page_banner

product

1H-pyrrolo[2,3-b]pyridin-5-ol(CAS#98549-88-3)

Chemical Property:

Molecular Formula C7H6N2O
Molar Mass 134.14
Density 1.434g/cm3
Melting Point 219-220°C
Boling Point 381.8±42.0 °C(Predicted)
pKa 6.93±0.20(Predicted)
Storage Condition Keep in dark place,Sealed in dry,Room Temperature
Refractive Index 1.76
Use Uses 1H-pyrrolo [2,3-B] pyridine-5-ol is a reagent for the synthesis of effective VEGFR-2 inhibitors. 7-azafindole derivatives were identified as intermediates in Venetoclax(A112430) synthesis, Venetoclax(A112430) is a potent, selective BCL-2 inhibitor that achieves potent antitumor activity while inhibiting platelets.

Product Detail

Product Tags

Risk Codes 22 - Harmful if swallowed
Safety Description 24/25 - Avoid contact with skin and eyes.
WGK Germany 3
HS Code 29339900
Hazard Class IRRITANT

 

Uses and synthesis methods
5-Hydroxy-7-azaindole (5-hydroxy-7-azaindole) is a nitrogen-containing organic compound with a wide range of uses and important research value. The following is an introduction to the uses and synthesis methods of 5-hydroxy-7-azaindole:

Use:
Good antioxidant properties: 5-hydroxy-7-azaindole has good antioxidant properties, which can inhibit the generation and oxidation reaction of free radicals, and has potential application value for the prevention of oxidative damage.
Optoelectronic materials: 5-hydroxy-7-azaindole and its derivatives also show potential application prospects in the field of optoelectronic materials. Its molecular structure contains two ring structures, indole and imidazole, which can provide good optoelectronic properties and can be used for the preparation and application of optoelectronic devices.

Synthesis Method:
A common synthesis method is the introduction of a nitrogen atom into the indole molecule and then a hydroxyl functional group into the molecule by a chemical reaction. Common synthesis methods include the following:
Nucleophilic substitution reaction: One of the ways to introduce a nitrogen atom on an indole molecule is through a nucleophilic substitution reaction. Nucleophiles such as cyano, amine, or formamide can be used to react with indole to introduce nitrogen atoms.
Oxidation reaction: One of the ways to introduce hydroxyl functional groups in an indole molecule is through oxidation reactions. Commonly used oxidants include sodium hydroxide, hydrogen peroxide, etc.
Reaction selective regulation: In synthesis, it is necessary to adjust the reaction conditions and reaction system, and selectively introduce hydroxyl functional groups. This can be achieved by adjusting factors such as reaction temperature, catalyst, reaction solvent, etc.

Application

1H-Pyrrolo[2,3-b]pyridin-5-ol (5-Hydroxy-7-azaindole, CAS 98549-88-3) is a functionalized heterocyclic building block widely used in medicinal chemistry and pharmaceutical R&D. As a key pharmaceutical intermediate, it serves as an essential precursor in the synthesis of Venetoclax (ABT-199, A112430), a potent and selective BCL-2 inhibitor approved for treating chronic lymphocytic leukemia, where the 7-azaindole core is crucial for achieving therapeutic antitumor activity while sparing platelets. Beyond BCL-2 inhibition, this versatile scaffold is also utilized as a reagent for the synthesis of potent VEGFR-2 inhibitors in targeted cancer therapy. Its unique 7-azaindole (1H-pyrrolo[2,3-b]pyridine) structure serves as a purine bioisostere, providing dual hydrogen-bond donor/acceptor sites that enhance target binding affinity for kinase ATP pockets. The free phenolic hydroxyl enables further functionalization via alkylation, acylation, and cross-coupling reactions, allowing rapid construction of diverse drug-like libraries for structure-activity relationship (SAR) studies. This compound is also employed in the development of antiviral and anti-inflammatory agents, as well as in agrochemical research. High purity ensures reproducible results in high-throughput screening and scalable GMP manufacturing. Xinchem offers reliable custom synthesis, custom chemical synthesis, and contract manufacturing of this essential building block with flexible scaling from R&D to commercial tons. Contact us for a competitive quote and reliable global supply.


  • Previous:
  • Next:

  • Write your message here and send it to us