6-Chloroisatin Chemical Properties

Melting point:

262 °C

Density 

1.519±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Dimethylformamide

form 

powder to crystal

pka

8.83±0.20(Predicted)

color 

Light yellow to Brown

InChI

InChI=1S/C8H4ClNO2/c9-4-1-2-5-6(3-4)10-8(12)7(5)11/h1-3H,(H,10,11,12)

InChIKey

RVXLBLSGEPQBIO-UHFFFAOYSA-N

SMILES

N1C2=C(C=CC(Cl)=C2)C(=O)C1=O

CAS DataBase Reference

6341-92-0(CAS DataBase Reference)

Safety Information

HS Code 

2933790090

6-Chloroisatin Usage And Synthesis

Chemical Properties

Orange powder

Uses

6-Chloroisatin can be used as potential apoptosis inducer in non-small lung cancer AS49 cells.

Synthesis

Step 2: 6-Chloroindirubin 3,3-dibromo-6-chloro-1,3-dihydro-indol-2-one (21.34 g, 59.7 mmol) was suspended in a 4:1 (v:v) solvent mixture of methanol and water (172 mL of methanol and 43 mL of water) and heated and refluxed for 19 hours. Upon completion of the reaction, the mixture was cooled in an ice bath and subsequently filtered. The resulting red solid was washed once with cold methanol and dried to give 6-chloroindole-2,3-dione (10.49 g, 88% yield). The product was confirmed to be structurally consistent by NMR hydrogen spectroscopy (400 MHz, DMSO-d6). Mass spectrometry analysis (API-ES+) showed m/z 182/184 [M+H]+, consistent with a characteristic peak containing one chlorine atom.

References

[1] Patent: US2005/250798, 2005, A1. Location in patent: Page/Page column 26
[2] Tetrahedron Letters, 1998, vol. 39, # 42, p. 7679 - 7682
[3] Tetrahedron Letters, 2002, vol. 43, # 26, p. 4671 - 4673

6-Chloroisatin(6341-92-0)Related Product Information

• 3'-Chloroacetophenone
• Indole
• KYNURENIC ACID
• Isatoic Anhydride
• Trazodone
• Chlormezanone
• Indirubin
• 1-(2,6-Dichlorophenyl)-2-hydroindole
• Chlortalidone
• Difluorochloromethane
• 4-CHLOROISATIN
• 6-CHLOROISATIN
• 4,6-DICHLORO-1H-INDOLE-2,3-DIONE
• 5-Chloroisatoic anhydride
• 7-CHLOROISATIN
• 4-Chloro-isatoic anhydride
• 6-chloro-1-methyl-2H-3,1-benzoxazine-2,4(1H)-dione
• 5-CHLOROISATIN/5-CHLORO-2,3-INDOLINEDIONE,5-CHLOROISATIN,5-Chloroisatin ,98%