citalopram
Trade name: celexa
Approved
Jul 17, 1998
Citalopram hydrobromide (citalopram HB) belongs to a class of antidepressant agents known as selective serotonin-reuptake inhibitors (SSRIs). It is sold under the brand name Celexa and is indicated for the treatment of depression. The mechanism of action of citalopram HBr is presumed to be linked to potentiation of serotonergic activity in the central nervous system (CNS) resulting from its inhibition of CNS neuronal reuptake of serotonin (5-HT). In vitro and in vivo studies in animals suggest that citalopram is a highly selective serotonin reuptake inhibitor (SSRI) with minimal effects on norepinephrine (NE) and dopamine (DA) neuronal reuptake. Citalopram is a racemic mixture, and the inhibition of 5-HT reuptake by citalopram is primarily due to the (S)-enantiomer. Citalopram can be used off-label for the treatment of anxiety, autism, dementia, alcoholism, diabetic neuropathy, eating disorders such as anorexia and bulimia, premature ejaculation and many others. Citalopram causes dose-dependent QT interval prolongation which is why it isno longer prescribed at doses greater than 40 mg per day. — NCATS
Clinical trial activity
199 trials · 226 clinical orgs · 36 marketing orgs
Earliest trial started Sep 1, 1995 (NCT00009204)
Timeline
1990s
- Jan 1, 1995
Earliest Phase 3 Sponsor(trial)
- Jul 17, 1998
Allergan — Earliest FDA Approval
- Jul 17, 1998
Allergan — NDA Secondary Org
- Jul 17, 1998
Allergan — NDA Organization
- Jul 17, 1998
Allergan — Marketing Organization
- Jul 17, 1998
AbbVie — Marketing Organization
- Jul 17, 1998
AbbVie — NDA Secondary Org
- Dec 22, 1999
Forest Laboratories — Marketing Organization
- Dec 22, 1999
Forest Laboratories — NDA Secondary Org
2000s
- Jan 1, 2000
Earliest Phase 2 Sponsor(trial)
- Jan 1, 2003
- Oct 28, 2004
Actavis — Marketing Organization
- Oct 28, 2004
Aurobindo Pharma — Marketing Organization
- Oct 28, 2004
Dr. Reddy's Laboratories — Marketing Organization
- Oct 28, 2004
Epic Pharma Llc — Marketing Organization
- Oct 28, 2004
Fosun — Marketing Organization
- Oct 28, 2004
Heritage Pharma — Marketing Organization
- Nov 5, 2004
Chartwell Pharmaceuticals — Marketing Organization
- Nov 5, 2004
Mylan — Marketing Organization
- Nov 5, 2004
PHARMOBEDIENT — Marketing Organization
- Nov 12, 2004
Sun Pharmaceuticals — Marketing Organization
- Nov 16, 2004
Cosette — Marketing Organization
- Nov 16, 2004
G & W Laboratories Inc. — Marketing Organization
- Nov 16, 2004
ACP Nimble — Marketing Organization
- Nov 23, 2004
Roxane Laboratories — Marketing Organization
- Nov 23, 2004
Boehringer Ingelheim — Marketing Organization
- Nov 24, 2004
Apotex — Marketing Organization
- Dec 13, 2004
West-Ward Pharmaceutical — Marketing Organization
- Dec 13, 2004
Hikma — Marketing Organization
- Jun 30, 2005
Watson Pharmaceuticals — Marketing Organization
- Oct 31, 2005
Pliva — Marketing Organization
- Nov 15, 2005
Pharmaceutical Associates — Marketing Organization
- Dec 20, 2005
Biovail — NDA Secondary Org
- Mar 22, 2006
Taro Pharmaceuticals — Marketing Organization
- Mar 31, 2006
Teva — Marketing Organization
- Jun 14, 2006
Lannett Company, Inc. — Marketing Organization
- Oct 3, 2006
Invagen Pharms — Marketing Organization
- Nov 30, 2006
Amneal Pharmaceuticals — Marketing Organization
- Mar 27, 2007
Torrent Pharmaceuticals Limited — Marketing Organization
- Apr 10, 2008
Natco Pharma — Marketing Organization
- Feb 27, 2009
Glenmark Pharmaceuticals — Marketing Organization
2010s
- Dec 15, 2015
Hetero Labs Ltd — Marketing Organization
- Dec 23, 2015
Jubilant Innovation Ltd. — Marketing Organization
Indications
Studied for
- Abdominal Pain · Phase 2/Phase 3
- Acute Coronary Syndrome · Phase 4
- Alcoholism · Phase 2
- Alzheimer Disease · Phase 3
- Anhedonia · Phase 1/Phase 2
- Antidepressive Agents · Early Phase 1
- Anxiety · Phase 4
- Anxiety Disorders · Phase 4
- Attention Deficit and Disruptive Behavior Disorders · Phase 2
- Attention Deficit Disorder with Hyperactivity · Phase 2
- Autism Spectrum Disorder · Phase 1
- Autistic Disorder · Phase 2
- Bereavement · Phase 2
- Bipolar Disorder · Phase 4
- Bone Diseases · Phase 3
- Borderline Personality Disorder · Phase 4
- Brain Injuries, Traumatic · Phase 4
- Breast Neoplasms · Phase 3
- Burning Mouth Syndrome · Phase 3
- Cannabidiol · Phase 1
- Chemical and Drug Induced Liver Injury · Phase 1
- Chorea · Phase 2
- Citalopram · Phase 2
- Cocaine-Related Disorders · Phase 2
- Comorbidity · Phase 4
- Dementia · Phase 4
- Dementia, Vascular · Phase 3
- Deprescriptions · Early Phase 1
- Depression · Phase 4
- Drug Interactions · Phase 1
- Dysthymic Disorder · Phase 2
- Executive Function · Phase 2
- Fecal Incontinence · Phase 1
- Friedreich Ataxia · Phase 4
- Frontotemporal Dementia · Phase 4
- Gastroesophageal Reflux · Phase 4
- Grief · Phase 2
- Healthy Volunteers · Phase 4
- Heart Failure · Phase 4
- Hepatitis C · Phase 4
- HIV · Phase 1
- HIV Infections · Phase 3
- Hot Flashes · Phase 3
- Huntington Disease · Phase 2
- Irritable Bowel Syndrome · Phase 2
- Ischemic Stroke · Phase 2
- Major Depressive Disorder · Phase 4
- Mandibular Diseases · Phase 2/Phase 3
- Menopause · Phase 2
- Mental Disorders · Phase 4
- Mood Disorders · Phase 2
- Motor Activity · Phase 3
- Multiple Sclerosis, Relapsing-Remitting · Phase 4
- Myocardial Infarction · Phase 4
- Myofascial Pain Syndromes · Phase 2/Phase 3
- Neoplasms · Phase 3
- Neurodevelopmental Disorders · Phase 2
- Obsessive-Compulsive Disorder · Phase 4
- Opioid-Related Disorders · Phase 2
- Pain · Phase 4
- Parkinson Disease · Phase 2
- Psychophysiologic Disorders · Phase 3
- Psychotic Disorders · Phase 4
- Schizophrenia · Phase 4
- Sleep Initiation and Maintenance Disorders · Phase 4
- Stroke · Phase 4
- Suicide · Phase 4
- Suicide, Attempted · Phase 2/Phase 3
- Urinary Incontinence, Stress · Phase 1
- Whiplash Injuries · Phase 4
Mechanism of action
- Serotonin transporterINHIBITOR
SLC6A4 inhibitor
reuptake inhibitor
Approval history
- approvedJul 17, 1998
Chemistry & pharmacology
SMILES
CN(C)CCCC1(c2ccc(F)cc2)OCc2cc(C#N)ccc21- Mol. weight
- 324.4 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL549 ↗
- WikipediaCitalopram ↗
- NCATS0DHU5B8D6V ↗
- ChEMBLCHEMBL1200781 ↗
Also known as
- bonitrile
- celexa
- celexa
- celexa
- celexa
- cipramil
- cipramil
- citadur
- citadur
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram
- citalopram hydrobromide
- citalopram hydrobromide
- citalopram hydrobromide
- citalopram hydrobromide
- lu-10171b
- lu-10171b
- nitalapram
- nitalapram
- nitalapram
- paxoran
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06949644 | N/A | Aug 1, 2025 | National Heart, Lung, and Blood Institute (NHLBI), Northwestern University |
| NCT06957223 | N/A | May 6, 2025 | CMH Nowshera, Pakistan Army |
| NCT06957210 | N/A | May 6, 2025 | CMH Nowshera, Pakistan Army |
| NCT06796946 | Early Phase 1 (Phase 1) | Apr 30, 2025 | University of Huelva |
| NCT06740188 | Phase 4 | Jan 1, 2025 | Huazhong University of Science and Technology |
| NCT06412315 | N/A | Jul 31, 2024 | University of Oxford |
| NCT06192589 | Phase 1 | Feb 8, 2024 | Food and Drug Administration, Spaulding Clinical Research Inc. |
| NCT05957094 | N/A | Aug 31, 2023 | University of British Columbia |
| NCT06017037 | Phase 1/Phase 2 (Phase 2) | May 19, 2023 | University of Oxford |
| NCT06358014 | N/A | May 12, 2023 | Capital Medical University |
| NCT06025474 | Phase 3 | Jan 1, 2023 | University of Naples Frederico II |
| NCT05352113 | N/A | May 1, 2022 | Hangzhou First People Hospital, Zhejiang University |
| NCT05353543 | N/A | May 1, 2022 | Hangzhou First People Hospital, Zhejiang University |
| NCT05735756 | Phase 4 | Jan 17, 2022 | University of Amsterdam |
| NCT05524519 | N/A | Jan 1, 2022 | First People's Hospital of Hangzhou, Zhejiang University |
| NCT05605002 | N/A | Jan 1, 2022 | First People's Hospital of Hangzhou, Zhejiang Chinese Medical University, Zhejiang University |
| NCT05271084 | Phase 1/Phase 2 (Phase 2) | Nov 10, 2021 | Hawler Medical University |
| NCT05063604 | Phase 2 | Sep 30, 2021 | Catalan Institute of Oncology, University of Barcelona |
| NCT05041582 | Phase 3 | Sep 1, 2021 | Far Eastern Memorial Hospital, Taipei Veteran General hospital, University of Oxford |
| NCT04766229 | Phase 2 | Jun 21, 2021 | Big Health, Irish Cancer Society, National University of Ireland, University College Dublin |
Organizations
Research & Development (226)
Marketing (50)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| ACP Nimble | For profit | MKTG | Nov 16, 2004 |
| AbbVie | For profit | MKTG | Jul 17, 1998 |
| AbbVie | For profit | NDA2 | Jul 17, 1998 |
| Actavis | For profit | MKTG | Oct 28, 2004 |
| Allergan | For profit | NDA2 | Jul 17, 1998 |
| Allergan | For profit | NDA | Jul 17, 1998 |
| Allergan | For profit | MKTG | Jul 17, 1998 |
| Alvogen | For profit | MKTG | Jan 31, 2022 |
| Alvogen | For profit | NDA2 | Jan 31, 2022 |
| Amneal Pharmaceuticals | For profit | MKTG | Nov 30, 2006 |
| Apotex | For profit | MKTG | Nov 24, 2004 |
| Apotex | For profit | SYN | Nov 24, 2004 |
| Aurobindo Pharma | For profit | MKTG | Oct 28, 2004 |
| Aurobindo Pharma | For profit | SYN | Aug 28, 2006 |
| Aurobindo Pharma | For profit | SYN | Aug 28, 2006 |
| Biovail | For profit | NDA2 | Dec 20, 2005 |
| Boehringer Ingelheim | For profit | MKTG | Nov 23, 2004 |
| Chartwell Pharmaceuticals | For profit | MKTG | Nov 5, 2004 |
| Chartwell Pharmaceuticals | For profit | SYN | Aug 17, 2005 |
| Cosette | For profit | MKTG | Nov 16, 2004 |
| Dr. Reddy's Laboratories | For profit | MKTG | Oct 28, 2004 |
| Epic Pharma Llc | For profit | SYN | Apr 29, 2005 |
| Epic Pharma Llc | For profit | MKTG | Oct 28, 2004 |
| Forest Laboratories | For profit | MKTG | Dec 22, 1999 |
| Forest Laboratories | For profit | NDA2 | Dec 22, 1999 |
| Fosun | For profit | MKTG | Oct 28, 2004 |
| G & W Laboratories Inc. | For profit | MKTG | Nov 16, 2004 |
| Glenmark Pharmaceuticals | For profit | MKTG | Feb 27, 2009 |
| Glenmark Pharmaceuticals | For profit | SYN | Feb 27, 2009 |
| Heritage Pharma | For profit | MKTG | Oct 28, 2004 |
| Hetero Labs Ltd | For profit | MKTG | Dec 15, 2015 |
| Hikma | For profit | MKTG | Dec 13, 2004 |
| Hikma | For profit | SYN | Dec 13, 2004 |
| Invagen Pharms | For profit | MKTG | Oct 3, 2006 |
| Jubilant Innovation Ltd. | For profit | MKTG | Dec 23, 2015 |
| Lannett Company, Inc. | For profit | MKTG | Jun 14, 2006 |
| Mylan | For profit | SYN | Nov 5, 2004 |
| Mylan | For profit | MKTG | Nov 5, 2004 |
| Natco Pharma | For profit | MKTG | Apr 10, 2008 |
| PHARMOBEDIENT | For profit | MKTG | Nov 5, 2004 |
| Pharmaceutical Associates | For profit | MKTG | Nov 15, 2005 |
| Pliva | For profit | MKTG | Oct 31, 2005 |
| Roxane Laboratories | For profit | MKTG | Nov 23, 2004 |
| Sun Pharmaceuticals | For profit | MKTG | Nov 12, 2004 |
| Sun Pharmaceuticals | For profit | SYN | Jul 3, 2006 |
| Taro Pharmaceuticals | For profit | MKTG | Mar 22, 2006 |
| Teva | For profit | MKTG | Mar 31, 2006 |
| Torrent Pharmaceuticals Limited | For profit | MKTG | Mar 27, 2007 |
| Watson Pharmaceuticals | For profit | MKTG | Jun 30, 2005 |
| West-Ward Pharmaceutical | For profit | MKTG | Dec 13, 2004 |