Structure via PubChem · Public domain (PubChem)
zomebazam
Sign in to saveZomebazam produced by Hoechst is a pyrazolodiazepinone derivative drug with anxiolytic properties. It is structurally related to razobazam and zometapine.
Chemical data
- Formula
- C15H16N4O2
- Molecular weight
- 284.31 g/mol
- IUPAC name
- 1,3,8-trimethyl-4-phenylpyrazolo[4,5-b][1,4]diazepine-5,7-dione
- SMILES
- CC1=NN(C2=C1N(C(=O)CC(=O)N2C)C3=CC=CC=C3)C
- InChIKey
- BFWACMHTIVUWJS-UHFFFAOYSA-N
- XLogP
- 1.1
- Polar surface area
- 58.4 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 284.127
Show 3 more facts
- chemical formula
- C₁₅H₁₆N₄O₂
- canonical SMILES
- CC1=NN(C2=C1N(C(=O)CC(=O)N2C)C3=CC=CC=C3)C
- Commons category
- Zomebazam
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Synthesis
- See also
- References
- Notes
Zomebazam produced by Hoechst is a pyrazolodiazepinone derivative drug with anxiolytic properties. It is structurally related to razobazam and zometapine.
==Synthesis== The catalytic hydrogenation of N,2,5-trimethyl-4-phenyldiazenylpyrazol-3-amine (1) over Raney nickel gives 4-amino-1,3-dimethyl-5-methylaminopyrazole (2). Treatment with methyl malonyl chloride (3) gives 4-α-ethoxycarbonylacetylamino-1,3-dimethyl-5-methylaminopyrazole (4). Base-catalyzed lactamization gives (5). The Goldberg reaction completes the synthesis of zomebazam (6).
Excerpted from Wikipedia’s “zomebazam” article, available under the CC BY-SA 4.0 licence.
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