Product Name

  • Name

    Adenine

  • EINECS 200-796-1
  • CAS No. 73-24-5
  • Article Data80
  • CAS DataBase
  • Density 1.612 g/cm3
  • Solubility 0.5 g/L at 20 °C in water
  • Melting Point >360 °C(lit.)
  • Formula C5H5N5
  • Boiling Point 553.491 °C at 760 mmHg
  • Molecular Weight 135.128
  • Flash Point 322.71 °C
  • Transport Information UN 2811 6.1/PG 3
  • Appearance white to almost white crystalline powder
  • Safety 26-36
  • Risk Codes 22-20/21/22
  • Molecular Structure Molecular Structure of 73-24-5 (Adenine)
  • Hazard Symbols HarmfulXn, IrritantXi
  • Synonyms USAF CB-18;1,6-Dihydro-6-iminopurine;Adenine [JAN];ADE;Pedatisectine B;6-Amino-1H-purine;Vitamin B4;6-Aminopurine;1H-Purine, 6-amino-;6-Amino-7H-purine;3, 6-Dihydro-6-iminopurine;9H-purin-6-amine;Adenine (8CI);Adeninimine;9H-Purine, 1, 6-dihydro-6-imino-;Purine, 6-amino-;Adenine (JAN/USP);6-Amino-9H-purine;Leuco-4;Adenin;Crytidine;6-Aminopurine (Adenine);5H-purin-6-amine;6-Amino-3H-purine;
  • PSA 80.48000
  • LogP 0.51630

Synthetic route

4,5,6-triaminopyrimidine
118-70-7

4,5,6-triaminopyrimidine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
at 140 - 150℃; for 4h;81.8%
at 140 - 150℃; for 4h;81.8%
2-(methylthio)-7H-purin-6-amine
1198-83-0

2-(methylthio)-7H-purin-6-amine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With water; nickel
6-azidopurine

6-azidopurine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With water; nickel Hydrogenation;
N-(4,6-diaminopyrimidin-5-yl)formamide
5122-36-1

N-(4,6-diaminopyrimidin-5-yl)formamide

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
at 230℃;
N-(4,6-diamino-pyrimidin-5-yl)-thioformamide
409110-30-1

N-(4,6-diamino-pyrimidin-5-yl)-thioformamide

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With water
With pyridine
With quinoline
6-amino-3,7-dihydro-purine-2-thione
3647-48-1

6-amino-3,7-dihydro-purine-2-thione

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With water; nickel
formic acid
64-18-6

formic acid

4,5,6-triamino-pyrimidine-2-sulfinic acid
98022-70-9

4,5,6-triamino-pyrimidine-2-sulfinic acid

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

4,5,6-triaminopyrimidine sulfate
49721-45-1

4,5,6-triaminopyrimidine sulfate

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

1-methyl-4-nitrosobenzene
623-11-0

1-methyl-4-nitrosobenzene

cAMP
60-92-4

cAMP

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
at 98℃; zeitlicher Verlauf.Hydrolysis;
at 100℃; zeitlicher Verlauf.Hydrolysis;
2-amino-malonamidine; dihydrochloride
65758-94-3

2-amino-malonamidine; dihydrochloride

orthoformic acid triethyl ester
122-51-0

orthoformic acid triethyl ester

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With N,N-dimethyl-formamide
With acetonitrile
glycine
56-40-6

glycine

A

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

B

guanine
73-40-5

guanine

Conditions
ConditionsYield
durch Hefe;
acetic acid
64-19-7

acetic acid

[3']adenylic acid monobenzyl ester
5957-04-0

[3']adenylic acid monobenzyl ester

A

adenosine monophosphate
84-21-9

adenosine monophosphate

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

acetic acid
64-19-7

acetic acid

[2']adenylic acid monobenzyl ester

[2']adenylic acid monobenzyl ester

A

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

B

adenosine 2'-monophosphate
130-49-4

adenosine 2'-monophosphate

N6,O3'-diacetyl-O5'-trityl-2'-deoxy-adenosine
911667-45-3

N6,O3'-diacetyl-O5'-trityl-2'-deoxy-adenosine

A

3'-O-acetyl-2'-deoxyadenosine
6612-73-3

3'-O-acetyl-2'-deoxyadenosine

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation;
With ethanol; palladium Hydrogenation;
N-(7(9)H-purin-6-yl)-hydroxylamine
5667-20-9

N-(7(9)H-purin-6-yl)-hydroxylamine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With alkaline Na2S2O4
With palladium on activated charcoal; water Hydrogenation;
3-methyladeninium iodide

3-methyladeninium iodide

A

3-methyladenine
700-00-5

3-methyladenine

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C

N-methyladenine
443-72-1

N-methyladenine

Conditions
ConditionsYield
at 270℃; for 0.25h;
1-methyladeninium iodide

1-methyladeninium iodide

A

3-methyladenine
700-00-5

3-methyladenine

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C

N-methyladenine
443-72-1

N-methyladenine

Conditions
ConditionsYield
at 290℃; for 0.25h;
5'-amino-5'-deoxyadenosine p-toluenesulfonic acid salt
81090-75-7

5'-amino-5'-deoxyadenosine p-toluenesulfonic acid salt

A

(3R,4S,5R)-5-Aminomethyl-tetrahydro-furan-2,3,4-triol; hydrochloride

(3R,4S,5R)-5-Aminomethyl-tetrahydro-furan-2,3,4-triol; hydrochloride

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With hydrogenchloride In water at 88℃; Rate constant;
1-<(2'S)-2',3'-dihydroxypropyl>cytosine-2'-O-phosphorylyl-(2',5')-adenosine

1-<(2'S)-2',3'-dihydroxypropyl>cytosine-2'-O-phosphorylyl-(2',5')-adenosine

A

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

B

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 2',3'-cyclic monophosphate

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 2',3'-cyclic monophosphate

C

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 2'-monophosphate
151425-33-1

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 2'-monophosphate

D

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 3'-monophosphate
67770-92-7

1-<(2'S)-2',3'-dihydroxypropyl>cytosine 3'-monophosphate

E

1-<(2'S)-2',3'-dihydroxypropyl>cytosine-3'-O-phosphorylyl-(3',5')-adenosine

1-<(2'S)-2',3'-dihydroxypropyl>cytosine-3'-O-phosphorylyl-(3',5')-adenosine

F

adenosine
58-61-7

adenosine

Conditions
ConditionsYield
With hydrogenchloride at 90.1℃; for 0.222222h; Product distribution; Rate constant;
2' 5'-dideoxyadenosine
6698-26-6

2' 5'-dideoxyadenosine

A

2-deoxy-D-ribose
36792-88-8

2-deoxy-D-ribose

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; Kinetics; varying pH;
6-amino-3,7-dihydro-purine-2-thione
3647-48-1

6-amino-3,7-dihydro-purine-2-thione

sulfuric acid
7664-93-9

sulfuric acid

dihydrogen peroxide
7722-84-1

dihydrogen peroxide

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

hydrogenchloride
7647-01-0

hydrogenchloride

2',3'-isopropylidene adenosine
362-75-4

2',3'-isopropylidene adenosine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
Kinetics; Geschwindigkeit der Hydrolyse in wss.HCl (0.1n und 1n).Hydrolysis;
hydrogenchloride
7647-01-0

hydrogenchloride

cAMP
60-92-4

cAMP

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
at 92℃; zeitlicher Verlauf.Hydrolysis;
at 100℃; zeitlicher Verlauf.Hydrolysis;
5-formylamino-1(3)H-imidazole-4-carboxamidine

5-formylamino-1(3)H-imidazole-4-carboxamidine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
With potassium hydrogencarbonate
6-amino-2-chloro-7,9-dihydro-purin-8-one
118076-30-5

6-amino-2-chloro-7,9-dihydro-purin-8-one

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
at 140℃; anschliessend Behandeln des Reaktionsprodukts mit Jodwasserstoffsaeure und Phosphoniumjodid bei 60grad;
[5']adenylic acid monobenzyl ester
13039-55-9

[5']adenylic acid monobenzyl ester

phosphodiesterase-I

phosphodiesterase-I

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

Conditions
ConditionsYield
Phosphodiesterase-I aus Schlangengift (Crotalus adamanteus).Hydrolysis;
2,8-dichloro-7(9)H-purin-6-ylamine
2914-09-2

2,8-dichloro-7(9)H-purin-6-ylamine

hydrogen iodide
10034-85-2

hydrogen iodide

phosphonium iodide

phosphonium iodide

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

hydrogenchloride
7647-01-0

hydrogenchloride

water
7732-18-5

water

5'-Deoxy-5'-methylthioadenosine
2457-80-9

5'-Deoxy-5'-methylthioadenosine

A

S-methyl-5-thio-D-ribose
23656-67-9

S-methyl-5-thio-D-ribose

B

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

ethyl acrylate
140-88-5

ethyl acrylate

N-(9H-purin-6-yl)-β-alanine ethyl ester

N-(9H-purin-6-yl)-β-alanine ethyl ester

Conditions
ConditionsYield
With N-benzyl-trimethylammonium hydroxide In N,N-dimethyl-formamide at 110℃; for 0.5h;98%
3-hydroxy-3-methyl-1-cyano-1-butyne
32837-87-9

3-hydroxy-3-methyl-1-cyano-1-butyne

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(Z)-3-(6-amino-9H-purin-9-yl)-4-hydroxy-4-methyl-2-pentenenitrile
1218924-50-5

(Z)-3-(6-amino-9H-purin-9-yl)-4-hydroxy-4-methyl-2-pentenenitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; diastereospecific reaction;98%
3-hydroxy-3-tetramethylene-1-propynecarbonitrile
32837-90-4

3-hydroxy-3-tetramethylene-1-propynecarbonitrile

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclopentyl)-2-propenenitrile
1218924-52-7

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclopentyl)-2-propenenitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; diastereospecific reaction;97%
3-(1-hydroxycyclohexyl)prop-2-ynenitrile
32837-89-1

3-(1-hydroxycyclohexyl)prop-2-ynenitrile

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclohexyl)-2-propenenitrile
1218924-53-8

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclohexyl)-2-propenenitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; diastereospecific reaction;96%
3-hydroxy-3-tetramethylene-1-propynecarbonitrile
32837-90-4

3-hydroxy-3-tetramethylene-1-propynecarbonitrile

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

A

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclopentyl)-2-propenenitrile
1218924-52-7

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclopentyl)-2-propenenitrile

B

2,2,5,5-di(tetramethylene)-3,6-di(cyanomethylene)-1,4-dioxane
98698-56-7

2,2,5,5-di(tetramethylene)-3,6-di(cyanomethylene)-1,4-dioxane

Conditions
ConditionsYield
With triethylamine at 20℃; for 26h;A 96%
B 30%
1-(2-bromoethoxy)-2-(trifluoromethoxy)benzene

1-(2-bromoethoxy)-2-(trifluoromethoxy)benzene

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C14H12F3N5O2

C14H12F3N5O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;95.8%
4-hydroxy-4-methylhex-2-ynenitrile
32837-88-0

4-hydroxy-4-methylhex-2-ynenitrile

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(Z)-3-(6-amino-9H-purin-9-yl)-4-hydroxy-4-methyl-2-hexenenitrile
1218924-51-6

(Z)-3-(6-amino-9H-purin-9-yl)-4-hydroxy-4-methyl-2-hexenenitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; diastereospecific reaction;95%
zinc(II) acetate hexahydrate

zinc(II) acetate hexahydrate

2,6-Naphthalenedicarboxylic acid
1141-38-4

2,6-Naphthalenedicarboxylic acid

water
7732-18-5

water

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

8Zn(2+)*4C5H4N5(1-)*6C12H6O4(2-)*2HO(1-)*2H(1+)*2C2H7N*35C3H7NO*23H2O

8Zn(2+)*4C5H4N5(1-)*6C12H6O4(2-)*2HO(1-)*2H(1+)*2C2H7N*35C3H7NO*23H2O

Conditions
ConditionsYield
at 90℃; for 24h; Sealed tube;95%
7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

ethyl acrylate
140-88-5

ethyl acrylate

3-(6-aminopurine-9-yl)-propionic acid ethyl ester
7083-40-1

3-(6-aminopurine-9-yl)-propionic acid ethyl ester

Conditions
ConditionsYield
With sodium hydride In ethanol; benzene Reflux;95%
C10H10BrClO2

C10H10BrClO2

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C15H14ClN5O2

C15H14ClN5O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;94.4%
C11H12BrNO3

C11H12BrNO3

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C16H16N6O3

C16H16N6O3

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;94.4%
1-(5-bromo-2-(2-bromoethoxy)phenyl)ethanone
1189816-63-4

1-(5-bromo-2-(2-bromoethoxy)phenyl)ethanone

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C15H14BrN5O2

C15H14BrN5O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;94.1%
nickel(II) perchlorate hexahydrate

nickel(II) perchlorate hexahydrate

2,2',2''-triaminotriethylamine
4097-89-6

2,2',2''-triaminotriethylamine

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

[Ni(tris(2-aminoethyl)amine)(adeninato)(ClO4)]
952227-47-3

[Ni(tris(2-aminoethyl)amine)(adeninato)(ClO4)]

Conditions
ConditionsYield
With NaOH In methanol; water an aq. soln. of adenine and a MeOH soln. of N(C2H4NH2)3 and Ni salt mixed, pH adjusted to 8-9 with NaOH soln.; crystd. at room temp. for 3 wk; elem. anal.;91%
3-(1-hydroxycyclohexyl)prop-2-ynenitrile
32837-89-1

3-(1-hydroxycyclohexyl)prop-2-ynenitrile

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

A

2-amino-1-oxaspiro[4.5]dec-2-en-4-one
1218924-55-0

2-amino-1-oxaspiro[4.5]dec-2-en-4-one

B

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclohexyl)-2-propenenitrile
1218924-53-8

(Z)-3-(6-amino-9H-purin-9-yl)-3-(1-hydroxycyclohexyl)-2-propenenitrile

Conditions
ConditionsYield
With lithium hydroxide In ethanol; water at 50 - 55℃; for 7h;A 8%
B 91%
acetic anhydride
108-24-7

acetic anhydride

anthranilic acid
118-92-3

anthranilic acid

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

2-methyl-3-(7H-purin-6-yl)quinazolin-4(3H)-one
1377584-88-7

2-methyl-3-(7H-purin-6-yl)quinazolin-4(3H)-one

Conditions
ConditionsYield
With titanium dioxide nanoparticles at 80℃; for 10h; Neat (no solvent);89%
[OsHCl(κ1-acetone)(CCHC19H26O)(triisopropylphosphine)2]PF6

[OsHCl(κ1-acetone)(CCHC19H26O)(triisopropylphosphine)2]PF6

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

[OsHCl(7H-amino-adenine)(CCHC19H26O)(triisopropylphosphine)2]PF6

[OsHCl(7H-amino-adenine)(CCHC19H26O)(triisopropylphosphine)2]PF6

Conditions
ConditionsYield
In acetone using Schlenk techniques; treatment of soln. of Os(P(i-Pr)3)2HCl(acetone)(CCHC17H20OMe2) in acetone with 1.1 equiv. of adenine for 15 min at room temp.; filtration through Celite; removal of solvent in vac.; dissolving in CH2Cl2; filtration through Celite; evapn. of solvent to dryness, treatment with Et2O; pptn., sepn. by decantation, washing with Et2O; drying in vac., elem. anal.;88%
[(η5-cyclopentadienyl)Ru(1,3,5-triaza-7-phosphaadamantane)(PPh3)Cl]
877864-62-5

[(η5-cyclopentadienyl)Ru(1,3,5-triaza-7-phosphaadamantane)(PPh3)Cl]

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

[RuCp(adeninate-κN9)(PPh3)(1,3,5-triaza-7-phosphaadamantane)]

[RuCp(adeninate-κN9)(PPh3)(1,3,5-triaza-7-phosphaadamantane)]

Conditions
ConditionsYield
Stage #1: 7H-purin-6-ylamine With potassium hydroxide In ethanol at 20℃; for 0.25h; Inert atmosphere; Schlenk technique;
Stage #2: [(η5-cyclopentadienyl)Ru(1,3,5-triaza-7-phosphaadamantane)(PPh3)Cl] In ethanol for 4h; Reflux; Inert atmosphere; Schlenk technique;
88%
4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

4-((7H-purin-6-ylimino)methyl)phenol

4-((7H-purin-6-ylimino)methyl)phenol

Conditions
ConditionsYield
In ethanol for 6h; Dean-Stark; Reflux;87%
C30H35ClN3P2Ru(2+)*2CF3O3S(1-)

C30H35ClN3P2Ru(2+)*2CF3O3S(1-)

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

[RuCp(Adeninate-κN)(methyl-N-1,3,5-triaza-7-phosphaadamantane)(PPh3)](CF3SO3)

[RuCp(Adeninate-κN)(methyl-N-1,3,5-triaza-7-phosphaadamantane)(PPh3)](CF3SO3)

Conditions
ConditionsYield
Stage #1: 7H-purin-6-ylamine With potassium hydroxide In ethanol at 20℃; for 0.25h; Inert atmosphere; Schlenk technique;
Stage #2: C30H35ClN3P2Ru(2+)*2CF3O3S(1-) In ethanol at 20℃; for 4.16h; Inert atmosphere; Schlenk technique;
87%
r-2-benzyloxymethyl-c,t-1-bromo-c,t-1-bromomethyl-t-fluorocyclopropane

r-2-benzyloxymethyl-c,t-1-bromo-c,t-1-bromomethyl-t-fluorocyclopropane

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

c,t-9-{[c,t-1-bromo-t-3-fluoro-r-2-(benzyloxymethyl)cyclopropyl]methyl}adenine

c,t-9-{[c,t-1-bromo-t-3-fluoro-r-2-(benzyloxymethyl)cyclopropyl]methyl}adenine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20 - 40℃; for 10h;86%
7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(2R,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 3,4-cyclic carbonate
609344-64-1

(2R,3S)-1,2-O-isopropylidene-1,2,3,4-tetrol 3,4-cyclic carbonate

(2'S,3'R)-9-(3',4'-O-isopropylidene-2',3',4'-trihydroxybutyl)adenine
609344-65-2

(2'S,3'R)-9-(3',4'-O-isopropylidene-2',3',4'-trihydroxybutyl)adenine

Conditions
ConditionsYield
With sodium hydroxide In N,N-dimethyl-formamide at 120℃; for 38h;85%
[Au(acac)(1,3,5-triaza-7-phosphatricyclo[3.3.1.13.7]decane)]

[Au(acac)(1,3,5-triaza-7-phosphatricyclo[3.3.1.13.7]decane)]

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

[Au(9N-adeninate)(1,3,5-triaza-7-phosphaadamantane)]

[Au(9N-adeninate)(1,3,5-triaza-7-phosphaadamantane)]

Conditions
ConditionsYield
In ethanol for 6h;85%
C10H11BrO2
1016495-38-7

C10H11BrO2

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C15H15N5O2

C15H15N5O2

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃;84.2%
C24(13)C5H34O4SeSi
1303556-41-3

C24(13)C5H34O4SeSi

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

C27(13)C5H35N5O2SeSi
1303556-44-6

C27(13)C5H35N5O2SeSi

Conditions
ConditionsYield
Stage #1: 7H-purin-6-ylamine With ammonium sulfate; 1,1,1,3,3,3-hexamethyl-disilazane for 1.5h; Inert atmosphere; Reflux;
Stage #2: C24(13)C5H34O4SeSi With trimethylsilyl trifluoromethanesulfonate In 1,2-dichloro-ethane at -25 - 20℃; for 0.916667h; Inert atmosphere;
84%
2-thiouracil
141-90-2

2-thiouracil

4,6-dihydroxy-2-mercaptopyrimidine
504-17-6

4,6-dihydroxy-2-mercaptopyrimidine

4-nitrobenzaldehdye
555-16-8

4-nitrobenzaldehdye

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

5,7,8,9,9a,10-hexahydro-5-(4-nitrophenyl)-10-(7H-purin-6-yl)-8-thioxopyrido[2,3-d:6,5-d’]dipyrimidine-2,4,6(1H,3H,5aH)trione

5,7,8,9,9a,10-hexahydro-5-(4-nitrophenyl)-10-(7H-purin-6-yl)-8-thioxopyrido[2,3-d:6,5-d’]dipyrimidine-2,4,6(1H,3H,5aH)trione

Conditions
ConditionsYield
With phosphotungstic acid In ethanol for 6h; Reflux;84%
pyridine-4-carboxylic acid
55-22-1

pyridine-4-carboxylic acid

zinc(II) nitrate hexahydrate

zinc(II) nitrate hexahydrate

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Zn(adeninate)(isonicotinate)(N,N'-dimethylformamide)
1309885-99-1

Zn(adeninate)(isonicotinate)(N,N'-dimethylformamide)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 0.5h; Time; Temperature;83.2%
4-phenylazobenzoyl chloride
104-24-5

4-phenylazobenzoyl chloride

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

(E)-4-(phenyldiazenyl)-N-(9H-purin-6-yl)benzamide

(E)-4-(phenyldiazenyl)-N-(9H-purin-6-yl)benzamide

Conditions
ConditionsYield
With pyridine at 20 - 100℃; for 18.5h;83%
3-acetyl-8-chloro-2-phenyl-1(2H)-isoquinolinone

3-acetyl-8-chloro-2-phenyl-1(2H)-isoquinolinone

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

3-[1-(7H-purin-6-yl)iminoethyl]-8-chloro-2-phenyl-1(2H)-isoquinolinone

3-[1-(7H-purin-6-yl)iminoethyl]-8-chloro-2-phenyl-1(2H)-isoquinolinone

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 105 - 115℃; for 24h;82.1%
2-deoxy–α-D-ribose 1-phosphate
17039-17-7

2-deoxy–α-D-ribose 1-phosphate

7H-purin-6-ylamine
73-24-5

7H-purin-6-ylamine

2'-deoxy-D-adenosine
958-09-8

2'-deoxy-D-adenosine

Conditions
ConditionsYield
With purine nucleoside phosphorylase82%

Adenine History

 Adenine was also called Vitamin B4.It is no longer considered a true vitamin or part of the Vitamin B complex. However, two B vitamins, niacin and riboflavin, bind with adenine to form the essential cofactors nicotinamide adenine dinucleotide  and flavin adenine dinucleotide , respectively. Hermann Emil Fischer was one of the early scientists to study Adenine.Some think that, at the origin of life on Earth, the first adenine was formed by the polymerization of five hydrogen cyanide  molecules. However, this has been criticized by some chemists.

Adenine Specification

The IUPAC name of Adenine is 7H-purin-6-amine. With the CAS registry number 73-24-5, it is also named as 1,6-Dihydro-6-iminopurine. The product's categories are Pyrimidine; Pharmaceutical Intermediates; Purines; Plant Growth Regulator; Nucleobases and their Analogs; Biochemistry; Cytokinins; Nucleosides, Nucleotides & Related Reagents; Nutritional Supplements; Nucleic Acids; Nucleic Acid Purification; Vitamin Ingredients, and the other registry numbers are 22051-90-7; 42911-33-1; 42911-34-2; 520-75-2; 66224-65-5. Besides, it is white to almost white crystalline powder, which should be stored in a cool, ventilated, dry place. This chemical is stable, and incompatible with strong oxidizing agents. In addition, its molecular formula is C5H5N5 and molecular weight is 135.13.

The other characteristics of this product can be summarized as: (1)EINECS: 200-796-1; (2)ACD/LogP: 0.02; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 7.4): 0.021; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 21.974; (8)ACD/KOC (pH 7.4): 24.421; (9)#H bond acceptors: 5; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.837; (13)Molar Refractivity: 37.039 cm3; (14)Molar Volume: 83.823 cm3; (15)Surface Tension: 122.712 dyne/cm; (16)Density: 1.612 g/cm3; (17)Flash Point: 322.71 °C; (18)Melting Point: 360-365 °C; (19)Water solubility: 0.5 g/L at 20 °C; (20)Sublimation: 220 °C; (21)Enthalpy of Vaporization: 83.432 kJ/mol; (22)Boiling Point: 553.491 °C at 760 mmHg; (23)Vapour Pressure: 0 mmHg at 25 °C.

Preparation of Adenine: this chemical can be derived from the nucleotide inosine monophosphate (IMP) by using atoms from the amino acids glycine, glutamine, and aspartic acid, as well as fused with the enzyme tetrahydrofolate. Additionally, you can use 4,6-Dichloro-5-nitropyrimidine to produce 4,6-Diamino-5-nitropyrimidine by reaction with Ammonia. And then you would obtain this chemical by the cyclization of 4,6-Diamino-5-nitropyrimidine with Formamide, Formic acid and Sodium thiosulfate.

Uses of Adenine: this chemical is used in forming nucleotides of the nucleic acids. Furthermore, it can bind to Thymine via two hydrogen bonds to assist in stabilizing the nucleic acid structures in DNA. And it is used for protein synthesis, adenine binds to uracil in RNA. It also can be used to produce Adenosine, Adenosine triphosphate (ATP). Similarly, it can react with Fluoromethyl-oxirane to get 1-(6-Amino-purin-9-yl)-3-fluoro-propan-2-ol.



This reaction needs K2CO3 and Dimethylformamide at temperature of 70-75 °C for 6 hours. The yield is 63 %.

When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
(1)SMILES: c1[nH]c2c(ncnc2n1)N
(2)InChI: InChI=1/C5H5N5/c6-4-3-5(9-1-7-3)10-2-8-4/h1-2H,(H3,6,7,8,9,10)
(3)InChIKey: GFFGJBXGBJISGV-UHFFFAOYAT

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   National Technical Information Service. Vol. AD277-689,
mouse LD50 intravenous > 30mg/kg (30mg/kg)   Drugs in Japan Vol. 6, Pg. 20, 1982.
mouse LD50 oral 783mg/kg (783mg/kg)   Drugs in Japan Vol. 6, Pg. 19, 1982.
mouse LDLo subcutaneous 1gm/kg (1000mg/kg)   Annals of the New York Academy of Sciences. Vol. 60, Pg. 251, 1954.
rat LD50 intraperitoneal 198mg/kg (198mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: CYANOSIS
Journal of Pharmacology and Experimental Therapeutics. Vol. 104, Pg. 20, 1952.
rat LD50 oral 227mg/kg (227mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 47, Pg. 229, 1979.

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