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Cas Database

Name	Aica ribonucleotide	EINECS	221-212-1
CAS No.	3031-94-5	Density	2.3 g/cm³
PSA	213.19000	LogP	-1.42580
Solubility	N/A	Melting Point	198-202 °C dec.
Formula	C₉H₁₅N₄O₈P	Boiling Point	845.3 °C at 760 mmHg
Molecular Weight	338.214	Flash Point	465 °C
Transport Information	N/A	Appearance	White powder with pink tinge
Safety	24/25	Risk Codes	N/A
Molecular Structure		Hazard Symbols	N/A
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;	Article Data	15

Aica ribonucleotide Synthetic route

: 2627-69-2
AICA riboside

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

Conditions

Conditions	Yield
With enzyme-extracts from pigeon's liver; ATP
With brewer's yeast-autolysate; ATP

: 360-97-4
5-Aminoimidazole-4-carboxamide

: 97-55-2, 7540-64-9, 99945-37-6, 130384-52-0
5-phosphoribosyl-1-pyrophosphate

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

Conditions

Conditions	Yield
With nucleoside-phosphorus ylase

: C34H44N6O13PPolSi2

: 107-15-3
ethylenediamine

A: 69219-13-2
N-(2-aminoethyl)formamide

B: 28767-75-1
N1-(2,4-dinitrophenyl)ethane-1,2-diamine

C: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

Conditions

Conditions	Yield
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;

: C34H44N6O13PPolSi2

: 109-76-2
Trimethylenediamine

A: 23920-00-5
N-(2,4-dinitrophenyl)-1,3-diaminopropane

B: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

C: 56125-51-0
N-(2-aminopropyl)formamide

Conditions

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;

: C27H44N4O9PPolSi2

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

Conditions

Conditions	Yield
With trifluoroacetic acid In dichloromethane at 20℃; for 0.333333h; solid phase reaction;	18 mg

: 64-18-6
formic acid

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

: 13018-54-7
5-aminoformylimidazole-4-carboxamide 1-β-D-ribofuranosyl 5'-monophosphate

Conditions

Conditions	Yield
With sodium formate; acetic anhydride at 20 - 50℃; for 0.5h;	100%

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

: 530-62-1
1,1'-carbonyldiimidazole

: Imidazol-1-yl-phosphonic acid mono-[(2R,3S,4R,5R)-5-(5-amino-4-carbamoyl-imidazol-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl] ester

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h;

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

: N10-formyl-dihydrofolic acid

A: 13018-54-7
5-aminoformylimidazole-4-carboxamide 1-β-D-ribofuranosyl 5'-monophosphate

B: 4033-27-6
(S)-2-{4-[(2-Amino-4-oxo-3,4,7,8-tetrahydro-pteridin-6-ylmethyl)-amino]-benzoylamino}-pentanedioic acid

Conditions

Conditions	Yield
With Dimethylarsinic acid; AICAR transformylase wild type; ethanolamine; Tris buffer at 25℃; pH=7.5; Enzyme kinetics; Further Variations:; Reagents; pH-values;

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

: 917-08-8
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

Conditions	Yield
Multi-step reaction with 2 steps 1: dimethylformamide / 3 h 2: tri-n-butylamine / dimethylformamide / 48 h / Ambient temperature View Scheme

: 108-24-7
acetic anhydride

: 3031-94-5
5-aminoimidazole-4-carboxamide ribonucleotide

: 5-formamido-4-imidazolecarboxamide ribonucleotide

Conditions

Conditions	Yield
With formic acid; sodium hydroxide In aq. phosphate buffer at 37℃; for 1h; pH=7.4;

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