83255-86-1

Basic information

• Product Name: 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine
• Synonyms: 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine;1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-bromo-;3-BROMO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE;3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-amine(SALTDATA: FREE);4-Amino-3-bromo-1H-pyrazolo[3,4-d]pyrimidine;(3-bromo-2H-pyrazolo[4,3-e]pyrimidin-4-yl)amine;3-bromo-2H-pyrazolo[4,3-e]pyrimidin-4-amine;4-amine, 3-bromo-1H-Pyrazolo[3,4-d]pyrimidin
• CAS NO: 83255-86-1
• Molecular Formula: C₅H₄BrN₅
• Molecular Weight: 214.03
• EINECS: 1592732-453-0
• Mol File: 83255-86-1.mol
• Article Data: 26

Chemical Properties

• Melting Point: 350°C(lit.)
• Boiling Point: 287.4±50.0 °C(Predicted)
• Appearance: /
• Density: 2.14 g/cm³
• Refractive Index: 1.851
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 10.32±0.20(Predicted)
• CAS DataBase Reference: 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine(83255-86-1)
• EPA Substance Registry System: 7-bromo-2,4,8,9-tetrazabicyclo[4.3.0]nona-2,4,6,9-tetraen-5-amine(83255-86-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 83255-86-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow solid

InChI:InChI=1/C5H4BrN5/c6-3-2-4(7)8-1-9-5(2)11-10-3/h1H,(H3,7,8,9,10,11)

Upstream product

• 90914-41-3 3-bromo-4-chloropyrazolo<3,4-d>pyrimidine 
• 5399-92-8 4-chloro-1H-pyrazolo[3,4-d]pyrimidine 
• 2380-63-4 4-Aminopyrazolo<3,4-d>pyrimidin 

Downstream Products

• 90914-43-5 4-amino-3-bromo-1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)pyrazolo<3,4-d>pyrimidine 
• 1224844-38-5 INK128 
• 1419223-02-1 (R)-tert-butyl 3-(4-amino-3-(4-(4-(trifluoromethyl)pyridin-2-ylcarbamoyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidine-1-carboxylate 
• 1419223-03-2 (R)-4-(4-amino-1-(piperidin-3-yl)-1H-pyrazolo[3,4-d]pyrimidin-3-yl)-N-(4-(trifluoromethyl)pyridin-2-yl)benzamide 
• 164514-33-4 C₃₁H₂₄BrN₅O₇ 

Relevant articles and documents

Revisiting Pyrazolo[3,4- d]pyrimidine Nucleosides as Anti- Trypanosoma cruzi and Antileishmanial Agents

Chagas disease and visceral leishmaniasis are two neglected tropical diseases responsible for numerous deaths around the world. For both, current treatments are largely inadequate, resulting in a continued need for new drug discovery. As both kinetoplastid parasites are incapable of de novo purine synthesis, they depend on purine salvage pathways that allow them to acquire and process purines from the host to meet their demands. Purine nucleoside analogues therefore constitute a logical source of potential antiparasitic agents. Earlier optimization efforts of the natural product tubercidin (7-deazaadenosine) involving modifications to the nucleobase 7-position and the ribofuranose 3′-position led to analogues with potent anti-Trypanosoma brucei and anti-Trypanosoma cruzi activities. In this work, we report the design and synthesis of pyrazolo[3,4-d]pyrimidine nucleosides with 3′- and 7-modifications and assess their potential as anti-Trypanosoma cruzi and antileishmanial agents. One compound was selected for in vivo evaluation in an acute Chagas disease mouse model.

Hydroxamic acid derivative containing pyrazolopyrimidine and preparation method and application thereof

The invention provides a hydroxamic acid derivative containing pyrazolopyrimidine and a preparation method and application thereof. The hydroxamic acid derivative containing pyrazolopyrimidine has a structure as shown in a formula I, in the formula I, X is selected from oxygen, acylamino and methylene; Y is selected from methine, substituted methine and nitrogen; Z is selected from methylene, benzyl, piperidyl, pyridyl, pyrrolidinyl, pyrimidinyl, imidazolyl and oxadiazolyl; the piperidyl is shown in the specification, or the carbon end of the piperidyl is connected with the nitrogen end of pyrazole; R is selected from hydrogen, halogen, nitro, amino, substituted amino, cyano, methyl, methoxy and trifluoromethyl; n is any integer from 0 to 7; and when X is oxygen, Y is methine, and Z is R and H, n is not 1. The compound shown in the formula I has BTK and/or HDAC inhibitory activity and has a good growth inhibition effect on lymphoma, especially mantle cell lymphoma.

1-substituted benzyl pyrazolopyrimidine derivative, preparation method and applications thereof

The invention discloses a 1-substituted benzyl pyrazolopyrimidine derivative, a preparation method and applications thereof, wherein the structure of the 1-substituted benzyl pyrazolopyrimidine derivative is shown as a general formula I, a general formula II or a general formula III, R1 is selected from hydrogen, C1-6 linear chain or branched chain alkyl and trihalomethyl, R2 is selected from hydrogen, halogen, nitro, C1-6 linear chain or branched chain alkyl, trifluoromethyl and cyano, R3 is selected from amino, and R4 is selected from substituted amide group. The compound has a certain BTK inhibition activity.