65749-86-2

Usage

Uses

Used in Medicinal Chemistry:
5H-Pyrrolo[3,2-d]pyrimidine, 4-chloro-2-methylis utilized as a key intermediate in the synthesis of various pharmaceuticals and biologically active compounds. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Drug Discovery:
In the pharmaceutical industry, 5H-Pyrrolo[3,2-d]pyrimidine, 4-chloro-2-methylserves as a starting material for drug discovery. Its chemical properties and reactivity enable the creation of novel drug candidates that can target specific biological pathways or receptors.
Used in Chemical Research:
5H-Pyrrolo[3,2-d]pyrimidine, 4-chloro-2-methylis employed in chemical research to explore its reactivity, stability, and potential interactions with other molecules. This research can lead to a better understanding of its properties and applications in various chemical processes.
Used in Organic Synthesis:
As a heterocyclic compound, 5H-Pyrrolo[3,2-d]pyrimidine, 4-chloro-2-methylis used in organic synthesis for the preparation of complex organic molecules. Its presence in the molecular structure can impart specific properties to the final product, making it suitable for various applications.
Used in Biochemical Studies:
5H-Pyrrolo[3,2-d]pyrimidine, 4-chloro-2-methylis also used in biochemical studies to investigate its interactions with biological systems. This can provide insights into its potential use as a therapeutic agent or its role in biological processes.

Upstream product

• 252932-48-2 3-amino-2-ethoxycarbonylpyrrole 
• 65749-97-5 2-methyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one 

Downstream Products

• 1391928-56-5 N-(4-methoxyphenyl)-N,2-dimethyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine 
• 1391928-65-6 N,2-dimethyl-N-phenyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine hydrochloride 
• 1391928-66-7 N-(4-methoxyphenyl)-2-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine hydrochloride 
• 1391928-67-8 N-(2,4-dimethoxyphenyl)-2-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-amine hydrochloride 
• 1391928-62-3 6-methoxy-1-(2-methyl-5H-pyrrolo[3,2-d]pyrimidin-4-yl)-1,2,3,4-tetrahydroquinoline hydrochloride 

Relevant academic research and scientific papers

RADIOLABELED MICROTUBULE IMAGING COMPOUNDS AND USES THEREOF

The present disclosure relates to radiolabeled compounds and methods of uses for diagnosis, monitoring, and treatment of various degenerative neurological disorders, neuropsychiatric disorders, brain injuries, vascular diseases, and cancers. Radiolabeled compounds for imaging of microtubules or microtubules and other targets using positron-emission tomography (PET) are specifically disclosed.

Novel water-soluble substituted pyrrolo[3,2-d]pyrimidines: Design, synthesis, and biological evaluation as antitubulin antitumor agents

Purpose: To study the effects of a regioisomeric change on the biological activities of previously reported water soluble, colchicine site binding, microtubule depolymerizing agents. Methods: Nine pyrrolo[3,2-d]pyrimidines were designed and synthesized. The importance of various substituents was evaluated. Their abilities to cause cellular microtubule depolymerization, inhibit proliferation of MDA-MB-435 tumor cells and inhibit colchicine binding to tubulin were studied. One of the compounds was also evaluated in the National Cancer Institute preclinical 60 cell line panel. Results: Pyrrolo[3,2-d] pyrimidine analogs were more potent than their pyrrolo[2,3-d]pyrimidine regioisomers. We identified compounds with submicromolar potency against cellular proliferation. The structure-activity relationship study gave insight into substituents that were crucial for activity and those that improved activity. The compound tested in the NCI 60 cell line is a 2-digit nanomolar (GI50) inhibitor of 8 tumor cell lines. Conclusion: We have identified substituted pyrrolo[3,2-d]pyrimidines that are water-soluble colchicine site microtubule depolymerizing agents. These compounds serve as leads for further optimization.

Novel water-soluble substituted pyrrolo[3,2-d]pyrimidines: Design, synthesis, and biological evaluation as antitubulin antitumor agents

Purpose: To study the effects of a regioisomeric change on the biological activities of previously reported water soluble, colchicine site binding, microtubule depolymerizing agents. Methods: Nine pyrrolo[3,2-d]pyrimidines were designed and synthesized. The importance of various substituents was evaluated. Their abilities to cause cellular microtubule depolymerization, inhibit proliferation of MDA-MB-435 tumor cells and inhibit colchicine binding to tubulin were studied. One of the compounds was also evaluated in the National Cancer Institute preclinical 60 cell line panel. Results: Pyrrolo[3,2-d] pyrimidine analogs were more potent than their pyrrolo[2,3-d]pyrimidine regioisomers. We identified compounds with submicromolar potency against cellular proliferation. The structure-activity relationship study gave insight into substituents that were crucial for activity and those that improved activity. The compound tested in the NCI 60 cell line is a 2-digit nanomolar (GI50) inhibitor of 8 tumor cell lines. Conclusion: We have identified substituted pyrrolo[3,2-d]pyrimidines that are water-soluble colchicine site microtubule depolymerizing agents. These compounds serve as leads for further optimization.