KEGG   DRUG: Promethazine hydrochloride
Entry
D00480                      Drug                                   
Name
Promethazine hydrochloride (JP18/USP);
Phenergan (TN);
Promethegan (TN)
Product
  Generic
PHENERGAN (Direct_Rx), PHENERGAN (Hikma Pharmaceuticals USA), PHENERGAN (Hikma Pharmaceuticals USA), PHENERGAN (REMEDYREPACK), PROMETHAZINE (PharmPak), PROMETHAZINE HCI (HF Acquisition Co. LLC), PROMETHAZINE HCI (HF Acquisition Co. LLC), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (A-S Medication Solutions), PROMETHAZINE HYDROCHLORIDE (ATLANTIC BIOLOGICALS CORP), PROMETHAZINE HYDROCHLORIDE (Actavis Pharma), PROMETHAZINE HYDROCHLORIDE (Advanced Rx Pharmacy of Tennessee), PROMETHAZINE HYDROCHLORIDE (American Health Packaging), PROMETHAZINE HYDROCHLORIDE (American Health Packaging), PROMETHAZINE HYDROCHLORIDE (Amneal Pharmaceuticals LLC), PROMETHAZINE HYDROCHLORIDE (Amneal Pharmaceuticals of New York LLC), PROMETHAZINE HYDROCHLORIDE (Asclemed USA), PROMETHAZINE HYDROCHLORIDE (BluePoint Laboratories), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Bryant Ranch Prepack), PROMETHAZINE HYDROCHLORIDE (Camber Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Cardinal Health 107), PROMETHAZINE HYDROCHLORIDE (Cardinal Health 107), PROMETHAZINE HYDROCHLORIDE (Chartwell RX), PROMETHAZINE HYDROCHLORIDE (DIRECT RX), PROMETHAZINE HYDROCHLORIDE (DIRECT RX), PROMETHAZINE HYDROCHLORIDE (Denton Pharma), PROMETHAZINE HYDROCHLORIDE (Direct Rx), PROMETHAZINE HYDROCHLORIDE (Direct_Rx), PROMETHAZINE HYDROCHLORIDE (General Injectables & Vaccines), PROMETHAZINE HYDROCHLORIDE (General Injectables & Vaccines), PROMETHAZINE HYDROCHLORIDE (General Injectables and Vaccines), PROMETHAZINE HYDROCHLORIDE (Henry Schein), PROMETHAZINE HYDROCHLORIDE (Henry Schein), PROMETHAZINE HYDROCHLORIDE (Henry Schein), PROMETHAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (Hikma Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (KVK-Tech), PROMETHAZINE HYDROCHLORIDE (Major Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Major Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Marlex Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (McKesson Corporation dba SKY Packaging), PROMETHAZINE HYDROCHLORIDE (Medical Purchasing Solutions), PROMETHAZINE HYDROCHLORIDE (Medical Purchasing Solutions), PROMETHAZINE HYDROCHLORIDE (NCS HealthCare of KY), PROMETHAZINE HYDROCHLORIDE (Northwind Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Northwind Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Northwind Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Northwind Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Nostrum Laboratories), PROMETHAZINE HYDROCHLORIDE (Nostrum Laboratories), PROMETHAZINE HYDROCHLORIDE (NuCare Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (NuCare Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PAI Holdings), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (PD-Rx Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Padagis Israel Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Preferred Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Preferred Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (Proficient Rx LP), PROMETHAZINE HYDROCHLORIDE (QUAGEN PHARMACEUTICALS LLC), PROMETHAZINE HYDROCHLORIDE (Quality Care Products LLC), PROMETHAZINE HYDROCHLORIDE (REMEDYREPACK), PROMETHAZINE HYDROCHLORIDE (REMEDYREPACK), PROMETHAZINE HYDROCHLORIDE (RPK Pharmaceuticals), PROMETHAZINE HYDROCHLORIDE (Sandoz), PROMETHAZINE HYDROCHLORIDE (St. Mary's Medical Park Pharmacy), PROMETHAZINE HYDROCHLORIDE (Strides Pharma Science Limited), PROMETHAZINE HYDROCHLORIDE (Taro Pharmaceuticals U.S.A.), PROMETHAZINE HYDROCHLORIDE (Tris Pharma), PROMETHAZINE HYDROCHLORIDE (Wockhardt USA LLC.), PROMETHAZINE HYDROCHLORIDE (XGen Pharmaceuticals DJB), PROMETHAZINE HYDROCHLORIDE (XGen Pharmaceuticals DJB), PROMETHAZINE HYDROCHLORIDE (Zydus Lifesciences Limited), PROMETHAZINE HYDROCHLORIDE (Zydus Pharmaceuticals USA), PROMETHAZINE HYDROCHLORIDE (medsource pharmaceuticals), PROMETHEGAN (Cosette Pharmaceuticals), PROMETHEGAN (Cosette Pharmaceuticals), PROMETHEGAN (PD-Rx Pharmaceuticals)
Formula
C17H20N2S. HCl
Exact mass
320.1114
Mol weight
320.88
Structure
Simcomp
Class
Anti-allergic agent
 DG01557  Histamine receptor antagonist
  DG01482  Histamine receptor H1 antagonist
Metabolizing enzyme substrate
 DG01644  CYP2D6 substrate
Remark
Therapeutic category: 4413
ATC code: D04AA10 R06AD02
Chemical structure group: DG00385
Product (DG00385): D00480<JP/US> D03290<JP> D08768<JP>
Product (mixture): D11852<US> D11853<US> D11854<US> D12138<US>
Efficacy
Antiallergic, Anti-emetic, Antiparkinsonian, H1 receptor antagonist
  Disease
Perennial and seasonal allergic rhinitis [DS:H01360]
Comment
Phenothiazine derivative
Target
HRH1 [HSA:3269] [KO:K04149]
  Pathway
hsa04020  Calcium signaling pathway
hsa04080  Neuroactive ligand-receptor interaction
hsa04750  Inflammatory mediator regulation of TRP channels
Metabolism
Enzyme: CYP2D6 [HSA:1565]
Interaction
Structure map
map07028  Antipsychotics
map07029  Antipsychotics - phenothiazines
map07032  Hypnotics
map07212  Histamine H1 receptor antagonists
map07213  Dopamine receptor agonists/antagonists
Brite
Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
 D DERMATOLOGICALS
  D04 ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
   D04A ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
    D04AA Antihistamines for topical use
     D04AA10 Promethazine
      D00480  Promethazine hydrochloride (JP18/USP) <JP/US>
 R RESPIRATORY SYSTEM
  R06 ANTIHISTAMINES FOR SYSTEMIC USE
   R06A ANTIHISTAMINES FOR SYSTEMIC USE
    R06AD Phenothiazine derivatives
     R06AD02 Promethazine
      D00480  Promethazine hydrochloride (JP18/USP) <JP/US>
USP drug classification [BR:br08302]
 Antiemetics
  Antiemetics, Other
   Promethazine
    D00480  Promethazine hydrochloride (JP18/USP)
 Respiratory Tract/Pulmonary Agents
  Antihistamines
   Histamine (H1) Receptor Antagonists, Sedating
    Promethazine
     D00480  Promethazine hydrochloride (JP18/USP)
Therapeutic category of drugs in Japan [BR:br08301]
 4  Agents affecting cellular function
  44  Allergic agents
   441  Antihistamines
    4413  Phenothiazines
     D00480  Promethazine hydrochloride (JP18/USP)
Risk category of Japanese OTC drugs [BR:br08312]
 Designated second-class OTC drugs
  Inorganic and organic chemicals
   Promethazine
    D00480  Promethazine hydrochloride (JP18/USP)
 Second-class OTC drugs
  Inorganic and organic chemicals
   Promethazine
    D00480  Promethazine hydrochloride (JP18/USP)
Drug groups [BR:br08330]
 Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00385  Promethazine
     D00480  Promethazine hydrochloride
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00385  Promethazine
    D00480  Promethazine hydrochloride
Drug classes [BR:br08332]
 Anti-allergic agent
  DG01482  Histamine receptor H1 antagonist
   D00480  Promethazine hydrochloride
Target-based classification of drugs [BR:br08310]
 G Protein-coupled receptors
  Rhodopsin family
   Histamine
    HRH1
     D00480  Promethazine hydrochloride (JP18/USP) <JP/US>
Drugs listed in the Japanese Pharmacopoeia [BR:br08311]
 Chemicals
  D00480  Promethazine hydrochloride
Drug metabolizing enzymes and transporters [br08309.html]
 Drug metabolizing enzymes
  D00480
Drug groups [BR:br08330]
 Anti-allergic agent
  DG01557  Histamine receptor antagonist
   DG01482  Histamine receptor H1 antagonist
    DG00385  Promethazine
 Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00385  Promethazine
Other DBs
CAS: 58-33-3
PubChem: 7847546
ChEBI: 8462
LigandBox: D00480
NIKKAJI: J371.970G
KCF data

ATOM        21
            1   N1y N    24.1512  -19.0928
            2   C8y C    25.3914  -19.7915
            3   C8y C    22.9575  -19.7915
            4   C1b C    24.1512  -17.6779
            5   C8y C    25.3914  -21.1947
            6   C8x C    26.5851  -19.0928
            7   C8y C    22.9575  -21.1947
            8   C8x C    21.7580  -19.0928
            9   C1c C    25.3565  -16.9850
            10  S2x S    24.1512  -21.8934
            11  C8x C    26.5851  -21.8934
            12  C8x C    27.7904  -19.7915
            13  C8x C    21.7580  -21.8934
            14  C8x C    20.5179  -19.7915
            15  N1c N    25.3565  -15.6691
            16  C1a C    26.5442  -17.6779
            17  C8x C    27.7904  -21.1947
            18  C8x C    20.5179  -21.1947
            19  C1a C    24.0173  -14.8947
            20  C1a C    26.4919  -14.9296
            21  X   Cl   30.1777  -19.5178
BOND        22
            1     1   2 1
            2     1   3 1
            3     1   4 1
            4     2   5 2
            5     2   6 1
            6     3   7 2
            7     3   8 1
            8     4   9 1
            9     5  10 1
            10    5  11 1
            11    6  12 2
            12    7  13 1
            13    8  14 2
            14    9  15 1
            15    9  16 1
            16   11  17 2
            17   13  18 2
            18   15  19 1
            19   15  20 1
            20    7  10 1
            21   12  17 1
            22   14  18 1

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