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Doxepin

Generic Name
Doxepin
Brand Names
Prudoxin, Silenor, Sinequan, Zonalon
Drug Type
Small Molecule
Chemical Formula
C19H21NO
CAS Number
1668-19-5
Unique Ingredient Identifier
5ASJ6HUZ7D
Background

Doxepin is a psychotropic agent with antidepressant and anxiolytic properties. It is a tertiary amine that can be presented as (E) and (Z) stereoisomers with the (Z) stereoisomer corresponding to cidoxepin. Doxepin commonly produces a 5:1 (E):(Z) racemic mixture.

In a strict sense, doxepin is not a tricyclic antidepressant but it is commonly associated with the class since it shares a lot of properties with members of the drug family including amitriptyline, clomipramine, desipramine, imipramine, nortriptyline, protriptyline and trimipramine.

Doxepin was developed by Pfizer and FDA approved in 1969 as an antidepressant. However, in 2010 it was approved for the treatment of insomnia. The latter indication was presented by Pernix Therapeutics.

Indication

Oral doxepin is approved for the following indications:

Topical doxepin is also approved for short-term (up to 8 days) management of moderate pruritus in adult patients with atopic dermatitis, pruritus or lichen simplex chronicus.

Off-label, doxepin is used topically for the management of neuropathic pain.

Depression is a common medical illness that causes feelings of sadness and or loss of interest in prior enjoyable activities. This condition can lead to emotional and physical disturbances that can decrease the ability of a person to function in a regular environment.

Anxiety is a normal reaction of the body towards a normal danger. When the anxious state is exacerbated or appears on situations without danger, it is defined as an anxiety disorder. This disorders can appear in different forms such as phobias, panic, obsessive-compulsive disorder and post-traumatic stress disorder.

Insomnia is a sleep disorder that directly affects the quality of life of the individual. It is characterized by the complication either to fall asleep or to stay asleep. This condition can be occasional or chronic.

Pruritus is defined as an unpleasant skin reaction that provokes the urge to scratch. It can be localized or generalized and it can appear in an acute or chronic manner.

Neuropathic pain occurs due to the damage or dysfunction of the peripheral or central nervous system rather than stimulation of the pain receptors.

Associated Conditions
Anxiety, Bipolar Disorder (BD), Depression, Depression, Involutional, Insomnia, Lichen simplex chronicus, Neuropathic Pain, Neurotic depression, Pruritus, Psychotic depressive disorder

Assess the Effect of Zolpidem, Silenor & Placebo on Arousability, Ataxia/Balance & Cognition in Healthy Volunteers

Phase 4
Completed
Conditions
Healthy
Interventions
First Posted Date
2015-02-02
Last Posted Date
2018-01-02
Lead Sponsor
Currax Pharmaceuticals
Target Recruit Count
52
Registration Number
NCT02353299
Locations
🇺🇸

Henry Ford Hospital Sleep Disorders & Research Center, Novi, Michigan, United States

Doxepin and a Topical Rinse in the Treatment of Acute Oral Mucositis Pain in Patients Receiving Radiotherapy With or Without Chemotherapy

Phase 3
Completed
Conditions
Acute Oral Mucositis Pain
Interventions
Drug: DLA (diphenhydramine, lidocaine and antacids) rinse
Other: Placebo
First Posted Date
2014-09-01
Last Posted Date
2025-05-18
Lead Sponsor
Alliance for Clinical Trials in Oncology
Target Recruit Count
275
Registration Number
NCT02229539
Locations
🇺🇸

Providence Saint Joseph Medical Center/Disney Family Cancer Center, Burbank, California, United States

🇺🇸

Rocky Mountain Cancer Centers-Longmont, Longmont, Colorado, United States

🇺🇸

Illinois CancerCare - Canton, Canton, Illinois, United States

and more 345 locations

Doxepin Hydrochloride in Treating Esophageal Pain in Patients With Thoracic Cancer Receiving Radiation Therapy to the Thorax With or Without Chemotherapy

Phase 2
Terminated
Conditions
Esophageal Carcinoma
Hypopharyngeal Carcinoma
Laryngeal Carcinoma
Lymphoma
Mesothelioma
Metastatic Malignant Neoplasm in the Lung
Metastatic Malignant Neoplasm in the Pleura
Metastatic Malignant Neoplasm in the Spinal Cord
Non-Small Cell Lung Carcinoma
Sarcoma
Interventions
Other: Placebo
Other: Quality-of-Life Assessment
Other: Questionnaire Administration
First Posted Date
2014-02-14
Last Posted Date
2019-10-01
Lead Sponsor
Mayo Clinic
Target Recruit Count
5
Registration Number
NCT02062632
Locations
🇺🇸

University of Nebraska Medical Center, Omaha, Nebraska, United States

🇺🇸

Green Bay Oncology Limited at Saint Mary's Hospital, Green Bay, Wisconsin, United States

🇺🇸

Mayo Clinic, Rochester, Minnesota, United States

Treatments for Insomnia in Patients With Parkinson's Disease

Early Phase 1
Completed
Conditions
Parkinson's Disease
Insomnia
Interventions
Device: Light box (Litebook company)
Behavioral: CBT and sleep hygiene
Device: Light box ( Litebook company)
First Posted Date
2011-12-12
Last Posted Date
2015-04-16
Lead Sponsor
McGill University Health Centre/Research Institute of the McGill University Health Centre
Target Recruit Count
20
Registration Number
NCT01489982
Locations
🇨🇦

Montreal General Hospital, Montreal, Quebec, Canada

Effect of Doxepin and Nortriptyline on Irritable Bowel Syndrome

Phase 2
Completed
Conditions
Irritable Bowel Syndrome
Interventions
First Posted Date
2010-12-31
Last Posted Date
2010-12-31
Lead Sponsor
Qom University of Medical Sciences
Registration Number
NCT01268709
Locations
🇮🇷

Gastrointestinal Research center,Beheshti Hospital, Qom, Iran, Islamic Republic of

Doxepin Hydrochloride in Treating Oral Mucositis Pain in Patients With Head and Neck Cancer Undergoing Radiation Therapy With or Without Chemotherapy

Phase 3
Completed
Conditions
Mucositis
Oral Complications of Radiation Therapy
Pain
Head and Neck Cancer
Interventions
First Posted Date
2010-07-02
Last Posted Date
2017-08-09
Lead Sponsor
Alliance for Clinical Trials in Oncology
Target Recruit Count
155
Registration Number
NCT01156142
Locations
🇺🇸

Hurley Medical Center, Flint, Michigan, United States

🇺🇸

Regions Hospital Cancer Care Center, Saint Paul, Minnesota, United States

🇺🇸

Altru Cancer Center at Altru Hospital, Grand Forks, North Dakota, United States

and more 117 locations

Safety and Efficacy of Ramelteon and Doxepin in Subjects With Chronic Insomnia

Phase 2
Completed
Conditions
Sleep Initiation and Maintenance Disorders
Interventions
First Posted Date
2008-09-19
Last Posted Date
2012-02-28
Lead Sponsor
Takeda
Target Recruit Count
472
Registration Number
NCT00755495

The Treatment of Insomnia in Patients With HIV Disease

Phase 4
Completed
Conditions
HIV Infections
Insomnia
Interventions
First Posted Date
2007-04-27
Last Posted Date
2013-07-30
Lead Sponsor
Duke University
Target Recruit Count
44
Registration Number
NCT00465972
Locations
🇺🇸

Duke University Medical Center, Durham, North Carolina, United States

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