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604-75-1

604-75-1 Structure

604-75-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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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