nandrolone phenpropionate
Trade name: Durabolin
Approved
Oct 30, 1959
Nandrolone phenylpropionate (NPP), or nandrolone phenpropionate, sold under the brand name Durabolin among others, is an androgen and anabolic steroid (AAS) medication which has been used primarily in the treatment of breast cancer and osteoporosis in women. It is given by injection into muscle once every week. Although it was widely used in the past, the drug has mostly been discontinued and hence is now mostly no longer available. — Wikipedia
Clinical trial activity
14 trials · 17 clinical orgs · 10 marketing orgs
Earliest trial started Mar 1, 1982 (NCT00000597)
Timeline
1960s
- Oct 5, 1962
Aspen Pharmaceuticals — NDA Secondary Org
- Oct 5, 1962
Woodward — Marketing Organization
- Oct 5, 1962
Woodward — NDA Secondary Org
1980s
- Jan 1, 1982
Earliest Phase 3 Sponsor(trial)
- May 17, 1983
Watson Pharmaceuticals — Marketing Organization
- Oct 14, 1983
Abraxis — Marketing Organization
1990s
- Jan 1, 1999
Earliest Phase 1 Sponsor(trial)
2000s
- Jan 1, 2005
Earliest Phase 2 Sponsor(trial)
2010s
- Aug 30, 2010
Sankyo — Marketing Organization
- Aug 30, 2010
Lutipold — Marketing Organization
- Aug 30, 2010
Daiichi Sankyo — Marketing Organization
Indications
Approved for
Studied for
- Anemia, Aplastic · Phase 3
- Bone Marrow Failure Disorders · Phase 1/Phase 2
- Critical Illness · Phase 2
- Femoracetabular Impingement · Phase 4
- Hematologic Diseases · Phase 3
- Hip Fractures · Phase 2
- HIV Infections · Phase 1
- HIV Wasting Syndrome · Phase 1
- Idiopathic Pulmonary Fibrosis · Phase 1/Phase 2
- Malnutrition · Phase 2
- Osteoarthritis, Hip · Phase 4
- Pancytopenia · Phase 3
- Sarcopenia · Phase 2
- Spinal Cord Injuries · Phase 2
- Sports Medicine · Phase 1/Phase 2
- Telomere Shortening · Phase 1/Phase 2
Mechanism of action
- Androgen ReceptorAGONIST
AR agonist
Approval history
- approvedOct 30, 1959
Chemistry & pharmacology
SMILES
C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@H]43)[C@@H]1CC[C@@H]2OC(=O)CCc1ccccc1- Mol. weight
- 406.57 g/mol
- Lipinski Ro5
- 1 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Discontinued
Oral
No
Parenteral
Yes
Topical
No
Sources
- WikipediaNandrolone phenylpropionate ↗
- ChEMBLCHEMBL757 ↗
- ChEMBLCHEMBL1200946 ↗
- ChEMBLCHEMBL1200412 ↗
Also known as
- 17 beta-hydroxyestr-4-en-3-one 17-decanoate
- 17 beta-hydroxyestr-4-en-3-one hydrocinnamate
- 17-hydroxyestr-4-en-3-one
- 17-hydroxyestr-4-en-3-one
- 19-nor-4-androstene-17 beta-ol-3-one 17-decanoate
- 19-norandrostendione
- 19-nortestosterone
- 19-nortestosterone
- 19-nortestosterone
- 19-nortestosterone decanoate
- 19-nortestosterone decanoate
- 19-nortestosterone decanoate
- 19ntpp
- 19ntpp
- decadurabolin
- deca-durabolin
- deca-durabolin
- deca-durabolin
- decadurobolin
- durabolin
- durabolin
- durabolin
- durabolin
- durabolin
- durabolin
- fenobolin
- hybolin decanoate
- menidrabol
- nadrolone phenylpropionate
- nadrolone phenylpropionate
- nandrolon
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone
- nandrolone 17β-decanoate
- nandrolone 17β-decanoate
- nandrolone ciii
- nandrolone ciii
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone decanoate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate
- nandrolone phenpropionate, (17alpha)-isomer
- nandrolone phenylpionate
- nandrolone phenylpionate
- nandrolone phenylpropionate
- nandrolone phenylpropionate
- nandrolone phenylpropionate
- nandrolone phenylpropionate
- nandrolon phenylpropionate
- nandrolon phenylpropionate
- nandrolon phenylpropionate
- nerobolil
- nerobolyl
- norandrolone phenylpropionate
- norandrolone phenylpropionate
- norandrolone phenyl propionate
- norandrolone phenyl propionate
- norandrostenolon
- norandrostenolone
- norandrostenolone
- norandrostenolone
- norandrostenolone decanoate
- norandrostenolone phenylpropionate
- norandrostenolone phenylpropionate
- norandrostenolone phenylpropionate
- norandrostenolone phenylpropionate
- nortestonate
- nortestosterone
- nortestosterone decanoate
- nortestosterone furanpropionate
- nortestosterone furanpropionate
- nortestosterone phenylpropionate
- nortestosterone phenylpropionate
- nortestosterone phenylpropionate
- nortestosterone phenylpropionate
- nortestosterone phenylpropionate
- npp
- npp
- nsc-23162e
- ntpp
- ntpp
- oestrenolon
- retabolil
- retabolyl
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT06608914 | Phase 4 | Nov 30, 2024 | American Hip Institute |
| NCT06462482 | Phase 4 | Aug 31, 2024 | American Hip Institute |
| NCT05978206 | Phase 2 | Aug 10, 2023 | Government of Poland |
| NCT05805553 | N/A | Dec 1, 2020 | King Edward Medical University |
| NCT03576001 | Phase 2 | Jan 31, 2019 | Harvard University, National Institutes of Health (NIH) |
| NCT03545347 | Phase 2 | Sep 3, 2018 | Amager Hospital, University of Copenhagen |
| NCT03263520 | N/A | Feb 29, 2016 | Hospital Erasto Gaertner |
| NCT02376309 | N/A | Aug 1, 2015 | Maastricht University |
| NCT02055456 | Phase 1/Phase 2 (Phase 2) | Feb 1, 2014 | Conselho Nacional de Desenvolvimento Científico e Tecnológico, University of Sao Paulo |
| NCT00682123 | Phase 1/Phase 2 (Phase 2) | Mar 1, 2006 | Loughborough University |
| NCT00242463 | Phase 2 | Oct 1, 2005 | University of Western Ontario |
| NCT00250536 | N/A | Mar 1, 2000 | National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK), University of California, San Francisco |
| NCT00000854 | Phase 1 | Nov 2, 1999 | National Institute of Allergy and Infectious Diseases (NIAID) |
| NCT00000597 | Phase 3 | Mar 1, 1982 | National Heart, Lung, and Blood Institute (NHLBI), National Institutes of Health (NIH) |
Organizations
Research & Development (17)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| American Hip Institute | Academic/Hospital | 2 | 2 | 1 | 2024 |
| National Institutes of Health (NIH) | Government | 2 | 0 | 2 | 1982 |
| Amager Hospital | Academic/Hospital | 1 | 0 | 1 | 2018 |
| Conselho Nacional de Desenvolvimento Científico e Tecnológico | Government | 1 | 0 | 1 | 2014 |
| Government of Poland | Government | 1 | 1 | 1 | 2023 |
| Harvard University | Academic/Hospital | 1 | 1 | 1 | 2019 |
| Hospital Erasto Gaertner | Academic/Hospital | 1 | 1 | 1 | 2016 |
| King Edward Medical University | Academic/Hospital | 1 | 1 | 1 | 2020 |
| Loughborough University | Academic/Hospital | 1 | 1 | 1 | 2006 |
| Maastricht University | Academic/Hospital | 1 | 1 | 1 | 2015 |
| National Heart, Lung, and Blood Institute (NHLBI) | Government | 1 | 1 | 1 | 1982 |
| National Institute of Allergy and Infectious Diseases (NIAID) | Government | 1 | 1 | 1 | 1999 |
| National Institute of Diabetes and Digestive and Kidney Diseases (NIDDK) | Government | 1 | 1 | 1 | 2000 |
| University of California, San Francisco | Academic/Hospital | 1 | 0 | 1 | 2000 |
| University of Copenhagen | Academic/Hospital | 1 | 1 | 1 | 2018 |
| University of Sao Paulo | Academic/Hospital | 1 | 1 | 1 | 2014 |
| University of Western Ontario | Academic/Hospital | 1 | 1 | 1 | 2005 |
Marketing (11)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Abraxis | For profit | MKTG | Oct 14, 1983 |
| Akorn, Inc. | For profit | MKTG | — |
| Aspen Pharmaceuticals | For profit | NDA2 | Oct 5, 1962 |
| Athenex, Inc. | For profit | MKTG | — |
| Daiichi Sankyo | For profit | MKTG | Aug 30, 2010 |
| Lutipold | For profit | MKTG | Aug 30, 2010 |
| Organon | For profit | NDA | Oct 30, 1959 |
| Sankyo | For profit | MKTG | Aug 30, 2010 |
| Watson Pharmaceuticals | For profit | MKTG | May 17, 1983 |
| Woodward | For profit | MKTG | Oct 5, 1962 |
| Woodward | For profit | NDA2 | Oct 5, 1962 |