Oxazepam
drugOn this page
Also known as J3.308ALederpamNSC-169448Oxazepam civOxozepamSeraxSerenid fteTemazepam impurityoxazepam-WY-3498ZaxopamSID29215230SID144205125SID144206372SID144213809SID144207898
Summary
Oxazepam (CHEMBL568) is an approved small-molecule anxiolytic drug (ATC N05BA04); indicated across 8 conditions including anxiety and psychiatric disorder.
At a glance
- Status: Approved (max clinical phase 4)
- Modality: Small molecule
- ATC class: N05BA04
- Indications: 8 conditions
- Clinical trials: 6
- Chemistry: 286.71 Da · C15H11ClN2O2
Identifiers
Drug identity and classification
| Field | Value |
|---|---|
| ChEMBL ID | CHEMBL568 |
| Name | Oxazepam |
| Type | Small molecule |
| Max phase | 4 |
| FDA approved | yes |
| PubChem CID | 4616 |
| ChEBI | CHEBI:7823 |
| ATC | N05BA04 |
| Molecular formula | C15H11ClN2O2 |
| Molecular weight | 286.71 |
| InChIKey | ADIMAYPTOBDMTL-UHFFFAOYSA-N |
SMILES: C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O
IUPAC name: 7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
ChEBI definition: A 1,4-benzodiazepinone that is 1,3-dihydro-2H-1,4-benzodiazepin-2-one substituted by a chloro group at position 7, a hydroxy group at position 3 and phenyl group at position 5.
Pharmacological roles (ChEBI): anxiolytic drug.
Other ChEBI roles (chemical / environmental): xenobiotic, environmental contaminant.
Also known as: J3.308A, Lederpam, NSC-169448, Oxazepam, Oxazepam civ, Oxozepam, Serax, Serenid fte, Temazepam impurity, oxazepam-, WY-3498, Zaxopam
Parent form; salt/anhydrous children: CHEMBL3251468
Patent coverage: 6,543 distinct patent families (26,207 SureChEMBL compound mentions), from 2 matched compound structure(s). One matched structure accounts for 26,190 (100%) of the total. Mentions count patents naming the compound (not distinct inventions), so promiscuous / reference molecules inflate the mention figure — families are the dedup metric.
Targets
Targets
Broader ChEMBL bioactivity targets: 4 (assay-derived). Sample: Prelamin-A/C, Menin/Histone-lysine N-methyltransferase MLL, Albumin, Gamma-aminobutyric acid receptor subunit alpha-1.
Bioactivity
ChEMBL activities: 2 potent at pChembl ≥ 5 of 4 total. Top 30 by potency (10 = 0.1 nM, 6 = 1 µM):
| Target | pChembl | Type | Value | Unit | Activity ID |
|---|---|---|---|---|---|
| P62813 | 7.52 | AC50 | 30 | nM | CHEMBL_ACT_25130755 |
| LMNA | 6.35 | Potency | 446.7 | nM | CHEMBL_ACT_3630525 |
Target pathways
No target-pathway data for this drug (no mapped target genes).
Indications & clinical
Indications
8 indications (3 at ChEMBL trial phase 4). Phase below is the highest clinical-trial phase recorded for this drug against each disease — not the molecule’s overall approval status (that is in the Summary).
| Indication | Trial phase | MONDO | EFO |
|---|---|---|---|
| anxiety | 4 | MONDO:0011918 | EFO:0005230 |
| anxiety disorder | 4 | MONDO:0005618 | EFO:0006788 |
| psychiatric disorder | 4 | MONDO:0002025 | HP:0000713 |
| dementia | 3 | MONDO:0001627 | HP:0000726 |
| depressive disorder | 3 | MONDO:0002050 | MONDO:0002050 |
| HIV infectious disease | 1 | MONDO:0005109 | EFO:0000764 |
| nicotine dependence | 1 | MONDO:0008575 | EFO:0003768 |
1 further indication record had no mapped disease name (EFO/MeSH-only) or were duplicates, and are omitted.
Clinical trials
Total trials: 6.
Phase distribution
| Phase | Trials |
|---|---|
| PHASE1 | 3 |
| PHASE4 | 1 |
| PHASE3 | 1 |
| Not specified | 1 |
Top trials by phase / activity
| NCT | Phase | Status | Title |
|---|---|---|---|
| NCT02090504 | PHASE4 | COMPLETED | Comparative Study of Gamma-hydroxy Butyrate Versus Oxazepam in the Treatment of Alcohol Withdrawal Syndrome |
| NCT02374567 | PHASE3 | TERMINATED | Pharmacovigilance in Gerontopsychiatric Patients |
| NCT00000661 | PHASE1 | COMPLETED | The Pharmacokinetics of Zidovudine and Oxazepam Alone and in Combination in the HIV-Infected Patient |
| NCT02273453 | PHASE1 | COMPLETED | Study to Evaluate the Presence of a Hangover Effect in Healthy Adults After Administration of Songha® Night Tablets |
| NCT02406066 | PHASE1 | COMPLETED | Single and Multiple Rising Dose Study of Safety and PK of Metyrapone/Oxazepam Combination (EMB-001) |
| NCT00567814 | Not specified | COMPLETED | A Placebo-Controlled Study of a Combination of Metyrapone and Oxazepam in Cocaine Addiction |
Clinical evidence (CIViC)
No CIViC predictive evidence (expected for non-precision-medicine drugs).
Pharmacology
Pharmacogenomics
No CPIC/DPWG dosing guideline, but PharmGKB curates 2 clinical and 8 variant annotation(s) for this drug (gene-keyed; see PharmGKB).
Related molecules
Related molecules
No competitor molecules sharing a primary target (ChEMBL phase ≥2 or PubChem drug-class).
Related Atlas pages
- Diseases: anxiety, anxiety disorder, psychiatric disorder, dementia, depressive disorder