5-Fluoro-2-oxindole

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Cat Number

INT56341414

CAS Number

56341-41-4

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Product Detail Description Customer Q&A

CAS Number

56341-41-4

EINECS

638-803-9

Storage

Room temperature

Synonyms

5-Fluoroindole-2-One;5-Fluoro-1,3-dihydro-indol-2-one

Molecular Formula

C8H6FNO

Molecular Weight

151.14

Smiles

N1C2=C(C=C(F)C=C2)CC1=O

Melting Point

143-147℃

Boiling Point

307℃

Relative Density

1.3

pKa

12.99

General Description

5-Fluoro-2-oxindole is a fluorinated oxindole (2-oxindole) featuring a fluorine atom at the C-5 position of the bicyclic benzene-pyrrolone ring system. The oxindole core is a privileged scaffold in medicinal chemistry, being found in numerous kinase inhibitors, oncology agents, and CNS-active compounds. The 5-fluoro substitution provides metabolic stability (fluorine blocks oxidative metabolism at this position) and modulates the electronic properties of the aromatic ring.

Mechanism of Action

5-Fluoro-2-oxindole functions as a key heterocyclic intermediate in medicinal chemistry. The oxindole scaffold undergoes N-alkylation/acylation at the indole nitrogen and C-3 alkylation at the methylene between the two carbonyls (which has acidic character). The C-5 fluorine is metabolically stable (C-F bond is not metabolized under typical conditions) and blocks oxidative metabolism. The 2-oxo group provides a site for further transformations including condensation with aldehydes to form 3-arylidene oxindoles.

Application

5-Fluoro-2-oxindole is used as an intermediate in the synthesis of kinase inhibitors, particularly those targeting CDK (cyclin-dependent kinases), GSK-3 (glycogen synthase kinase-3), and aurora kinases. The 3-arylidene oxindole scaffold derived from this intermediate is found in multiple clinical candidates for cancer therapy. It is also used in the synthesis of sigma receptor ligands and 5-HT2C receptor modulators.

What is the recommended storage condition for 5-Fluoro-2-oxindole?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Is a Certificate of Analysis (COA) available for 5-Fluoro-2-oxindole?

Yes, a fully verified COA is issued for every batch and can be shared electronically. Additional documentation such as MSDS or impurity profiles may be requested separately.

What is the primary synthetic application of 5-Fluoro-2-oxindole?

It is widely used as a key building block or intermediate in multi-step pharmaceutical synthesis workflows, providing versatile reactivity for constructing target molecular architectures.

Is 5-Fluoro-2-oxindole available in high-chemical-purity grade for pharmaceutical synthesis?

Yes, it is supplied in high chemical purity grades suitable for demanding pharmaceutical intermediate applications. Specifications and analytical data are available upon request.

Does your company offer custom packaging for 5-Fluoro-2-oxindole?

Yes, custom pack sizes are available. Specific quantity requirements can be discussed directly with our team to align with your production or research scale.