CAS 132898-96-5

5-Isatinsulfonyl chloride

Description:

5-Isatinsulfonyl chloride is a chemical compound characterized by its sulfonyl chloride functional group attached to an isatin moiety. It typically appears as a solid or crystalline substance and is known for its reactivity, particularly in nucleophilic substitution reactions due to the presence of the sulfonyl chloride group. This compound is often utilized in organic synthesis, particularly in the preparation of sulfonamides and other derivatives, owing to its ability to introduce the sulfonyl group into various organic frameworks. It is important to handle this compound with care, as sulfonyl chlorides can be corrosive and may release toxic gases upon reaction with water or moisture. Additionally, 5-Isatinsulfonyl chloride may exhibit moderate to high solubility in organic solvents, making it suitable for various synthetic applications in laboratories. As with any chemical, proper safety protocols should be followed when working with this substance to mitigate risks associated with its handling and use.

Formula: C₈H₄ClNO₄S

InChI: InChI=1S/C8H4ClNO4S/c9-15(13,14)4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)

InChI key: InChIKey=JUJRKHHCIXKFQG-UHFFFAOYSA-N

SMILES: O=C1C=2C(NC1=O)=CC=C(S(Cl)(=O)=O)C2

Synonyms:

• 5-Isatinsulfonyl chloride
• 2,3-Dioxo-2,3-dihydro-1H-indole-5-sulfonyl chloride
• 2,3-Dihydro-2,3-dioxo-1H-indole-5-sulfonyl chloride
• 5-(Chlorosulfonyl)isatin
• 1H-Indole-5-sulfonyl chloride, 2,3-dihydro-2,3-dioxo-
• 2,3-dioxoindoline-5-sulfonyl chloride
• 5-CHLOROSULFONYLISATINE
• 2,3-Dioxo-1H-indole-5-sulfonyl chloride
• Irinotecan Impurity 15-d5 (Irinotecan EP Impurity E-d5)

2,3-Dioxo-1H-indole-5-sulfonyl chloride

CAS: 132898-96-5

Formula: C₈H₄ClNO₄S

Color and Shape: Solid

Molecular weight: 245.6397

Ref: IN-DA0011CG

2,3-Dioxoindoline-5-sulfonyl chloride

CAS: 132898-96-5

Formula: C₈H₄ClNO₄S

Purity: 95.0%

Color and Shape: Solid, No data available.

Molecular weight: 245.63

Ref: 10-F449437

2,3-Dioxo-1H-indole-5-sulfonyl chloride

CAS: 132898-96-5

2,3-Dioxo-1H-indole-5-sulfonyl chloride

Formula: C₈H₄ClNO₄S

Purity: 95%

Color and Shape: yellow solid

Molecular weight: 245.64g/mol

Ref: 54-OR910625

5-(Chlorosulfonyl) Isatin

Controlled Product

CAS: 132898-96-5

Applications Reagent used in the preparation of biologically active Isatin derivatives.
References Havran, L., et al.: Bioorg. Med. Chem., 17, 7755 (2009), Chu, W., et al.: J. Med. Chem., 52, 2188 (2009),

Formula: C₈H₄ClNO₄S

Color and Shape: Neat

Molecular weight: 245.64

Ref: TR-C380015

5-(Chlorosulfonyl) isatin

CAS: 132898-96-5

5-(Chlorosulfonyl) isatin (5CSI) is a postulated apoptotic signaling molecule that induces apoptosis in animals. It has been shown to inhibit the uptake of chloride ions by neurons, which leads to neuronal cell death. 5CSI has also been found to have neuroprotective effects, and can inhibit the production of aspartyl-proteases that are involved in the progression of Alzheimer's disease. 5CSI is an analog of propargylamine, which can be synthesized from chloroacetaldehyde and a propargyl alcohol. The synthesis of 5CSI starts with chlorination of 3-chloropropionitrile followed by hydrolysis, synthesis with propargylamine, and coupling with potassium tert-butoxide.

Formula: C₈H₄ClNO₄S

Purity: Min. 95%

Molecular weight: 245.64 g/mol

Ref: 3D-FC20390