structure of 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine

4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine

CAS No.: 1000068-42-7
M. Wt: 324.167
M. Fa: C10H11BrFNO3S
InChI Key: BQYQHCWRUSXGLN-UHFFFAOYSA-N

Names and Identifiers of 1000068-42-7

CAS Number

1000068-42-7

IUPAC Name

4-(4-bromo-2-fluorophenyl)sulfonylmorpholine

InChI

InChI=1S/C10H11BrFNO3S/c11-8-1-2-10(9(12)7-8)17(14,15)13-3-5-16-6-4-13/h1-2,7H,3-6H2

InChIKey

BQYQHCWRUSXGLN-UHFFFAOYSA-N

Canonical SMILES

C1COCCN1S(=O)(=O)C2=C(C=C(C=C2)Br)F

Physical and chemical properties of 1000068-42-7

Acidity coefficient

-8.61±0.20(Predicted)

Boiling Point

412.8±55.0 °C at 760 mmHg

Density

1.7±0.1 g/cm3

Exact Mass

322.962708

Flash Point

203.5±31.5 °C

Index of Refraction

1.582

LogP

1.90

Molecular Formula

C10H11BrFNO3S

Molecular Weight

324.167

PSA

54.99000

Vapour Pressure

0.0±1.0 mmHg at 25°C

Applications of 1000068-42-7

The applications of 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine are diverse:

  • Medicinal Chemistry: As a precursor for developing pharmaceuticals targeting various diseases.
  • Organic Synthesis: Used as an intermediate in synthesizing complex organic molecules.
  • Material Science: Investigated for potential use in developing new materials due to its unique chemical properties.

Interaction Studies of 1000068-42-7

Studies on the interactions of 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine with biological targets reveal its mechanism of action. The sulfonyl group can form hydrogen bonds with proteins, potentially inhibiting enzymatic activity or altering protein conformation. Additionally, the presence of halogen atoms like bromine can facilitate halogen bonding, enhancing its binding affinity to target proteins.

Similar Compounds

Several compounds share structural similarities with 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine. These include:

  • 4-((4-Bromo-3-methylphenyl)sulfonyl)morpholine
  • 4-((3-Bromo-4-methylphenyl)sulfonyl)morpholine
  • 4-((4-Bromo-3-methylphenyl)sulfonyl)piperidine
Uniqueness

What sets 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine apart from these similar compounds is its specific substitution pattern involving both bromine and fluorine on the phenyl ring. This unique arrangement influences its reactivity and interaction profiles, making it particularly valuable for research and development in medicinal chemistry.

Biological Activity of 1000068-42-7

Research indicates that 4-((4-Bromo-2-fluorophenyl)sulfonyl)morpholine exhibits significant biological activity. It has been investigated for potential therapeutic effects, including:

  • Anticancer Properties: Preliminary studies suggest it may inhibit tumor growth.
  • Anti-inflammatory Effects: The compound shows promise in modulating inflammatory pathways.
  • Biochemical Probes: It is used to study enzyme functions and protein interactions due to its ability to form strong hydrogen bonds with amino acid residues.