auranofin
Trade name: ridaura
Approved
May 24, 1985
Auranofin (brand name Ridaura) is an organogold compound classified by the World Health Organization as an antirheumatic agent. Ridaura is indicated in the management of adults with active classical or definite rheumatoid arthritis (ARA criteria) who have had an insufficient therapeutic response to, or are intolerant of, an adequate trial of full doses of one or more nonsteroidal anti-inflammatory drugs. The mechanism of action of is not understood. In patients with adult rheumatoid arthritis, it may modify disease activity as manifested by synovitis and associated symptoms, and reflected by laboratory parameters such as ESR. There is no substantial evidence, however, that gold-containing compounds induce remission of rheumatoid arthritis. It may act as an inhibitor of kappab kinase and thioredoxin reductase, which would lead to a decreased immune response and decreased free radical production, respectively. In patients with inflammatory arthritis, such as adult and juvenile rheumatoid arthritis, gold salts can decrease the inflammation of the joint lining. This effect can prevent destruction of bone and cartilage. Ridaura should be added to a comprehensive baseline program, including non-drug therapies. Unlike anti-inflammatory drugs, RIDAURA does not produce an immediate response. Therapeutic effects may be seen after three to four months of treatment, although improvement has not been seen in some patients before six months. — NCATS
Clinical trial activity
13 trials · 17 clinical orgs · 2 marketing orgs
Earliest trial started Sep 1, 2011 (NCT01419691)
Timeline
1980s
- May 24, 1985
Sebela Pharmaceuticals — Earliest FDA Approval
- May 24, 1985
LEGACY PHARMA — Marketing Organization
- May 24, 1985
Sebela Pharmaceuticals — NDA Organization
- May 24, 1985
Sebela Pharmaceuticals — NDA Secondary Org
Indications
Approved for
Studied for
- Adenocarcinoma of Lung · Phase 1/Phase 2
- Amebiasis · Phase 1
- Carcinoma, Non-Small-Cell Lung · Phase 1/Phase 2
- Dysentery, Amebic · Phase 2
- Giardiasis · Phase 2
- Glioblastoma · Phase 1
- HIV · Phase 1/Phase 2
- Leukemia, Lymphocytic, Chronic, B-Cell · Phase 2
- Leukemia, Prolymphocytic · Phase 2
- Lung Neoplasms · Phase 1/Phase 2
- Neoplasms · Phase 1
- Ovarian Neoplasms · Phase 2
- Small Cell Lung Carcinoma · Phase 1/Phase 2
- Tuberculosis · Phase 2
Mechanism of action
- Unspecified targetOTHER
Unknown
Mode of action not fully understood; it seems to interact with IKKB, which may play a role in its anti-rheumatic effects
Approval history
- approvedPriority reviewMay 24, 1985
Chemistry & pharmacology
SMILES
CC[P](CC)(CC)[Au+][S-][C@@H]1O[C@H](COC(C)=O)[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O- Mol. weight
- 678.484 g/mol
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaAuranofin ↗
- NCATS3H04W2810V ↗
- ChEMBLCHEMBL1366 ↗
Also known as
- (1-thio-beta-d-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate
- (1-thio-beta-d-glucopyranosato)(triethylphosphine)gold 2,3,4,6-tetraacetate
- 2,3,4,6-tetra-o-acetyl-1-thio-beta-d-glucopyranosato-s (triethylphosphine)gold
- 2,3,4,6-tetra-o-acetyl-1-thio-beta-d-glucopyranosato-s (triethylphosphine)gold
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofin
- auranofina
- auranofina
- auranofine
- auranofine
- auranofinum
- auranofinum
- ridaura
- ridaura
- ridaura
- ridaura
- sk-39162
- sk-39162
- sk&f-39162
- sk&f-39162
- triethylphosphine gold
- triethylphosphine gold
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06805656 | N/A | Apr 1, 2025 | Conselho Nacional de Desenvolvimento Científico e Tecnológico, Federal University of Sao Paulo |
| NCT03456700 | Phase 2 | Mar 30, 2018 | Mayo Clinic, National Cancer Institute (NCI) |
| NCT02968927 | Phase 2 | Nov 1, 2016 | Aurum Institute |
| NCT02770378 | Phase 1 | Nov 1, 2016 | Government of Belgium, Reliable Cancer Therapies, University of Ulm |
| NCT02736968 | Phase 2 | Aug 19, 2016 | National Institute of Allergy and Infectious Diseases (NIAID) |
| NCT02961829 | N/A | Jul 1, 2015 | Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação de Amparo à Pesquisa do Estado de São Paulo, University of Sao Paulo, ViiV Healthcare |
| NCT02176135 | Phase 1/Phase 2 (Phase 2) | Jun 24, 2014 | University of Miami, Vaccine and Gene Therapy Institute, Florida |
| NCT02089048 | Phase 1 | Apr 2, 2014 | National Institute of Allergy and Infectious Diseases (NIAID) |
| NCT02063698 | N/A | Feb 1, 2014 | Mayo Clinic, National Cancer Institute (NCI) |
| NCT02126527 | Phase 1 | Aug 1, 2013 | Mayo Clinic, National Cancer Institute (NCI) |
| NCT01747798 | N/A | Nov 1, 2012 | Mayo Clinic |
| NCT01737502 | Phase 1/Phase 2 (Phase 2) | Nov 1, 2012 | Mayo Clinic, National Cancer Institute (NCI) |
| NCT01419691 | Phase 2 | Sep 1, 2011 | Kansas Bioscience Authority, The Leukemia and Lymphoma Society, University of Kansas |
Organizations
Research & Development (17)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| Mayo Clinic | Academic/Hospital | 5 | 5 | 3 | 2012 |
| National Cancer Institute (NCI) | Government | 4 | 0 | 3 | 2012 |
| Conselho Nacional de Desenvolvimento Científico e Tecnológico | Government | 2 | 0 | 1 | 2015 |
| National Institute of Allergy and Infectious Diseases (NIAID) | Government | 2 | 2 | 2 | 2014 |
| Aurum Institute | Academic/Hospital | 1 | 1 | 1 | 2016 |
| Federal University of Sao Paulo | Academic/Hospital | 1 | 1 | 1 | 2025 |
| Fundação de Amparo à Pesquisa do Estado de São Paulo | Academic/Hospital | 1 | 0 | 1 | 2015 |
| Government of Belgium | Government | 1 | 0 | 1 | 2016 |
| Kansas Bioscience Authority | Academic/Hospital | 1 | 0 | 1 | 2011 |
| Reliable Cancer Therapies | Academic/Hospital | 1 | 0 | 1 | 2016 |
| The Leukemia and Lymphoma Society | Academic/Hospital | 1 | 0 | 1 | 2011 |
| University of Kansas | Academic/Hospital | 1 | 1 | 1 | 2011 |
| University of Miami | Academic/Hospital | 1 | 0 | 1 | 2014 |
| University of Sao Paulo | Academic/Hospital | 1 | 1 | 1 | 2015 |
| University of Ulm | Academic/Hospital | 1 | 1 | 1 | 2016 |
| Vaccine and Gene Therapy Institute, Florida | Academic/Hospital | 1 | 1 | 1 | 2014 |
| ViiV Healthcare | For profit | 1 | 0 | 1 | 2015 |
Marketing (3)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| LEGACY PHARMA | For profit | MKTG | May 24, 1985 |
| Sebela Pharmaceuticals | For profit | NDA | May 24, 1985 |
| Sebela Pharmaceuticals | For profit | NDA2 | May 24, 1985 |