ChemicalBook--->CAS DataBase List--->65996-58-9

65996-58-9

65996-58-9 Structure

65996-58-9 Structure
IdentificationBack Directory
[Name]

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

65996-58-9
[Synonyms]

NSC 344522
9-deazaguanine
2-amino-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
2-amino-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
2-amino-1,5-dihydropyrrolo[3,2-d]pyrimidin-4-one
2-AMINO-3,5-DIHYDRO-PYRROLO[3,2-D]PYRIMIDIN-4-ONE
4H-Pyrrolo3,2-dpyrimidin-4-one, 2-amino-1,5-dihydro-
2-Amino-1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
2-amino-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-3,5-dihydro-
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) USP/EP/BP
[Molecular Formula]

C6H6N4O
[MDL Number]

MFCD09540493
[MOL File]

65996-58-9.mol
[Molecular Weight]

150.14
Chemical PropertiesBack Directory
[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)
[form ]

Solid
[pka]

10.85±0.20(Predicted)
[color ]

Beige
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Health Hazard (GHS08)Flame (GHS02)
GHS07,GHS08,GHS02
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H373-H226
[Precautionary statements ]

P501-P260-P270-P240-P210-P233-P243-P241-P242-P264-P280-P370+P378-P314-P337+P313-P305+P351+P338-P362+P364-P303+P361+P353-P332+P313-P301+P312+P330-P403+P235
Hazard InformationBack Directory
[Description]

9-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 Properties]

Beige Solid
[Uses]

A 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
Spectrum DetailBack Directory
[Spectrum Detail]

4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)(65996-58-9)MS
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)(65996-58-9)1HNMR
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)(65996-58-9)IR1
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)(65996-58-9)IR2
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