Bromazolam

Base Information

• Chemical Name: Bromazolam
• CAS No.: 71368-80-4
• Molecular Formula: C17H13BrN4
• Molecular Weight: 353.221
• UNII: YMC9OT97Z1
• ChEMBL ID: CHEMBL3246832
• DSSTox Substance ID: DTXSID901024058
• Wikipedia: Bromazolam
• Mol file: 71368-80-4.mol

Synonyms:Bromazolam;71368-80-4;8-bromo-1-methyl-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine;UNII-YMC9OT97Z1;Bromazolam [NFLIS-DRUG];DE(chloro)-bromo-alprazolam;YMC9OT97Z1;CHEMBL3246832;XLI-268;8-Bromo-1-methyl-6-phenyl-4h-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine;8-Bromo-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine;4H-(1,2,4)Triazolo(4,3-a)(1,4)benzodiazepine, 8-bromo-1-methyl-6-phenyl-;8-Bromo-1-methyl-6-phenyl-4H-(1,2,4)triazolo(4,3-a)(1,4)benzodiazepine;SCHEMBL2843721;KCEIOBKDDQAYCM-UHFFFAOYSA-N;DTXSID901024058;BDBM50599952;MFCD28405606;8-bromo-1-methyl-6-phenyl-4-H-s-triazolo-[4,3-a][1,4]benzodiazepine

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Chemical Property of Bromazolam

Chemical Property:

• Melting Point: 272.0-275℃
• Boiling Point: 519.8±60.0 °C(Predicted)
• PKA: 2.37±0.40(Predicted)
• PSA: 43.07000
• Density: 1.54±0.1 g/cm3 (20 oC 760 Torr)
• LogP: 3.12480
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 352.03236
• Heavy Atom Count: 22
• Complexity: 434

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN=C2N1C3=C(C=C(C=C3)Br)C(=NC2)C4=CC=CC=C4
• Description: Bromazolam is classified as a novel benzodiazepine which was first synthesised in 1976, but was never marketed. It has subsequently been sold as a designer drug, first being definitively identified by the EMCDDA in Sweden in 2016. It is the bromo instead of chloro analogue of alprazolam, and has similar sedative and anxiolytic effects. Bromazolam is structurally similar to traditional benzodiazepines, including alprazolam (replacing the chlorine with a bromine) and bromazepam (addition of triazole ring). Alprazolam and bromazepam are Schedule IV substances in the United States; bromazolam is not explicitly scheduled.
• Uses: 8-Bromo-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]benzodiazepine is used to study the antianxiety activity, antidepressant and psychotropics for central nervous system.

Technology Process of Bromazolam

There total 2 articles about Bromazolam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 40.0%

acetic acid hydrazide (1068-57-1) → 8-bromo-1-methyl-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine (71368-80-4)

Guidance literature:

7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With di-morpholin-4-yl-phosphinic acid chloride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

acetic acid hydrazide; In tetrahydrofuran; butan-1-ol; at 20 ℃; for 0.166667h;

Reference yield: 40.0%

acetic acid hydrazide (1068-57-1) + 7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one (2894-61-3) → 8-bromo-1-methyl-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine (71368-80-4)

Guidance literature:

7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

With di-morpholin-4-yl-phosphinic acid chloride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

acetic acid hydrazide; In tetrahydrofuran; butan-1-ol; at 20 ℃; for 5.16667h; Heating / reflux;

Reference yield: 60.0%

8-bromo-1-methyl-6-phenyl-4H-benzo[f][1,2,4]triazolo[4,3-a][1,4]diazepine (71368-80-4) + trimethylsilylacetylene (1066-54-2) → 8-trimethylsilylacetylenyl-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]-benzodiazepine (612526-18-8)

Guidance literature:

With triethylamine; bis(triphenylphosphine) palladium (Il) acetate; In acetonitrile; for 6h; Heating / reflux;

upstream raw materials:

acetic acid hydrazide

7-bromo-5-phenyl-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one

Downstream raw materials:

8-trimethylsilylacetylenyl-1-methyl-6-phenyl-4H-s-triazolo[4,3-a][1,4]-benzodiazepine