técnico
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Nombre del producto

Amantadine hydrochloride,

form

powder

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

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

Dopamine releaser used to treat Parkinsonism and drug-induced extrapyramidal reactions.
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.

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.

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Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Repr. 2 - Skin Corr. 1B

Clase de almacenamiento

8A - Combustible corrosive hazardous materials

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Certificados de análisis (COA)

Lot/Batch Number
0000461265
0000461265
0000439459
0000439459
WXBF5496V

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Contenido relacionado

Product Information Sheet - A1260

Product Information Sheet

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)
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