Adamantan-1-amine;hydron;chloride

Base Information

• Chemical Name: Adamantan-1-amine;hydron;chloride
• CAS No.: 665-66-7
• Molecular Formula: C10H18ClN
• Molecular Weight: 187.713
• Hs Code.: 29213000
• Mol file: 665-66-7.mol

Synonyms:SCHEMBL8907194;AKOS026750102

Chemical Property of Adamantan-1-amine;hydron;chloride

Chemical Property:

• Appearance/Colour: Crystalline solid
• Vapor Pressure: 0.085mmHg at 25°C
• Melting Point: >300 °C(lit.)
• Refractive Index: 1.558
• Boiling Point: 1-Adamantanamine hydrochloride
• Flash Point: 96 °C
• PSA: 26.02000
• Density: 1.067g/cm3
• LogP: 3.41620
• Storage Temp.: -20°C Freezer
• Sensitive.: Hygroscopic
• Solubility.: H2O: 50 mg/mL
• Water Solubility.: soluble
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 187.1127773
• Heavy Atom Count: 12
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Amantadine hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xn
• Statements: 22-40-20/21/22
• Safety Statements: 22-36/37-36-35-20/21

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [H+].C1C2CC3CC1CC(C2)(C3)N.[Cl-]
• Uses: 1-Adamantanamine hydrochloride is used in the prophylactic or symptomatic treatment of influenza A. It is also used as an antiparkinsonian agent, to treat extra pyramidal reactions, and for postherpetic neuralgia. It is also used an NMDA-receptor antagoinst. antiviral, antiparkinsonian; treatment of drug-induced extrapyrimidal reactions selective FP prostanoid receptor agonist, F-series prostaglandin analog. 200 times as potent as Latanoprost -20oC NMDA-receptor antagonist. Antiviral; antiparkinsonian
• Therapeutic Function: Antiviral, Antiparkinsonian
• Clinical Use: Parkinson’s disease (but not drug-induced extrapyramidal symptoms) Post-herpetic neuralgia Prophylaxis and treatment of influenza A
• Drug interactions: Potentially hazardous interactions with other drugs Memantine: increased risk of CNS toxicity - avoid; effects of amantadine possibly enhanced.

Technology Process of Adamantan-1-amine;hydron;chloride

There total 18 articles about Adamantan-1-amine;hydron;chloride 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: 100.0%

1-Adamantanamine (768-94-5) → amantadine hydrochloride (665-66-7,13878-11-0)

Guidance literature:

With hydroxylamine hydrochloride; In ethanol; for 2h; Reflux;

DOI:10.1080/00397911.2015.1096943

Reference yield: 99.0%

1-Azidoadamantane (24886-73-5) → amantadine hydrochloride (665-66-7,13878-11-0)

Guidance literature:

With propan-1-ol; 2,2'-azobis(isobutyronitrile); phenylsilane; bis(tri-n-butyltin)oxide; In benzene; Heating;

DOI:10.1021/jo9721958

Reference yield: 99.0%

2,2,2-trichloroethyl ((3s,5s,7s)-adamantan-1-yl)carbamate (17341-91-2) → amantadine hydrochloride (665-66-7,13878-11-0)

Guidance literature:

2,2,2-trichloroethyl ((3s,5s,7s)-adamantan-1-yl)carbamate; With acetic acid; zinc;

With acetyl chloride; In methanol; Heating;

DOI:10.1002/chem.200702027

upstream raw materials:

1-(Chloroamino)adamantane

1-Azidoadamantane

adamantylmagnesium bromide

1-Adamantanamine

Downstream raw materials:

1-(5-bromonicotinoylamino)adamantane

4-[5-(adamantan-1-ylcarbamoyl)-1H-benzoimidazol-2-yl]-benzoic acid methyl ester

Refernces

• 1、 -. "Amantadine hydrochloride and preparation method thereof". . . Retrieved 2021/03/18.
• 2、 -. "Synthetic method of amantadine hydrochloride (by machine translation)". Paragraph 0115; 0119-0122; 0145; 0149-0156; 0157; 0162-0184. . Retrieved 2020/05/29.