proflavine
Proflavine is an acriflavine derivative used as a topical disinfectant agains gram-positive bacteria. Proflavine is toxic and carcinogenic in mammals and so it is used only as a surface disinfectant or for treating superficial wounds. Proflavine acts by interchelating DNA (intercalation), thereby disrupting DNA synthesis and leading to high levels of mutation in the copied DNA strands. This prevents bacterial reproduction. Proflavine was investigated for photodynamic theraphy of herpes but was discontinued due to several presentations of post-treatment Bowen's disease and higher lesion recrudescence periods. Proflavine is also investigated as a topical contrast agent for imaging and diagnosis of esophageal, oral, colon, cervical, uterine cancer and polyps. — NCATS
Clinical trial activity
21 trials · 15 clinical orgs · 0 marketing orgs
Earliest trial started Feb 1, 2009 (NCT01384227)
Timeline
Indications
Approved for
Studied for
- Barrett Esophagus · Phase 2
- Carcinoma, Mucoepidermoid · Early Phase 1
- Carcinoma, Squamous Cell · Phase 1/Phase 2
- Colonic Polyps · Phase 1
- Gastroesophageal Reflux · Early Phase 1
- Herpes Genitalis · Phase 2
- Mouth Diseases · Early Phase 1
- Neoplasm Metastasis · Early Phase 1
- Neoplasms · Phase 2
- Neoplasms, Squamous Cell · Early Phase 1
- Stomach Neoplasms · Phase 1
- Urinary Tract Infections · Phase 4
- Uterine Cervical Neoplasms · Phase 1
- Uterine Neoplasms · Phase 2
Mechanism of action
Chemistry & pharmacology
SMILES
Nc1ccc2cc3ccc(N)cc3nc2c1- Mol. weight
- 209.25 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
Oral
No
Parenteral
No
Topical
No
Sources
- ChEMBLCHEMBL55400 ↗
- WikipediaAcriflavine ↗
- NCATSCY3RNB3K4T ↗
- ChEMBLCHEMBL465704 ↗
- ChEMBLCHEMBL1964546 ↗
Also known as
- 2,8-diaminoacridine
- 2,8-diaminoacridine
- 3,6-acridinediamine
- 3,6-acridinediamine
- 3,6-diaminoacridine
- 3,6-diaminoacridine
- diaminoacridine
- diaminoacridine
- proflavin
- proflavin
- proflavin
- proflavina
- proflavina
- proflavine
- proflavine
- proflavine
- proflavine
- proflavine
- proflavine
- proflavine
- proflavine hemisulfate
- proflavine hemisulfate
- proflavine sulfate
- proflavin hemisulfate
- proflavin sulfate
- proflavinum
- proflavinum
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06435286 | Phase 2 | Nov 1, 2024 | Baylor University, Hospital de Cancer de Barretos - Fundacao Pio XII, Instituto do Cancer do Estado de São Paulo, University of Texas at Houston, William Marsh Rice University |
| NCT05554133 | N/A | Mar 1, 2023 | National Institute of Dental and Craniofacial Research (NIDCR), University of Texas at Houston |
| NCT05396781 | Phase 2 | Jan 13, 2022 | Baylor University, University of Sao Paulo, William Marsh Rice University |
| NCT04563754 | Phase 1/Phase 2 (Phase 2) | Jul 30, 2019 | Baylor University, Icahn School of Medicine at Mount Sinai, Medical University of South Carolina, University of California, San Francisco, University of Texas at Houston, William Marsh Rice University |
| NCT03379389 | Phase 4 | Mar 31, 2018 | Fundação Educacional Serra dos Órgãos, Laboratório Gross S.A. |
| NCT02714439 | Early Phase 1 (Phase 1) | Jun 1, 2017 | University of Texas at Houston, University of Texas, Galveston, William Marsh Rice University |
| NCT02790853 | Early Phase 1 (Phase 1) | May 25, 2016 | National Cancer Institute (NCI), University of Texas at Houston |
| NCT02206048 | N/A | Oct 1, 2015 | University of Texas at Houston |
| NCT02420665 | N/A | Sep 1, 2015 | National Cancer Institute (NCI), National Institutes of Health (NIH), University of Texas at Houston |
| NCT02207959 | Phase 1 | Jan 1, 2015 | Icahn School of Medicine at Mount Sinai, William Marsh Rice University |
| NCT02095847 | Phase 2 | Mar 21, 2014 | University of Texas at Houston |
| NCT02029937 | Phase 2 | Jan 1, 2014 | Baylor University, William Marsh Rice University |
| NCT02335372 | N/A | Jun 1, 2013 | University of Texas at Houston |
| NCT02018367 | Phase 1 | Sep 1, 2012 | Baylor University, William Marsh Rice University |
| NCT01456143 | N/A | Dec 31, 2011 | Baylor University, Icahn School of Medicine at Mount Sinai, William Marsh Rice University |
| NCT01384864 | Early Phase 1 (Phase 1) | Aug 1, 2011 | Baylor University, William Marsh Rice University |
| NCT01269190 | N/A | Dec 1, 2010 | National Institutes of Health (NIH), University of Texas at Houston |
| NCT01384708 | Early Phase 1 (Phase 1) | Aug 1, 2010 | Baylor University, William Marsh Rice University |
| NCT01384240 | Early Phase 1 (Phase 1) | Apr 1, 2010 | Baylor University, Icahn School of Medicine at Mount Sinai |
| NCT01384695 | Early Phase 1 (Phase 1) | Jun 1, 2009 | Baylor University, Icahn School of Medicine at Mount Sinai |
Organizations
Research & Development (15)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Baylor University | Academic/Hospital | 11 | 11 | 3 | 2009 |
| University of Texas at Houston | Academic/Hospital | 10 | 7 | 3 | 2010 |
| William Marsh Rice University | Academic/Hospital | 10 | 0 | 3 | 2010 |
| Icahn School of Medicine at Mount Sinai | Academic/Hospital | 6 | 1 | 3 | 2009 |
| National Cancer Institute (NCI) | Government | 2 | 0 | 2 | 2015 |
| National Institutes of Health (NIH) | Government | 2 | 0 | 1 | 2010 |
| Fundação Educacional Serra dos Órgãos | Academic/Hospital | 1 | 1 | 1 | 2018 |
| Hospital de Cancer de Barretos - Fundacao Pio XII | Academic/Hospital | 1 | 0 | 1 | 2024 |
| Instituto do Cancer do Estado de São Paulo | Academic/Hospital | 1 | 0 | 1 | 2024 |
| Laboratório Gross S.A. | For profit | 1 | 0 | 1 | 2018 |
| Medical University of South Carolina | Academic/Hospital | 1 | 0 | 1 | 2019 |
| National Institute of Dental and Craniofacial Research (NIDCR) | Government | 1 | 0 | 1 | 2023 |
| University of California, San Francisco | Academic/Hospital | 1 | 0 | 1 | 2019 |
| University of Sao Paulo | Academic/Hospital | 1 | 0 | 1 | 2022 |
| University of Texas, Galveston | Academic/Hospital | 1 | 1 | 1 | 2017 |