183274-50-2

Basic information

• Product Name: 1H-Pyrazolo[3,4-d]pyriMidin-6-aMine, 3-broMo-4-(1-Methylethoxy)-
• Synonyms: 1H-Pyrazolo[3,4-d]pyriMidin-6-aMine, 3-broMo-4-(1-Methylethoxy)-;3-Bromo-4-(propan-2-yloxy)-1H-pyrazolo[3,4-d]pyrimidin-6-amine;3-BroMo-4-isopropoxy-1H-pyrazolo[3,4-d]pyriMidin-6-aMine
• CAS NO: 183274-50-2
• Molecular Formula: C₈H₁₀BrN₅O
• Molecular Weight: 272.1019
• Mol File: 183274-50-2.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrazolo[3,4-d]pyriMidin-6-aMine, 3-broMo-4-(1-Methylethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazolo[3,4-d]pyriMidin-6-aMine, 3-broMo-4-(1-Methylethoxy)-(183274-50-2)
• EPA Substance Registry System: 1H-Pyrazolo[3,4-d]pyriMidin-6-aMine, 3-broMo-4-(1-Methylethoxy)-(183274-50-2)

Safety Data

• Hazardous Substances Data: 183274-50-2(Hazardous Substances Data)

Usage

General Description

1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 3-bromo-4-(1-methylethoxy)- is a chemical compound with the molecular formula C10H13BrN4O. It is a brominated derivative of pyrazolopyrimidine and contains an amine group as well as a methylethoxy substituent. 1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 3-bromo-4-(1-methylethoxy)- has potential applications in pharmaceutical research and drug development, as it may exhibit interesting biological activities due to its unique structure. Further research and testing are needed to fully understand the properties and potential uses of 1H-Pyrazolo[3,4-d]pyrimidin-6-amine, 3-bromo-4-(1-methylethoxy)-.

InChI:InChI=1S/C8H10BrN5O/c1-3(2)15-7-4-5(9)13-14-6(4)11-8(10)12-7/h3H,1-2H3,(H3,10,11,12,13,14)

Upstream product

• 183274-49-9 4-Isopropoxy-1H-pyrazolo[3,4-d]pyrimidin-6-ylamine 
• 100644-65-3 4-chloro-1H-pyrazolo[3,4-d]pyrimidine-6-amine 

Downstream Products

• 190430-38-7 6-amino-3-bromo-1-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-isopropoxy-1H-pyrazolo[3,4-d]pyrimidine 
• 190430-41-2 2-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-isopropoxy-2H-pyrazolo[3,4-d]pyrimidin-6-amine 
• 190430-40-1 6-amino-3-bromo-2-[2-deoxy-3,5-di-O-(p-toluoyl)-β-D-erythro-pentofuranosyl]-4-isopropoxy-1H-pyrazolo[3,4-d]pyrimidine 
• 577992-09-7 3-bromo-2-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-4-isopropoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine 
• 577990-95-5 3-bromo-1-(2-deoxy-2-fluoro-3,5-di-O-benzoyl-β-D-arabinofuranosyl)-4-isopropoxy-1H-pyrazolo[3,4-d]pyrimidin-6-amine 

Relevant articles and documents

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.

7-Deazapurine DNA: Oligonuvleotides Containing 7-Substituted 7-Deaza-2'-deoxyguanosine and 8-Aza-7-deaza-2'-deoxyguanosine

The synthesis of 7-halogeno substituted 7-deaza- and 8-aza-7-deaza-2'-deoxyguanosines, their incorporation into oligonucleotides, and the stability of corresponding duplexes are described.