phenoxybenzamine hydrochloride
Trade name: dibenzyline
Approved
Jan 26, 1953
Phenoxybenzamin (marketed under the trade name Dibenzyline) is an alpha-adrenergic antagonist with long duration of action. It is indicated in the treatment of pheochromocytoma, to control episodes of hypertension and sweating. If tachycardia is excessive, it may be necessary to use a beta-blocking agent concomitantly. Phenoxybenzamine produces its therapeutic actions by blocking alpha receptors, leading to a muscle relaxation and a widening of the blood vessels. This widening of the blood vessels results in a lowering of blood pressure. Phenoxybenzamine hydrochloride can produce and maintain “chemical sympathectomy” by oral administration. It increases blood flow to the skin, mucosa and abdominal viscera, and lowers both supine and erect blood pressures. It has no effect on the parasympathetic system. Twenty to percent of orally administered phenoxybenzamine appears to be absorbed in the active form. The half-life of orally administered phenoxybenzamine hydrochloride is not known; however, the half-life of intravenously administered drug is approximately 24 hours. Demonstrable effects with intravenous administration persist for at least 3 to 4 days, and the effects of daily administration are cumulative for nearly a week. The following adverse reactions have been observed, but there are insufficient data to support an estimate of their frequency: Postural hypotension, tachycardia, inhibition of ejaculation, nasal congestion, and miosis. These so-called “side effects” are actually evidence of adrenergic blockade and vary according to the degree of blockade. Miscellaneous: Gastrointestinal irritation, drowsiness, fatigue. — NCATS
Clinical trial activity
5 trials · 21 clinical orgs · 12 marketing orgs
Earliest trial started Feb 1, 2001 (NCT00569855)
Timeline
1950s
- Jan 26, 1953
Advanz Pharma — Earliest FDA Approval
- Jan 26, 1953
Advanz Pharma — NDA Secondary Org
- Jan 26, 1953
Advanz Pharma — Marketing Organization
- Jan 26, 1953
Advanz Pharma — NDA Organization
2000s
- Jan 1, 2001
Earliest Phase 2 Sponsor(trial)
2010s
- Jul 16, 2012
West-Ward Pharmaceutical — Marketing Organization
- Jul 16, 2012
Hikma — Marketing Organization
- Jan 1, 2017
Earliest Phase 3 Sponsor(trial)
- Jan 24, 2017
Par Pharmaceuticals — Marketing Organization
- Jan 24, 2017
Bristol-Myers Squibb — Marketing Organization
- Jan 24, 2017
Endo Pharmaceuticals — Marketing Organization
- Jan 24, 2017
PH HEALTH — Marketing Organization
2020s
- Oct 27, 2020
Amneal Pharmaceuticals — Marketing Organization
- Jul 19, 2022
Novitium Pharma — Marketing Organization
- Jul 19, 2022
Ani Pharmaceuticals — Marketing Organization
- May 8, 2023
Aurobindo Pharma — Marketing Organization
- Jun 20, 2023
Rising Pharmaceuticals — Marketing Organization
Indications
Approved for
Mechanism of action
- Adrenergic receptor alphaANTAGONIST
Adrenergic receptor alpha antagonist
Approval history
- approvedPriority reviewJan 26, 1953
Chemistry & pharmacology
SMILES
CC(COc1ccccc1)N(CCCl)Cc1ccccc1- Mol. weight
- 303.83 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
- ChEMBLCHEMBL753 ↗
- WikipediaPhenoxybenzamine ↗
- NCATS0TTZ664R7Z ↗
- ChEMBLCHEMBL1200787 ↗
Also known as
- bensylyte hcl
- bensylyte hcl
- dibenylin
- dibenyline
- dibenyline
- dibenyline
- dibenzyline
- dibenzyline
- dibenzyline
- dibenzyline
- fenossibenzamina
- fenossibenzamina
- fenoxibenzamina
- fenoxibenzamina
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine
- phenoxybenzamine chloride
- phenoxybenzamine chloride
- phenoxybenzamine hcl
- phenoxybenzamine hcl
- phenoxybenzamine hcl
- phenoxybenzamine hydrochloride
- phenoxybenzamine hydrochloride
- phenoxybenzamine hydrochloride
- phenoxybenzamine hydrochloride
- phenoxybenzaminum
- phenoxybenzaminum
- pob
- pob
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT03176693 | Phase 3 | May 5, 2017 | University of California, Los Angeles |
| NCT01379898 | Phase 4 | Dec 1, 2011 | Atrium Medical Center, Canisius-Wilhelmina Hospital, Erasmus University Rotterdam, Free University of Amsterdam, Isala Clinics, Zwolle, The Netherlands, Leiden University, Maastricht University, Medical Center Haaglanden, Medical Center Leeuwarden, Medisch Spectrum Twente, Onze Lieve Vrouw Hospital, Radboud University, St. Antonius Hospital, Nieuwegein, University of Amsterdam, University of Groningen, Utrecht University |
| NCT00770705 | Phase 2 | Oct 1, 2008 | Vanderbilt University |
| NCT00620945 | N/A | Jun 1, 2006 | University of Rochester |
| NCT00569855 | Phase 2 | Feb 1, 2001 | Hoosier Cancer Research Network, University of Arkansas |
Organizations
Research & Development (21)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Atrium Medical Center | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Canisius-Wilhelmina Hospital | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Erasmus University Rotterdam | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Free University of Amsterdam | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Hoosier Cancer Research Network | Academic/Hospital | 1 | 1 | 1 | 2001 |
| Isala Clinics, Zwolle, The Netherlands | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Leiden University | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Maastricht University | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Medical Center Haaglanden | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Medical Center Leeuwarden | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Medisch Spectrum Twente | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Onze Lieve Vrouw Hospital | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Radboud University | Academic/Hospital | 1 | 0 | 1 | 2011 |
| St. Antonius Hospital, Nieuwegein | Academic/Hospital | 1 | 0 | 1 | 2011 |
| University of Amsterdam | Academic/Hospital | 1 | 0 | 1 | 2011 |
| University of Arkansas | Academic/Hospital | 1 | 0 | 1 | 2001 |
| University of California, Los Angeles | Academic/Hospital | 1 | 1 | 1 | 2017 |
| University of Groningen | Academic/Hospital | 1 | 1 | 1 | 2011 |
| University of Rochester | Academic/Hospital | 1 | 1 | 1 | 2006 |
| Utrecht University | Academic/Hospital | 1 | 0 | 1 | 2011 |
Marketing (16)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Advanz Pharma | For profit | NDA2 | Jan 26, 1953 |
| Advanz Pharma | For profit | MKTG | Jan 26, 1953 |
| Advanz Pharma | For profit | NDA | Jan 26, 1953 |
| Advanz Pharma | For profit | SYN | Jan 26, 1953 |
| Amneal Pharmaceuticals | For profit | MKTG | Oct 27, 2020 |
| Ani Pharmaceuticals | For profit | MKTG | Jul 19, 2022 |
| Aurobindo Pharma | For profit | MKTG | May 8, 2023 |
| Bristol-Myers Squibb | For profit | MKTG | Jan 24, 2017 |
| Endo Pharmaceuticals | For profit | MKTG | Jan 24, 2017 |
| Hikma | For profit | MKTG | Jul 16, 2012 |
| Hikma | For profit | SYN | Jul 16, 2012 |
| Novitium Pharma | For profit | MKTG | Jul 19, 2022 |
| PH HEALTH | For profit | MKTG | Jan 24, 2017 |
| Par Pharmaceuticals | For profit | MKTG | Jan 24, 2017 |
| Rising Pharmaceuticals | For profit | MKTG | Jun 20, 2023 |
| West-Ward Pharmaceutical | For profit | MKTG | Jul 16, 2012 |