ChemicalBook--->CAS DataBase List--->1501-84-4

1501-84-4

1501-84-4 Structure

1501-84-4 Structure
IdentificationBack Directory
[Name]

Rimantadine hydrochloride
[CAS]

1501-84-4
[Synonyms]

jp61
exp126
meradan
ROFLUAL
MERADANE
FlumMine
FLUMADINE
remantadin
Remantadine
RIMANTADINE HCL
IFLAB-BB F1386-0449
TIMTEC-BB SBB003389
RAMANTADINE HYDROCHLORIDE
RIMANTADINE HYDROCHLORIDE
Remantadin(e)Hydrochloride
Flumadine, Meradane, Roflual
Rimantadine Hydrochloride (300 mg)
RiMantadine hydrochloride(FluMadine)
1-(1-Adamanty)ethylamine Hydrochloride
1-(1-aminoethyl)-adamantanhydrochloride
1-(1-ADAMANTYL)ETHANAMINE HYDROCHLORIDE
1-(1-ADAMANTYL)ETHYLAMINE HYDROCHLORIDE
1-(1-aminoethyl)adamantane hydrochloride
Rimantadine hydrochloride solution,100ppm
1-(1-AdaMantyl)ethylaMine hydrochloride 99%
1-(1-ADAMANTYL)ETHYLAMINE HYDROCHLORIDE 98+%
α-Methyl-1-adaman-tanemethylamine hydrochloride
α-Methyltricyclo[3.3.1.13,7]decane-1-MethanaMine
alpha-methyl-1-adamantanemethylaminhydrochloride
ALPHA-METHYL-1-ADAMANTANEMETHYLAMINE HYDROCHLORIDE
α-Methyltricyclo[3.3.1.13,7]decane-1-methanamine Hydrochloride
a-Methyltricyclo[3.3.1.13,7]decane-1-methanamine Hydrochloride
Rimantadine hydrochloride Synonyms Flumadine
alpha-methyltricyclo(3.3.1.1(sup3,7))decane-1-methanaminehydrochloride
7))decane-1-methanamine,alpha-methyl-tricyclo(3.3.1.1(suphydrochloride
1-(Adamantan-1-yl)ethylamine hydrochloride, Rimantadine hydrochloride
alpha-Methyl-1-adamantanemethylamine Hydrochloride Rimantadine Hydrochloride
Tricyclo[3.3.1.13,7]decane-1-MethanaMine,a-Methyl-, hydrochloride (1:1)
[EINECS(EC#)]

604-725-9
[Molecular Formula]

C12H22ClN
[MDL Number]

MFCD00072023
[MOL File]

1501-84-4.mol
[Molecular Weight]

215.76
Chemical PropertiesBack Directory
[Appearance]

White Crystalline Solid
[Melting point ]

>300 °C(lit.)
[storage temp. ]

-20?C Freezer
[solubility ]

Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly), Water (Slig
[form ]

Solid
[color ]

White to Off-White
[Water Solubility ]

Freely soluble in water.
[Merck ]

8224
[InChI]

InChI=1S/C12H21N.ClH/c1-8(13)12-5-9-2-10(6-12)4-11(3-9)7-12;/h8-11H,2-7,13H2,1H3;1H
[InChIKey]

OZBDFBJXRJWNAV-UHFFFAOYSA-N
[SMILES]

C1C2CC3(C(N)C)CC1CC(C3)C2.Cl
[CAS DataBase Reference]

1501-84-4
Hazard InformationBack Directory
[Chemical Properties]

White Crystalline Solid
[Usage]

Used as an antiviral agent
[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.
[Originator]

DuPont (USA)
[Uses]

Used as an antiviral agent
[Definition]

ChEBI: Rimantadine hydrochloride is an organic molecular entity.
[Brand name]

Flumadine (Forest);Roflual.
[Synthesis]

(1E)-1-(1-ADAMANTYL)ETHANONE OXIME

78679-71-7

Rimantadine hydrochloride

1501-84-4

Example 3: To a Parr hydrogenation flask was added 13.7 g of 1-adamantyl methyl ketoxime (CAS: 78679-71-7), 4.0 g of 5% Pt/C catalyst and 200 ml of glacial acetic acid. After displacing the air in the flask with hydrogen, the hydrogenation reaction was carried out at 30-35 psia (200-240 KPa) hydrogen pressure for 2.25 h at room temperature. After the hydrogen absorption ceased, the reaction mixture was left to stand overnight. Subsequently, the catalyst was filtered off and the acetic acid solution was concentrated to about one-third of the original volume by distillation under reduced pressure. To the concentrated solution, 150 ml of water was added and the pH was adjusted to alkaline with sodium hydroxide solution to obtain an emulsion mixture. The emulsion was extracted twice with 100 ml of dichloromethane. The organic phases were combined, dried with magnesium sulfate and filtered. Hydrogen chloride gas was passed into the clarified dichloromethane solution and a white solid was precipitated. Next, 100 ml of ethyl acetate was added to induce the precipitation of more solids. The solid was collected by filtration to give 11.4 g of amantadine hydrochloride in 75% yield.

[storage]

Store at -20°C
[References]

[1] koff w c, elm jr j l, halstead s b. suppression of dengue virus replication in vitro by rimantadine hydrochloride[j]. the american journal of tropical medicine and hygiene, 1981, 30(1): 184-189.
[2] koff w c, peavy d l, knight v. inhibition of in vitro proliferative responses of human lymphocytes by rimantadine hydrochloride[j]. infection and immunity, 1979, 23(3): 665-669.
[3] hayden f g, monto a s. oral rimantadine hydrochloride therapy of influenza a virus h3n2 subtype infection in adults[j]. antimicrobial agents and chemotherapy, 1986, 29(2): 339-341.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P301+P312+P330-P305+P351+P338
[Hazard Codes ]

Xn
[Risk Statements ]

22-36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[RTECS ]

AU4717000
[HS Code ]

29213000
[Toxicity]

LD50 oral in rat: 640mg/kg
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Lithium Aluminum Hydride-->Mercuric Oxide-->Vinyl bromide-->Adamantane-->RIMANTADINE HCL USP(CRM STANDARD)-->(1E)-1-(1-Adamantyl)ethanone oxime-->Hydrochloric acid-->Hydrogen-->Acetic acid-->Ethyl acetate
Spectrum DetailBack Directory
[Spectrum Detail]

Rimantadine hydrochloride(1501-84-4)MS
Rimantadine hydrochloride(1501-84-4)1HNMR
Rimantadine hydrochloride(1501-84-4)13CNMR
Rimantadine hydrochloride(1501-84-4)IR1
Rimantadine hydrochloride(1501-84-4)IR2
Rimantadine hydrochloride(1501-84-4)Raman
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