Identification | More | [Name]
OXAZEPAM | [CAS]
604-75-1 | [Synonyms]
7-CHLORO-1,3-DIHYDRO-3-HYDROXY-5-PHENYL-1,4[2H]-BENZODIAZEPIN-2-ONE AURORA KA-7218 OXAZEPAM 1,3-dihydro-7-chloro-3-hydroxy-5-phenyl-2h-1,4-benzodiazepin-2-one 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl- 2h-1,4-benzodiazepin-2-one,7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-[qr] 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-2h-1,4-benzodiazepin-2-one[qr] 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepine-2-one 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-2h-1,4-benzodiazepine-2-one[qr] 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-2h-4-benzodiazepin-2-one 7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one[qr] 7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one abboxapam Adumbran adumbran[qr] ansiolisina[qr] Ansioxacepam ansioxacepam[qr] | [EINECS(EC#)]
210-076-9 | [Molecular Formula]
C15H11ClN2O2 | [MDL Number]
MFCD00057903 | [Molecular Weight]
286.71 | [MOL File]
604-75-1.mol |
Chemical Properties | Back Directory | [Melting point ]
205-206° | [Boiling point ]
506.5±50.0 °C(Predicted) | [density ]
1.3052 (rough estimate) | [refractive index ]
1.5200 (estimate) | [Fp ]
11 °C | [storage temp. ]
−20°C
| [solubility ]
Practically insoluble in water, slightly soluble in ethanol (96 per cent). | [form ]
neat | [pka]
pKa 1.6/11.6(5% MeOH in H2O,t =20,I=0.15) (Uncertain) | [Water Solubility ]
20mg/L(22 ºC) | [CAS DataBase Reference]
604-75-1(CAS DataBase Reference) | [IARC]
2B (Vol. Sup 7, 66) 1996 | [EPA Substance Registry System]
Oxazepam (604-75-1) |
Safety Data | Back Directory | [Hazard Codes ]
Xn,T,F | [Risk Statements ]
R40:Limited evidence of a carcinogenic effect. R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed . R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R11:Highly Flammable. | [Safety Statements ]
S7:Keep container tightly closed . S16:Keep away from sources of ignition-No smoking . S36/37:Wear suitable protective clothing and gloves . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
UN 1230 3/PG 2
| [WGK Germany ]
3
| [RTECS ]
DF1400000
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
2933910000 | [Hazardous Substances Data]
604-75-1(Hazardous Substances Data) | [Toxicity]
LD50 in mice, rats (mg/kg): >5010, >5010 orally (Goldenthal) |
Hazard Information | Back Directory | [General Description]
Odorless creamy-white to pale-yellow powder or white crystalline solid. Bitter taste. pH (2% aqueous suspension) 4.8-7. | [Reactivity Profile]
OXAZEPAM(604-75-1) is stable in light and is non hygroscopic. OXAZEPAM(604-75-1) is stable in neutral solution. This chemical is hydrolyzed by acids and bases. | [Air & Water Reactions]
Insoluble in water. | [Fire Hazard]
Flash point data for this chemical are not available; however, OXAZEPAM is probably combustible. | [Chemical Properties]
Off-White Solid | [Originator]
Serax,Wyeth,US,1965 | [Uses]
Anxiolytic; muscle relaxant (skeletal); anticonvulsant; ligand for the GABAA receptor benzodiazepine modulatory site. Controlled substance (depressant). | [Definition]
ChEBI: 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. | [Manufacturing Process]
(A) Suspend 10 g of 7-chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2one 4-oxide in 150 ml of acetic anhydride and warm on a steam bath with stirring until all the solid has dissolved. Cool and filter off crystalline, analytically pure 3-acetoxy-7-chloro-1,3-dihydro-5-phenyl-2H-1,4benzodiazepin-2-one, melting point 242°C to 243°C.
(B) Add to a suspension of 3.4 g of 3-acetoxy-7-chloro-1,3-dihydro-5-phenyl2H-1,4-benzodiazepin-2-one in 80 ml of alcohol.6 ml of 4 N sodium hydroxide. Allow to stand after complete solution takes place to precipitate a solid. Redissolve the solid by the addition of 80 ml of water. Acidify the solution with acetic acid to give white crystals. Recrystallize from ethanol to obtain 7chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one, melting point 203°C to 204°C.
| [Brand name]
Serax (Alpharma); Zaxopam (Quantum Pharmics). | [Therapeutic Function]
Tranquilizer | [Pharmacokinetics]
The half-life of oxazepam is approximately 4 to 8 hours, and cumulative effects with chronic therapy
are much less than with long-acting benzodiazepines, such as chlordiazepoxide and diazepam. Lorazepam is the
2′-chloro derivative of oxazepam and has a similarly short half-life (2–6 hours) and pharmacological activity. | [Clinical Use]
Oxazepam | [Drug interactions]
Potentially hazardous interactions with other drugs
Antibacterials: metabolism possibly increased by
rifampicin.
Antipsychotics: enhanced sedative effects; risk of
serious adverse effects in combination with clozapine.
Antivirals: possibly increased concentration with
ritonavir.
Sodium oxybate: enhanced effects of sodium oxybate
- avoid.
Ulcer-healing drugs: metabolism inhibited by
cimetidine. | [Metabolism]
Oxazepam is an active metabolite of both chlordiazepoxide and diazepam and is marketed separately, as a shortacting anxiolytic agent. Oxazepam is rapidly inactivated to glucuronidated metabolites that are excreted in the urine. |
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