Rimantadine hydrochloride

Base Information

• Chemical Name: Rimantadine hydrochloride
• CAS No.: 1501-84-4
• Molecular Formula: C₁₂H₂₁N*ClH
• Molecular Weight: 215.766
• Hs Code.: 29213000
• European Community (EC) Number: 604-725-9,934-821-9
• NSC Number: 759149,206764
• UNII: JEI07OOS8Y
• DSSTox Substance ID: DTXSID1047813
• Wikidata: Q27108162
• NCI Thesaurus Code: C61928
• RXCUI: 82093
• Metabolomics Workbench ID: 67642
• ChEMBL ID: CHEMBL535396,CHEMBL1200355
• Mol file: 1501-84-4.mol

Synonyms:Flumadine;Hydrochloride, Rimantadine;Remantadine;Riamantadine;Rimantadine;Rimantadine Hydrochloride;Roflual

Chemical Property of Rimantadine hydrochloride

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 0.0251mmHg at 25°C
• Melting Point: >300 °C
• Boiling Point: 247.8 °C at 760 mmHg
• Flash Point: 99.3 °C
• PSA: 26.02000
• LogP: 4.05230
• Storage Temp.: -20?C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly), Water(Slightly)
• Water Solubility.: Freely soluble in water.
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 215.1440774
• Heavy Atom Count: 14
• Complexity: 180

Purity/Quality:

98%99% ^*data from raw suppliers

Rimantadine, Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C12CC3CC(C1)CC(C3)C2)N.Cl
• Recent EU Clinical Trials: A clinical study to evaluate the biological effects of administering rimantadine in patients with hepatitis C virus (HCV) infection alongside standard combination therapy with pegylated interferon and ribavirin.
• Description: Rimantadine hydrochloride is an antiviral analogue of amantadine, reportedly useful in the prophylaxis and treatment of influenza A. Compared with amantadine, nmantadine appears to have a lower side-effect profile.
• Uses: Rimantadine Hydrochloride is used as an antiviral agent. Used as an antiviral agent

Technology Process of Rimantadine hydrochloride

There total 8 articles about Rimantadine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

concentrated acetic acid + 1-adamantyl methyl ketoxime (78679-71-7) → rimantadine hydrochloride (1501-84-4,33122-80-4,33122-81-5,33298-76-9)

Guidance literature:

Pt/C; In acetic acid; ethyl acetate;

Reference yield: 95.0%

1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one oxime (1707-40-0) → rimantadine hydrochloride (1501-84-4,33122-80-4,33122-81-5,33298-76-9)

Guidance literature:

1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one oxime; With palladium on activated charcoal; hydrogen; acetic acid; at 20 ℃; for 18h; under 3000.3 Torr; Autoclave;

With hydrogenchloride; In water; Pressure;

Reference yield: 75.0%

1-adamantyl methyl ketoxime (78679-71-7) → rimantadine hydrochloride (1501-84-4,33122-80-4,33122-81-5,33298-76-9)

Guidance literature:

With hydrogenchloride; hydrogen; Pt/C; In dichloromethane; water; acetic acid; ethyl acetate;

upstream raw materials:

1-adamantyl methyl ketoxime

1-((3r,5r,7r)-adamantan-1-yl)ethan-1-one oxime

adamantane

1-Adamantyl bromide

Refernces

• 1、 -. "Synthesizing method of rimantadine hydrochloride". Paragraph 0022; 0025; 0032; 0040; 0048. . Retrieved 2019/02/21.
• 2、 -. "Process for preparing rimantadine". . . Retrieved 2008/06/13.