rimantadine ๐Ÿถ Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
adamantane derivatives 2383 13392-28-4

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • rimantadine
  • (+/-)-Rimantadine
  • 1-Rimantadine
  • algirem
  • rimantadine hydrochloride
  • rimantadine HCl
An RNA synthesis inhibitor that is used as an antiviral agent in the prophylaxis and treatment of influenza.
  • Molecular weight: 179.31
  • Formula: C12H21N
  • CLOGP: 3.96
  • LIPINSKI: 0
  • HAC: 1
  • HDO: 1
  • TPSA: 26.02
  • ALOGS: -4.29
  • ROTB: 1

  • Status: OFP

  • Legend:
    OFP - off patent
    OFM - off market
    ONP - on patent

Drug dosage:

DoseUnitRoute
0.20 g O

ADMET properties:

PropertyValueReference
BDDCS (Biopharmaceutical Drug Disposition Classification System) 1 Benet LZ, Broccatelli F, Oprea TI
S (Water solubility) 50 mg/mL Benet LZ, Broccatelli F, Oprea TI
EoM (Fraction excreted unchanged in urine) 20 % Benet LZ, Broccatelli F, Oprea TI
MRTD (Maximum Recommended Therapeutic Daily Dose) 15.93 ยตM/kg/day Contrera JF, Matthews EJ, Kruhlak NL, Benz RD

Approvals:

DateAgencyCompanyOrphan
Sept. 17, 1993 FDA CARACO

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

SourceCodeDescription
ATC J05AC02 ANTIINFECTIVES FOR SYSTEMIC USE
ANTIVIRALS FOR SYSTEMIC USE
DIRECT ACTING ANTIVIRALS
Cyclic amines
FDA MoA N0000175542 M2 Protein Inhibitors
FDA EPC N0000175543 Influenza A M2 Protein Inhibitor
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000998 Antiviral Agents
MeSH PA D004791 Enzyme Inhibitors
MeSH PA D019384 Nucleic Acid Synthesis Inhibitors

Drug Use | Suggest Off label Use Form| |View source of the data|

DiseaseRelationSNOMED_IDDOID
Influenza due to Influenza A virus indication 442438000
Influenza A Prevention indication
Acute nephropathy contraindication 58574008
Kidney disease contraindication 90708001 DOID:557
Seizure disorder contraindication 128613002
Disease of liver contraindication 235856003 DOID:409




๐Ÿถ Veterinary Drug Use

None

๐Ÿถ Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 10.41 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Solute carrier family 22 member 2 Transporter IC50 5.36 CHEMBL
Multidrug and toxin extrusion protein 1 Transporter IC50 5.14 CHEMBL
Matrix protein 2 Ion channel INHIBITOR CHEMBL CHEMBL
Polymerase acidic protein Enzyme IC50 4.96 CHEMBL
Matrix protein 2 Unclassified Kd 7.80 CHEMBL
Matrix protein 2 Unclassified Kd 6.29 CHEMBL
Matrix protein 2 Ion channel WOMBAT-PK
Matrix protein 2 Unclassified Kd 7.80 CHEMBL

External reference:

IDSource
4023897 VUID
N0000021902 NUI
D00901 KEGG_DRUG
1501-84-4 SECONDARY_CAS_RN
4020839 VANDF
4023897 VANDF
C0035629 UMLSCUI
CHEBI:94440 CHEBI
RIM PDB_CHEM_ID
CHEMBL959 ChEMBL_ID
DB00478 DRUGBANK_ID
CHEMBL535396 ChEMBL_ID
D012299 MESH_DESCRIPTOR_UI
5071 PUBCHEM_CID
2292 INN_ID
0T2EF4JQTU UNII
82093 RXNORM
42407 MMSL
5426 MMSL
d03158 MMSL
004382 NDDF
004383 NDDF
108712009 SNOMEDCT_US
108713004 SNOMEDCT_US
372532009 SNOMEDCT_US

Pharmaceutical products:

ProductCategoryIngredientsNDCFormQuantityRouteMarketingLabel
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0115-1911 TABLET, FILM COATED 100 mg ORAL ANDA 23 sections
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 0115-1911 TABLET, FILM COATED 100 mg ORAL ANDA 23 sections
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 16590-202 TABLET, FILM COATED 100 mg ORAL ANDA 24 sections
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 52959-305 TABLET, FILM COATED 100 mg ORAL ANDA 24 sections
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 63629-3552 TABLET, FILM COATED 100 mg ORAL ANDA 23 sections
Rimantadine Hydrochloride HUMAN PRESCRIPTION DRUG LABEL 1 68151-2103 TABLET, FILM COATED 100 mg ORAL ANDA 24 sections