Basic information
- CAS
443-69-6- Standard SMILES
O=C1Nc2ccc(F)cc2C1=O- InChIKey
GKODDAXOSGGARJ-UHFFFAOYSA-N- Molecular formula
- C8H4FNO2
- Average molar mass
- 165.12 g/mol
- Monoisotopic mass
- 165.02260659
Overview
5-Fluoroisatin is a member of indoles. It has a role as an anticoronaviral agent.
Names & identifiers
- Preferred name
- 5-Fluoroisatin
- IUPAC
- 5-fluoro-1H-indole-2,3-dione
- English name
- 5-Fluoroisatin
- Molecular formula
- C8H4FNO2
- Molecular weight
- 165.12
Names & synonyms
5-FluoroisatinDTXSID80284821RefChem:535983DTXCID60235972628-890-1443-69-65-Fluoro-1H-indole-2,3-dione5-fluoroindoline-2,3-dione5-fluoro isatinMFCD000227955-FLUORO-2,3-INDOLEDIONE5-fluoro-2,3-dihydro-1H-indole-2,3-dione
Show more names
FluoroisatinNSC 39161uoroisatin5-Fluorosatin5-FLUOROISATINE5- fluoroindigo5-Flluoroisatin
5-Fluoroindole-2,3-dione5-fluoro-2,3-indolinedione1H-INDOLE-2,3-DIONE, 5-FLUORO-Sunitinib Impurity 46BDBM22812CS-W0075495-fluoranyl-1~{H}-indole-2,3-dioneBH-0436
Database identifiers
- CAS
443-69-6- PubChem CID
- 236566
- DTXSID
DTXSID80284821- ChEMBL
CHEMBL116040- ChEBI
CHEBI:149787- EC Number
- 628-890-1
Properties
Computed structural properties
- XLogP
- 0.7
- Topological polar surface area
- 46.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 12
- Formal charge
- 0
- Complexity
- 241
Physicochemical properties
- Melting point
- 224 · 224-227 °C (lit.)
- Density
- 1.477 · 1.477±0.06 g/cm3(Predicted)
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, DMSO, Methanol
- pka
- 8.51 · 8.51±0.20(Predicted)
- form
- Powder
- color
- Red
- BRN
- 131241 · 131241
- InChI
- InChI=1S/C8H4FNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
- InChIKey
- GKODDAXOSGGARJ-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(F)C=C2)C(=O)C1=O
- CAS DataBase Reference
- 443 · 443-69-6(CAS DataBase Reference)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
GHS classification
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+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 7 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
- 3
- hs_code
- 29337900
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-37/39-36
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- target organs
- Respiratory system
- Hazard statements
- H315-H319-H335
- Hazard Classifications
- Eye Irrit. 2Skin Irrit. 2STOT SE 3
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P305+P351+P338
Chemistry & industry
Applications
UsesReactant for preparation of:Spiro[indole-thiazolidinones] as biologically relevan synthesis scaffoldsPotential antimycobacterial agentsInhibitors of c-Met kinaseInhibitors of TAK1 kinaseHerpes simplex virus inhibitorsIKKβ inhibitorsInhibitors of vitiligo diseasePotential drug candidates with anti-HIV activity and anti-tubercular activity
UsesIt showed antibacterial and antifungal activities.
General Description5-Fluoroisatin has been reported as the precursor of the Sunitinib (Sutent) drug. 5-Fluoroisatin has been approved by the Food and Drugs Administration (FDA) in 2006 for the treatment of renal cell carcinoma (RCC) and gastrointestinal stromal tumor (GIST).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
144 records
Compound notes
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