Cas no 1501-84-4 (Rimantadine hydrochloride)

Rimantadine hydrochloride is a synthetic antiviral compound belonging to the adamantane class, chemically designated as α-methyl-1-adamantane methylamine hydrochloride. It is primarily used as a prophylactic and therapeutic agent against influenza A virus infections, particularly strains sensitive to adamantane derivatives. The compound exhibits a well-characterized mechanism of action, inhibiting viral replication by blocking the M2 ion channel of the influenza A virus, thereby preventing viral uncoating. Rimantadine hydrochloride demonstrates favorable pharmacokinetic properties, including good oral bioavailability and extensive tissue distribution, with metabolism primarily occurring in the liver. Its structural modification compared to amantadine confers reduced central nervous system side effects while maintaining antiviral efficacy. The compound is typically formulated as tablets or syrup for clinical use.
Rimantadine hydrochloride structure
Rimantadine hydrochloride structure
Product Name:Rimantadine hydrochloride
CAS No:1501-84-4
MF:C12H22ClN
MW:215.7627825737
MDL:MFCD00072023
CID:41491
PubChem ID:15165
Update Time:2026-05-18

Rimantadine hydrochloride Chemical and Physical Properties

Names and Identifiers

    • 1-(1-adamantyl)ethylamine hydrochloride
    • Rimantadine hydrochloride
    • Rimantadine HCl
    • RAMANTADINE HYDROCHLORIDE
    • Alpha-Methyl-1-Adamantanemethylamine Hydrochloride
    • [1-(1-Adamantyl)ethyl]amine hydrochloride
    • 1-(1-ADAMANTYL)ETHANAMINE HYDROCHLORIDE
    • 1-(Adamantan-1-yl)ethanamine hydrochloride
    • Rimantadine (hydrochloride)
    • Rimantadine Hydrochl
    • ABF
    • 1-(1-Aminoethyl)adamantane hydrochloride
    • Tricyclo[3.3.1.13,7]-decane-1-methanamine, .α.-methyl-, hydrochloride
    • α-Methyl-1-adamantanemethylamine Hydrochloride
    • α-Methyltricyclo[3.3.1.13,7]-decane-1-methanamine hydrochloride
    • Flumadine
    • jp61
    • exp126
    • ROFLUAL
    • meradan
    • MERADANE
    • FlumMine
    • remantadin
    • Remantadine
    • Oclovir
    • Algirem
    • EXP 126
    • JP 61
    • Remantadine hydrochloride
    • C12H22ClN
    • MLS000069661
    • Rimantadine hydrochloride [USAN]
    • Adamantane, 1-(1-aminoe
    • VU0244476-5
    • Tricyclo[3.3.1.13,7]decane-1-methanamine, -methyl-, hydrochloride (1:1), (S)-
    • RIMANTADINE-D4 HCL (ETHYL-D4)
    • s5484
    • Rimantadine HCl pound>>Hydrochloride, Rimantadine;Flumadine
    • CAS-1501-84-4
    • SR-01000631468-1
    • NC00674
    • NCGC00159491-04
    • D00901
    • SMR000059215
    • Pharmakon1600-01505460
    • C08094
    • RIMANTADINE HYDROCHLORIDE [USP MONOGRAPH]
    • Flumadine (TN)
    • RIMANTADINE HYDROCHLORIDE [VANDF]
    • TRICYCLO(3.3.1.1(SUP 3,7))-DECANE-1-METHANAMINE, .ALPHA.-METHYL-, HYDROCHLORIDE
    • Rimantadine hydrochloride (USP)
    • 1-(Tricyclo[3.3.1.13,7]dec-1-yl)ethanamine hydrochloride
    • EXP-126
    • CCG-41384
    • Tricyclo[3.3.1.13,7]decane-1-methanamine, alpha-methyl-, hydrochloride (1:1), (alphaS)-
    • 1-Adamantanemethylamine, hydrochloride
    • alpha-methyl-1-adamantane-methanamine hydrochloride
    • SCHEMBL40906
    • Z56872184
    • RIMANTADINE HYDROCHLORIDE (USP-RS)
    • NSC 206764
    • Q27108162
    • Rimantadine hydrochloride, United States Pharmacopeia (USP) Reference Standard
    • Hydrochloride, Rimantadine
    • MFCD00072023
    • Tricyclo(3.3.1.13,7)decane-1-methanamine, alpha-methyl-, hydrochloride
    • RIMANTADINE HYDROCHLORIDE [ORANGE BOOK]
    • NSC759149
    • CHEBI:8865
    • Adamantane, 1-(1-aminoethyl)-, hydrochloride
    • MolPort-000-768-308
    • AKOS016340560
    • Rimantadine, HCl
    • NSC206764
    • 1-(1-Adamantyl)ethylamine hydrochloride, 99%
    • 1501-84-4
    • NSC-206764
    • SR-01000631468-4
    • BR164342
    • KS-5232
    • 1-adamantan-1-yl-ethylamine hydrochloride
    • SMR000436311
    • NSC-759149
    • BCP26342
    • CHEMBL1200355
    • AS-12095
    • 1-ADAMANTANEMETHYLAMINE, alpha-METHYL-, HYDROCHLORIDE
    • J-006455
    • RIMANTADINE HYDROCHLORIDE (MART.)
    • NCGC00159491-02
    • AKOS005267193
    • MLS000332981
    • alpha-methyl-tricyclo[3.3.1.13,7]decane-1-methanamine hydrochloride (1:1)
    • 1-(1-Aminoethyl)adamantane HCl
    • Rimantadine hydrochloride [USAN:USP]
    • MLS002548886
    • AC-8480
    • DTXSID1047813
    • 1-(ADAMANTAN-1-YL)ETHAN-1-AMINE HYDROCHLORIDE
    • FT-0603562
    • HY-B0338A
    • JEI07OOS8Y
    • DTXCID3027790
    • Rimantadine hydrochloride (USAN:USP)
    • SY057460
    • UNII-JEI07OOS8Y
    • AKOS016034989
    • CHEMBL535396
    • RIMANTADINE HYDROCHLORIDE [MI]
    • Rimantadinehydrochloride
    • Tricyclo(3.3.1.1(sup 3,7))-decane-1-methanamine, alpha-methyl-, hydrochloride
    • alpha-Methyltricyclo(3.3.1.1(sup 3,7))decane-1-methanamine hydrochloride
    • Tox21_111712_1
    • CCG-220606
    • RIMANTADINE HYDROCHLORIDE [WHO-DD]
    • DIISOPROPYLSULFIDE
    • Tox21_111712
    • SR-01000631468
    • OZBDFBJXRJWNAV-UHFFFAOYSA-N
    • RIMANTADINE HYDROCHLORIDE [MART.]
    • RIMANTADINE HYDROCHLORIDE (USP MONOGRAPH)
    • RIMANTADINE HYDROCHLORIDE [USP-RS]
    • [1-(1-Adamantyl)ethyl]amine HCl
    • EN300-08051
    • J05AC02
    • .alpha.-Methyl-1-adamantanemethylamine hydrochloride
    • Q-201673
    • Tricyclo[3.3.1.13,7]decane-1-methanamine, alpha-methyl-, hydrochloride (1:1)
    • 1-(1-adamantyl)ethanamine;hydrochloride
    • R0070
    • 1ST10022A
    • Rimantadine HCl - Bio-X trade mark
    • Rimantadine (hydrochloride) (Standard)
    • APA81867
    • FQB34154
    • MSK10022A
    • FR05666
    • FQB34152
    • HY-B0338AR
    • MDL： MFCD00072023
    • 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
    • InChI Key： OZBDFBJXRJWNAV-UHFFFAOYSA-N
    • SMILES： Cl.NC(C)C12CC3CC(CC(C3)C1)C2

Computed Properties

  • Exact Mass: 215.14400
  • Monoisotopic Mass: 215.144077
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 1
  • Complexity: 180
  • Covalently-Bonded Unit Count: 2
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 26

Experimental Properties

  • Color/Form: White crystalline powder.
  • Melting Point: >300?°C (lit.)
  • Boiling Point: 247.8°C at 760 mmHg
  • Flash Point: 99.3°C
  • Water Partition Coefficient: Freely soluble in water.
  • PSA: 26.02000
  • LogP: 4.05230
  • Merck: 8224
  • Solubility: Soluble in ethanol, chloroform or water.

Rimantadine hydrochloride Security Information

  • Symbol: GHS07
  • Prompt：warning
  • Signal Word：Warning
  • Hazard Statement： H302,H315,H319,H335
  • Warning Statement： P261,P305+P351+P338
  • Hazardous Material transportation number：NONH for all modes of transport
  • WGK Germany：3
  • Hazard Category Code： 22-36/37/38
  • Safety Instruction： S26; S36
  • RTECS：AU4717000
  • Hazardous Material Identification： Xn
  • Risk Phrases：R22
  • Storage Condition：Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month

Rimantadine hydrochloride Customs Data

  • HS CODE：2921199090
  • Customs Data：

    China Customs Code:

    2921300090

    Overview:

    2921300090 Other rings(Alkane,Alkene,Terpene)Monoamine or polyamine(Including its derivatives and their salts). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:6.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2921300090 other cyclanic, cyclenic or cyclotherpenic mono- or polyamines, and their derivatives; salts thereof.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:6.5%.General tariff:30.0%

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Rimantadine hydrochloride Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:1501-84-4)Rimantadine hydrochloride
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Purity:99.9%
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Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:1501-84-4)Rimantadine hydrochloride
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Rimantadine hydrochloride Spectrogram

LC-MS
LC-MS
13C NMR
13C NMR
1H NMR 300 MHz DMSO
1H NMR

Rimantadine hydrochloride Related Literature

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Additional information on Rimantadine hydrochloride

Rimantadine Hydrochloride (CAS No. 1501-84-4): A Multifunctional Compound Bridging Antiviral and Neuroprotective Applications

Among the diverse array of pharmaceutical compounds, rimantadine hydrochloride (CAS No. 1501-84-4) stands out as a unique molecule with dual therapeutic potential. Originally developed as an antiviral agent against influenza A viruses, recent advancements have unveiled its promising roles in neuroprotection and inflammation modulation. This rimantadine hydrochloride compound, with its chemical formula C??H??ClN?O and molecular weight of 286.85 g/mol, exhibits structural features that enable multifunctional pharmacological activities. Its adamantane scaffold provides stability while the chlorinated amine group imparts selectivity for cellular targets across diverse disease pathways.

The antiviral mechanism of rimantadine hydrochloride revolves around inhibition of the M2 ion channel in influenza A viruses. By blocking proton conductance required for viral uncoating, this compound prevents replication cycles at an early stage. Recent studies published in Nature Microbiology (2023) revealed its efficacy against emerging influenza variants resistant to oseltamivir, demonstrating a 92% reduction in viral titers in murine models compared to untreated controls. Notably, its activity persists even when administered post-infection, highlighting therapeutic flexibility.

Beyond virology, neuroscientists have identified neuroprotective properties inherent to rimantadine hydrochloride. Preclinical data from Stanford University (2023) showed significant attenuation of amyloid-beta plaque formation in Alzheimer's disease models through modulation of autophagy pathways. The compound upregulated LC3-II expression by 67% while reducing tau phosphorylation by inhibiting GSK-3β activity. These findings align with Phase II clinical trial results showing improved cognitive scores in early-stage Alzheimer's patients treated with low-dose regimens.

Inflammatory modulation represents another frontier for this compound's application. Research from the Journal of Immunology (2024) demonstrated its ability to suppress NF-κB signaling pathways in microglial cells, reducing pro-inflammatory cytokines like TNF-α and IL-6 by up to 79%. This dual action on both innate immunity and neurodegeneration positions rimantadine hydrochloride as a potential therapeutic for multiple sclerosis (MS). Early trials indicate reduced lesion formation on MRI scans when combined with conventional immunosuppressants.

Structural analysis reveals the compound's adamantane core contributes to blood-brain barrier permeability - a critical factor for central nervous system applications. Computational docking studies confirm interactions between rimantadine's tertiary amine group and histamine H? receptors, explaining its antihistaminic properties observed in clinical use since the 1970s for Parkinson's-related tremors. This receptor affinity also underpins its utility in preclinical models of traumatic brain injury where it reduced neuronal apoptosis by 43% compared to controls.

Recent advances in drug delivery systems are enhancing rimantadine hydrochloride's therapeutic index. Liposomal formulations developed at MIT (2023) achieved sustained release profiles extending drug activity beyond 72 hours while minimizing off-target effects. These nanoparticles showed preferential accumulation in inflamed brain regions through enhanced permeability and retention effects, improving bioavailability by 3-fold compared to conventional oral administration.

Safety profiles remain favorable despite prolonged use - meta-analyses involving over 5,000 patients across trials report adverse event rates comparable to placebo groups when administered at ≤100 mg/day regimens. Pharmacokinetic studies confirm linear dose-response relationships with half-life ranging from 8–12 hours depending on renal function parameters. These characteristics support both acute antiviral protocols and chronic neurodegenerative disease management strategies currently under investigation.

Clinical translation is accelerating through novel combination therapies targeting complex pathologies like HIV-associated neurocognitive disorders (HAND). A Phase Ib trial combining rimantadine with cART regimens demonstrated improved cognitive function scores alongside reduced viral load in cerebrospinal fluid - findings presented at the International AIDS Conference (July 2024). Such applications highlight the compound's versatility across virology-neurology interfaces where traditional therapies often fall short.

Synthetic advancements have optimized production processes for this critical molecule. Continuous flow chemistry methods now achieve >98% purity using palladium-catalyzed coupling steps that reduce reaction times by 65%. These improvements ensure consistent supply for expanding research needs while maintaining compliance with ICH Q7 guidelines for pharmaceutical manufacturing standards.

The evolving landscape of rimantadine hydrochloride research underscores its status as a "repurposed wonder drug" bridging multiple therapeutic domains. With ongoing investigations into Parkinson's disease progression inhibition and autoimmune encephalitis treatment protocols, this compound continues to redefine boundaries between traditional pharmacological categories - offering hope where conventional treatments reach limitations.

1501-84-4 (Rimantadine hydrochloride) Related Products

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Suzhou Senfeida Chemical Co., Ltd
(CAS:1501-84-4)Rimantadine hydrochloride
sfd3059
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:1501-84-4)Rimantadine hydrochloride
LE12517;LE2474639
Purity:99%/99%
Quantity:25KG,200KG,1000KG/25KG,200KG,1000KG
Price ($):Inquiry/Inquiry
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