5-Bromoisatin
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Basic information
- CAS
87-48-9- Standard SMILES
O=C1Nc2ccc(Br)cc2C1=O- InChIKey
MBVCESWADCIXJN-UHFFFAOYSA-N- Molecular formula
- C8H4BrNO2
- Average molar mass
- 226.03 g/mol
- Monoisotopic mass
- 224.94254047
Overview
5-Bromoisatin is a member of indoles. It has a role as an anticoronaviral agent.
Names & identifiers
- Preferred name
- 5-Bromoisatin
- IUPAC
- 5-bromo-1H-indole-2,3-dione
- English name
- 5-Bromoisatin
- Molecular formula
- C8H4BrNO2
- Molecular weight
- 226.03
Names & synonyms
5-Bromoisatin87-48-95-Bromo-1H-indole-2,3-dione5-Bromoindole-2,3-dioneIsatin, 5-bromo-5-Bromisatin1H-Indole-2,3-dione, 5-bromo-NSC-4980DZU75P8VY8DTXSID30236037RefChem:534061DTXCID30158528
Show more names
BromoIsatin5-BROMO-3-CHLORO-2-METHYLPYRIDINENSC 4980AKOS B0289345-bromo-isatiAKOS BBS-00000997
201-747-75-Bromoindoline-2,3-dione5-bromo-2,3-dihydro-1H-indole-2,3-dione5-bromo-isatin5-bromo-2-hydroxy-3H-indol-3-oneMFCD00005719INDOLE-2,3-DIONE, 5-BROMO-5-Bromo-2,3-indolinedione
Database identifiers
- CAS
87-48-9- PubChem CID
- 6889
- DTXSID
DTXSID30236037- ChEMBL
CHEMBL115897- ChEBI
CHEBI:149786- UNII
- DZU75P8VY8
- EC Number
- 201-747-7
- Nikkaji
- J3.901B
Properties
Computed structural propertiesFilling in
- XLogP
- 1.3
- Topological polar surface area
- 46.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 241
Experimental & physicochemical properties
SpringerMaterials PropertiesChemical shift
Physicochemical properties
- Melting point
- 247 · 247-252 °C (lit.)
- Density
- 1.7498 · 1.7498 (rough estimate)
- refractive index
- 1.612 · 1.6120 (estimate)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Soluble in N,N dimethylformamide.
- pka
- 8.74 · 8.74±0.20(Predicted)
- form
- Crystalline Powder
- color
- Orange
- BRN
- 383760 · 383760
- InChI
- InChI=1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
- InChIKey
- MBVCESWADCIXJN-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(Br)C=C2)C(=O)C1=O
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 2
- rtecs
- NL7875000
- ridadr
- 2811
- hs_code
- 29337900
- risk_code
- 37/38-41
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- hazard_note
- Irritant
- safety_code
- 26-36/39-37/39-36
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
Chemistry & industry
Applications
Uses5-Bromoisatin is used in the synthesis of N-derivatives of 5-bromoisatin, N-substituted pyrroles, linear polyaryleneoxindoles, 5-bromodioxindole, cinchoninic acid derivatives, 3-hydroxyoxindole, S-benzyldithiocarbazate Schiff Bases, 5-bromooxindole and Morita-Baylis-Hillman adducts of isatin derivatives. It is an indole derivative.
General Description5-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.
Upstream & downstream products
Downstream products
Related reactions
100 records
Compound notes
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