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58-61-7

Basic Information
CAS No.: 58-61-7
Name: Adenosine
Molecular Structure:
Molecular Structure of 58-61-7 (Adenosine)
Formula: C10H13N5O4
Molecular Weight: 267.24
Synonyms: Adenosine(AR);Adenocor;9-beta-D-Ribofuranosyl-9H-purin-6-amine;(3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;9H-Purin-6-amine, 9beta-D-ribofuranosyl-;Sandesin;Usaf cb-10;Myocol;.beta.-Adenosine;Adenosin [German];Boniton;Adenoside;9-β-D-Ribofuranosyladenine;.beta.-D-Ribofuranoside, adenine-9;.beta.-D-Adenosine;Adenocard;46969-16-8;beta-Adenosine;Adrekar;SR 96225;adenine-D-ribose;Adenosine [USAN:BAN];9.beta.-D-Ribofuranosyladenine;6-Amino-9.beta.-D-ribofuranosyl-9H-purine;adenine-9;Riboadenosine;D-Adenosine;Nucleocardyl;beta-D-Ribofuranose, 1-(6-amino-9H-purin-9-yl)-1-deoxy-;46946-45-6;Adenine nucleoside;(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;6-Amino-9-.beta.-ribofuranosyl-9H-purine;4-Aminopyrazolo[3,4-d]pyrimidine ribonucleoside;9-beta-D-Ribofuranosyladenine;Adenosine (8CI,9CI);Adenine riboside;
EINECS: 200-389-9
Density: 2.08 g/cm3
Melting Point: 234-236 °C(lit.)
Boiling Point: 676.3 °C at 760 mmHg
Flash Point: 362.8 °C
Solubility: Soluble in water, ammonium hydroxide and dimethyl sulfoxide. Insoluble in ethanol.
Appearance: white crystalline powder
Hazard Symbols:
Risk Codes: 36/37/38
Safety: 24/25
Transport Information:
PSA: 139.54000
LogP: -1.39880
Synthetic route
35638-82-5

(2R,3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-(benzyloxy)-5-(hydroxymethyl) tetrahydrofuran-3-ol

58-61-7

adenosine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol at 50℃;100%
7387-57-7

triacetyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With lipase A from Aspergillus niger In aq. phosphate buffer; acetonitrile at 25℃; for 0.5h; pH=7; Enzymatic reaction;99%
With ammonia at 25℃;83%
With methanol; ammonia
69304-45-6

3',5'-O-(1,1,3,3-tetra-isopropyldisiloxane-1,3-diyl)adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium fluoride In methanol at 60℃; for 3h;99%
With ammonium fluoride In methanol at 60℃; for 3h; other silyl ethers;99%
88121-73-7

N6-<2-(4-nitrophenyl)ethoxycarbonyl>adenosine

74-89-5

methylamine

A

2-(4-nitrophenyl)ethyl N-methylcarbamate

B

58-61-7

adenosine

Conditions
ConditionsYield
In 1,4-dioxane for 1.5h; Product distribution; Mechanism; Ambient temperature;A 93%
B 99%
51600-11-4

5'-O-(p-methoxyphenyldiphenylmethyl)adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 0.1h; detritylation;98%
With hydrogenchloride In water; acetonitrile at 60℃; for 0.25h; pH=Ca. 1; Inert atmosphere;63 mg
1867-73-8

N6-methyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With benzophenone; Selectfluor In water; acetonitrile for 5h; Reagent/catalyst; Inert atmosphere; UV-irradiation;97%
With Selectfluor; riboflavin In water; acetonitrile at 37℃; under 760.051 Torr; for 2h; Reagent/catalyst; Inert atmosphere; Irradiation;86%
With manganese(IV) oxide; C17H20N4O9P(1-)*Na(1+); oxygen In water; acetonitrile at 20℃; under 760.051 Torr; for 7h; Mechanism; Kinetics; Reagent/catalyst; Irradiation; chemoselective reaction;79%
With dihydrogen peroxide; ammonium bicarbonate at 37℃; for 24h;
18048-85-6

5'-O-(triphenylmethyl)adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 1.5h; detritylation;95%
With cerium(IV) triflate; water In acetonitrile at 25℃; for 1.5h;88%
With chlorine In chloroform at 4℃; for 0.5h;85%
With sulfuric acid; water; silica gel In acetonitrile at 25℃; for 0.283333h;82%
With trifluoroacetic acid In water; acetonitrile at 0 - 20℃; for 12h;36 mg
23666-24-2

(2R,3S,4R,5R)-2-(hydroxymethyl)-5-(6-((4-methoxybenzyl)amino)-9H-purin-9-yl)tetrahydrofuran-3,4-diol

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium peroxydisulfate; phosphate buffer at 80℃; for 2h;95%
57018-82-3, 81352-25-2

5'-O-dimethoxytrityladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With K 10 clay In methanol; water for 20h; Ambient temperature;95%
With cerium(IV) triflate; water In acetonitrile at 25℃; for 0.75h;95%
With 1,1,1,3',3',3'-hexafluoro-propanol for 1h; Ambient temperature;87 % Turnov.
Multi-step reaction with 6 steps
1: Et3N; DMAP / CH2Cl2
2: dichloroacetic acid; pyrrole / CH2Cl2
3: 87 percent / 2,4,6-triisopropylbenzenesulfonyl chloride; 3-nitro-1,2,4-1H-triazole; pyridine / 1 h / 20 °C
4: Me3SiCl / acetonitrile / 6 h / 60 °C
5: 0.060 g / aq. NH3 / acetonitrile / 0.08 h / 20 °C
6: CD3CO2D; D2O / 23 °C
View Scheme
2946-39-6

8-bromoadenosine

58-61-7

adenosine

Conditions
ConditionsYield
With tris-(trimethylsilyl)silane; 2-hydroxyethanethiol In water at 100℃; for 4h;94%
With potassium fluoride; N,O-bis-(trimethylsilyl)-acetamide; perhydrodibenzo-18-crown-6 In acetonitrile for 96h; Heating;36%
With tris-(trimethylsilyl)silane; 2-hydroxyethanethiol; 1,1'-azobis(1-cyanocyclohexanenitrile); triethylamine In water at 100℃; for 1h;94 % Turnov.
Multi-step reaction with 2 steps
1.1: H2SO4; NaNO2; KBr / 3 h / -15 - 20 °C
1.2: H2O / 65 °C
1.3: 0.14 g / aq. NaOH / dimethylsulfoxide / 5 h
2.1: UV-irradiation
View Scheme
Multi-step reaction with 3 steps
1: pyridine / 0.5 h
2: sodium naphthalenide / tetrahydrofuran / -60 °C
3: aq. NH3 / methanol / 0.5 h
View Scheme
69530-93-4

5'-(O-tert-butyldimethylsilyl)adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 10h;93%
31085-55-9

(2R,3R,4S,5R)-2-(6-(tritylamino)-9H-purin-9-yl)-5-((trityloxy)methyl)tetrahydrofuran-3,4-diol

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate; silica gel In dichloromethane at 25℃; for 2h; detritylation;92%
58-61-7

adenosine

Conditions
ConditionsYield
With Dimethylphenylsilane In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere;91%
With GLUTATHIONE for 144h; Product distribution; Mechanism; Ambient temperature; Irradiation; pH 7.0 (phosphate buffer);60%
350498-61-2

5'-(anthraquinon-2-ylmethoxycarbonyl)adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With KMOPS buffer In tetrahydrofuran Photolysis;91%
473910-22-4

[9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-9H-purin-6-yl]-carbamic acid 2-nitro-benzyl ester

58-61-7

adenosine

Conditions
ConditionsYield
In 1,4-dioxane; water for 1.5h; UV-irradiation;90%
4294-16-0

N6-Benzyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonium peroxydisulfate; phosphate buffer at 80℃; for 2h;89%
Conditions
ConditionsYield
With Enterobacter gergoviae CECT 875 in agarose In phosphate buffer at 60℃; for 3h; pH=7.0; Enzymatic reaction;89%
With Citrobacter koseri In aq. phosphate buffer at 60℃; for 1.5h; pH=7; Microbiological reaction;62%
With Escherichia coli BL21 In phosphate buffer at 60℃; for 1h; pH=7; Enzymatic reaction;

9-(2R,3R,4R,5R)-3,4-bis((tert-butyldiphenylsilyl)oxy)-5-((((tert-butyldiphenylsilyl)oxy)methyl)oxolan-2-yl)-6-chloro-9H-purine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonia at 120 - 130℃; for 24h;87.2%
Conditions
ConditionsYield
With Enterobacter gergoviae CECT 875 in agarose In phosphate buffer at 60℃; for 2h; pH=7.0; Enzymatic reaction;84%
With Escherichia coli BL21 In phosphate buffer at 60℃; pH=7; Enzymatic reaction;
42776-78-3

2'-O-tosyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With sodium naphthalenide In tetrahydrofuran at -78℃;82%

C41H37N5O8Si

58-61-7

adenosine

Conditions
ConditionsYield
With ammonia In methanol at 24℃; for 16h;80.9%
123002-33-5

9-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)purine-6-sulfonamide

58-61-7

adenosine

Conditions
ConditionsYield
With ammonia In methanol at -5℃; for 5h;80%
362-75-4

2',3'-isopropylidene adenosine

58-61-7

adenosine

Conditions
ConditionsYield
With K 10 clay In methanol; water at 75℃; for 55h;80%
With water at 150℃; for 0.5h; microwave irradiation;32%
Multi-step reaction with 3 steps
1.1: DMAP / CH2Cl2 / 17 h / 20 °C
1.2: CH2Cl2 / 48 h / 45 °C
2.1: 98 percent / TFA / tetrahydrofuran; H2O / 13 h
3.1: 91 percent / KMOPS buffer / tetrahydrofuran / Photolysis
View Scheme
With erbium(III) triflate In water at 120℃; for 0.5h; Microwave irradiation;88 % Chromat.
15763-11-8

2-hydrazinoadenosine

58-61-7

adenosine

Conditions
ConditionsYield
With water; oxygen; copper(II) sulfate at 80℃; for 6h; Green chemistry;79%
With potassium trimethylsilonate In water at 70℃; for 48h; Temperature; Green chemistry;89 %Spectr.
3001-45-4

8-mercaptoadenosine

58-61-7

adenosine

Conditions
ConditionsYield
With nitric acid In water at 50℃; for 1h;79%
2620-62-4

N,N-dimethyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With Selectfluor; riboflavin In water; acetonitrile for 7h; Inert atmosphere; UV-irradiation;78%
2620-62-4

N,N-dimethyladenosine

A

1867-73-8

N6-methyladenosine

B

58-61-7

adenosine

Conditions
ConditionsYield
With Selectfluor; riboflavin In water; acetonitrile at 37℃; under 760.051 Torr; for 7h; Inert atmosphere; Irradiation;A 17%
B 78%
2140-25-2

5'-O-acetyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With methanol; water; triethylamine at 71℃; Microwave irradiation;75%
6984-53-8

N6,2',3',5'-tetra-O-benzoyladenosine

58-61-7

adenosine

Conditions
ConditionsYield
With ammonia In methanol at 50℃; for 16h;74%
With ammonia In methanol at 24℃; for 72h;62.7%
With ammonia In methanol Substitution;
108-24-7

acetic anhydride

58-61-7

adenosine

7387-58-8, 80007-24-5

6-N-2',3',5'-tri-O-tetraacetyladenosine

Conditions
ConditionsYield
With pyridine at 20℃;100%
In pyridine for 8h; Heating;55%
With sodium acetate
Stage #1: acetic anhydride; adenosine With pyridine at 20 - 60℃;
Stage #2: With 1H-imidazole; methanol at 20℃;
2.73 g
67-64-1

acetone

58-61-7

adenosine

362-75-4

2',3'-isopropylidene adenosine

Conditions
ConditionsYield
With toluene-4-sulfonic acid; orthoformic acid triethyl ester at 20℃;100%
With p-toluenesulfonic acid monohydrate for 3h; Inert atmosphere;100%
With toluene-4-sulfonic acid at 20℃; for 1h; Inert atmosphere;99%
58-61-7

adenosine

58-63-9

Inosine

Conditions
ConditionsYield
With phosphate buffer at 25℃; for 0.666667h; AMP deaminase from Aspergillus sp.;100%
With calf intestine adenosine deaminase In water at 20℃; for 24h; Enzymatic reaction;100%
With water; adenosine deaminase for 16h; Enzymatic reaction;100%
406945-71-9

C12H13N7

58-61-7

adenosine

(2R,3R,4S,5R)-2-(6-Amino-purin-9-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-olate1-(2-amino-9H-purin-6-yl)-4-dimethylamino-pyridinium;

Conditions
ConditionsYield
In water-d2100%
58-61-7

adenosine

4099-81-4

5'-iodo-5'-deoxyadenosine

Conditions
ConditionsYield
With pyridine; iodine; triphenylphosphine at 20℃; for 2h;100%
With pyridine; iodine; triphenylphosphine for 2h;100%
With pyridine; iodine; triphenylphosphine at 0 - 20℃; for 2h;90%

3C5H13NO*3C9H9NO3

58-61-7

adenosine

3C5H13NO*3C9H9NO3*C10H13N5O4

Conditions
ConditionsYield
at 20℃; for 3h;100%
77-76-9

2,2-dimethoxy-propane

67-64-1

acetone

58-61-7

adenosine

362-75-4

2',3'-isopropylidene adenosine

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 20℃; for 72h; Inert atmosphere;100%
Stage #1: 2,2-dimethoxy-propane; acetone; adenosine With d-10-camphorsulphonic acid for 3h;
Stage #2: With sodium hydrogencarbonate In water; ethyl acetate
19449-30-0

N,N-dibutylformamide dimethyl acetal

58-61-7

adenosine

1228304-61-7

6-N-(N,N-dibutylformamidine)adenosine

Conditions
ConditionsYield
In methanol at 20℃; for 12h;100%
539-88-8

4-oxopentanoic acid ethyl ester

58-61-7

adenosine

ethyl 3-[4-hydroxymethyl-2-methyl-6-(6-oxo-1,6-dihydropurin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxol-2-yl]propionate

Conditions
ConditionsYield
Stage #1: 4-oxopentanoic acid ethyl ester; adenosine With hydrogenchloride; orthoformic acid triethyl ester In 1,4-dioxane; N,N-dimethyl-formamide at 20℃;
Stage #2: With calf intestine adenosine deaminase In water; glycerol at 20℃; for 72h; Enzymatic reaction;
100%
58479-61-1

tert-butylchlorodiphenylsilane

58-61-7

adenosine

119898-65-6

(2R,3R,4S,5R)-2-(6-amino-9H-purin-9-yl)-5-((tert-butyldiphenylsilyloxy)methyl)tetrahydrofuran-3,4-diol

Conditions
ConditionsYield
With pyridine; dmap at 20℃; for 72h; Inert atmosphere;99%
With dmap In pyridine at 20℃; for 40h;98.9%
In pyridine for 24h; Ambient temperature;80%
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

58-61-7

adenosine

17331-15-6

N6-(N,N'-Dimethylaminomethylene)adenosine

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 60℃; for 1h;99%
In N,N-dimethyl-formamide at 40℃; for 1h;66%
58-61-7

adenosine

82845-88-3

[2,8-2H2]-adenosine

Conditions
ConditionsYield
With hydrogen; water-d2; palladium on activated charcoal at 110℃; for 24h;99%
With water-d2; palladium on activated charcoal; hydrogen at 110℃; for 24h;99%
With hydrogen; water-d2; palladium 10% on activated carbon at 110 - 140℃; for 48h; Product distribution / selectivity; Heating / reflux;74%
With deuterium In water-d2 at 55℃; under 1500.15 Torr; for 36h; Glovebox;
90-14-2

1-Iodonaphthalene

58-61-7

adenosine

1037298-62-6

8-1-naphthyladenosine

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; palladium diacetate In N,N-dimethyl-formamide at 120℃; for 13h;99%
1135-99-5

diphenyltin(IV) dichloride

58-61-7

adenosine

A

[SnCl3(C6H5)(C5H2N4(C4H4O(OH)2CH2OH)NH2)2]

B

639-58-7

triphenyltin chloride

Conditions
ConditionsYield
In methanol refluxing under N2 for 48 h;; removal of volatiles by distn.; residue was washed with ether in portions; ether extract afforded SnClPh3; elem. anal.;;A 99%
B n/a
499769-85-6

Rh2(OCOCH3)2(NHCOCF3)2

58-61-7

adenosine

[Rh2(acetato)2(trifluoroacetamido)2(adenosine)]*2H2O

Conditions
ConditionsYield
In methanol; water addn. of a hot (60°C) soln. of ligand in methanol to a soln. of rhodium complex in methanol at 60°C, standing at room temp.; filtration, air drying; elem. anal.;99%

tetrakis(μ-acetato)-dirhodium(II)*dimethanol

58-61-7

adenosine

tetrakis-μ-acetato-dirhodium(II) adenosine adduct

Conditions
ConditionsYield
In methanol; water addn. of a hot (60°C) soln. of ligand in methanol to a soln. of rhodium complex in methanol at 60°C, standing at room temp.; filtration, air drying; elem. anal.;99%
67-56-1

methanol

81988-04-7

tetrakis(μ-trifluoroacetamidato)dirhodium(II)

58-61-7

adenosine

[Rh2(trifluoroacetamido)4(adenosine)]*2CH3OH

Conditions
ConditionsYield
In methanol; water addn. of a hot (60°C) soln. of ligand in methanol to a soln. of rhodium complex in methanol at 60°C, standing at room temp.; filtration, air drying; elem. anal.;99%
98-88-4

benzoyl chloride

58-61-7

adenosine

58463-04-0

N6,N6,2'-O,3'-O-tetrabenzoyladenosine

Conditions
ConditionsYield
Stage #1: adenosine With pyridine; tert-butyldimethylsilyl chloride at 0 - 20℃; for 9h;
Stage #2: benzoyl chloride at 0 - 20℃;
Stage #3: With trifluoroacetic acid In tetrahydrofuran; water at 20℃; for 3h; Time;
99%
933-88-0

ortho-toluoyl chloride

58-61-7

adenosine

104557-13-3

N6,N6,2',3',5'-penta-O-toluoyladenosine

Conditions
ConditionsYield
In pyridine for 4h; Ambient temperature;98%
93-97-0

benzoic acid anhydride

58-61-7

adenosine

51549-15-6

2',3',5'-tri-O-benzoyladenosine

Conditions
ConditionsYield
With pyridine; dmap for 2h; Ambient temperature;98%
With dmap In various solvent(s) at 50℃; for 2.5h;92%
58-61-7

adenosine

2627-64-7, 4336-89-4, 40110-98-3

2',3'-dehydroadenosine

Conditions
ConditionsYield
With acetoxyisobutyryl bromide In water; acetonitrile at 20℃; for 1h;98%
50746-36-6

Ν,Ν-diisobutylformamide dimethylacetal

58-61-7

adenosine

N6-diisobutylaminomethyleneadenosine

Conditions
ConditionsYield
In methanol97.4%
77-76-9

2,2-dimethoxy-propane

58-61-7

adenosine

362-75-4

2',3'-isopropylidene adenosine

Conditions
ConditionsYield
With methanesulfonic acid In N,N-dimethyl-formamide; acetone at 60℃; for 6h; Inert atmosphere;96.3%
With Amberlyst 15H+ resin In DMF (N,N-dimethyl-formamide) at 55℃; for 3h;95%
With Amberlyst 15H+ resin In N,N-dimethyl-formamide at 55℃; for 3h;95%
98-88-4

benzoyl chloride

58-61-7

adenosine

62374-23-6

N6,N6,2',3',5'-pentabenzoyl-β-D-adenosine

Conditions
ConditionsYield
With pyridine at 65℃; for 4h;96.2%
In pyridine for 20h;94%
With pyridine at 80℃; for 4h;82%
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    58-61-7

    Adenosine

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    Product name:Adenosine CAS:58-61-7 Quality: TOP Shelf life:2 years Purity:98%, 99% Company info KONO Chem Co., Ltd, is a leading producer of standardized herbal extracts, natural active ingredients and APIs for pharmaceutical, healt

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    Adenosine

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    Adenosine

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    Adenosine

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    1. Molecular formula: C10H13N5O4 2. Molecular weight: 267.24 3. Identification: Infrared absorption 4. Melting point: 233-238°C 5. Packing: 25kg/drum 6. Annual supply: 10 tons 7. Grade: pharmaceutical grade, cosmetic grade. Zhengzhou Yuanl

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    ProName: Adenosine CasNo: 58-61-7 Molecular Formula: C10H13N5O4 Appearance: white crystal Application: Pharmaceutical Intermediates DeliveryTime: within 7 days after payment PackAge: as your requirement Port: tianjin

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    Product Name: Adenosine Synonyms: D-ADENOSINE;AR;(2R,3R,4S,5R)-2-(6-AMINO-PURIN-9-YL)-5-HYDROXYMETHYL-TETRAHYDRO-FURAN-3,4-DIOL;9-BETA-D-RIBOFURANOSYLADENINE;ADENINENUCLEOSIDE;ADENINE RIBOSIDE;ADENOSINE;ADENINE-9-BETA-D-RIBOFURANOSIDE CAS: 58-

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Consensus Reports

  Adenosine (CAS NO.58-61-7) is reported in EPA TSCA Inventory.

Specification

The Adenosine, with the CAS registry number 58-61-7, is also known as 9H-Purin-6-amine, 9beta-D-ribofuranosyl-. It belongs to the product categories of Pharmaceutical Intermediates; Fine Chemical & Intermediates; Purine; API intermediates; Nucleosides and their analogs; Biochemistry; Nucleosides, Nucleotides & Related Reagents; Nucleic acids. Its EINECS registry number is 200-389-9. This chemical's molecular formula is C10H13N5O4 and molecular weight is 267.24. Its IUPAC name is called (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol. This chemical's classification codes are Analgesics; Anti-arrhythmia agents; Cardiac depressant [anti-arrhythmic]; Cardiovascular agents; Central Nervous System Agents; Drug / Therapeutic Agent; Human Data; Mutation data; Peripheral Nervous System Agents; Sensory System Agents; Vasodilator agents. When you are using this chemical, please be cautious about it. You must avoid contacting it with skin and eyes. 

Physical properties of Adenosine: (1)# of Rule of 5 Violations: 1; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 8.94; (5)ACD/KOC (pH 7.4): 9.254; (6)#H bond acceptors: 9; (7)#H bond donors: 5; (8)#Freely Rotating Bonds: 5; (9)Index of Refraction: 1.907; (10)Molar Refractivity: 59.959 cm3; (11)Molar Volume: 128.164 cm3; (12)Surface Tension: 107.624 dyne/cm; (13)Density: 2.085 g/cm3; (14)Flash Point: 362.796 °C; (15)Enthalpy of Vaporization: 104.298 kJ/mol; (16)Boiling Point: 676.271 °C at 760 mmHg; (17)Vapour Pressure: 0 mmHg at 25°C.

Preparation: Adenosine can be prepared by O2',O3',O5'-triacetyl-adenosine. This reaction will need reagent methanol and NH3.



Uses of Adenosine: it can be used to produce O2'-methyl-adenosine. This reaction will need reagent aqueous 1,2-dimethoxy-ethane.



Adenosine is a nucleoside composed of a molecule of adenine attached to a ribose sugar molecule (ribofuranose) moiety via a β-N9-glycosidic bond. Adenosine is an endogenous purine nucleoside that modulates many physiological processes. Adenosine plays an important role in biochemical processes, such as energy transfer—as adenosine triphosphate (ATP) and adenosine diphosphate (ADP)—as well as in signal transduction as cyclic adenosine monophosphate, cAMP.

You can still convert the following datas into molecular structure:
(1)SMILES:c1nc(c2c(n1)n(cn2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N;
(2)Std. InChI:InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7-,10-/m1/s1;
(3)Std. InChIKey:OIRDTQYFTABQOQ-KQYNXXCUSA-N;

The toxicity data is of Adenosine as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo intravenous 50ug/kg/1M-I (0.05mg/kg) LUNGS, THORAX, OR RESPIRATION: BRONCHIOLAR CONSTRICTION Human & Experimental Toxicology. Vol. 13, Pg. 263, 1994.
man TDLo intravenous 143ug/kg/I (0.143mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: HEADACHE
Medical Journal of Australia.
man TDLo intravenous 171ug/kg (0.171mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: COMA

CARDIAC: PULSE RATE
American Journal of Emergency Medicine. Vol. 11, Pg. 192, 1993.
man TDLo intravenous 257ug/kg (0.257mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
American Journal of Emergency Medicine. Vol. 11, Pg. 249, 1993.
man TDLo intravenous 257ug/kg/1D-I (0.257mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION)

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION

CARDIAC: CHANGE IN RATE
Annals of Internal Medicine. Vol. 122, Pg. 351, 1995.
mouse LD50 intraperitoneal 500mg/kg (500mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 oral > 20gm/kg (20000mg/kg)   Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 8, Pg. 45, 1980.
women TDLo intravenous 240ug/kg (0.24mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) American Journal of Emergency Medicine. Vol. 14, Pg. 300, 1996.
women TDLo intravenous 360ug/kg/1H-I (0.36mg/kg) CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

CARDIAC: CHANGE IN RATE
American Journal of Emergency Medicine. Vol. 10, Pg. 326, 1992.

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