3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Basic Information

View in Editor

CAS Number

869335-20-6

Molecular Formula

C14H10ClIN2O2S

Molecular Weight

418.64 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Density

1.84

SMILES

View in Editor

IC1=CN(S(=O)(C2=CC=CC=C2)=O)C3=NC=CC(Cl)=C31

InChI

InChI=1S/C13H8ClIN2O2S/c14-10-6-7-16-13-12(10)11(15)8-17(13)20(18,19)9-4-2-1-3-5-9/h1-8H

InChIKey

PRAMTDNFVPNNFG-UHFFFAOYSA-N

LogP

3.5313000000000017

Topological Polar Surface Area

51.96 Å²

Hydrogen Bond Donor/Acceptor

0 / 4

Complexity

476

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

N-Tosyl-4-chloro-3-iodo-7-azaindole
3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
4-chloro-3-iodo-1-(4-methylphenyl)sulfonylpyrrolo[2,3-b]pyridine
4-chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1H-Pyrrolo[2,3-b]pyridine
4-chloro-3-iodo-1-tosyl-1H-pyrrolo[23-b]pyridine
4-chloro-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridine
4-chloro-3-iodo-1-(4-methylbenzenesulfonyl)-1H-pyrrolo[2,3-b]pyridine
PubChem19356
XCUCPOPYQXVOJN-UHFFFAOYSA-N
1H-Pyrrolo[2,3-b]pyridine, 4-chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-
4-Chloro-3-iodo-1-[(4-methylphenyl)sulfonyl]-1

MDL Number

MFCD12964070

FAQ

What are the physical and chemical properties of 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 869335-20-6)?

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is a crystalline solid with a molecular weight of approximately 445.36 g/mol. It has a low water solubility and is reasonably soluble in organic solvents such as dichloromethane and acetonitrile. This compound exhibits limited reactivity towards nucleophiles and electrophiles, making it suitable for specific synthetic applications. It is often used in medicinal chemistry due to its structural complexity.

How is 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 869335-20-6) typically synthesized?

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is typically synthesized through a multistep process involving the coupling of a chloropyrrolo[2,3-b]pyridine derivative with phenylsulfonyl chloride. The key steps include the formation of an intermediate chlorosulfonyl derivative, followed by its reaction with the pyrrolo[2,3-b]pyridine ring. This synthesis often requires the use of organic solvents and mild heating conditions, with a yield of approximately 70-80%.

What industries use 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 869335-20-6)?

3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine is primarily used in the pharmaceutical industry for drug discovery and development. It is also of interest in the polymer industry due to its potential as a cross-linking agent. Additionally, it has applications in the synthesis of sensors and semiconductors, where its unique chemical structure can be exploited.

What precautions should be taken when handling 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine (CAS: 869335-20-6)?

When handling 3-Iodo-4-chloro-1-(phenylsulfonyl)-1H-pyrrolo[2,3]pyridine, it is essential to use appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. Work should be conducted in a well-ventilated fume hood to minimize inhalation risks. Spills should be carefully cleaned up using appropriate solvents, and the area should be well-ventilated. Always refer to the safety data sheet (SDS) for detailed handling instructions and emergency procedures.