ChemicalBook >> CAS DataBase List >>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)

CAS No.
65996-58-9
Chemical Name:
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)
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-dihydropyrrolo[3,2-D]pyrimidine-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-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one;2-Amino-1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
CBNumber:
CB81081820
Molecular Formula:
C6H6N4O
Molecular Weight:
150.14
MDL Number:
MFCD09540493
MOL File:
65996-58-9.mol
Last updated:2025-07-24 18:13:50

4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) 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)
pka 10.85±0.20(Predicted)
form Solid
color Beige
FDA UNII H2O1DD3CAN

4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 21674 9-Deazaguanine ≥98% 65996-58-9 5mg $62 2024-03-01 Buy
Cayman Chemical 21674 9-Deazaguanine ≥98% 65996-58-9 10mg $115 2024-03-01 Buy
Cayman Chemical 21674 9-Deazaguanine ≥98% 65996-58-9 25mg $254 2024-03-01 Buy
Cayman Chemical 21674 9-Deazaguanine ≥98% 65996-58-9 50mg $477 2024-03-01 Buy
Usbiological 007574 9-Deazaguanine 65996-58-9 25mg $403 2021-12-16 Buy
Product number Packaging Price Buy
21674 5mg $62 Buy
21674 10mg $115 Buy
21674 25mg $254 Buy
21674 50mg $477 Buy
007574 25mg $403 Buy

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

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
9-Deazaguanine pictures 2025-05-01 9-Deazaguanine
65996-58-9
US $31.00 / mg 10g TargetMol Chemicals Inc.
4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI) pictures 2019-07-06 4H-Pyrrolo[3,2-d]pyrimidin-4-one, 2-amino-1,5-dihydro- (9CI)
65996-58-9
US $3.00 / KG 1KG 90%-99.9% 50kg Career Henan Chemical Co
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 2-Amino-1,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one NSC 344522 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) USP/EP/BP 2-Amino-3,5-dihydropyrrolo[3,2-D]pyrimidine-4-one 65996-58-9 Heterocycles Nucleotides Heterocyclic Compounds Bases & Related Reagents AMINEPRIMARY PYRIMIDINE