476994

5-Bromoisatin

technical grade, 90%

• Empirical Formula (Hill Notation): C₈H₄BrNO₂
• CAS Number: 87-48-9
• Molecular Weight: 226.03
• Beilstein: 383760
• EC Number: 201-747-7
• MDL number: MFCD00005719
• UNSPSC Code: 12352100
• PubChem Substance ID: 24871320
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• Assay: 90%
• impurities: <10% isatin
• mp: 247-252 °C (lit.)
• functional group: bromo; ketone
• SMILES string: Brc1ccc2NC(=O)C(=O)c2c1
• InChI: 1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
• InChI key: MBVCESWADCIXJN-UHFFFAOYSA-N

Description

General description

5-Bromoisatin is a 5-haloisatin. One of the methods reported for its synthesis is by reacting N-halosaccharins with isatin in the presence of SiO₂. Its inotropic activity has been studied on rhythmically stimulated papillary muscles of guinea pigs. It is reported to exhibit analgesic and sedative properties at a dose of 0.2g/kg in mice.

Application

5-Bromoisatin may be used in the synthesis of the following:

• N-derivatives of 5-bromoisatin
• N-substituted pyrroles
• linear polyaryleneoxindoles
• 5-bromodioxindole
• cinchoninic acid derivatives
• 3-hydroxyoxindole
• S-benzyldithiocarbazate Schiff Bases
• 5-bromooxindole
• Morita-Baylis-Hillman adducts of isatin derivatives

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves