bendroflumethiazide
Trade name: naturetin
Approved
Dec 7, 1959
Bendroflumethiazide (INN), formerly bendrofluazide (BAN) is a thiazide diuretic used to treat hypertension. CORZIDE (Nadolol and Bendroflumethiazide Tablets) for oral administration combines two antihypertensive agents: CORGARD (nadolol), a nonselective beta-adrenergic blocking agent, and NATURETIN (bendroflumethiazide), a thiazide diuretic-antihypertensive. Bendroflumethiazide works by inhibiting sodium reabsorption at the beginning of the distal convoluted tubule (DCT). Bendroflumethiazide inhibits active chloride reabsorption at the early distal tubule via the Na-Cl cotransporter, resulting in an increase in the excretion of sodium, chloride, and water. Thiazides like bendroflumethiazide also inhibit sodium ion transport across the renal tubular epithelium through binding to the thiazide sensitive sodium-chloride transporter. This results in an increase in potassium excretion via the sodium-potassium exchange mechanism. The antihypertensive mechanism of bendroflumethiazide is less well understood although it may be mediated through its action on carbonic anhydrases in the smooth muscle or through its action on the large-conductance calcium-activated potassium (KCa) channel, also found in the smooth muscle. Thiazides do not affect normal blood pressure. Onset of action of thiazides occurs in two hours and the peak effect at about four hours. Duration of action persists for approximately six to 12 hours. Thiazides are eliminated rapidly by the kidney. — NCATS
Clinical trial activity
5 trials · 6 clinical orgs · 5 marketing orgs
Earliest trial started Dec 1, 1997 (NCT02235402)
Timeline
1950s
1980s
- May 25, 1983
King Pharmaceuticals — Marketing Organization
- May 25, 1983
King Pharmaceuticals — NDA Secondary Org
2000s
- Jan 1, 2006
- Mar 30, 2007
Impax Laboratories — Marketing Organization
- Feb 15, 2008
Natco Pharma — Marketing Organization
- Feb 15, 2008
Mylan — Marketing Organization
Indications
Approved for
Mechanism of action
SLC12A3 inhibitor
Combination products
corzide
with nadolol
Approval history
- approvedDec 7, 1959
Chemistry & pharmacology
SMILES
NS(=O)(=O)C1=CC2=C(NC(CC3=CC=CC=C3)NS2(=O)=O)C=C1C(F)(F)F- Mol. weight
- 421.415 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Discontinued
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaBendroflumethiazide ↗
- NCATS5Q52X6ICJI ↗
- ChEMBLCHEMBL1684 ↗
Also known as
- +--3-benzyl-3,4-dihydro-6-(trifluoromethyl)-2h-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
- +--3-benzyl-3,4-dihydro-6-(trifluoromethyl)-2h-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide
- 6-trifluoromethyl-3-benzyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
- 6-trifluoromethyl-3-benzyl-7-sulfamyl-3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide
- aprinox
- aprinox
- bendrofluazide
- bendrofluazide
- bendrofluazide
- bendrofluazide
- bendrofluazide
- bendroflumethiazid
- bendroflumethiazid
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendroflumethiazide
- bendrofluméthiazide
- bendrofluméthiazide
- bendroflumethiazidum
- bendroflumethiazidum
- bendroflumetiazida
- bendroflumetiazida
- benzhydroflumethiazide
- benzhydroflumethiazide
- benzhydroflumethiazide
- benzidroflumetiazide
- benzydroflumethiazide
- benzydroflumethiazide
- benzydroflumethiazide
- benzylhydroflumethiazide
- benzylrodiuran
- berkozide
- berkozide
- centyl
- centyl
- nadolol/bendroflumethiazide
- naturetin
- naturetin
- naturetin
- naturetin-10
- naturetin-10
- naturetin-2.5
- naturetin-2.5
- naturetin-5
- naturetin-5
- neo-bendromax 2.5
- neo-bendromax 5
- neo-naclex
- neo-naclex
- urizide
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT00429897 | N/A | Aug 1, 2006 | British Heart Foundation, University of Cambridge |
| NCT00648297 | Phase 1 | Aug 1, 2006 | Mylan, PRACS |
| NCT00647660 | Phase 1 | Jul 1, 2006 | Mylan, PRACS |
| NCT00518479 | N/A | Sep 1, 2003 | University of Leeds |
| NCT02235402 | Phase 4 | Dec 1, 1997 | Boehringer Ingelheim |
Organizations
Research & Development (6)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Mylan | For profit | 2 | 2 | 1 | 2006 |
| PRACS | For profit | 2 | 0 | 1 | 2006 |
| Boehringer Ingelheim | For profit | 1 | 1 | 1 | 1997 |
| British Heart Foundation | Academic/Hospital | 1 | 0 | 1 | 2006 |
| University of Cambridge | Academic/Hospital | 1 | 1 | 1 | 2006 |
| University of Leeds | Academic/Hospital | 1 | 1 | 1 | 2003 |
Marketing (7)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Apothecon | For profit | NDA2 | Dec 7, 1959 |
| Apothecon | For profit | NDA | Dec 7, 1959 |
| Impax Laboratories | For profit | MKTG | Mar 30, 2007 |
| King Pharmaceuticals | For profit | MKTG | May 25, 1983 |
| King Pharmaceuticals | For profit | NDA2 | May 25, 1983 |
| Mylan | For profit | MKTG | Feb 15, 2008 |
| Natco Pharma | For profit | MKTG | Feb 15, 2008 |