Cycloserine
ANTIINFECTIVES FOR SYSTEMIC USE
Also known as: (R)-4-amino-1,2-oxazolidin-3-one, cyclorin, farmiserina, miroseryn, oxamycin, seromycin
Data last refreshed: (DrugCentral release 2024-11-01)
Key facts
Cycloserine is an ofp drug catalogued in DrugCentral. It was first approved by the FDA in 1964. DrugCentral lists 14 molecular targets, including Grin1|Grin2a|Grin2b|Grin2c|Grin2d|Grin3b|Grin3a, GRIN3A and GRIN2B. Recorded indications include Acute tuberculosis, Bacterial urinary infection, Escherichia coli urinary tract infection and Pulmonary tuberculosis.
- Approval status: ofp (first approved 1964 by the FDA).
- Molecular targets: Grin1|Grin2a|Grin2b|Grin2c|Grin2d|Grin3b|Grin3a, GRIN3A, GRIN2B and GRIN2D (14 listed in DrugCentral).
- Indications: Acute tuberculosis, Bacterial urinary infection, Escherichia coli urinary tract infection and Pulmonary tuberculosis.
- ATC code: J04AB01 (Antibiotics).
- Molecular formula: C3H6N2O2; molecular weight 102.09 g/mol.
Indications & contraindications
Drug–disease relationships curated by DrugCentral (OMOP / SNOMED concepts).
Indications (4)
- Acute tuberculosis
- Bacterial urinary infection
- Escherichia coli urinary tract infection
- Pulmonary tuberculosis
Off-label uses (2)
- Mycobacteriosis
- Tuberculosis of meninges
Contraindications (12)
- Acute nephropathy
- Alcoholism
- CNS Toxicity
- Cobalamin deficiency
- Depressive disorder
- Epilepsy
- Folic acid deficiency
- Kidney disease
- Megaloblastic anemia
- Psychotic disorder
- Severe anxiety (panic)
- Sideroblastic anemia
Mechanism & targets
Molecular targets (14)
| Target | Gene | Action | Activity |
|---|---|---|---|
| Glutamate NMDA receptor | Grin1|Grin2a|Grin2b|Grin2c|Grin2d|Grin3b|Grin3a | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 3A | GRIN3A | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 2B | GRIN2B | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 2D | GRIN2D | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 3B | GRIN3B | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 2A | GRIN2A | unknown | IC50 5.64 |
| Glutamate receptor ionotropic, NMDA 2C | GRIN2C | unknown | IC50 5.34 |
| Glutamate receptor ionotropic, NMDA 1 | GRIN1 | unknown | IC50 5.26 |
| Glutamate receptor ionotropic, NMDA 1 | Grin1 | unknown | IC50 5.13 |
| Glutamate receptor ionotropic, NMDA 2C | Grin2c | unknown | EC50 4.74 |
| Cytochrome P450 3A4 | CYP3A4 | unknown | IC50 4.31 |
| D-alanine--D-alanine ligase | ddl | inhibitor | — |
| Alanine racemase | alr | unknown | — |
| Alanine racemase | alr | inhibitor | — |
Regulatory approvals (1)
| Date | Agency | Marketed as | Applicant | Orphan |
|---|---|---|---|---|
| 1964-06-29 | FDA | — | PURDUE GMP |
ATC classification
| ATC code | Therapeutic hierarchy |
|---|---|
J04AB01 | ANTIINFECTIVES FOR SYSTEMIC USE › ANTIMYCOBACTERIALS › DRUGS FOR TREATMENT OF TUBERCULOSIS › Antibiotics |
Reported adverse-event signals
Strongest FDA FAERS disproportionality signals (log-likelihood ratio). A signal is a statistical association in spontaneous reports, not proof that the drug causes the event.
| MedDRA term | LLR |
|---|---|
| Electrocardiogram QT prolonged | 830.9 |
| Neuropathy peripheral | 433.7 |
| Drug resistance | 313.1 |
| Hepatotoxicity | 256.3 |
| Anaemia | 195.5 |
| Optic neuritis | 174.5 |
| Optic neuropathy | 166.3 |
| Drug reaction with eosinophilia and systemic symptoms | 138.4 |
| Off label use | 116.0 |
| Toxic optic neuropathy | 93.3 |
| Ototoxicity | 85.5 |
| Psychotic disorder | 68.0 |
Chemical structure
Full physicochemical, ADMET and 3D-structure analysis of Cycloserine is on its molecule page.
| Molecular formula | C3H6N2O2 |
|---|---|
| Molecular weight | 102.09 g/mol |
| CAS number | — |
| InChIKey | DYDCUQKUCUHJBH-UWTATZPHSA-N |
| PubChem CID | 6234 |
Frequently asked questions
Answers are generated from the structured data on this page, not written by hand.
What is Cycloserine used for?
DrugCentral lists the following indications for Cycloserine: Acute tuberculosis, Bacterial urinary infection, Escherichia coli urinary tract infection and Pulmonary tuberculosis.
How does Cycloserine work?
Its molecular targets in DrugCentral include Grin1|Grin2a|Grin2b|Grin2c|Grin2d|Grin3b|Grin3a, GRIN3A, GRIN2B and GRIN2D.
When was Cycloserine first approved?
Cycloserine was first approved by the FDA in 1964.
What is the chemical formula of Cycloserine?
Cycloserine has the molecular formula C3H6N2O2 and a molecular weight of 102.09 g/mol.
Browse: all drugs starting with C · drug guides by category · protein targets A–Z.
Sources
- DrugCentral drug card 759 — structure, indications, targets, approvals, pharmacologic classes (CC BY-SA 4.0)
- ChEMBL CHEMBL771 — compound record and bioactivity
- PubChem CID 6234 — chemical identifiers
- DrugBank DB00260 — drug record
- FDA UNII 95IK5KI84Z — substance identity
- DailyMed: FDA labels for Cycloserine — current prescribing information (label search)
- UniProt Q8TCU5 (GRIN3A) — target protein
- UniProt Q13224 (GRIN2B) — target protein
- UniProt O15399 (GRIN2D) — target protein
- UniProt O60391 (GRIN3B) — target protein
- UniProt Q12879 (GRIN2A) — target protein
- UniProt Q14957 (GRIN2C) — target protein
- FDA Adverse Event Reporting System (openFDA FAERS) — adverse-event signals, as aggregated by DrugCentral
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