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29975-16-4

29975-16-4 Structure

29975-16-4 Structure
IdentificationMore
[Name]

Estazolam
[CAS]

29975-16-4
[Synonyms]

8-CHLORO-6-PHENYL-4H-[1,2,4]-TRIAZOLO[4,3-A][1,4]BENZODIAZEPINE
ESTAZOLAM
2,4)triazolo(4,3-a)(1,4)-benzodiazepine,8-chloro-6-phenyl-4h-(
3-a)(1,4)benzodiazepine,8-chloro-6-phenyl-4h-s-triazolo(
4H-[1,2,4]Triazolo[4,3-a][1,4]benzodiazepine, 8-chloro-6-phenyl-
4H-s-Triazolo(4,3-a)(1,4)benzodiazepine, 8-chloro-6-phenyl-
8-Chloro-6-phenyl-4H-s-triazolo(4,3-a)(1,4)benzodiazepine
abbott47631
Abbott-47631
Alprazolam M (hydroxy-)-CH2O
Cannoc
D 40TA
d-40ta
Esilgan
estazolam100ugpermlinmethanol
Eurodin
Eurodine
Julodin
Nemurel
Nuctalon
[EINECS(EC#)]

249-982-4
[Molecular Formula]

C16H11ClN4
[MDL Number]

MFCD00867537
[Molecular Weight]

294.74
[MOL File]

29975-16-4.mol
Questions And AnswerBack Directory
[Description]

Estazolam, sold under the brand name Prosom among others, is a tranquilizer medication of the triazolobenzodiazepine (TBZD) class, which are benzodiazepines (BZDs) fused with a triazole ring . It possesses anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties. 
[Pharmacology]

Estazolam is classed as a "triazolo" benzodiazepine drug.Estazolam exerts its therapeutic effects via its benzodiazepines receptor agonist properties.Estazolam at high doses decreases histamine turnover via its action at the benzodiazepine-GABA receptor complex in mouse brains.
[Adverse reactions]

Common adverse reactions such as drowsiness, drowsiness, dizziness, fatigue, unsteady gait, etc., increasing the dose may occasionally cause adverse reactions such as headache, ataxia, motor dysfunction, slurred speech, respiratory depression, tremor, etc. Long-term use can lead to memory loss Adverse reactions such as decline, weight gain, cognitive impairment, loss of libido, etc. In addition, long-term use of estazolam can cause down-regulation of benzodiazepine receptors in the central nervous system, which can lead to tolerance and dependence, and sudden withdrawal can cause Headache, insomnia, depression, nervousness, restlessness, irritability, anxiety, tremor, tachycardia and other withdrawal symptoms, namely drug addiction, are the most serious adverse reactions of long-term use of estazolam.
Chemical PropertiesBack Directory
[Melting point ]

228-229°
[Boiling point ]

448.04°C (rough estimate)
[density ]

1.2294 (rough estimate)
[refractive index ]

1.6110 (estimate)
[Fp ]

11 °C
[storage temp. ]

2-8°C
[solubility ]

DMF: 30 mg/ml; DMF:PBS(pH 7.2)(1:1): 0.5 mg/ml; DMSO: 20 mg/ml; Ethanol: 10 mg/ml
[form ]

A crystalline solid
[pka]

pKa 2.84(H2O) (Uncertain)
[CAS DataBase Reference]

29975-16-4(CAS DataBase Reference)
[IARC]

3 (Vol. 66) 1996
[NIST Chemistry Reference]

Estazolam(29975-16-4)
Safety DataBack Directory
[Hazard Codes ]

Xi,T,F
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
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 ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed .
[RIDADR ]

3249
[WGK Germany ]

3
[RTECS ]

XZ5473500
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

2933910000
[Toxicity]

LD50 orally in male mice, rats and rabbits: 740, 3200, 300 mg/kg (Yokotani)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Triethyl orthoformate-->Hexamethylenetetramine-->Chloroacetyl chloride-->4-Chloronitrobenzene-->phenylacetonitrile-->Formylhydrazine-->2-(2-ACETYLHYDRAZINO)-7-CHLORO-5-PHENYL-3H-1,4-BENZODIAZEPINE-->N-desmethyl-N(4)-desoxychlordiazepoxide-->FORMAMIDINE HYDROCHLORIDE
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

8-Chloro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine(29975-16-4).msds
Hazard InformationBack Directory
[Originator]

Eurodin,Takeda,Japan,1975
[Uses]

A benzodiazepine derivative possessing anxiolytic, anticonvulsant, and muscle relaxant properties. It is commonly prescribed to treat short-term insomnia. Controlled Substance.
[Definition]

ChEBI: A triazolo[4,3-a][1,4]benzodiazepine having a phenyl group at position 6 and a chloro substituent at position 8. A short-acting benzodiazepine with general properties similar to diazepam, it is given by mouth as a hypnotic in the short-term ma agement of insomnia.
[Manufacturing Process]

A mixture of 5.74 grams (0.020 mol) of 7-chloro-1,3-dihydro-5-phenyl-2H- 1,4-benzodiazepine-2-thione, 3.6 grams (0.060 mol) of formic acid hydrazide and 200 ml of 1-butanol was refluxed for 3.75 hours with a slow stream of nitrogen bubbling through the mixture. The mixture was concentrated, the residue was suspended in water and the suspension was filtered. The filter cake consisted principally of unchanged starting material. The filtrate was concentrated, ethyl acetate and Skellysolve B hexanes being added during the concentration, giving crude product (2.54 grams), MP 220.5° to 225°C. Recrystallization of this material from ethyl acetate-Skellysolve B hexanes gave 8-chloro-6-phenyl-4H-s-triazolo[4,3-a] [1,4]benzodiazepine, MP 228° to 229°C.
[Brand name]

Prosom (Abbott).
[Therapeutic Function]

Hypnotic, Sedative
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