96575-35-8

Usage

Properties

1. Heterocyclic Compound: It comprises a pyrazole and pyrimidine ring system, contributing to its structural diversity and potential biological activities.
2. Functional Groups:
Amine Group: Located at the sixth position of the molecule, which can participate in various biochemical interactions and may be crucial for its pharmacological properties.
Bromine Atom: Positioned at the third position of the pyrimidine ring, potentially influencing the compound's reactivity and interactions with biological targets.
Ketone Group: Found at the fourth position, providing additional chemical reactivity and potential for modifications in medicinal chemistry.

Specific Content

1. Chemical Name: 4H-Pyrazolo[3,4-d]pyrimidin-4-one, 6-amino-3-bromo-1,5-dihydro-
2. Structural Features: Pyrazole and pyrimidine ring system, amine group at the sixth position, bromine atom at the third position of the pyrimidine ring, and a ketone group at the fourth position.
3. Applications:
Medicinal Chemistry: Potential for developing new therapeutic agents due to its structural complexity and functional groups.
Drug Discovery: Its unique structure makes it an intriguing target for pharmacologists to explore its biological activities and potential as a drug candidate.
4. Interest in Synthetic Chemistry: Synthetic chemists find it interesting due to its structural complexity, providing opportunities for novel synthetic routes and methodologies.
5. Pharmacological Potential: The compound's structural features may contribute to its pharmacological activities, making it a promising lead compound for drug development.

4H-Pyrazolo[3,4-d]pyrimidin-4-one, 6-amino-3-bromo-1,5-dihydro-'s diverse properties and functionalities underscore its significance in both medicinal chemistry and drug discovery efforts.

Upstream product

• 183274-52-4 6-amino-3-bromo-1-(2-deoxy-β-D-erythro-pentofuranosyl)-1,5-dihydro-4H-pyrazole<3,4-d>pyrimidin-4-one 

Downstream Products

• 144750-82-3 2,4-Diamino-5-bromo-7H-pyrazolo<3,4-d>pyrimidine 
• 96555-41-8 C₃₁H₂₄BrN₅O₈ 
• 96555-40-7 6-amino-3-bromo-2-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrazolo<3,4-d>pyrimidin-4(5H)-one 
• 85426-74-0 6-amino-1-(β-D-ribofuranosyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one 
• 96555-37-2 6-amino-3-bromo-1-β-D-ribofuranosylpyrazolo<3,4-d>pyrimidin-4(5H)-one 
• 144750-85-6 Dimethyl N-<4-<2-(2-amino-4(3H)-oxo-7H-pyrazolo<3,4-d>pyrimidin-5-yl)ethynyl>benzoyl>-L-glutamate 

Relevant academic research and scientific papers

Synthesis of 7-halogenated 8-aza-7-deaza-2'-deoxyguanosines and related pyrazolo[3,4-d]pyrimidine 2'-deoxyribonucleosides

The synthesis of 7-bromo and 7-iodo derivatives of 8-aza-7-deaza-2'- deoxyguanosine (2, 3) as well as the halogenated 4-alkoxy derivatives 4a-c and 5a-c is described. Glycosylation of the halogenated pyrazolo[3,4- d]pyrimidine anions of 7a-c or 8a-c with 2-deoxy-3,5-di-O-(p-toluoy)-α-D- erythro-pentofuranosyl chloride (9) yields regioisomeric glycosylation products, the N(1)-isomers 10a-c and 11a-c as well sa the N(2)-compounds 12a- c. The latter isomers lose their halogen during the glycosylation in the presence of non-anhydrous KOH. Anhydrous conditions (NaH) furnished 10c, 11c together with the halogenated N(2)-isomers 13a,b. Compounds 10a-c, and 11a-c were deprotected and converted to the 4-alkoxy nucleosides 4a-c and 5a-c. The N(1)-nucleosides 4c and 5c were hydrolyzed to give the 7-bromo or 7-iodo derivatives of 8-aza-7-deaza-2'-deoxyguanosines 2 and 3. Different from regular 2'-deoxyribonucleosides the sugar moiety of pyrazolo[3,4-d]pyrimidine 2'-deoxyribonucleosides shows a preferred N-type pucker (3T2) in solution, a conformation which is also detected in the solid state.