KEGG   DRUG: Terbinafine hydrochloride
Entry
D02219                      Drug                                   
Name
Terbinafine hydrochloride (JP18/USP);
Lamisil (TN)
Product
  Generic
TERBINAFINE (Aurobindo Pharma Limited), TERBINAFINE (Bryant Ranch Prepack), TERBINAFINE (Bryant Ranch Prepack), TERBINAFINE (Chartwell RX), TERBINAFINE (Cipla USA), TERBINAFINE (Exelan Pharmaceuticals), TERBINAFINE (NorthStar Rx LLC), TERBINAFINE (Preferred Pharmaceuticals), TERBINAFINE (Proficient Rx LP), TERBINAFINE (Proficient Rx LP), TERBINAFINE (Proficient Rx LP), TERBINAFINE (REMEDYREPACK), TERBINAFINE (REMEDYREPACK), TERBINAFINE (direct rx), TERBINAFINE HYDROCHLORIDE (Aphena Pharma Solutions - Tennessee), TERBINAFINE HYDROCHLORIDE (Bionpharma), TERBINAFINE HYDROCHLORIDE (Breckenridge Pharmaceutical), TERBINAFINE HYDROCHLORIDE (Bryant Ranch Prepack), TERBINAFINE HYDROCHLORIDE (Bryant Ranch Prepack), TERBINAFINE HYDROCHLORIDE (Bryant Ranch Prepack), TERBINAFINE HYDROCHLORIDE (Bryant Ranch Prepack), TERBINAFINE HYDROCHLORIDE (Bryant Ranch Prepack), TERBINAFINE HYDROCHLORIDE (Cipla USA), TERBINAFINE HYDROCHLORIDE (Denton Pharma), TERBINAFINE HYDROCHLORIDE (DirectRX), TERBINAFINE HYDROCHLORIDE (Dr.Reddys Laboratories Limited), TERBINAFINE HYDROCHLORIDE (Golden State Medical Supply), TERBINAFINE HYDROCHLORIDE (NuCare Pharmaceuticals), TERBINAFINE HYDROCHLORIDE (NuCare Pharmaceuticals), TERBINAFINE HYDROCHLORIDE (OrchidPharma), TERBINAFINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), TERBINAFINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), TERBINAFINE HYDROCHLORIDE (Preferred Pharmaceuticals), TERBINAFINE HYDROCHLORIDE (Proficient Rx LP), TERBINAFINE HYDROCHLORIDE (Proficient Rx LP), TERBINAFINE HYDROCHLORIDE (Proficient Rx LP)
Formula
C21H25N. HCl
Exact mass
327.1754
Mol weight
327.8908
Structure
Simcomp
Class
Metabolizing enzyme substrate
 DG01892  CYP1A2 substrate
 DG02918  CYP2C8 substrate
 DG01642  CYP2C9 substrate
 DG01639  CYP2C19 substrate
 DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
 DG01645  CYP2D6 inhibitor
Remark
Therapeutic category: 2659 6290
ATC code: D01AE15 D01BA02
Chemical structure group: DG00375
Product (DG00375): D02219<JP/US>
Efficacy
Antifungal, Ergosterol biosynthesis inhibitor
  Disease
Onychomycosis [DS:H01316]
Tinea unguium [DS:H01316]
Tinea capitis [DS:H01316]
Comment
Allylamine derivative
Target
squalene epoxidase [KO:K00511]
  Pathway
ko00100  Steroid biosynthesis
Metabolism
Enzyme: CYP2C9 [HSA:1559], CYP1A2 [HSA:1544], CYP3A4 [HSA:1576], CYP2C8 [HSA:1558], CYP2C19 [HSA:1557]
Interaction
CYP inhibition: CYP2D6 [HSA:1565]
Structure map
map07026  Antifungal agents
map07114  Naphthalene family
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D01 ANTIFUNGALS FOR DERMATOLOGICAL USE
   D01A ANTIFUNGALS FOR TOPICAL USE
    D01AE Other antifungals for topical use
     D01AE15 Terbinafine
      D02219  Terbinafine hydrochloride (JP18/USP) <JP/US>
   D01B ANTIFUNGALS FOR SYSTEMIC USE
    D01BA Antifungals for systemic use
     D01BA02 Terbinafine
      D02219  Terbinafine hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antifungals
  Terbinafine
   D02219  Terbinafine hydrochloride (JP18/USP)
 Dermatological Agents
  Topical Anti-infectives
   Antifungals, dermatological
    Terbinafine
     D02219  Terbinafine hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 2  Agents affecting individual organs
  26  Epidermides
   265  Antiparasitic dermatosis agents
    2659  Others
     D02219  Terbinafine hydrochloride (JP18/USP)
 6  Agents against pathologic organisms and parasites
  62  Chemotherapeutics
   629  Miscellaneous
    6290  Miscellaneous
     D02219  Terbinafine hydrochloride (JP18/USP)
Classification of Japanese OTC drugs [BR:br08313]
 Agents for integumentary system
  58 Ringworm drugs
   D02219  Terbinafine hydrochloride (JP18/USP)
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Terbinafine
    D02219  Terbinafine hydrochloride (JP18/USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Terbinafine
    D02219  Terbinafine hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00375  Terbinafine
    D02219  Terbinafine hydrochloride
  DG02918  CYP2C8 substrate
   DG00375  Terbinafine
    D02219  Terbinafine hydrochloride
  DG01642  CYP2C9 substrate
   DG00375  Terbinafine
    D02219  Terbinafine hydrochloride
  DG01639  CYP2C19 substrate
   DG00375  Terbinafine
    D02219  Terbinafine hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00375  Terbinafine
     D02219  Terbinafine hydrochloride
 Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00375  Terbinafine
    D02219  Terbinafine hydrochloride
Antimicrobials [BR:br08307]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Other ergosterol biosynthesis inhibitor
    D02219  Terbinafine hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D02219  Terbinafine hydrochloride
  D02219  Terbinafine hydrochloride tablets
  D02219  Terbinafine hydrochloride solution
  D02219  Terbinafine hydrochloride spray
  D02219  Terbinafine hydrochloride cream
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D02219
Rx-to-OTC switch list in the USA [br08315.html]
 D02219
Rx-to-OTC switch list in Japan [br08314.html]
 D02219
Drug groups [BR:br08330]
 Metabolizing enzyme substrate
  DG01892  CYP1A2 substrate
   DG00375  Terbinafine
  DG02918  CYP2C8 substrate
   DG00375  Terbinafine
  DG01642  CYP2C9 substrate
   DG00375  Terbinafine
  DG01639  CYP2C19 substrate
   DG00375  Terbinafine
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00375  Terbinafine
 Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00375  Terbinafine
Antimicrobials abbreviations [BR:br08327]
 Antifungals
  Ergosterol biosynthesis inhibitor
   Other ergosterol biosynthesis inhibitor
    DG00375  Terbinafine
Other DBs
CAS: 78628-80-5
PubChem: 7849278
ChEBI: 77614
LigandBox: D02219
NIKKAJI: J257.267B
LinkDB
KCF data

ATOM        23
            1   X   Cl   36.1001  -19.8424
            2   C8x C    25.4100  -18.8300
            3   C8x C    25.4100  -20.2300
            4   C8x C    26.6700  -20.9300
            5   C8y C    27.8600  -20.2300
            6   C8y C    27.8600  -18.8300
            7   C8x C    26.6700  -18.1300
            8   C8x C    29.0500  -20.9300
            9   C8x C    30.3100  -20.2300
            10  C8x C    30.3100  -18.8300
            11  C8y C    29.0500  -18.1300
            12  C1b C    29.0500  -16.7300
            13  N1c N    30.3100  -16.0300
            14  C1b C    31.5000  -16.7300
            15  C1a C    30.3100  -14.6300
            16  C2b C    32.6900  -16.0300
            17  C2b C    33.8800  -16.7300
            18  C3b C    35.0700  -16.0300
            19  C3b C    36.2600  -15.3300
            20  C1d C    37.5200  -14.6300
            21  C1a C    38.7100  -13.9300
            22  C1a C    36.8200  -13.3700
            23  C1a C    38.2200  -15.8200
BOND        23
            1     2   3 2
            2     3   4 1
            3     4   5 2
            4     5   6 1
            5     6   7 2
            6     2   7 1
            7     5   8 1
            8     8   9 2
            9     9  10 1
            10   10  11 2
            11    6  11 1
            12   11  12 1
            13   12  13 1
            14   13  14 1
            15   13  15 1
            16   14  16 1
            17   16  17 2
            18   17  18 1
            19   18  19 3
            20   19  20 1
            21   20  21 1
            22   20  22 1
            23   20  23 1

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