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Merck

A1260

Sigma-Aldrich

1-Adamantylamin -hydrochlorid

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

Synonym(e):

1-Amino-adamantan -hydrochlorid, Amantadin -hydrochlorid, NSC 83653, Tricyclo[3.3.1.13,7]decan-1-amin -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C10H17N · HCl
CAS-Nummer:
Molekulargewicht:
187.71
Beilstein:
4198854
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

1-Adamantylamin -hydrochlorid,

Form

powder

Löslichkeit

H2O: 50 mg/mL
ethanol: soluble

Ersteller

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-;

InChIKey

WOLHOYHSEKDWQH-SOVZANNPSA-N

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Allgemeine Beschreibung

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

Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark

Signalwort

Warning

H-Sätze

Gefahreneinstufungen

Acute Tox. 4 Oral

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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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)
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)
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
Rimantadine but not amantadine protects fischer rat embryo cells from transformation induced by 3-methylcholanthrene or benzo (a) pyrene
Price P J, et al.
In Vitro, 15(2), 82-85 (1979)
Po-Yen Lee et al.
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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