Entry

D00789                      Drug

Name

Chlorpromazine hydrochloride (JP18/USP);
Sonazine (TN)

Product

Generic

CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (Sun Pharmaceutical Industries), CHLORPROMAZINE HCI (HF Acquisition Co LLC), CHLORPROMAZINE HYDROCHLORIDE (A-S Medication Solutions), CHLORPROMAZINE HYDROCHLORIDE (A-S Medication Solutions), CHLORPROMAZINE HYDROCHLORIDE (A-S Medication Solutions), CHLORPROMAZINE HYDROCHLORIDE (A-S Medication Solutions), CHLORPROMAZINE HYDROCHLORIDE (American Health Packaging), CHLORPROMAZINE HYDROCHLORIDE (Amneal Pharmaceuticals NY LLC), CHLORPROMAZINE HYDROCHLORIDE (Arbor Pharmaceuticals), CHLORPROMAZINE HYDROCHLORIDE (AuroMedics Pharma LLC), CHLORPROMAZINE HYDROCHLORIDE (AvPAK), CHLORPROMAZINE HYDROCHLORIDE (Cadila Healthcare Limited), CHLORPROMAZINE HYDROCHLORIDE (DOH CENTRAL PHARMACY), CHLORPROMAZINE HYDROCHLORIDE (General Injectables and Vaccines), CHLORPROMAZINE HYDROCHLORIDE (Genus Lifesciences), CHLORPROMAZINE HYDROCHLORIDE (Glenmark Pharmaceuticals), CHLORPROMAZINE HYDROCHLORIDE (Golden State Medical Supply), CHLORPROMAZINE HYDROCHLORIDE (Henry Schein), CHLORPROMAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), CHLORPROMAZINE HYDROCHLORIDE (Lannett Company), CHLORPROMAZINE HYDROCHLORIDE (Major Pharmaceuticals), CHLORPROMAZINE HYDROCHLORIDE (Northstar Rx LLC), CHLORPROMAZINE HYDROCHLORIDE (Novadoz Pharmaceuticals LLC), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (REMEDYREPACK), CHLORPROMAZINE HYDROCHLORIDE (Sandoz), CHLORPROMAZINE HYDROCHLORIDE (Upsher-Smith Laboratories), CHLORPROMAZINE HYDROCHLORIDE (Upsher-Smith Laboratories), CHLORPROMAZINE HYDROCHLORIDE (Zameer Pharmaceuticals LLC), CHLORPROMAZINE HYDROCHLORIDE (Zydus Pharmaceuticals (USA))

Formula

C17H19ClN2S. HCl

Exact mass

354.0724

Mol weight

355.3251

Structure

Simcomp

Class

Cardiovascular agent
DG01466  Adrenergic receptor antagonist
  DG01465  alpha-Adrenergic receptor antagonist
   DG01460  alpha2-Adrenergic receptor antagonist
Neuropsychiatric agent
DG01478  Dopamine antagonist
  DG01474  Dopamine D2-receptor antagonist
DG01491  Muscarinic cholinergic receptor antagonist
DG03200  Antipsychotic agent
  DG01905  Phenothiazine antipsychotics
Anti-allergic agent
DG01557  Histamine receptor antagonist
  DG01482  Histamine receptor H1 antagonist
Metabolizing enzyme substrate
DG01644  CYP2D6 substrate
Metabolizing enzyme inhibitor
DG01645  CYP2D6 inhibitor

Remark

Same as:

C07952

Therapeutic category:

1171

ATC code:

N05AA01

Chemical structure group:

DG00867

Product (DG00867):

D00789<JP/US> D04034<JP>

Efficacy

Anti-emetic, Antipsychotic

Disease

Schizophrenia [DS:H01649]
Acute intermittent porphyria [DS:H00202 H01763]
Tetanus [DS:H00337]
Manic-depressive illness [DS:H01653]

Comment

Phenothiazine derivative

Target

HTR2 [HSA:3356 3357 3358] [KO:K04157]
HRH1 [HSA:3269] [KO:K04149]
ADRA2 [HSA:150 151 152] [KO:K04138 K04139 K04140]
DRD2 [HSA:1813] [KO:K04145]
CHRM [HSA:1128 1129 1131 1132 1133] [KO:K04129 K04130 K04131 K04132 K04133]

Pathway

hsa04080

Neuroactive ligand-receptor interaction

hsa04725

Cholinergic synapse

hsa04726

Serotonergic synapse

hsa04728

Dopaminergic synapse

Metabolism

Enzyme: CYP2D6 [HSA:1565]

Interaction

CYP inhibition: CYP2D6 [HSA:1565]

Structure map

map07028

Antipsychotics

map07029

Antipsychotics - phenothiazines

map07048

Antimigraines

map07212

Histamine H1 receptor antagonists

map07213

Dopamine receptor agonists/antagonists

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
N NERVOUS SYSTEM
  N05 PSYCHOLEPTICS
   N05A ANTIPSYCHOTICS
    N05AA Phenothiazines with aliphatic side-chain
     N05AA01 Chlorpromazine
      D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
Antiemetics
  Antiemetics, Other
   Chlorpromazine
    D00789  Chlorpromazine hydrochloride (JP18/USP)
Antipsychotics
  1st Generation/Typical
   Chlorpromazine
    D00789  Chlorpromazine hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
1  Agents affecting nervous system and sensory organs
  11  Agents affecting central nervous system
   117  Psychotropics
    1171  Chlorpromazines
     D00789  Chlorpromazine hydrochloride (JP18/USP)
Drug groups [BR:br08330]
Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01460  alpha2-Adrenergic receptor antagonist
     DG00867  Chlorpromazine
      D00789  Chlorpromazine hydrochloride
Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00867  Chlorpromazine
     D00789  Chlorpromazine hydrochloride
  DG01491  Muscarinic cholinergic receptor antagonist
   DG00867  Chlorpromazine
    D00789  Chlorpromazine hydrochloride
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00867  Chlorpromazine
     D00789  Chlorpromazine hydrochloride
Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00867  Chlorpromazine
     D00789  Chlorpromazine hydrochloride
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00867  Chlorpromazine
    D00789  Chlorpromazine hydrochloride
Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00867  Chlorpromazine
    D00789  Chlorpromazine hydrochloride
Drug classes [BR:br08332]
Anti-allergic agent
  DG01482  Histamine receptor H1 antagonist
   D00789  Chlorpromazine hydrochloride
Target-based classification of drugs [BR:br08310]
G Protein-coupled receptors
  Rhodopsin family
   Acetylcholine (muscarinic)
    CHRM
     D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
   Adrenaline
    ADRA2
     D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
   Dopamine
    DRD2
     D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
   Histamine
    HRH1
     D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
   Serotonin
    HTR2
     D00789  Chlorpromazine hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
Chemicals
  D00789  Chlorpromazine hydrochloride
  D00789  Chlorpromazine hydrochloride tablets
  D00789  Chlorpromazine hydrochloride injection
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00789
Drug groups [BR:br08330]
Cardiovascular agent
  DG01466  Adrenergic receptor antagonist
   DG01465  alpha-Adrenergic receptor antagonist
    DG01460  alpha2-Adrenergic receptor antagonist
     DG00867  Chlorpromazine
Neuropsychiatric agent
  DG01478  Dopamine antagonist
   DG01474  Dopamine D2-receptor antagonist
    DG00867  Chlorpromazine
  DG01491  Muscarinic cholinergic receptor antagonist
   DG00867  Chlorpromazine
  DG03200  Antipsychotic agent
   DG01905  Phenothiazine antipsychotics
    DG00867  Chlorpromazine
Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00867  Chlorpromazine
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00867  Chlorpromazine
Metabolizing enzyme inhibitor
  DG01645  CYP2D6 inhibitor
   DG00867  Chlorpromazine

Other DBs

CAS:

69-09-0

PubChem:

7847854

ChEBI:

3649

LigandBox:

D00789

NIKKAJI:

J237.634B

KCF data

ATOM        22
            1   C8x C    22.8265  -17.0415
            2   C8x C    22.8265  -18.4441
            3   C8x C    24.0411  -19.1454
            4   C8y C    25.2559  -18.4441
            5   C8y C    25.2559  -17.0415
            6   C8x C    24.0411  -16.3402
            7   S2x S    26.4706  -19.1454
            8   C8y C    27.6853  -18.4441
            9   C8y C    27.6853  -17.0415
            10  N4y N    26.4706  -16.3402
            11  C8x C    28.9001  -19.1454
            12  C8x C    30.1147  -18.4441
            13  C8y C    30.1147  -17.0415
            14  C8x C    28.9001  -16.3402
            15  C1b C    26.4706  -14.9375
            16  C1b C    27.6874  -14.2350
            17  C1b C    28.8861  -14.9273
            18  N1c N    30.0752  -14.2408
            19  C1a C    31.2689  -14.9303
            20  C1a C    30.0754  -12.8338
            21  X   Cl   31.3335  -16.3379
            22  X   Cl   34.2300  -17.7100
BOND        23
            1     1   2 2
            2     2   3 1
            3     3   4 2
            4     4   5 1
            5     5   6 2
            6     1   6 1
            7     4   7 1
            8     7   8 1
            9     8   9 1
            10    9  10 1
            11    5  10 1
            12    8  11 2
            13   11  12 1
            14   12  13 2
            15   13  14 1
            16    9  14 2
            17   10  15 1
            18   15  16 1
            19   16  17 1
            20   17  18 1
            21   18  19 1
            22   18  20 1
            23   13  21 1