Name: 5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE
SKU: 3031-94-5

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Basic Information

Molecular Structure:
CAS No.:	3031-94-5
Name:	5'-AMINOIMIDAZOLE-4-CARBOXAMIDE-1-BETA-D-RIBOFURANOSYL 5'-MONOPHOSPHATE

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

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;

...Expand

: 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;

...Expand

: 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;

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