Amantadine HCl

Alias: ADS-5102; EXP 105-1; EXP-105-1; GP 38026; ADS5102; EXP-105-1; EXP-105-1; GP38026; ADS 5102; EXP105-1; EXP-105-1; GP-38026; 1-Adamantanamine hydrochloride; 1-Adamantylamine hydrochloride; Influenol; Midantan; Midantane; Mydantane; NSC 83653; Amantadine HCl; Symadine; Symmetrel; Trivaline; Virasol; Viregyt; Virofral; Virosol; 1-adamantanamine HCl
Cat No.:V1257 Purity: ≥98%
Amantadine HCl (EXP-105-1; GP 38026; ADS5102; Influenol; Midantan; Midantane; Mydantane; NSC 83653; Symadine; Symmetrel; Trivaline; Virasol; Viregyt; Virofral; Virosol),the hydrochloride salt of amantadine, is an approved medication used to treat or prevent infections of the respiratory tract caused by a certain virus.
Amantadine HCl Chemical Structure CAS No.: 665-66-7
Product category: Dopamine Receptor
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5g
10g
25g
50g
100g
Other Sizes

Other Forms of Amantadine HCl:

  • Amantadine
  • Amantadine sulfate
Official Supplier of:
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Amantadine HCl (EXP-105-1; GP 38026; ADS5102; Influenol; Midantan; Midantane; Mydantane; NSC 83653; Symadine; Symmetrel; Trivaline; Virasol; Viregyt; Virofral; Virosol), the hydrochloride salt of amantadine, is an approved medication used to treat or prevent infections of the respiratory tract caused by a certain virus. Amantadine has been approved by the FDA to be used as an antiviral and an antiparkinsonian medication.

Biological Activity I Assay Protocols (From Reference)
Targets
CDK2; Bcl-2; Bax
ln Vitro
Amantadine hydrochloride (0-500 μM, 26 hours) inhibits SARS-CoV-2 replication with IC50 concentrations between 83 and 119 μM [4]. Amantadine hydrochloride (0-100 μg/mL, 24-72 h) significantly inhibits HepG2. Amantadine hydrochloride (0-75 μg/mL, 48 h) blocks the cell cycle in the G0/G1 phase and induces cell swelling [6]. Amantadine hydrochloride (0-75 μg) and swelling of SMMC-7721 cells [6]. /mL, 48 h) can reduce cell cycle-related genes and proteins (cyclin D1, cyclin E and CDK2), reduce Bcl-2 and increase Bax protein and mRNA levels [6]. Cell Viability Assay[4] Cell Line: Vero E6 Cell Concentration: 500 µM, 100 µM, 20 µM, 4 µM and 8 nM Incubation time: 26 hours Results: Concentration of viral nucleic acid in the supernatant after 26 hours of infection at 10°C Reduced dependence (IC50=83 µM) -500 µM. Results in a concentration-dependent reduction of viral nucleic acid in the cytoplasm (IC50=119 µM) 26 hours post-infection. Cell proliferation assay[6] Cell lines: Human HCC cell lines (HepG2 and SMMC-7721) and normal liver cells (L02 cells) Concentrations: 0, 1, 2, 5, 10, 25, 50 and 100 µg/mL Incubation time : 24, 48 and 72 hours Results: Inhibited cell proliferation in a time- and dose-dependent manner in HepG2 and SMMC-7721 cells. Cell cycle analysis[6] Cell lines: HepG2 and SMMC-7721 Cell concentrations: 0, 10, 25, 50 and 75 µg/mL Incubation time: 48 hours Results: Significant increase in the number of HepG2 and SMMC-7721 cells in G0/G1 phase in a dose-dependent manner, and significantly reduced the number of HepG2 cells in the S phase. Apoptosis analysis[6] Cell lines: HepG2 and SMMC-7721 Cell concentrations: 0, 10, 25, 50 and 75 µg/mL Incubation time: 48 hours Results: Significant increase in the percentage of apoptotic HepG2 and SMMC-7721 cells (early- and late-stage apoptosis) in a dose-dependent manner. Western Blot Analysis[6] Cell lines: HepG2 and SMMC-7721 Cell concentrations: 0, 10, 25, 50 and 75 µg/mL Incubation time: 48 h Results: showed downregulation of cyclin D1, cyclin E and CDK2, and showed that HepG2 and Bcl-2 levels were reduced and Bax levels were increased in SMMC-7721 cells. RT-PCR[6] Cell lines: HepG2 and SMMC-7721 Cell concentrations: 0, 10, 25, 50 and 75 µg/mL Incubation time: 48 hours Results: Showed an increase in Bax and a decrease in Bcl-2 gene.
ln Vivo
Amantadine hydrochloride (25 mg/kg, IP, once daily for 3 days) inhibits neuromodulation and learning and memory impairments caused by conditioning [5]. Animal model: Fischer 344 rats (4 months old, male, 290-330 g, 15 rats per group) [5] Dosage: 25 mg/kg Administration method: IP, once daily for 3 consecutive days (surgery 15 minutes before the first administration) Results: Inhibition of neuroinflammation and learning and memory impairment caused by surgery, increased GDNF (glial cell line-derived neurotrophic factor) and glial fibrillary acidic protein (star) in the hippocampus morphocyte markers) colocalized.
Cell Assay
Cell Line: Vero E6 cells
Concentration: 500 µM, 100 µM, 20 µM, 4 µM, and 8 nM
Incubation Time: 26 h
Result: Caused a concentration-dependent reduction (IC50=83 µM) of viral nucleic acids in the supernatant 26 h after infection at 10-500 µM. Caused a concentration-dependent reduction (IC50=119 µM) of viral nucleic acids in the cytosol 26 h after infection.
Animal Protocol
Fischer 344 rats (Four-month old, male, 290-330 g, 15 rats each group)
25 mg/kg
Administration: IP, once daily for 3 days (the first dose at 15 min before surgery)
References

[1]. Emergence of amantadine-resistant influenza A viruses: epidemiological study. J Infect Chemother. 2003;9(3):195-200.

[2]. Amantadine: the journey from fighting flu to treating Parkinson disease. Neurology. 2012;78(14):1096-1099.

[3]. A review of compounds exhibiting anti-orthopoxvirus activity in animal models. Antiviral Res. 2003 Jan;57(1-2):41-52.

[4]. Amantadine Inhibits SARS-CoV-2 In Vitro. Viruses. 2021 Mar 24;13(4):539.

[5]. Amantadine alleviates postoperative cognitive dysfunction possibly by increasing glial cell line-derived neurotrophic factor in rats. Anesthesiology. 2014 Oct;121(4):773-85.

[6]. Amantadine inhibits cellular proliferation and induces the apoptosis of hepatocellular cancer cells in vitro. Int J Mol Med. 2015;36(3):904-910.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H18CLN
Molecular Weight
187.7
Exact Mass
187.11
Elemental Analysis
C, 63.99; H, 9.67; Cl, 18.89; N, 7.46
CAS #
665-66-7
Related CAS #
Amantadine; 768-94-5; Amantadine sulfate; 31377-23-8
Appearance
Solid powder
SMILES
C1C2CC3CC1CC(C2)(C3)N.Cl
InChi Key
WOLHOYHSEKDWQH-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H
Chemical Name
adamantan-1-amine;hydrochloride
Synonyms
ADS-5102; EXP 105-1; EXP-105-1; GP 38026; ADS5102; EXP-105-1; EXP-105-1; GP38026; ADS 5102; EXP105-1; EXP-105-1; GP-38026; 1-Adamantanamine hydrochloride; 1-Adamantylamine hydrochloride; Influenol; Midantan; Midantane; Mydantane; NSC 83653; Amantadine HCl; Symadine; Symmetrel; Trivaline; Virasol; Viregyt; Virofral; Virosol; 1-adamantanamine HCl
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 38~100 mg/mL (202.5~532.7 mM)
Water: ~38 mg/mL (~202.5 mM)
Ethanol: ~38 mg/mL (~202.5 mM)
Solubility (In Vivo)

Chemical Name: adamantan-1-amine hydrochloride

InChi Key: WOLHOYHSEKDWQH-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H17N.ClH/c11-10-4-7-1-8(5-10)3-9(2-7)6-10;/h7-9H,1-6,11H2;1H

SMILES Code: NC12CC3CC(C2)CC(C3)C1.[H]Cl

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 5.3277 mL 26.6383 mL 53.2765 mL
5 mM 1.0655 mL 5.3277 mL 10.6553 mL
10 mM 0.5328 mL 2.6638 mL 5.3277 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT06052787 Recruiting Drug: Cerebrolysin
Drug: amantadine sulfate
Traumatic Brain Injury Ain Shams University September 1, 2023 Phase 3
NCT05140148 Recruiting Drug: Amantadine
Drug: Placebo
Stroke, Ischemic
Stroke Hemorrhagic
University of Pennsylvania February 1, 2022 Phase 2
NCT05667077 Not yet recruiting Drug: Amantadine Post-COVID-19 Syndrome Shahid Beheshti University of
Medical Sciences
December 26, 2022 Phase 2
NCT06055244 Not yet recruiting Drug: Amantadine Long COVID
Post-COVID19 Condition
Ohio State University October 15, 2023 Phase 1
NCT04530006 Recruiting Diagnostic Test: Amantadine
Hydrochloride
Glioblastoma Multiforme CancerCare Manitoba December 2, 2020 Not Applicable
Biological Data
  • Effects of amantadine on cell growth. (A–C) Cell viability assay (MTT) after 24, 48 or 72 h exposure of human hepatocellular carcinoma cells HepG2 and SMMC-7721 and normal hepatocellular cells (L02) to various concentrations of amantadine. Int J Mol Med . 2015 Sep;36(3):904-10.
  • Amantadine promotes cell cycle arrest in HepG2 cells. Int J Mol Med . 2015 Sep;36(3):904-10.
  • Amantadine attenuated surgery-induced learning and memory impairment. Anesthesiology . 2014 Oct;121(4):773-85.
  • Amantadine inhibited surgery-induced ionized calcium binding adapter molecule 1 (Iba-1) expression at one day after the surgery. Anesthesiology . 2014 Oct;121(4):773-85.
  • In vitro binding interference of the SARS-CoV-2 spike protein to recombinant ACE2 and amantadine, remdesivir, or camostat mesylate. Viruses . 2021 Mar 24;13(4):539.
  • Effect of amantadine on SARS-CoV-2 replication in vitro in the first (A–D) and second (E,F) series of experiments. Viruses . 2021 Mar 24;13(4):539.
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