structure of 4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-amine

4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-amine

CAS No.: 1000340-38-4
M. Wt: 167.596
M. Fa: C7H6ClN3
InChI Key: YKPPFTFSPGZWLB-UHFFFAOYSA-N
Appearance: Brown Solid

Names and Identifiers of 1000340-38-4

CAS Number

1000340-38-4

MDL Number

MFCD09880130

IUPAC Name

4-chloro-1H-pyrrolo[2,3-b]pyridin-3-amine

InChI

InChI=1S/C7H6ClN3/c8-4-1-2-10-7-6(4)5(9)3-11-7/h1-3H,9H2,(H,10,11)

InChIKey

YKPPFTFSPGZWLB-UHFFFAOYSA-N

Canonical SMILES

C1=CN=C2C(=C1Cl)C(=CN2)N

UNSPSC Code

12352100

Physical and chemical properties of 1000340-38-4

Boiling Point

387.9±37.0 °C at 760 mmHg

Density

1.5±0.1 g/cm3

Exact Mass

167.025024

Flash Point

188.4±26.5 °C

Index of Refraction

1.777

LogP

1.35

Molecular Formula

C7H6ClN3

Molecular Weight

167.596

PSA

54.70000

Storage condition

2-8°C(protect from light)

Vapour Pressure

0.0±0.9 mmHg at 25°C

Safety Information of 1000340-38-4

Pictograms

Signal Word

 Warning

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

Applications of 1000340-38-4

The primary applications of 4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-amine lie in medicinal chemistry, particularly in developing targeted therapies for cancers linked to FGFR signaling pathways. Its derivatives are also explored for potential use in other therapeutic areas due to their biological activity.

Interaction Studies of 1000340-38-4

Studies have demonstrated that 4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-amine interacts specifically with FGFRs, which play crucial roles in various cellular processes. This interaction underscores its potential as a therapeutic agent in treating diseases characterized by aberrant FGFR signaling. Additionally, ongoing research aims to elucidate its interactions with other molecular targets to expand its therapeutic applications.

Biological Activity of 1000340-38-4

4-Chloro-1H-pyrrolo[2,3-b]pyridin-3-amine exhibits significant biological activity, particularly as an inhibitor of fibroblast growth factor receptors (FGFRs). Research indicates that it can inhibit the proliferation of breast cancer cells (4T1) and induce apoptosis through its interaction with FGFRs. The compound's mechanism involves modulation of pathways related to cell proliferation, migration, and angiogenesis.