Acadesine supplier | CasNO.2627-69-2

Name
AICAR
EINECS 220-097-5
CAS No. 2627-69-2
Article Data25
CAS DataBase
Density 2.06 g/cm³
Solubility >10 mg/mL in water
Melting Point 214-215 °C
Formula C₉H₁₄N₄O₅
Boiling Point 726.3 °C at 760 mmHg
Molecular Weight 258.234
Flash Point 393.1 °C
Transport Information
Appearance tan powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Imidazole-4-carboxamide,5-amino-1-b-D-ribofuranosyl- (6CI,7CI,8CI);1-Ribosyl-4-carboxamido-5-aminoimidazole;1-b-D-Ribofuranosyl-5-amino-4-imidazolecarboxamide;5-Amino-1-ribosyl-4-imidazolecarboxamide;5-Amino-1-b-D-ribofuranosylimidazole-4-carboxamide;5-Amino-4-imidazolecarboxamide ribofuranoside;5-Amino-4-imidazolecarboxamideriboside;5-Aminoimidazole-4-carboxamide 1-(b-D-ribofuranoside);AIC-Riboside;AICA-Riboside;Acadesine;Arasine;NSC 105823;GP 1-110;
PSA 156.85000
LogP -1.54280

Synthetic route

: 197437-76-6
5-amino-1-(5′-O-tert-butyldimethylsilyl-2′,3′-O-isopropylidene-β-D-ribofuranosyl)imidazole-4-carboxamide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With trifluoroacetic acid In acetonitrile at 0 - 20℃; for 17h;	78%

: 659746-61-9
9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-(2-methoxy-ethoxymethyl)-1,9-dihydro-purin-6-one

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Heating;	73%
Stage #1: 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-(2-methoxy-ethoxymethyl)-1,9-dihydro-purin-6-one With sodium hydroxide; water for 1h; Heating / reflux; Stage #2: With hydrogenchloride In water at 20℃;	70%

: 23192-64-5
5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide at 100℃; for 2.5h;	72%

: 129878-03-1
5-azido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In acetic acid under 760 Torr; for 1.5h; Ambient temperature;	42%
With hydrogen; palladium on activated charcoal In water; acetic acid at 23℃; under 760 Torr; for 1h;	42%

: 98880-13-8
5-Amino-1-(β-D-ribofuranosyl)imidazole-4-carboxylic Acid Hydrazide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With ethanol; water; nickel

: 50730-45-5
5-nitro-1-β-D-ribofuranosyl-1H-imidazole-4-carboxylic acid amide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With water; platinum Hydrogenation;

: 20735-74-4
5-amino-1-(β-D-ribofuranosyl)imidazole-4-(N-benzyl)carboxamide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With ammonia; sodium amide

: 7408-41-5
2,3,5-tri-O-benzoyl-β-D-ribofuranosyl azide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With ethyl acetate; platinum Hydrogenation.Behandeln mit -cyan-essigsaeure-amid und metanol. Natriummethylat;

: 515822-74-9
9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-methoxymethyl-1,9-dihydro-purin-6-one

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-ethoxymethyl-1,9-dihydro-purin-6-one

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 1-Benzyloxymethyl-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-(2-trimethylsilanyl-ethoxymethyl)-1,9-dihydro-purin-6-one

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
With sodium hydroxide Heating;

: 924887-45-6
1-(2,4-dinitrophenyl)inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Stage #1: 1-(2,4-dinitrophenyl)inosine With dmap In pyridine at 20℃; for 24h; Stage #2: With ethylenediamine In N,N-dimethyl-formamide at 50℃; for 8h; Stage #3: With trifluoroacetic acid In dichloromethane Further stages.;
Stage #1: 1-(2,4-dinitrophenyl)inosine With pyridine; dmap at 20℃; for 24h; Stage #2: With ethylenediamine In N,N-dimethyl-formamide at 50℃; for 8h; Further stages.;

: 924887-44-5
1-(2,4-dinitrophenyl)-2',3'-O-isopropylideneinosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: 90 percent / aq. HCOOH / 4 h / 20 °C 2.1: MMTCl polystyrene resin; 4-(N,N-dimethylamino)pyridine / pyridine / 24 h / 20 °C 2.2: ethylenediamine / dimethylformamide / 8 h / 50 °C 2.3: TFA / CH2Cl2 View Scheme

: 58-63-9
Inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 99 percent / pyridine 2: 77 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 3: aq. NH3 / methanol / 20 °C 4: aq. NaOH / Heating View Scheme
Multi-step reaction with 4 steps 1: 99 percent / pyridine 2: 49 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 3: aq. NH3 / methanol / 20 °C 4: aq. NaOH / Heating View Scheme
Multi-step reaction with 4 steps 1: 99 percent / pyridine 2: 86 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 3: 91 percent / aq. NH3 / methanol / 1 h / 20 °C 4: 73 percent / aq. NaOH / 1 h / Heating View Scheme
Multi-step reaction with 4 steps 1: 99 percent / pyridine 2: 53 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 3: aq. NH3 / methanol / 20 °C 4: aq. NaOH / Heating View Scheme
Multi-step reaction with 4 steps 1: 99 percent / pyridine 2: 85 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 3: aq. NH3 / methanol / 20 °C 4: aq. NaOH / Heating View Scheme

: 3181-38-2
2',3',5'-tri-O-acetylinosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 77 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 2: aq. NH3 / methanol / 20 °C 3: aq. NaOH / Heating View Scheme
Multi-step reaction with 3 steps 1: 49 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 2: aq. NH3 / methanol / 20 °C 3: aq. NaOH / Heating View Scheme
Multi-step reaction with 3 steps 1: 86 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 2: 91 percent / aq. NH3 / methanol / 1 h / 20 °C 3: 73 percent / aq. NaOH / 1 h / Heating View Scheme
Multi-step reaction with 3 steps 1: 53 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 2: aq. NH3 / methanol / 20 °C 3: aq. NaOH / Heating View Scheme
Multi-step reaction with 3 steps 1: 85 percent / i-Pr2NEt / CH2Cl2 / 1.08 h / 0 °C 2: aq. NH3 / methanol / 20 °C 3: aq. NaOH / Heating View Scheme

: 659746-57-3
2',3',5'-tri-O-acetyl-1-[(methoxy)methyl]inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NH3 / methanol / 20 °C 2: aq. NaOH / Heating View Scheme

: 659746-58-4
2',3',5'-tri-O-acetyl-1-[(ethoxy)methyl]inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NH3 / methanol / 20 °C 2: aq. NaOH / Heating View Scheme

: 659746-59-5
2',3',5'-tri-O-acetyl-1-[(2-methoxyethoxy)methyl]inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / aq. NH3 / methanol / 1 h / 20 °C 2: 73 percent / aq. NaOH / 1 h / Heating View Scheme

: 659746-56-2
2',3',5'-tri-O-acetyl-1-[(benzyloxy)methyl]inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NH3 / methanol / 20 °C 2: aq. NaOH / Heating View Scheme

: 659746-60-8
2',3',5'-tri-O-acetyl-1-[(2-trimethylsilylethoxy)methyl]inosine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NH3 / methanol / 20 °C 2: aq. NaOH / Heating View Scheme

: 129877-99-2
5-azido-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 85 percent / conc. aq. NH3, 30percent aq. H2O2 / 1.5 h / 1 °C 2: 42 percent / H2 / 10percent Pd/C / acetic acid; H2O / 1 h / 23 °C / 760 Torr View Scheme

: 5-Amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-N-methoxy-1H-imidazole-4-carboxamidine

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) 1N aq. HCl, NaNO2, 2.) conc. aq. NH3 / 1.) 2 deg C, 200 min, 2.) 2 deg C, 40 min 2: 85 percent / conc. aq. NH3, 30percent aq. H2O2 / 1.5 h / 1 °C 3: 42 percent / H2 / 10percent Pd/C / acetic acid; H2O / 1 h / 23 °C / 760 Torr View Scheme

: 6974-32-9
1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 2.5 h 2: 2.) sodium methoxide / 1.) anisole, 90 deg C, 1.5 h, 2.) 140 deg C, 35 min 3: 55 percent / NaOMe / 2 h 4: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 5: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme
Multi-step reaction with 5 steps 1: trimethylsilyl trifluoromethanesulfonate / CH2Cl2 / 2.5 h / Ambient temperature 2: 63 percent / acetic acid / benzene / 10 h / Heating 3: 55 percent / NaOMe / 2 h 4: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 5: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 16205-60-0
2,3,5-tri-O-benzoyl-β-D-ribofuranosyl bromide

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: 44 percent / dioxane / 24 h / Ambient temperature 2: 2.) sodium methoxide / 1.) anisole, 90 deg C, 1.5 h, 2.) 140 deg C, 35 min 3: 55 percent / NaOMe / 2 h 4: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 5: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 94619-71-3
N-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonoitrile

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 2.) sodium methoxide / 1.) anisole, 90 deg C, 1.5 h, 2.) 140 deg C, 35 min 2: 55 percent / NaOMe / 2 h 3: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 4: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 94619-77-9
methyl 4-cyano-1-(β-D-ribofuranosyl)imidazole-5-carboximidate

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 2: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 94619-73-5
1-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)-4,5-dicyanoimidazole

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 55 percent / NaOMe / 2 h 2: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 3: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 94619-75-7
N-formyl-N'-(2,3,5-tri-O-benzoyl-β-D-ribofuranosyl)diaminomaleonitrile

: 2627-69-2
AICA riboside

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 63 percent / acetic acid / benzene / 10 h / Heating 2: 55 percent / NaOMe / 2 h 3: 55 percent / sodium hypochlorite, 1.5 N NaOH / 2.5 h / 75 °C 4: 72 percent / 1.5 N NaOH / 2.5 h / 100 °C View Scheme

: 2627-69-2
AICA riboside

: 18162-48-6
tert-butyldimethylsilyl chloride

: 300853-86-5
5-amino-1-[2',3',5'-O-tris(tert-butyldimethylsilyl)-β-D-ribofuranosyl]imidazole-4-carboxamide

Conditions

Conditions	Yield
With 1H-imidazole In N,N-dimethyl-formamide for 72h; Ambient temperature;	98%
With 1H-imidazole In N,N-dimethyl-formamide at 50℃; for 21h;	96%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 48h;	94%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃; for 48h;	66.6%

: 2627-69-2
AICA riboside

: 108-24-7
acetic anhydride

: 23274-21-7
5-Amino-4-carbamoyl-1β-(2',3',5'-tri-O-acetyl-D-ribofuranosyl)imidazole

Conditions

Conditions	Yield
With pyridine at 20℃; for 15h;	95%
In pyridine for 2h; Ambient temperature;	94%
In pyridine

: 2627-69-2
AICA riboside

: 185378-12-5
ethyl methoxymethyleneoxyacetate

: 185378-00-1
9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-methoxymethoxymethyl-1,9-dihydro-purin-6-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 36h; Heating;	93%

: 13294-86-5
methyl 9,10-dihydro-9,10-ethanoanthracene-11-carboxylate

: 2627-69-2
AICA riboside

: 2-<(9'',10''-dihydro-9'',10''-ethano)anthracen-11''-yl>inosine

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 23h; Heating;	91%

: 2627-69-2
AICA riboside

: 123-62-6
propionic acid anhydride

: 70590-17-9
5-amino-1-(2,3,5-tri-O-propionyl-β-D-ribofuranosyl)-imidazole-4-carboxamide

Conditions

Conditions	Yield
In pyridine for 16h; Ambient temperature;	83%

: 623-50-7
ethyl 2-hydroxyacetate

: 2627-69-2
AICA riboside

: 185377-94-0
9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-hydroxymethyl-1,9-dihydro-purin-6-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 36h; Heating;	81%

: 2627-69-2
AICA riboside

: 67-64-1
acetone

: 3676-69-5
5-Amino-1-((3aR,4R,6R,6aR)-6-hydroxymethyl-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-1H-imidazole-4-carboxylic acid amide

Conditions

Conditions	Yield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester for 2h; Ambient temperature;	78%

: 103-36-6
ethyl 3-phenyl-2-propenoate

: 2627-69-2
AICA riboside

: 88868-69-3
2-(phenylvinyl)inosine

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 36h; Heating;	76%

: 2627-69-2
AICA riboside

: 556-61-6
methyl thioisocyanate

: 103408-40-8
5-<1-(3-methylthioureido)>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 36h;	75%
In N,N-dimethyl-formamide at 80℃; for 12h;

: 75-15-0
carbon disulfide

: 2627-69-2
AICA riboside

: 6544-32-7
2-mercaptoinosine

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 30 - 180℃; for 3h; Product distribution / selectivity;	75%

: 75-15-0
carbon disulfide

: 2627-69-2
AICA riboside

: 13389-80-5
sodium salt of 2-mercaptoinosine

Conditions

Conditions	Yield
With sodium hydroxide In methanol at 180℃; under 16501.3 Torr; for 3h;	74%

: 454-31-9
ethyl difluoroacetate

: 2627-69-2
AICA riboside

: 2-Difluoromethyl-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1,9-dihydro-purin-6-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 36h; Heating;	72%

: 2627-69-2
AICA riboside

A: 57471-67-7
aminomalonic monoamide

B: 91738-15-7
2-amino-N-(β-D-ribofuranosyl)malondiamide

Conditions

Conditions	Yield
With hydrogenchloride In water for 6h; Irradiation;	A 68% B n/a
With hydrogenchloride In water for 6h; Ambient temperature; Yields of byproduct given;

: 2627-69-2
AICA riboside

: 100313-34-6
1-benzyl-3-(ethoxycarbonyl)-carbodiimide

: 100313-39-1
5-(3-benzyl-3'-(ethoxycarbonyl)-1-guanidino)-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide Ambient temperature;	64%

: 2627-69-2
AICA riboside

: 100313-35-7
1-(ethoxycarbonyl)-3-(4'-methoxybenzyl)carbodiimide

: 100334-11-0
5-<3-(ethoxycarbonyl)-3'-(4'-methoxybenzyl)-1-guanidino>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide Ambient temperature;	64%

: 383-63-1
ethyl trifluoroacetate,

: 2627-69-2
AICA riboside

: 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-2-trifluoromethyl-1,9-dihydro-purin-6-one

Conditions

Conditions	Yield
With sodium ethanolate In ethanol for 36h; Heating;	61%

: 2627-69-2
AICA riboside

: 129878-03-1
5-azido-1-β-D-ribofuranosyl-1H-imidazole-4-carboxamide

Conditions

Conditions	Yield
Stage #1: AICA riboside With cis-nitrous acid Stage #2: With sodium azide	60%
Stage #1: AICA riboside With sodium nitrite In hydrogenchloride at -20℃; Stage #2: With sodium azide In hydrogenchloride at -20℃; for 2h;	38%

: 2627-69-2
AICA riboside

: 1122-82-3
isothiocyanatocyclohexane

: 133966-95-7
5-<1-(3-cyclohexylthioureido)>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In pyridine Heating;	58%

: 2627-69-2
AICA riboside

: 53459-67-9
sodium 5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide In water for 4h; Heating;	55%

: 2627-69-2
AICA riboside

: 100313-36-8
1-(benzyloxycarbonyl)-3-(4'-methoxybenzyl)carbodiimide

: 100313-40-4
5-<3-(benzyloxycarbonyl)-3'-(4'-methoxybenzyl)-1-guanidino>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In N,N-dimethyl acetamide Ambient temperature;	54%

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 2627-69-2
AICA riboside

: 139123-72-1
3',5'-O-tetraisopropyldisiloxanyl-5-amino-1-(β-D-2'-deoxyribofuranosyl) imidazole-4-carboxamide

Conditions

Conditions	Yield
With pyridine In N,N-dimethyl-formamide for 4h;	47%

: 73222-61-4
<1-13C>-Ameisensaeure-ethylester

: 2627-69-2
AICA riboside

: 112043-62-6
[2-13C]inosine

Conditions

Conditions	Yield
With sodium ethanolate In ethanol at 78℃; for 4h; Cyclization;	43%

: 2627-69-2
AICA riboside

: 622-78-6
Benzyl isothiocyanate

A: 133966-94-6
5-<1-(3-benzylthioureido)>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

B: 133967-03-0
5-<1-<3-(benzylthiocarbamoyl)-3-benzylthioureido>>-1-(β-D-ribofuranosyl)imidazole-4-carboxamide

Conditions

Conditions	Yield
In pyridine at 45 - 55℃; for 48h;	A 41% B 7%

...Expand

: 2627-69-2
AICA riboside

: 6099-88-3
2-Chloroethyl isothiocyanate

: 52538-20-2
3-(β-D-ribofuranosyl)-6,7-dihydrothiazolo<3,2-a>purin-9-one

Conditions

Conditions	Yield
In pyridine at 50℃; for 72h;	22%

: 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

Acadesine Specification

The Acadesine, with the CAS registry number 2627-69-2, has the systematic name 5-amino-1-(β-D-ribofuranosyl)-1H-imidazole-4-carboxamide. Its molecular formula is C₉H₁₄N₄O₅and its product categories are Bases & Related Reagents; Carbohydrates & Derivatives; Nucleotides; Protein Kinase storage Temp. However, keep it at -20 °C.

Other characteristics of the Acadesine can be summarised as followings: (1)ACD/LogP: -3.87; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -3.87; (4)ACD/LogD (pH 7.4): -3.87; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 9; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 7; (12)Polar Surface Area: 78.29 Å²; (13)Index of Refraction: 1.821; (14)Molar Refractivity: 54.55 cm³; (15)Molar Volume: 125.2 cm³; (16)Polarizability: 21.62×10^-24cm³; (17)Surface Tension: 106.5 dyne/cm; (18)Density: 2.06 g/cm³; (19)Flash Point: 393.1 °C; (20)Enthalpy of Vaporization: 111.33 kJ/mol; (21)Boiling Point: 726.3 °C at 760 mmHg; (22)Vapour Pressure: 3.83E-22 mmHg at 25°C.

Uses of this chemical: The Acadesine is the prototype of a new class of compounds termed adenosine regulating agents. It is also an AMP-activated protein kinase activator which is used for the treatment of acute lymphoblastic leukemia and may have applications in treating other disorders such as diabetes.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1.SMILES: O=C(c1ncn(c1N)[C@@H]2O[C@@H]([C@@H](O)[C@H]2O)CO)N
2.InChI: InChI=1/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
3.InChIKey: RTRQQBHATOEIAF-UUOKFMHZBE

Product Name

AICAR

Synthetic route

Acadesine Specification

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