KEGG   DRUG: Amantadine hydrochlorideHelp
Entry
D00777                      Drug                                   

Name
Amantadine hydrochloride (JP17/USP);
Symmetrel (TN)
Product
  Generic
AMANTADINE (Alembic Pharmaceuticals), AMANTADINE (Alembic Pharmaceuticals Limited), AMANTADINE HYDROCHLORIDE (Actavis Pharma), AMANTADINE HYDROCHLORIDE (Actavis Pharma), AMANTADINE HYDROCHLORIDE (Aidarex Pharmaceuticals LLC), AMANTADINE HYDROCHLORIDE (American Health Packaging), AMANTADINE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), AMANTADINE HYDROCHLORIDE (Atlantic Biologicals Corps), AMANTADINE HCL (AvKARE), AMANTADINE HCL (AvPAK), AMANTADINE HCL (Banner Life Sciences LLC.), AMANTADINE HCL (Banner Pharmacaps), AMANTADINE HCL (Bionpharma), AMANTADINE HYDROCHLORIDE (Bryant Ranch Prepack), AMANTADINE HCL (Bryant Ranch Prepack), AMANTADINE HCL (Bryant Ranch Prepack), AMANTADINE HYDROCHLORIDE (CMP Pharma), AMANTADINE HYDROCHLORIDE (Cadila Healthcare Limited), AMANTADINE HYDROCHLORIDE (Cardinal Health), AMANTADINE HYDROCHLORIDE (Carilion Materials Management), AMANTADINE HYDROCHLORIDE (Carilion Materials Management), AMANTADINE HYDROCHLORIDE (Cipla USA), AMANTADINE HYDROCHLORIDE (Cipla USA), AMANTADINE HYDROCHLORIDE (Heritage Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Hi-Tech Pharmacal), AMANTADINE HYDROCHLORIDE (Jubilant Cadista Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), AMANTADINE HYDROCHLORIDE (Lannett Company), AMANTADINE HYDROCHLORIDE (Lannett Company), AMANTADINE HYDROCHLORIDE (Major Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Mikart), AMANTADINE HYDROCHLORIDE (Morton Grove Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Mylan Institutional), AMANTADINE HYDROCHLORIDE (NCS HealthCare of KY), AMANTADINE HYDROCHLORIDE (NewGen Pharmaceuticals LLC), AMANTADINE HYDROCHLORIDE (NewGen Pharmaceuticals LLC), AMANTADINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Pharmaceutical Associates), AMANTADINE HYDROCHLORIDE (Physicians Total Care), AMANTADINE HYDROCHLORIDE (Physicians Total Care), AMANTADINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Preferred Pharmaceuticals), AMANTADINE HCL (Preferred Pharmaceuticals), AMANTADINE HCL (Rebel Distributors Corp.), AMANTADINE HYDROCHLORIDE (Sandoz), AMANTADINE HCL (State of Florida DOH Central Pharmacy), AMANTADINE HYDROCHLORIDE (Unit Dose Services), AMANTADINE HYDROCHLORIDE (Upsher-Smith Laboratories), AMANTADINE HYDROCHLORIDE (Upsher-Smith Laboratories), AMANTADINE HYDROCHLORIDE (Upsher-Smith Laboratories), AMANTADINE HYDROCHLORIDE (Vensun Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Vensun Pharmaceuticals), AMANTADINE HYDROCHLORIDE (Zydus Pharmaceuticals (USA))
Formula
C10H17N. HCl
Exact mass
187.1128
Mol weight
187.7096
Structure
Mol fileKCF fileDB search
Simcomp SIMCOMP
Class
Antiviral
 DG02841  Viral uncoating inhibitor
Neuropsychiatric agent
 DG01498  NMDA receptor antagonist
 DG01967  Antiparkinson agent
Unclassified
 DG02854  SLC22A2 substrate
Remark
Same as: C07939
Therapeutic category: 1161 1179 6250
ATC code: N04BB01
Chemical structure group: DG00860
Product (DG00860): D00777<JP/US>
Efficacy
Antiviral, M2 protein inhibitor, Antiparkinsonian, Dopamine secretagogue
  Disease
Influenza A infection [DS:H00398]
Parkinson's disease/syndrome [DS:H00057 H01600]
Comment
Adamantane derivative
Target
Influenza A virus M2 proton channel [KO:K19394]
GRIN (NMDAR) [HSA:2902 2903 2904 2905 2906] [KO:K05208 K05209 K05210 K05211 K05212]
  Pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04724  Glutamatergic synapse
hsa04728  Dopaminergic synapse
ko05164  Influenza A
Metabolism
Transporter: SLC22A2 [HSA:6582]
Interaction
Drug interaction
Structure map
map07044  Antiviral agents
map07057  Antiparkinsonian agents
map07235  N-Metyl-D-aspartic acid receptor antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 N NERVOUS SYSTEM
  N04 ANTI-PARKINSON DRUGS
   N04B DOPAMINERGIC AGENTS
    N04BB Adamantane derivatives
     N04BB01 Amantadine
      D00777  Amantadine hydrochloride (JP17/USP) <JP/US>
USP drug classification [BR:br08302]
 Antiparkinson Agents
  Antiparkinson Agents, Other
   Amantadine
    D00777  Amantadine hydrochloride (JP17/USP)
 Antivirals
  Anti-influenza Agents
   Amantadine
    D00777  Amantadine hydrochloride (JP17/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   116  Antiparkinsonian agents
    1161  Amantadines
     D00777  Amantadine hydrochloride (JP17/USP)
   117  Psychotropics
    1179  Others
     D00777  Amantadine hydrochloride (JP17/USP)
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   625  Antivirals
    6250  Antivirals
     D00777  Amantadine hydrochloride (JP17/USP)
Target-based classification of drugs [BR:br08310]
 Ion channels
  Ligand-gated ion channels
   Glutamate (ionotropic), NMDA
    GRIN (NMDAR)
     D00777  Amantadine hydrochloride (JP17/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00777  Amantadine hydrochloride
Antiinfectives [br08350.html]
 Antivirals
  D00777
Drug classes of therapeutic agents [br08360.html]
 Neurological agents
  D00777
BRITE hierarchy
Other DBs
CAS: 665-66-7
PubChem: 7847842
ChEBI: 2619
ChEMBL: CHEMBL1255870 CHEMBL1569
DrugBank: DB00915
LigandBox: D00777
NIKKAJI: J237.251G
LinkDB All DBs
KCF data Show

ATOM        12
            1   C1z C    26.1041  -16.1171
            2   C1x C    25.0596  -16.7181
            3   C1x C    25.4857  -17.5815
            4   C1x C    27.1483  -16.7181
            5   N1a N    26.1098  -14.9037
            6   C1y C    25.0596  -17.9199
            7   C1y C    25.4857  -18.6958
            8   C1y C    27.1483  -17.9199
            9   C1x C    23.7761  -19.1627
            10  C1x C    26.1041  -18.5267
            11  C1x C    26.6408  -19.7694
            12  X   Cl   29.9600  -17.4300
BOND        13
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     1   5 1
            5     2   6 1
            6     3   7 1
            7     4   8 1
            8     6   9 1
            9     6  10 1
            10    7  11 1
            11    7   9 1
            12    8  10 1
            13    8  11 1

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