5-bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | CAS 2549186-23-2

PRODUCT OVERVIEW

5-bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | CAS 2549186-23-2  is a highly specialized heterocyclic compound, designed for advanced chemical research and drug discovery applications. Featuring a fused pyrrolo[2,3-d]pyrimidine scaffold, this compound incorporates strategic halogen substitutions at the 5- and 6-positions, along with a methyl group at the 7-position, giving it unique reactivity and pharmacophoric potential. Its precise structural modifications make it a valuable intermediate in medicinal chemistry programs, particularly in the development of kinase inhibitors, antiviral agents, and other bioactive small molecules.

The presence of bromine and iodine atoms provides excellent synthetic versatility, enabling further functionalization via cross-coupling reactions such as Suzuki, Sonogashira, or Buchwald-Hartwig couplings. Meanwhile, the primary amine group at the 4-position allows for facile derivatization and conjugation to other pharmacologically relevant moieties. The compound’s well-defined molecular architecture and physicochemical properties support its use in structure-activity relationship (SAR) studies, hit-to-lead optimization, and the generation of chemical libraries for high-throughput screening.

CHEMICAL INFORMATION

• CAS Number: 2549186-23-2

• IUPAC Name: 5-Bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

• Molecular Formula: C7H6BrIN4

• Molecular Weight: 352.96 g/mol

• Structure Type: Halogenated fused heterocycle

• Functional Groups: Amino, halogen (Br, I), methyl

PHYSICAL AND CHEMICAL PROPERTIES

5-bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | CAS 2549186-23-2  exhibits moderate solubility in polar organic solvents such as dimethyl sulfoxide (DMSO), dimethylformamide (DMF), and methanol, with limited aqueous solubility due to its hydrophobic fused ring system and halogen content. The compound is generally supplied as a solid powder with high purity, suitable for laboratory synthesis and analytical applications. Proper handling is recommended to maintain stability, particularly when exposed to moisture or light-sensitive conditions.

APPLICATIONS IN RESEARCH AND DRUG DISCOVERY  of  5-bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine | CAS 2549186-23-2

This compound is primarily used as an intermediate in medicinal chemistry research and as a scaffold for designing novel bioactive molecules. Its applications include:

1. Kinase Inhibitor Development: The pyrrolo[2,3-d]pyrimidine core is a known hinge-binding motif in kinase inhibitors. Halogenation at the 5- and 6-positions enhances binding affinity and specificity.

2. Antiviral and Anticancer Research: Structural versatility allows the design of analogs targeting viral polymerases or cancer-relevant kinases.

3. Chemical Library Construction: The compound’s dual halogen functionality and amine group make it suitable for diverse cross-coupling reactions, enabling high-throughput library generation.

4. SAR Studies: The methyl group at the 7-position provides a steric and electronic handle for structure-activity relationship investigations, improving the predictability of pharmacological outcomes.

By facilitating selective modifications, 5-Bromo-6-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine accelerates early-stage lead optimization and enables precise evaluation of molecular interactions in biochemical assays.

WHY CHOOSE RESOLVEMASS LABORATORIES INC.
ResolveMass Laboratories Inc. provides this compound with a focus on high purity, reliable documentation, and regulatory compliance. Our products are subjected to rigorous quality control using advanced analytical techniques such as NMR spectroscopy, HPLC, and mass spectrometry. By sourcing from us, researchers gain access to:

• Consistent batch-to-batch quality

• Detailed Certificate of Analysis (CoA)

• Technical support for synthetic planning and derivative design

• Secure packaging and rapid delivery

Our commitment to supporting chemical and pharmaceutical research ensures that you receive compounds suitable for cutting-edge applications, from early discovery through preclinical development.