5-Hydroxy-1H-imidazole-4-carboxamide

Bredinin aglycone (5-Hydroxy-1H-imidazole-4-carboxamide) is a purine nucleotide analogue. Bredinin aglycone can be used to examine the efficiency of catalysts for the preparation of purine nucleotide analogues[1].

5-hydroxyimidazole-4-carboxamide is a hydroxyimidazole that is 5-hydroxyimidazole in which the hydrogen at position 4 is replaced by an aminocarbonyl group. It has a role as an antineoplastic agent. It is a monocarboxylic acid amide and a hydroxyimidazole.

Under the nitrogen atmosphere, 20.0 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate prepared according to the method of Reference was added to 240 mL of 0.45 mol/L hydrochloric acid and dissolved therein by heating to 50°C. At 50°C, 40 mL aqueous solution containing 14.3 g of sodium formate was added dropwise thereto over 35 minutes. The reaction mixture was cooled and stirred for 90 minutes with the inside temperature of 5°C. The crystal was collected by filtration and then washed with a mixture liquid containing 20 mL of acetone and 40 mL of water followed by 60 mL of acetone to give 12.6 g of 5-hydroxy-1H-imidazole-4-carboxamide·3/4 hydrate as a pale yellow crystal. Water content ratio: 8.6percent (Karl Fischer Method) IR (ATR) 1655, 1619, 1584, 1551 cm-1 [0145] Powder X-ray diffraction pattern is shown in Fig. 8 and Table 3 while the infrared absorption spectrum (ATR method) is shown in Fig. 9.(2) Benzene sulfonic acid salt of SM-108 (500 mg; 1.75 mmol) was dissolved into hot water (5 ml). The resulting solution was neutralized with sodium hydrogencarbonate (147 mg; 1.75 mmol) and acetone (40 ml) was added. After stirring, the precipitated colorless crystals were collected by filtration and were dried in vacuo to give SM-108 [2] (218 mg; 1.72 mmol; yield 98percent) as colorless powdersUnder the nitrogen atmosphere, 20.0 g of 5-hydroxy-1H-imidazole-4-carboxamide hydrochloric acid salt dihydrate prepared according to the method of Reference was added to 240 mL of 0.45 mol/L hydrochloric acid and dissolved therein by heating to 50°C. At 50°C, 40 mL aqueous solution containing 14.3 g of sodium formate was added dropwise thereto over 35 minutes. The reaction mixture was cooled and stirred for 90 minutes with the inside temperature of 5°C. The crystal was collected by filtration and then washed with a mixture liquid containing 20 mL of acetone and 40 mL of water followed by 60 mL of acetone to give 12.6 g of 5-hydroxy-1H-imidazole-4-carboxamide·3/4 hydrate as a pale yellow crystal. Water content ratio: 8.6percent (Karl Fischer Method) IR (ATR) 1655, 1619, 1584, 1551 cm-1 [0145] Powder X-ray diffraction pattern is shown in Fig. 8 and Table 3 while the infrared absorption spectrum (ATR method) is shown in Fig. 9.(2) Benzene sulfonic acid salt of SM-108 (500 mg; 1.75 mmol) was dissolved into hot water (5 ml). The resulting solution was neutralized with sodium hydrogencarbonate (147 mg; 1.75 mmol) and acetone (40 ml) was added. After stirring, the precipitated colorless crystals were collected by filtration and were dried in vacuo to give SM-108 [2] (218 mg; 1.72 mmol; yield 98percent) as colorless powdersTo To (2) Under a nitrogen atmosphere, (2) Under a nitrogen atmosphere, Under the nitrogen atmosphere, 20.0 g of (2) Under a nitrogen atmosphere,

Molecular Weight:127.10
XLogP3:-0.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:127.038176411
Monoisotopic Mass:127.038176411
Topological Polar Surface Area:92
Heavy Atom Count:9
Complexity:127
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes