Entry

D00822                      Drug

Name

Citalopram hydrobromide (USP);
Celexa (TN)

Product

CELEXA (Allergan), CITALOPRAM (Almatica Pharma LLC)

Generic

CITALOPRAM (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM (Advanced Rx Pharmacy of Tennessee), CITALOPRAM (Amneal Pharmaceuticals LLC), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM HYDROBROMIDE (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM HYDROBROMIDE (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM (Cipla USA), CITALOPRAM (Contract Pharmacy Services-PA), CITALOPRAM (Denton Pharma), CITALOPRAM (Direct Rx), CITALOPRAM (Direct_Rx), CITALOPRAM (Epic Pharma), CITALOPRAM HYDROBROMIDE (Exelan Pharmaceuticals), CITALOPRAM (Golden State Medical Supply), CITALOPRAM (Hikma Pharmaceuticals USA), CITALOPRAM (International Laboratories), CITALOPRAM (Mylan Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM (PD-Rx Pharmaceuticals), CITALOPRAM (Preferred Pharmaceuticals), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (A-S Medication Solutions), CITALOPRAM HYDROBROMIDE (A-S Medication Solutions), CITALOPRAM (A-S Medication Solutions), CITALOPRAM HYDROBROMIDE (ATLANTIC BIOLOGICALS CORP.), CITALOPRAM (American Health Packaging), CITALOPRAM (Aphena Pharma Solutions - Tennessee), CITALOPRAM (Aurobindo Pharma Limited), CITALOPRAM HYDROBROMIDE (Aurobindo Pharma Limited), CITALOPRAM HYDROBROMIDE (Bryant Ranch Prepack), CITALOPRAM HYDROBROMIDE (Bryant Ranch Prepack), CITALOPRAM HYDROBROMIDE (Bryant Ranch Prepack), CITALOPRAM (Bryant Ranch Prepack), CITALOPRAM HYDROBROMIDE (Camber Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Cardinal Health), CITALOPRAM HYDROBROMIDE (Clinical Solutions Wholesale), CITALOPRAM HYDROBROMIDE (DIRECT RX), CITALOPRAM HYDROBROMIDE (DIRECT RX), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM (Denton Pharma), CITALOPRAM (Denton Pharma), CITALOPRAM HYDROBROMIDE (Denton Pharma), CITALOPRAM HYDROBROMIDE (Direct Rx), CITALOPRAM HYDROBROMIDE (Dr. Reddy's Laboratories Limited), CITALOPRAM HYDROBROMIDE (Glenmark Therapeutics), CITALOPRAM HYDROBROMIDE (Lannett Company), CITALOPRAM HYDROBROMIDE (Legacy Pharmaceutical Packaging), CITALOPRAM HYDROBROMIDE (Legacy Pharmaceutical Packaging), CITALOPRAM HYDROBROMIDE (Major Pharmaceuticals), CITALOPRAM (NCS HealthCare of KY), CITALOPRAM HYDROBROMIDE (Northwind Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Northwind Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM HYDROBROMIDE (NuCare Pharmaceuticals), CITALOPRAM (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (PD-Rx Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Preferred Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Preferred Pharmaceuticals), CITALOPRAM HYDROBROMIDE (Proficient Rx LP), CITALOPRAM (Proficient Rx LP), CITALOPRAM (Proficient Rx LP), CITALOPRAM (QPharma), CITALOPRAM HYDROBROMIDE (QPharma), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (Quality Care Products), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (REMEDYREPACK), CITALOPRAM HYDROBROMIDE (RPK Pharmaceuticals), CITALOPRAM HYDROBROMIDE (RPK Pharmaceuticals), CITALOPRAM (RPK Pharmaceuticals), CITALOPRAM HYDROBROMIDE (RedPharm Drug), CITALOPRAM HYDROBROMIDE (St Marys Medical Park Pharmacy), CITALOPRAM HYDROBROMIDE (Sun Pharmaceutical Industries), CITALOPRAM HYDROBROMIDE (Torrent Pharmaceuticals Limited), CITALOPRAM (Cosette Pharmaceuticals)

Formula

C20H21FN2O. HBr

Exact mass

404.09

Mol weight

405.3039

Structure

Simcomp

Class

Neuropsychiatric agent
DG01659  Selective serotonin reuptake inhibitor (SSRI)
Metabolizing enzyme substrate
DG01644  CYP2D6 substrate
DG01633  CYP3A/CYP3A4 substrate
  DG02913  CYP3A4 substrate
Metabolizing enzyme inhibitor
DG01933  CYP2C19 inhibitor
Transporter substrate
DG01665  ABCB1 substrate

Remark

ATC code:

N06AB04

Chemical structure group:

DG00943

Product (DG00943):

D00822<US>

Efficacy

Antidepressant, Selective serotonin reuptake inhibitor (SSRI)

Disease

Major depressive disorder [DS:H01646]

Comment

Citalopram derivative

Target

SLC6A4 (HTT) [HSA:6532] [KO:K05037]

Pathway

hsa04726

Serotonergic synapse

Metabolism

Enzyme: CYP3A4 [HSA:1576], CYP2D6 [HSA:1565]
Transporter: ABCB1 [HSA:5243]

Interaction

CYP inhibition: CYP2C19 [HSA:1557]

Structure map

map07027

Antidepressants

map07234

Neurotransmitter transporter inhibitors

Brite

Anatomical Therapeutic Chemical (ATC) classification [BR:br08303]
N NERVOUS SYSTEM
  N06 PSYCHOANALEPTICS
   N06A ANTIDEPRESSANTS
    N06AB Selective serotonin reuptake inhibitors
     N06AB04 Citalopram
      D00822  Citalopram hydrobromide (USP) <US>
USP drug classification [BR:br08302]
Antidepressants
  SSRIs/SNRIs (Selective Serotonin Reuptake Inhibitors/Serotonin and Norepinephrine Reuptake Inhibitors)
   Citalopram
    D00822  Citalopram hydrobromide (USP)
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01659  Selective serotonin reuptake inhibitor (SSRI)
   DG00943  Citalopram
    D00822  Citalopram hydrobromide
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00943  Citalopram
    D00822  Citalopram hydrobromide
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00943  Citalopram
     D00822  Citalopram hydrobromide
Metabolizing enzyme inhibitor
  DG01933  CYP2C19 inhibitor
   DG00943  Citalopram
    D00822  Citalopram hydrobromide
Transporter substrate
  DG01665  ABCB1 substrate
   DG00943  Citalopram
    D00822  Citalopram hydrobromide
Drug classes [BR:br08332]
Neuropsychiatric agent
  DG01659  Selective serotonin reuptake inhibitor (SSRI)
   D00822  Citalopram hydrobromide
Target-based classification of drugs [BR:br08310]
Transporters
  Solute carrier family
   SLC6
    SLC6A4 (HTT)
     D00822  Citalopram hydrobromide (USP) <US>
Drug metabolizing enzymes and transporters [br08309.html]
Drug metabolizing enzymes
  D00822
Drug transporters
  D00822
Pharmacogenomic biomarkers [br08341.html]
Polymorphisms and mutations affecting drug response
  D00822
Drug groups [BR:br08330]
Neuropsychiatric agent
  DG01659  Selective serotonin reuptake inhibitor (SSRI)
   DG00943  Citalopram
Metabolizing enzyme substrate
  DG01644  CYP2D6 substrate
   DG00943  Citalopram
  DG01633  CYP3A/CYP3A4 substrate
   DG02913  CYP3A4 substrate
    DG00943  Citalopram
Metabolizing enzyme inhibitor
  DG01933  CYP2C19 inhibitor
   DG00943  Citalopram
Transporter substrate
  DG01665  ABCB1 substrate
   DG00943  Citalopram

Other DBs

CAS:	59729-32-7

PubChem:

7847887

ChEBI:

3724

LigandBox:

D00822

NIKKAJI:

J300.631J

KCF data

ATOM        25
            1   C1z C    25.2140  -17.1075
            2   C8y C    23.8790  -16.6700
            3   O2x O    26.0478  -15.9763
            4   C8y C    23.8847  -15.2650
            5   C8x C    22.6778  -17.3697
            6   C1x C    25.2257  -14.8335
            7   C8x C    22.6778  -14.5654
            8   C8x C    21.4593  -16.6643
            9   C8y C    21.4593  -15.2650
            10  C3b C    20.2466  -14.5654
            11  N3a N    19.0343  -13.8655
            12  C8y C    25.2140  -18.5075
            13  C8x C    24.0032  -19.2065
            14  C8x C    24.0032  -20.6065
            15  C8y C    25.2156  -21.3065
            16  C8x C    26.4264  -20.6075
            17  C8x C    26.4264  -19.2075
            18  X   F    25.2153  -22.6799
            19  C1b C    26.6140  -17.1075
            20  C1b C    27.2986  -18.2932
            21  C1b C    28.6998  -18.2932
            22  N1c N    29.3899  -19.4882
            23  C1a C    30.7997  -19.4882
            24  C1a C    28.7046  -20.6751
            25  X   Br   20.5107  -20.3997
BOND        26
            1     1   2 1
            2     1   3 1
            3     2   4 2
            4     2   5 1
            5     3   6 1
            6     4   7 1
            7     5   8 2
            8     7   9 2
            9     9  10 1
            10    4   6 1
            11    8   9 1
            12   10  11 3
            13    1  12 1
            14   12  13 2
            15   13  14 1
            16   14  15 2
            17   15  16 1
            18   16  17 2
            19   12  17 1
            20   15  18 1
            21    1  19 1
            22   19  20 1
            23   20  21 1
            24   21  22 1
            25   22  23 1
            26   22  24 1