carmustine
Trade name: bicnu
Approved
Jun 1, 1962
Carmustine is a cancer medication that interferes with the growth and spread of cancer cells in the body. Carmustine is used to treat brain tumors, Hodgkin's disease, multiple myeloma, and non-Hodgkin's lymphoma. Although it is generally agreed that carmustine alkylates DNA and RNA, it is not cross-resistant with other alkylators. As with other nitrosoureas, it may also inhibit several key enzymatic processes by carbamoylation of amino acids in proteins. Pulmonary toxicity characterized by pulmonary infiltrates and/or fibrosis has been reported to occur from 9 days to 43 months after treatment with BiCNU and related nitrosoureas. A frequent and serious toxicity of BiCNU is delayed myelosuppression. Nausea and vomiting after intravenous administration of BiCNU are noted frequently. Greater myelotoxicity (e.g., leukopenia and neutropenia) has been reported when carmustine was combined with cimetidine. — NCATS
Clinical trial activity
219 trials · 166 clinical orgs · 20 marketing orgs
Earliest trial started Apr 1, 1988 (NCT00002461)
Timeline
1960s
- Jun 1, 1962
Earliest FDA Approval
1970s
- Mar 7, 1977
Bristol-Myers — First NDA Organization
- Mar 7, 1977
Bristol-Myers — NDA Organization
- Mar 7, 1977
Emcure — NDA Secondary Org
- Mar 7, 1977
Avet Lifesciences — Marketing Organization
- Mar 7, 1977
Avet Lifesciences — NDA Secondary Org
1980s
- Jan 1, 1988
Earliest Phase 2 Sponsor(trial)
1990s
- Jan 1, 1990
Earliest Phase 3 Sponsor(trial)
- Jan 1, 1995
Earliest Phase 1 Sponsor(trial)
- Sep 23, 1996
Arbor Pharmaceuticals — NDA Secondary Org
- Sep 23, 1996
Azurity — Marketing Organization
- Sep 23, 1996
Azurity — NDA Secondary Org
2010s
- Sep 11, 2018
Navinta — Marketing Organization
- Oct 16, 2018
Amneal Pharmaceuticals — Marketing Organization
- Apr 2, 2019
STI Pharma, LLC — Marketing Organization
- Apr 2, 2019
PENN LIFE — Marketing Organization
2020s
- Oct 22, 2020
Dr. Reddy's Laboratories — Marketing Organization
- Mar 12, 2021
Hengrui Therapeutics, Inc. — Marketing Organization
- Mar 12, 2021
Jiangsu Wuzhong Pharmaceutical Group Co., Ltd. — Marketing Organization
- Aug 2, 2021
Meitheal — Marketing Organization
- May 16, 2022
Accord Research — Marketing Organization
- May 16, 2022
Accord Research — NDA Secondary Org
- Jun 21, 2022
Ingenus Pharmaceuticals — Marketing Organization
- Jun 21, 2022
Novast Labs — Marketing Organization
- Mar 3, 2023
Mylan — Marketing Organization
- Mar 3, 2023
PHARMOBEDIENT — Marketing Organization
- May 11, 2023
MSN Laboratories — Marketing Organization
- Oct 20, 2023
Alembic — Marketing Organization
Indications
Approved for
Studied for
- Anemia, Aplastic · Phase 2
- Antigens, CD19 · Phase 1/Phase 2
- Antigens, CD20 · Phase 1
- Astrocytoma · Phase 3
- Autoimmune Diseases · Phase 2
- Autoimmune Diseases of the Nervous System · Phase 2
- Brain Neoplasms · Phase 3
- BRCA1 Protein · Phase 2
- Breast Neoplasms · Phase 3
- Burkitt Lymphoma · Phase 1/Phase 2
- Cerebellar Diseases · Phase 2
- Chromosome Aberrations · Phase 2
- Colorectal Neoplasms · Phase 2
- Diploidy · Phase 2
- Drug-Related Side Effects and Adverse Reactions · Phase 3
- Encephalitis · Phase 2
- Enteropathy-Associated T-Cell Lymphoma · Phase 2
- Glioblastoma · Phase 3
- Glioma · Phase 3
- Gliosarcoma · Phase 2
- Graft vs Host Disease · Phase 2
- Head and Neck Neoplasms · Phase 2
- Hematologic Diseases · Phase 2
- Hematopoietic Stem Cell Transplantation · Phase 2
- HIV · Phase 2
- HIV Infections · Phase 1/Phase 2
- Hodgkin Disease · Phase 2
- Infections · Phase 1/Phase 2
- Intestinal Neoplasms · Phase 2
- Lambert-Eaton Myasthenic Syndrome · Phase 2
- Leukemia · Phase 3
- Leukemia, Lymphocytic, Chronic, B-Cell · Phase 2
- Leukemia, Myelogenous, Chronic, BCR-ABL Positive · Phase 2
- Leukemia, Myeloid, Acute · Phase 2
- Leukemia, Plasma Cell · Phase 2
- Leukemia, Prolymphocytic · Phase 1/Phase 2
- Leukemia, Prolymphocytic, B-Cell · Phase 2
- Leukemia, Prolymphocytic, T-Cell · Phase 2
- Liver Neoplasms · Phase 2
- Lung Diseases · Phase 3
- Lymphoma · Phase 3
- Lymphoma, B-Cell · Phase 1
- Lymphoma, B-Cell, Marginal Zone · Phase 1/Phase 2
- Lymphoma, Follicular · Phase 2/Phase 3
- Lymphoma, Large B-Cell, Diffuse · Phase 3
- Lymphoma, Large-Cell, Anaplastic · Phase 1/Phase 2
- Lymphoma, Large-Cell, Immunoblastic · Phase 1
- Lymphoma, Mantle-Cell · Phase 3
- Lymphoma, Non-Hodgkin · Phase 2
- Lymphoma, Primary Cutaneous Anaplastic Large Cell · Phase 2
- Lymphoma, T-Cell · Phase 3
- Lymphoma, T-Cell, Peripheral · Phase 2
- Melanoma · Phase 2
- Multiple Myeloma · Phase 3
- Multiple Sclerosis · Phase 2
- Multiple Sclerosis, Relapsing-Remitting · Phase 2
- Mutation · Phase 2
- Myasthenia Gravis · Phase 2
- Myelodysplastic Syndromes · Phase 2
- Myeloproliferative Disorders · Phase 2
- Neoplasm, Residual · Phase 2
- Neoplasms · Phase 2
- Neuroblastoma · Phase 1
- Neuromyelitis Optica · Phase 2
- Neutropenia · Phase 3
- Oligodendroglioma · Phase 3
- Opsoclonus-Myoclonus Syndrome · Phase 2
- Organ Transplantation · Phase 2
- Ovarian Neoplasms · Phase 2
- Pancreatic Neoplasms · Phase 2
- Peripheral Blood Stem Cell Transplantation · Phase 1/Phase 2
- Plasmablastic Lymphoma · Phase 1/Phase 2
- Polyradiculoneuropathy, Chronic Inflammatory Demyelinating · Phase 2
- Precursor Cell Lymphoblastic Leukemia-Lymphoma · Phase 2
- Prognosis · Phase 2
- Prostatic Neoplasms · Phase 2
- Sarcoma · Phase 2
- Sezary Syndrome · Phase 1/Phase 2
- Stiff-Person Syndrome · Phase 2
- Testicular Neoplasms · Phase 2
- Translocation, Genetic · Phase 2
- Vasculitis, Central Nervous System · Phase 2
- Waldenstrom Macroglobulinemia · Phase 2
Mechanism of action
- DNACROSS-LINKING AGENT
DNA cross-linking agent
- Glutathione reductaseINHIBITOR
GSR inhibitor
- RNAINHIBITOR
RNA inhibitor
- DNAINHIBITOR
DNA inhibitor
Approval history
- approvedJun 1, 1962
Chemistry & pharmacology
SMILES
ClCCNC(=O)N(CCCl)N=O- Mol. weight
- 214.05 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Achiral Molecule
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Prescription Only
Oral
No
Parenteral
Yes
Topical
No
Sources
- WikipediaCarmustine ↗
- NCATSU68WG3173Y ↗
- ChEMBLCHEMBL513 ↗
Also known as
- bcnu
- bcnu
- bcnu
- bcnu
- becenun
- bicnu
- bicnu
- bicnu
- bicnu (tn)
- bicnu (tn)
- bis-chloroethylnitrosourea
- bischloroethyl nitrosourea
- bischloroethyl nitrosourea
- carmubris
- carmustin
- carmustina
- carmustina
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine
- carmustine - poliferprosan
- carmustine, poliferprosan 20 drug combination
- carmustinum
- carmustinum
- gliadel
- gliadel
- gliadel
- gliadel
- nitrumon
- n,n'-bis(2-chloroethyl)-n-nitrosourea
- n,n'-bis(2-chloroethyl)-n-nitrosourea
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07199296 | Phase 2 | Jul 1, 2025 | Anhui Medical University, Central South University, Fudan University, Fujian Medical University, Jiao Tong University, Shandong University, Wenzhou Medical University |
| NCT06692452 | Phase 2 | Apr 30, 2025 | Harvard University, Ipsen |
| NCT06687772 | Phase 2 | Feb 28, 2025 | Washington University in St. Louis |
| NCT06377540 | Phase 2 | Dec 1, 2024 | University of Minnesota |
| NCT06652139 | Phase 2 | Nov 1, 2024 | Jiao Tong University |
| NCT06626516 | Phase 1/Phase 2 (Phase 2) | Oct 31, 2024 | Thomas Jefferson University |
| NCT05863845 | N/A | Jun 1, 2023 | Jiao Tong University |
| NCT05931263 | Phase 3 | Jun 1, 2023 | Nanjing Medical University |
| NCT05521984 | Phase 1 | Jan 31, 2023 | Washington University in St. Louis |
| NCT05228249 | Phase 1 | Dec 7, 2022 | ADC Therapeutics SARL, University of Washington |
| NCT05466318 | Phase 3 | Jul 1, 2022 | Sichuan University |
| NCT04871607 | Phase 2 | Nov 1, 2021 | City of Hope National Medical Center, National Cancer Institute (NCI) |
| NCT05052957 | Phase 2 | Oct 15, 2021 | Case Western Reserve University, National Cancer Institute (NCI) |
| NCT04728633 | Phase 2 | Sep 27, 2021 | Thomas Jefferson University |
| NCT04582604 | Phase 1/Phase 2 (Phase 2) | Sep 1, 2020 | People's Liberation Army of China |
| NCT04150042 | Phase 2 | Mar 31, 2020 | General Oncology, Inc. |
| NCT04222062 | Phase 2 | Feb 1, 2020 | Arbor Pharmaceuticals, University of Nebraska |
| NCT03736616 | Phase 2 | Nov 30, 2018 | Acerta Pharma, University of Washington |
| NCT03591861 | Phase 1 | Sep 30, 2018 | Washington University in St. Louis |
| NCT03579927 | Phase 1/Phase 2 (Phase 2) | Sep 21, 2018 | National Cancer Institute (NCI), University of Texas at Houston |
Organizations
Research & Development (166)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| National Cancer Institute (NCI) | Government | 100 | 21 | 4 | 1993 |
| Cornell University | Academic/Hospital | 14 | 13 | 4 | 1990 |
| University of Texas at Houston | Academic/Hospital | 14 | 12 | 3 | 1995 |
| University of Washington | Academic/Hospital | 14 | 12 | 4 | 1999 |
| Duke University | Academic/Hospital | 11 | 11 | 2 | 1997 |
| City of Hope National Medical Center | Academic/Hospital | 10 | 9 | 4 | 1998 |
| Case Western Reserve University | Academic/Hospital | 8 | 6 | 2 | 1996 |
| University of Maryland | Academic/Hospital | 8 | 8 | 1 | 1998 |
| Eastern Cooperative Oncology Group | Academic/Hospital | 7 | 1 | 1 | 1994 |
| Johns Hopkins University | Academic/Hospital | 7 | 1 | 3 | 1996 |
| Southwest Oncology Group | Academic/Hospital | 7 | 7 | 2 | 1994 |
| University of Minnesota | Academic/Hospital | 7 | 6 | 2 | 2000 |
| University of Nebraska | Academic/Hospital | 7 | 6 | 1 | 1995 |
| Washington University in St. Louis | Academic/Hospital | 7 | 6 | 2 | 1998 |
| Eisai | For profit | 6 | 1 | 1 | 2002 |
| Mayo Clinic | Academic/Hospital | 6 | 0 | 2 | 1994 |
| Stanford University | Academic/Hospital | 6 | 5 | 3 | 2000 |
| Cancer and Leukemia Group B (CALGB) | Academic/Hospital | 5 | 0 | 1 | 1994 |
| European Organisation for Research and Treatment of Cancer | Academic/Hospital | 5 | 3 | 2 | 1994 |
| Genentech | For profit | 5 | 0 | 1 | 2000 |
Marketing (25)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Accord Research | For profit | MKTG | May 16, 2022 |
| Accord Research | For profit | NDA2 | May 16, 2022 |
| Alembic | For profit | MKTG | Oct 20, 2023 |
| Amneal Pharmaceuticals | For profit | MKTG | Oct 16, 2018 |
| Amneal Pharmaceuticals | For profit | SYN | Oct 16, 2018 |
| Arbor Pharmaceuticals | For profit | NDA2 | Sep 23, 1996 |
| Avet Lifesciences | For profit | MKTG | Mar 7, 1977 |
| Avet Lifesciences | For profit | NDA2 | Mar 7, 1977 |
| Azurity | For profit | MKTG | Sep 23, 1996 |
| Azurity | For profit | NDA2 | Sep 23, 1996 |
| Bristol-Myers | For profit | NDA | Mar 7, 1977 |
| Dr. Reddy's Laboratories | For profit | MKTG | Oct 22, 2020 |
| Emcure | For profit | NDA2 | Mar 7, 1977 |
| Hengrui Therapeutics, Inc. | For profit | MKTG | Mar 12, 2021 |
| Hengrui Therapeutics, Inc. | For profit | SYN | Mar 12, 2021 |
| Ingenus Pharmaceuticals | For profit | MKTG | Jun 21, 2022 |
| Jiangsu Wuzhong Pharmaceutical Group Co., Ltd. | For profit | MKTG | Mar 12, 2021 |
| MSN Laboratories | For profit | MKTG | May 11, 2023 |
| Meitheal | For profit | MKTG | Aug 2, 2021 |
| Mylan | For profit | MKTG | Mar 3, 2023 |
| Navinta | For profit | MKTG | Sep 11, 2018 |
| Novast Labs | For profit | MKTG | Jun 21, 2022 |
| PENN LIFE | For profit | MKTG | Apr 2, 2019 |
| PHARMOBEDIENT | For profit | MKTG | Mar 3, 2023 |
| STI Pharma, LLC | For profit | MKTG | Apr 2, 2019 |