Amantadine HCl

CAS# 665-66-7

Amantadine HCl

Catalog No. BCC4465----Order now to get a substantial discount!

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Quality Control of Amantadine HCl

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Chemical structure

Amantadine HCl

3D structure

Chemical Properties of Amantadine HCl

Cas No. 665-66-7 SDF Download SDF
PubChem ID 64150 Appearance Powder
Formula C10H18ClN M.Wt 187.7
Type of Compound N/A Storage Desiccate at -20°C
Synonyms 1-Adamantanamine hydrochloride; 1-Adamantylamine hydrochloride; 1-Aminoadamantane hydrochloride
Solubility DMSO : 100 mg/mL (532.74 mM; Need ultrasonic)
H2O : ≥ 50 mg/mL (266.37 mM)
*"≥" means soluble, but saturation unknown.
Chemical Name adamantan-1-amine;hydrochloride
SMILES [Cl-].NC12CC3CC(CC(C3)C1)C2.[H+]
Standard InChIKey WOLHOYHSEKDWQH-SOVZANNPSA-N
Standard InChI 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-;
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Amantadine HCl

DescriptionAmantadine Hydrochloride is an antiviral and an antiparkinsonian drug. Target: Influenza Virus Amantadine is an antiviral that is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extrapyramidal reactions, and for postherpetic neuralgia. Amantadine binding of M2, based on studies of a peptide representing the M2 transmembrane segment in dodecylphosphocholine micelles. Amantadine competes with protons for binding to the deprotonated tetramer, thereby stabilizing the tetramer in a slightly altered conformation. This model accounts for the observed inhibition of proton flux by amantadine [1]. In contrast to most other described channel-blocking molecules, amantadine causes the channel gate of NMDA receptors to close more quickly. Amantadine binding inhibits current flow through NMDA receptor channels but show that its main inhibitory action at pharmaceutically relevant concentrations results from stabilization of closed states of the channel [2].

References:
[1]. Salom, D., et al., pH-dependent tetramerization and amantadine binding of the transmembrane helix of M2 from the influenza A virus. Biochemistry, 2000. 39(46): p. 14160-70. [2]. Blanpied, T.A., R.J. Clarke, and J.W. Johnson, Amantadine inhibits NMDA receptors by accelerating channel closure during channel block. J Neurosci, 2005. 25(13): p. 3312-22.

Amantadine HCl Dilution Calculator

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Amantadine HCl Molarity Calculator

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Preparing Stock Solutions of Amantadine HCl

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.3277 mL 26.6383 mL 53.2765 mL 106.553 mL 133.1913 mL
5 mM 1.0655 mL 5.3277 mL 10.6553 mL 21.3106 mL 26.6383 mL
10 mM 0.5328 mL 2.6638 mL 5.3277 mL 10.6553 mL 13.3191 mL
50 mM 0.1066 mL 0.5328 mL 1.0655 mL 2.1311 mL 2.6638 mL
100 mM 0.0533 mL 0.2664 mL 0.5328 mL 1.0655 mL 1.3319 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Amantadine HCl

Amantadine Hydrochloride is an antiviral and an antiparkinsonian drug.

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References on Amantadine HCl

[Amantadine-HCL in the treatment of chronic hepatitis C in non-responders to alpha-interferon. Effect on ALT serum levels and viral load].[Pubmed:10511883]

Arq Gastroenterol. 1999 Apr-Jun;36(2):63-7.

Due to the limited efficacy of alpha-interferon for chronic hepatitis C amantadine has been proposed as a possible alternative method of treatment. However, few studies about efficacy of amantadine in chronic hepatitis C are available with controversial results. Stimulated by recent data in the literature, we studied the effect of 100 mg of Amantadine HCl (alone) PO bid, for a four month period on alanine aminotransferase serum levels and viral load in a cohort of 18 patients (14 males and 4 females) with chronic hepatitis C, non-responders to alpha-interferon. Inclusion criteria were: detectable serum HCV-RNA, alanine aminotransferase above the upper limit of normal, chronic inflammation on liver biopsy, no other associated chronic liver disease and written informed consent. Available biopsies showed initially four cases of cirrhosis, six of chronic persistent hepatitis and eight of chronic active hepatitis. The most prevalent HCV genotypes were 3a (n = 9, 52.94%) and 1b (n = 6, 32.29%). Viral load (Amplicor HCV Monitor, Roche, USA) and alanine aminotransferase levels were obtained at baseline and after four months of treatment. All patients enrolled into the study but one completed the treatment. One patient discontinued amantadine due to severe depression. No significant reduction was observed between baseline and final values of alanine aminotransferase (139.118 +/- 79.789 vs. 99.588 +/- 62.583 U/L, P = 0.059) and viral load (7.154 +/- 1.596 vs. 6.574 +/- 1.584 log copies/mL, P = 0.147). Amantadine alone was not effective neither eradicating viremia nor normalizing alanine aminotransferase levels in chronic hepatitis C non-responders to alpha-interferon patients. It is suggested that only a study with amantadine alone in-patients without previous treatments could determine its efficacy in comparison with alpha-interferon.

Flow injection potentiometric determination of amantadine HCl.[Pubmed:12367685]

J Pharm Biomed Anal. 2002 Oct 15;30(3):601-11.

New amantadine (Am) ion selective plastic membrane electrodes of both conventional and coated graphite types based on the ion-pair of amantadinium tetraphenylborate (Am-TPB) ion-pair are prepared. The conventional type electrode was fully characterized in terms of membrane composition, life span, pH, ionic strength and temperature. It was applied to potentiometric determination of amantadine in pure state and pharmaceutical preparation under batch and flow injection conditions. The selectivity of the electrode toward a large number of inorganic cations, sugars and amino acids was tested. The solubility product of the ion-pair and the formation constant of the precipitation reaction leading to the ion-pair formation were determined conductimetrically.

Description

Amantadine Hydrochloride is an antiviral and an antiparkinsonian drug.

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