structure of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

CAS No.: 1000342-87-9
M. Wt: 187.02600
M. Fa: C7H4Cl2N2
InChI Key: RPMAMXHJEHUNIA-UHFFFAOYSA-N
Appearance: wheat solid

Names and Identifiers of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

CAS Number

1000342-87-9

MDL Number

MFCD09026950

IUPAC Name

2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

InChI

InChI=1S/C7H4Cl2N2/c8-6-2-1-4-5(11-6)3-7(9)10-4/h1-3,10H

InChIKey

RPMAMXHJEHUNIA-UHFFFAOYSA-N

Canonical SMILES

C1=CC(=NC2=C1NC(=C2)Cl)Cl

UNSPSC Code

12352100

Physical and chemical properties of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

Exact Mass

185.97500

LogP

2.86970

Molecular Formula

C7H4Cl2N2

Molecular Weight

187.02600

PSA

28.68000

Safety Information of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

Pictograms

Signal Word

Warning

Safety Data Sheet

Supports customized editing of SDS information and downloading in PDF documents.

Applications of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

The primary applications of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine and its derivatives lie in medicinal chemistry as potential therapeutic agents targeting various diseases, particularly cancers. Their role as inhibitors of receptor tyrosine kinases makes them candidates for drug development aimed at treating malignancies associated with aberrant signaling pathways. Additionally, these compounds may have applications in agricultural chemistry as pesticides or herbicides due to their biological activity against certain pests.

Interaction Studies of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

Interaction studies involving 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine focus on its binding affinity and inhibitory effects on specific biological targets such as kinases. For example, studies have demonstrated that certain derivatives effectively inhibit FGFR signaling pathways in cancer cells. These interactions are critical for understanding the compound's mechanism of action and potential for therapeutic use. Detailed pharmacological profiling is necessary to assess its efficacy and safety in clinical settings.

Biological Activity of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

Research indicates that compounds within the pyrrolo[3,2-b]pyridine class exhibit significant biological activities, particularly in cancer therapy. For instance, derivatives of this compound have been studied for their ability to inhibit fibroblast growth factor receptors (FGFRs), which are implicated in tumorigenesis. In vitro studies have shown that certain derivatives can inhibit cell proliferation and induce apoptosis in cancer cell lines. The unique structure of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine may enhance its interaction with biological targets compared to non-halogenated analogs.

Retrosynthesis analysis of 2,5-dichloro-1H-pyrrolo[3,2-b]pyridine

  • Route#1

    Cas:136888-08-9
    Cas:1000342-87-9