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500mg | ||
1g | ||
Other Sizes |
Tromantadine is an amantadine analog acting as a potent herpes simplex virus (HSV) inhibitor. Inhibiting herpes simplex virus type 1 (HSV-1) and HSV-2 replication. Unlike amantadine (1-adamantanamine), tromantadine (N-1-adamantyl-N-[2-(dimethyl amino)ethoxy]acetamide hydrochloride) inhibits herpes simplex virus type 1 (KOS strain)-induced cytopathic effect and virus replication with limited toxicity to the cells.
ln Vitro |
Tromantadine has minimal cytotoxic effects on cells while inhibiting the cytopathic effects and viral multiplication of the herpes simplex virus type 1 (KOS strain). For 24, 48, or 96 hours during incubation, Vero and HEp-2 cells tolerated up to 2 mg of triamantadine per 2x106 cells with little to no change in cell shape. The cytopathic effects of the herpes simplex virus are lessened when cells are treated with 10–50 μg of tromantadine. Giving 100–500 μg of tromantadine prevents the cytopathic effects of the herpes simplex virus and lowers the amount of virus that is produced. Treatment at 500 μg to 1 mg resulted in complete suppression of viral production. The viral inoculum and the compound's adding timing in relation to infection both affect triamantadine's antiherpetic efficacy. Tromantadine prevents the formation of viral peptides and particles when added at the time of infection or four hours later [1]. With less interference to the phospholipid packing, trimantadine raises the temperature of phosphatidylethanolamine's bilayer to hexagonal phase transition. It has been demonstrated that tromantadine inhibits virus-induced cell-to-cell fusion and functions similarly to cyclosporin A [2].
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References |
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Additional Infomation |
Tromantadine is a secondary carboxamide.
Tromantadine is marketed as Viru-Merz in the Czech Republic. It is an antiviral used in the treatment of herpes zoster and simplex. Tromantadine is a cyclic amine with activity against herpes simplex virus. Tromantadine inhibits absorption of virions to cell surfaces, as well as penetration and uncoating of the virus. |
Molecular Formula |
C16H28N2O2
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Molecular Weight |
280.40572
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Exact Mass |
280.215
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CAS # |
53783-83-8
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Related CAS # |
Tromantadine hydrochloride;41544-24-5
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PubChem CID |
64377
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Appearance |
Colorless to light yellow ointment
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Density |
1.09g/cm3
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Boiling Point |
434.5ºC at 760 mmHg
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Flash Point |
216.6ºC
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Index of Refraction |
1.533
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LogP |
2.04
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Hydrogen Bond Donor Count |
1
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Hydrogen Bond Acceptor Count |
3
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Rotatable Bond Count |
6
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Heavy Atom Count |
20
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Complexity |
326
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Defined Atom Stereocenter Count |
0
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SMILES |
O=C(COCCN(C)C)NC1(C[C@H](C2)C3)C[C@H]3C[C@H]2C1
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InChi Key |
UXQDWARBDDDTKG-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C16H28N2O2/c1-18(2)3-4-20-11-15(19)17-16-8-12-5-13(9-16)7-14(6-12)10-16/h12-14H,3-11H2,1-2H3,(H,17,19)
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Chemical Name |
N-(1-adamantyl)-2-[2-(dimethylamino)ethoxy]acetamide
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HS Tariff Code |
2934.99.9001
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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)
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Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 :Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 3.5662 mL | 17.8310 mL | 35.6621 mL | |
5 mM | 0.7132 mL | 3.5662 mL | 7.1324 mL | |
10 mM | 0.3566 mL | 1.7831 mL | 3.5662 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.
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.