cycloserine
Trade name: seromycin
Approved
Jun 29, 1964
Cycloserine was discovered simultaneously in 1954 by Eli Lilly and Merck. The drug was approved for the treatment of active pulmonary and extrapulmonary tuberculosis and marketed under the name Seromycin (among the others). Cycloserine suppresses the synthesis of bacterial wall by inhibitin two enzymes: alanine racemase and d-alanine ligase. — NCATS
Clinical trial activity
127 trials · 99 clinical orgs · 2 marketing orgs
Earliest trial started Jan 1, 1993 (NCT00000194)
Timeline
1960s
- Jun 29, 1964
Purdue Pharmaceuticals — Earliest FDA Approval
- Jun 29, 1964
Purdue Pharmaceuticals — Marketing Organization
- Jun 29, 1964
Cerovene — Marketing Organization
- Jun 29, 1964
Purdue Pharmaceuticals — NDA Organization
2000s
- Jan 1, 2006
Earliest Phase 1 Sponsor(trial)
Indications
Approved for
Studied for
- Agoraphobia · Phase 2
- Alcohol Drinking · Phase 2/Phase 3
- Anxiety · Phase 2
- Anxiety Disorders · Phase 1
- Asperger Syndrome · Phase 3
- Autistic Disorder · Phase 3
- Bipolar Disorder · Phase 4
- Body Dysmorphic Disorders · Early Phase 1
- Brain Injuries, Traumatic · Phase 2
- Breast Neoplasms · Phase 3
- Cigarette Smoking · Phase 2
- Cocaine-Related Disorders · Phase 2
- Depression · Phase 2
- Depressive Disorder, Treatment-Resistant · Phase 4
- Drug-Related Side Effects and Adverse Reactions · Phase 3
- Feeding and Eating Disorders · Phase 1/Phase 2
- Fibromyalgia · Phase 2
- Growth and Development · Phase 3
- Gulf War · Phase 2
- Harm Reduction · Phase 2
- HIV Infections · Phase 4
- Low Back Pain · Phase 3
- Major Depressive Disorder · Phase 2
- Motor Activity · Phase 2
- Obsessive-Compulsive Disorder · Phase 4
- Opioid-Related Disorders · Phase 2
- Pain · Phase 3
- Panic Disorder · Phase 3
- Phobia, Social · Phase 4
- Phobic Disorders · Phase 3
- Placebos · Phase 2
- Prostatitis · Phase 4
- Psychotic Disorders · Phase 4
- Pulmonary Disease, Chronic Obstructive · Early Phase 1
- Pyelonephritis · Phase 2
- Schizophrenia · Phase 4
- Schizophrenia, Paranoid · Phase 4
- Sleep Apnea Syndromes · Phase 1
- Smokers · Phase 2
- Smoking Cessation · Phase 3
- Spinal Cord Injuries · Phase 4
- Stress Disorders, Post-Traumatic · Phase 4
- Stroke · Phase 2
- Substance-Related Disorders · Phase 2
- Suicidal Ideation · Phase 2/Phase 3
- Suicide · Phase 2/Phase 3
- Suicide, Attempted · Phase 2/Phase 3
- Therapeutics · Phase 2
- Tobacco Use Disorder · Phase 1
- Tourette Syndrome · Early Phase 1
- Tuberculosis · Phase 3
- Tuberculosis, Multidrug-Resistant · Phase 4
- Tuberculosis, Pulmonary · Phase 3
- Urinary Tract Infections · Phase 2
Mechanism of action
- D-alanylalanine synthetaseINHIBITOR
ddl inhibitor
- Alanine racemaseINHIBITOR
alr inhibitor
Approval history
- approvedJun 29, 1964
Chemistry & pharmacology
SMILES
N[C@@H]1CONC1=O- Mol. weight
- 102.0919 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaCycloserine ↗
- NCATS95IK5KI84Z ↗
- ChEMBLCHEMBL771 ↗
Also known as
- (+)-4-amino-3-isoxazolidinone
- (+)-4-amino-3-isoxazolidinone
- alpha-cycloserine
- alpha-cycloserine
- cicloserina
- cicloserina
- cyclo-d-serine
- cyclo-d-serine
- cyclorin
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- cycloserine
- (+)-cycloserine
- (+)-cycloserine
- cycloserinum
- cycloserinum
- d-4-amino-3-isoxazolidinone
- d-4-amino-3-isoxazolidinone
- d-4-amino-3-isoxazolidone
- d-4-amino-3-isoxazolidone
- dcs
- dcs
- d-cycloserine
- d-cycloserine
- d-cycloserine
- d-(+)-cycloserine
- d-(+)-cycloserine
- farmiserina
- miroseryn
- nrx-101
- orientomycin
- orientomycin
- oxamycin
- pa 94
- pa 94
- pa-94
- pa-94
- (r)-4-amino-1,2-oxazolidin-3-one
- (r)-4-amino-isoxazolidin-3-one
- (r)-4-amino-isoxazolidin-3-one
- ro-1-9213
- ro-1-9213
- seromycin
- seromycin
- seromycin
- seromycin
- seromycin
- α-cycloserine
- α-cycloserine
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT07227103 | Phase 2/Phase 3 (Phase 3) | Mar 1, 2026 | NeuroRx, Inc. |
| NCT07198685 | N/A | Sep 30, 2025 | Huazhong University of Science and Technology |
| NCT06825169 | Phase 1/Phase 2 (Phase 2) | Mar 1, 2025 | Jiao Tong University, Nuwacell Biotechnologies Co., Ltd. |
| NCT06128213 | Phase 2 | Mar 31, 2024 | NeuroRx, Inc. |
| NCT06121284 | Phase 2 | Nov 30, 2023 | University of Alberta, University of Calgary |
| NCT06081361 | Phase 3 | Nov 1, 2023 | Capital Medical University |
| NCT05994703 | Phase 2 | Oct 20, 2023 | Foundation for a Smoke-Free World, Rose Research Center, LLC |
| NCT05591677 | Phase 2 | Dec 31, 2022 | Blue Bell Health, Australia, Griffith University, Monash University |
| NCT05731323 | Phase 1 | Oct 12, 2022 | University of Calgary |
| NCT05395494 | Phase 2 | Aug 29, 2022 | University of Calgary |
| NCT05306223 | Phase 4 | May 10, 2022 | Capital Medical University |
| NCT05177601 | Phase 2 | Nov 26, 2021 | University of Calgary |
| NCT05081986 | Phase 2 | Aug 17, 2021 | University of Calgary |
| NCT04762836 | N/A | Feb 28, 2021 | Leiden University |
| NCT04717908 | N/A | Jan 20, 2021 | Fudan University |
| NCT04545788 | N/A | Aug 1, 2020 | Capital Medical University |
| NCT04357951 | Early Phase 1 (Phase 1) | Jul 31, 2020 | Johns Hopkins University |
| NCT04035603 | Phase 2 | Oct 1, 2019 | Boston University, National Institute on Drug Abuse (NIDA) |
| NCT03780829 | Early Phase 1 (Phase 1) | Jul 1, 2019 | Department of Veteran Affairs |
| NCT03937596 | Phase 2 | Jun 30, 2019 | University of Calgary |
Organizations
Research & Development (99)
Marketing (4)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Cerovene | For profit | MKTG | Jun 29, 1964 |
| Purdue Pharmaceuticals | For profit | MKTG | Jun 29, 1964 |
| Purdue Pharmaceuticals | For profit | NDA | Jun 29, 1964 |
| Purdue Pharmaceuticals | For profit | SYN | Jun 29, 1964 |