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4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)

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CAS:65996-58-9
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4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) manufacturers

  • 9-Deazaguanine
  • 9-Deazaguanine pictures
  • $31.00
  • 2026-04-22
  • CAS:65996-58-9
  • Purity:
  • Supply Ability: 10g
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) Basic information
Product Name:4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)
Synonyms:2-amino-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one;2-amino-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one;2-amino-1,5-dihydropyrrolo[3,2-d]pyrimidin-4-one;4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI);2-AMINO-3,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDIN-4-ONE;4H-Pyrrolo3,2-dpyrimidin-4-one, 2-amino-1,5-dihydro-;9-deazaguanine;2-amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
CAS:65996-58-9
MF:C6H6N4O
MW:150.14
EINECS:
Product Categories:Heterocycles;Nucleotides;Heterocyclic Compounds;Bases & Related Reagents;AMINEPRIMARY;PYRIMIDINE
Mol File:65996-58-9.mol
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) Structure
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) Chemical Properties
Melting point >300 °C(Solv: water (7732-18-5))
density 1.87±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility DMSO (Slightly), Methanol (Slightly, Heated)
pka10.85±0.20(Predicted)
form Solid
color Beige
Safety Information
MSDS Information
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) Usage And Synthesis
Description9-Deazaguanine is an analog of guanine that acts as an inhibitor of purine nucleoside phosphorylase (PNP; Kd = 160 nM). Inhibitors of PNP are used to control T cell proliferation, particularly in T cell cancers, autoimmune diseases, and tissue transplant rejection.
Chemical PropertiesBeige Solid
UsesA nucleoside analog as potent inhibitor of purine nucleoside phosphorylase.
Synthesis
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-3,5-dihydro-3-(phenylmethyl)-

224946-82-1

4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)

65996-58-9

General procedure for the synthesis of 2-amino-3,5-dihydropyrrolo[3,2-d]pyrimidin-4-one from the compound (CAS: 224946-82-1): 2-amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (10 g, 0.04 mol) was dissolved in methanol (334 mL), 10% Pd/C (2 g) and formic acid ammonium (13.2 g, 0.21 mol). The reaction mixture was heated at 75°C for 4 hours. After completion of the reaction, the reaction mixture was cooled and filtered through a diatomaceous earth pad with hot 1:1 DMF/MeOH solvent mixture. The filtrate was concentrated under vacuum to afford the off-white solid product 2-amino-3-benzyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one (6.2 g, 99% yield).

References[1] Patent: WO2006/122003, 2006, A2. Location in patent: Page/Page column 32; 36
Tag:4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)(65996-58-9) Related Product Information
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