Entry

D02102                      Drug

Name

Methadone hydrochloride (JAN/USP);
Dolophine hydrochloride (TN)

Product

METHADOSE (ATLANTIC BIOLOGICALS CORP.), METHADOSE (ATLANTIC BIOLOGICALS CORP.), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), DISKETS (Hikma Pharmaceuticals USA), METHADONE HYDROCHLORIDE (Lake Erie Medical DBA Quality Care Products LLC), METHADONE HYDROCHLORIDE (Mylan Institutional LLC), METHADOSE (SpecGx LLC), DOLOPHINE (West-Ward Pharmaceuticals Corp.)

Generic

METHADONE HYDROCHLORIDE (VistaPharm), METHADONE HYDROCHLORIDE (ATLANTIC BIOLOGICALS CORP.), METHADONE HYDROCHLORIDE (ATLANTIC BIOLOGICALS CORP.), METHADONE HYDROCHLORIDE (ATLANTIC BIOLOGICALS CORP.), METHADONE HYDROCHLORIDE (Akorn), METHADONE HYDROCHLORIDE (American Health Packaging), METHADONE HYDROCHLORIDE (American Health Packaging), METHADONE HYDROCHLORIDE (Ascend Laboratories), METHADONE HYDROCHLORIDE (Ascend Laboratories), METHADONE HYDROCHLORIDE (Aurolife Pharma), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Bryant Ranch Prepack), METHADONE HYDROCLORIDE (Bryant Ranch Prepack), METHADONE HYDROCHLORIDE (Camber Pharmaceuticals), METHADONE HYDROCHLORIDE (Epic Pharma), METHADONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), METHADONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), METHADONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), METHADONE HYDROCHLORIDE (Hikma Pharmaceuticals USA), METHADONE HYDROCLORIDE (Lannett Company), METHADONE HYDROCLORIDE (Lannett Company), METHADONE HYDROCHLORIDE (Lohxa), METHADONE HYDROCHLORIDE (Major Pharmaceuticals), METHADONE HYDROCHLORIDE (Precision Dose), METHADONE HYDROCHLORIDE (Precision Dose), METHADONE HYDROCHLORIDE (Quality Care Products), METHADONE HYDROCHLORIDE (SpecGx LLC), METHADONE HYDROCHLORIDE (SpecGx LLC), METHADONE HYDROCHLORIDE (SpecGx LLC), METHADONE HYDROCHLORIDE (SpecGx LLC), METHADONE HYDROCHLORIDE (VistaPharm), METHADONE HYDROCHLORIDE (VistaPharm), METHADONE HYDROCHLORIDE (VistaPharm), METHADONE HYDROCHLORIDE (VistaPharm), METHADONE HYDROCHLORIDE (XLCare Pharmaceuticals)

Formula

C21H27NO. HCl

Exact mass

345.1859

Mol weight

345.9061

Structure

Simcomp

Class

Neuropsychiatric agent
DG01498  NMDA receptor antagonist
DG01564  Opioid receptor agonist
  DG01563  mu-Opioid receptor agonist
Analgesic
DG01984  Opioid analgesics
Metabolizing enzyme substrate
DG02919  CYP2B6 substrate
DG02918  CYP2C8 substrate
DG01642  CYP2C9 substrate
DG01639  CYP2C19 substrate
DG01644  CYP2D6 substrate
DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inducer
DG02891  CYP2B6 inducer
DG02853  CYP3A/CYP3A4 inducer
  DG01635  CYP3A4 inducer
Transporter substrate
DG01665  ABCB1 substrate

Remark

Therapeutic category:

8219

ATC code:

N07BC02

Chemical structure group:

DG00999

Product (DG00999):

D02102<JP/US>

Efficacy

Analgesic (narcotic), Opioid receptor agonist, NMDA receptor antagonist

Comment

Synthetic opioid
Phenylpiperidine derivative

Target

OPRM1 [HSA:4988] [KO:K04215]
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

Metabolism

Enzyme: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]; CYP2C8 [HSA:1558], CYP2C9 [HSA:1559], CYP2C19 [HSA:1557], CYP2D6 [HSA:1565]
Transporter: ABCB1 [HSA:5243]

Interaction

CYP induction: CYP3A4 [HSA:1576], CYP2B6 [HSA:1555]

Structure map

map07039

Opioid analgesics

map07224

Opioid receptor agonists/antagonists

map07235

N-Methyl-D-aspartic acid (NMDA) receptor antagonists

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
N NERVOUS SYSTEM
  N07 OTHER NERVOUS SYSTEM DRUGS
   N07B DRUGS USED IN ADDICTIVE DISORDERS
    N07BC Drugs used in opioid dependence
     N07BC02 Methadone
      D02102  Methadone hydrochloride (JAN/USP) <JP/US>
USP drug classification [BR:br08302]
Analgesics
  Opioid Analgesics, Long-acting
   Methadone
    D02102  Methadone hydrochloride (JAN/USP)
Therapeutic category of drugs in Japan [BR:br08301]
8  Narcotics
  82  Non-alkaloidal narcotics
   821  Synthetic narcotics
    8219  Others
     D02102  Methadone hydrochloride (JAN/USP)
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG01564  Opioid receptor agonist
   DG01563  mu-Opioid receptor agonist
    DG00999  Methadone
     D02102  Methadone hydrochloride
Analgesic
  DG01984  Opioid analgesics
   DG00999  Methadone
    D02102  Methadone hydrochloride
Metabolizing enzyme substrate
  DG02919  CYP2B6 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG02918  CYP2C8 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG01642  CYP2C9 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG01639  CYP2C19 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG01644  CYP2D6 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00999  Methadone
     D02102  Methadone hydrochloride
Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00999  Methadone
    D02102  Methadone hydrochloride
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00999  Methadone
     D02102  Methadone hydrochloride
Transporter substrate
  DG01665  ABCB1 substrate
   DG00999  Methadone
    D02102  Methadone hydrochloride
Target-based classification of drugs [BR:br08310]
G Protein-coupled receptors
  Rhodopsin family
   Opioid
    OPRM1
     D02102  Methadone hydrochloride (JAN/USP) <JP/US>
Ion channels
  Ligand-gated ion channels
   Glutamate (ionotropic), NMDA
    GRIN (NMDAR)
     D02102  Methadone hydrochloride (JAN/USP) <JP/US>
New drug approvals in Japan [br08318.html]
Drugs with new active ingredients
  D02102
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D02102
Drug transporters
  D02102
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01498  NMDA receptor antagonist
   DG00999  Methadone
  DG01564  Opioid receptor agonist
   DG01563  mu-Opioid receptor agonist
    DG00999  Methadone
Analgesic
  DG01984  Opioid analgesics
   DG00999  Methadone
Metabolizing enzyme substrate
  DG02919  CYP2B6 substrate
   DG00999  Methadone
  DG02918  CYP2C8 substrate
   DG00999  Methadone
  DG01642  CYP2C9 substrate
   DG00999  Methadone
  DG01639  CYP2C19 substrate
   DG00999  Methadone
  DG01644  CYP2D6 substrate
   DG00999  Methadone
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00999  Methadone
Metabolizing enzyme inducer
  DG02891  CYP2B6 inducer
   DG00999  Methadone
  DG02853  CYP3A/CYP3A4 inducer
   DG01635  CYP3A4 inducer
    DG00999  Methadone
Transporter substrate
  DG01665  ABCB1 substrate
   DG00999  Methadone

Other DBs

CAS:

1095-90-5

PubChem:

7849163

ChEBI:

50140

LigandBox:

D02102

NIKKAJI:

J281.180D

KCF data

ATOM        24
            1   X   Cl   38.2670  -13.6502
            2   C8x C    28.2100  -15.5400
            3   C8x C    28.2100  -16.9400
            4   C8x C    29.4224  -17.6400
            5   C8x C    30.6349  -16.9400
            6   C8y C    30.6349  -15.5400
            7   C8x C    29.4224  -14.8400
            8   C8x C    33.0597  -16.9400
            9   C8y C    33.0597  -15.5400
            10  C1d C    31.8473  -14.8400
            11  C8x C    34.2722  -17.6400
            12  C8x C    35.4846  -16.9400
            13  C8x C    35.4846  -15.5400
            14  C8x C    34.2722  -14.8400
            15  C1b C    31.8473  -13.4400
            16  C1c C    33.0618  -12.7388
            17  C5a C    29.7949  -13.7200
            18  C1a C    34.2583  -13.4298
            19  N1c N    33.0618  -11.3402
            20  C1a C    34.2579  -10.6495
            21  C1a C    31.8330  -10.6306
            22  O5a O    29.7949  -12.3200
            23  C1b C    28.6052  -14.4159
            24  C1a C    27.4094  -13.7343
BOND        24
            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     8   9 1
            8     9  10 1
            9     6  10 1
            10    8  11 2
            11   11  12 1
            12   12  13 2
            13   13  14 1
            14    9  14 2
            15   10  15 1
            16   15  16 1
            17   10  17 1
            18   16  18 1
            19   16  19 1
            20   19  20 1
            21   19  21 1
            22   17  22 2
            23   17  23 1
            24   23  24 1