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CAS No.: | 3031-94-5 |
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Name: | 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE |
Article Data: | 15 |
Molecular Structure: | |
Formula: | C9H15N4O8P |
Molecular Weight: | 338.214 |
Synonyms: | 5-Amino-4-imidazolecarboxamideribotide;5-Amino-4-imidazolecarboxamide ribonucleotide;Imidazole-4-carboxamide,5-amino-1-b-D-ribofuranosyl-, 5'-(dihydrogenphosphate) (8CI);Imidazole-4-carboxamide, 5-amino-1-b-D-ribofuranosyl-, 5'-phosphate(6CI,7CI);5-Amino-1-(5-O-phosphono-b-D-ribofuranosyl)-1H-imidazole-4-carboxamide;5-Amino-1-(5'-phosphofuranoribosyl)-4-imidazolecarboxamide;5'-Phosphoribosyl-5-amino-4-imidazolecarboxamide;5'-Phospho-b-D-ribosyl-5-amino-4-imidazolecarboxamide;AICA Ribotide;AICAR;Acadesine 5'-monophosphate;NSC283955;NSC 292227;ZMP; |
EINECS: | 221-212-1 |
Density: | 2.3 g/cm3 |
Melting Point: | 198-202 °C dec. |
Boiling Point: | 845.3 °C at 760 mmHg |
Flash Point: | 465 °C |
Appearance: | White powder with pink tinge |
Safety: | 24/25 |
PSA: | 213.19000 |
LogP: | -1.42580 |
Conditions | Yield |
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With enzyme-extracts from pigeon's liver; ATP | |
With brewer's yeast-autolysate; ATP |
5-Aminoimidazole-4-carboxamide
5-phosphoribosyl-1-pyrophosphate
5-aminoimidazole-4-carboxamide ribonucleotide
Conditions | Yield |
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With nucleoside-phosphorus ylase |
ethylenediamine
A
N-(2-aminoethyl)formamide
B
N1-(2,4-dinitrophenyl)ethane-1,2-diamine
C
5-aminoimidazole-4-carboxamide ribonucleotide
Conditions | Yield |
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Stage #1: C34H44N6O13PPolSi2; ethylenediamine In N,N-dimethyl-formamide at 50℃; for 8h; solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 0.333333h; solid phase reaction; |
Trimethylenediamine
A
N-(2,4-dinitrophenyl)-1,3-diaminopropane
B
5-aminoimidazole-4-carboxamide ribonucleotide
C
N-(2-aminopropyl)formamide
Conditions | Yield |
---|---|
Stage #1: C34H44N6O13PPolSi2; Trimethylenediamine In N,N-dimethyl-formamide at 50℃; for 8h; solid phase reaction; Stage #2: With trifluoroacetic acid In dichloromethane at 20℃; for 0.333333h; solid phase reaction; |
5-aminoimidazole-4-carboxamide ribonucleotide
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 20℃; for 0.333333h; solid phase reaction; | 18 mg |
formic acid
5-aminoimidazole-4-carboxamide ribonucleotide
5-aminoformylimidazole-4-carboxamide 1-β-D-ribofuranosyl 5'-monophosphate
Conditions | Yield |
---|---|
With sodium formate; acetic anhydride at 20 - 50℃; for 0.5h; | 100% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 3h; |
5-aminoimidazole-4-carboxamide ribonucleotide
A
5-aminoformylimidazole-4-carboxamide 1-β-D-ribofuranosyl 5'-monophosphate
B
(S)-2-{4-[(2-Amino-4-oxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid
Conditions | Yield |
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With Dimethylarsinic acid; AICAR transformylase wild type; ethanolamine; Tris buffer at 25℃; pH=7.5; Enzyme kinetics; Further Variations:; Reagents; pH-values; |
5-aminoimidazole-4-carboxamide ribonucleotide
diphosphoric acid-1-adenosin-5'-yl ester-2-[(1R)-1-(5-amino-4-carbamoyl-imidazol-1-yl)-D-1,4-anhydro-ribitol-5-yl ester]
Conditions | Yield |
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Multi-step reaction with 2 steps 1: dimethylformamide / 3 h 2: tri-n-butylamine / dimethylformamide / 48 h / Ambient temperature View Scheme |
Conditions | Yield |
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With formic acid; sodium hydroxide In aq. phosphate buffer at 37℃; for 1h; pH=7.4; |