5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide
CAS: 3031-94-5
Molecular Formula: C9H15N4O8P
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide - Names and Identifiers
| Name | 5-amino-1-(5-O-phosphono-β -D-ribofuranosyl)-1H-imidazole-4-carboxamide |
| Synonyms | ZMP 5-Amino-4-imidazolecarboxamide ribonucleotide 5'-Phosphoribosyl-4-carboxamide-5-aminoimidazole 5-Aminomidazole-4-carboxamide-1-β-D-ribofuranosyl 5-Monophosphate 1-(5-O-Phosphono-β-D-ribofuranosyl)-5-amino-1H-imidazole-4-carboxamide 5-Amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE 5-Aino-1-(5-O-phosphono-beta-D-ribofuranosyl)-1H-imidazole-4-carboxamide AICAR monophosphate, ZMP, N1-(β-D-5μ-Phosphoribofuranosyl)-5-aminoimidazole-4-carboxamide |
| CAS | 3031-94-5 |
| EINECS | 221-212-1 |
| InChI | InChI=1/C9H15N4O8P/c10-7-4(8(11)16)12-2-13(7)9-6(15)5(14)3(21-9)1-20-22(17,18)19/h2-3,5-6,9,14-15H,1,10H2,(H2,11,16)(H2,17,18,19)/t3-,5-,6-,9-/m1/s1 |
| InChIKey | UDYDDOATBNVEES-UUOKFMHZSA-N |
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide - Physico-chemical Properties
| Molecular Formula | C9H15N4O8P |
| Molar Mass | 338.21 |
| Density | 2.30±0.1 g/cm3(Predicted) |
| Melting Point | 198-202°C dec. |
| Boling Point | 845.3±75.0 °C(Predicted) |
| Flash Point | 465°C |
| Solubility | DMSO (Slightly, Heated, Sonicated), Methanol (Slightly), Water (Slightly) |
| Vapor Presure | 2.3E-30mmHg at 25°C |
| Appearance | White to light pink solid |
| Color | White to Pink |
| pKa | 1.86±0.10(Predicted) |
| Storage Condition | -20°C |
| Stability | Hygroscopic |
| Refractive Index | 1.831 |
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29349990 |
5-amino-1-(5-O-phosphono-β-D-ribofuranosyl)-1H-imidazole-4-carboxamide - Introduction
5-amino-1-(-)-1H-imidazole-4-carboxamide (AIR) is a nucleotide derivative. The following is a description of the nature, use, method and safety information of AIR:
Nature:
- AIR is a white solid, soluble in water.
-It is stable and relatively stable under acidic and neutral conditions.
Use:
- AIR is an important intermediate in the synthesis of RNA and DNA, and is involved in the biosynthesis of transfer RNA(tRNA) and 4-aminoimidazole nucleotide (AICAR).
-In cells, AIR can be modified by yeast acyltransferase to form ribonucleic acid (Z).
Preparation Method:
- AIR can be prepared starting from the 4-carboxylic acid methyl ester of an imidazole nucleotide.
-First, the 4-carboxylic acid methyl ester of the imidazole nucleotide is reacted with acetanilide in the presence of sodium acetate to obtain the 4-carboxamide 1-β-D-ribofuranosyl group of the imidazole nucleotide.
-Then, by using pentaphosphate sodium salt and aminoimidazole to react, aminoimidazole is introduced into the core skeleton of the nucleotide.
-Finally, AIR is obtained by phosphorylation reaction.
Safety Information:
- AIR will not cause harm to human health under proper operating conditions.
-When used in the laboratory, safety precautions should be taken, such as wearing appropriate protective gloves and eye protection equipment to avoid direct contact with the compound.
- AIR toxicity and harmfulness studies are relatively limited, so caution should be exercised when using and handling AIR.
Nature:
- AIR is a white solid, soluble in water.
-It is stable and relatively stable under acidic and neutral conditions.
Use:
- AIR is an important intermediate in the synthesis of RNA and DNA, and is involved in the biosynthesis of transfer RNA(tRNA) and 4-aminoimidazole nucleotide (AICAR).
-In cells, AIR can be modified by yeast acyltransferase to form ribonucleic acid (Z).
Preparation Method:
- AIR can be prepared starting from the 4-carboxylic acid methyl ester of an imidazole nucleotide.
-First, the 4-carboxylic acid methyl ester of the imidazole nucleotide is reacted with acetanilide in the presence of sodium acetate to obtain the 4-carboxamide 1-β-D-ribofuranosyl group of the imidazole nucleotide.
-Then, by using pentaphosphate sodium salt and aminoimidazole to react, aminoimidazole is introduced into the core skeleton of the nucleotide.
-Finally, AIR is obtained by phosphorylation reaction.
Safety Information:
- AIR will not cause harm to human health under proper operating conditions.
-When used in the laboratory, safety precautions should be taken, such as wearing appropriate protective gloves and eye protection equipment to avoid direct contact with the compound.
- AIR toxicity and harmfulness studies are relatively limited, so caution should be exercised when using and handling AIR.
Last Update：2024-04-09 21:01:54
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CAS: 3031-94-5
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