Purine supplier | CasNO.120-73-0

Name
Purine
EINECS 204-421-2
CAS No. 120-73-0
Article Data67
CAS DataBase
Density 1.473 g/cm³
Solubility 400 g/L (20 °C) in water
Melting Point 214-217 °C(lit.)
Formula C₅H₄N₄
Boiling Point 424.03 °C at 760 mmHg
Molecular Weight 120.114
Flash Point 225.367 °C
Transport Information
Appearance very slightly yellow to cream crystalline powder
Safety 22-24/25
Risk Codes Xi
Molecular Structure
Hazard Symbols
Synonyms 1H-Purine(9CI);Purine (6CI,8CI);3,5,7-Triazaindole;3H-Imidazo[4,5-d]pyrimidine;6H-Imidazo[4,5-d]pyrimidine;7H-Purine;Isopurine;NSC 753;b-Purine;
PSA 54.46000
LogP 0.35290

Synthetic route

: 50-44-2
6-mercaptopurine

A: 120-73-0
purine

B: 68-94-0
hypoxanthine

C: 25023-39-6
purine-6-sulfonic acid

Conditions

Conditions	Yield
With oxygen In tert-butyl alcohol for 0.166667h; Irradiation; other solvent: AcOH;	A 20% B 58% C n/a
With oxygen In tert-butyl alcohol for 0.166667h; Product distribution; Quantum yield; Irradiation; other solvents: acetic acid, H2O, D2O; other objects of study: effects of adding H2O, NaN3, thiourea, hydroquinone;	A 20% B 58% C n/a
With oxygen In acetic acid for 0.166667h; Irradiation; other solvent: t-BuOH;	A 36% B 17% C n/a

...Expand

: 1-aminopurinium mesitylenesulfonates

: 120-73-0
purine

Conditions

Conditions	Yield
With ammonia In methanol at 50℃; for 5h; Product distribution; Mechanism; ANRORC mechanism determined by reaction with 15N labelled ammonia; var. temp. and time;	40%

: 13754-19-3
4,5-pyrimidinediamine

: 124-38-9
carbon dioxide

: 120-73-0
purine

Conditions

Conditions	Yield
With phenylsilane; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene at 70℃; for 24h; Reagent/catalyst;	28%
With N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride; phenylsilane In tetrahydrofuran at 70℃; under 750.075 - 2250.23 Torr; for 24h; Schlenk technique; Inert atmosphere; Glovebox;

: 5404-86-4
6-hydrazinyl-7H-purine

: 74-89-5
methylamine

A: 120-73-0
purine

B: 66224-66-6, 66224-67-7, 66224-68-8, 66224-69-9, 134434-48-3, 134434-49-4, 134454-76-5, 134461-75-9
adenine

C: 443-72-1
N-methyladenine

Conditions

Conditions	Yield
In methanol at 100℃; for 17h;	A 10% B 15% C 25%

...Expand

: 109-99-9
tetrahydrofuran

: 290-87-9
1,3,5-Triazine

: 13754-19-3
4,5-pyrimidinediamine

: 120-73-0
purine

...Expand

: 123-91-1
1,4-dioxane

: 290-87-9
1,3,5-Triazine

: 13754-19-3
4,5-pyrimidinediamine

: 120-73-0
purine

Conditions

Conditions	Yield
unter Stickstoff;

...Expand

: 290-87-9
1,3,5-Triazine

: 13754-19-3
4,5-pyrimidinediamine

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

: 120-73-0
purine

Conditions

Conditions	Yield
unter Stickstoff;

...Expand

: 290-87-9
1,3,5-Triazine

: 13754-19-3
4,5-pyrimidinediamine

: 71-43-2
benzene

: 120-73-0
purine

...Expand

: 290-87-9
1,3,5-Triazine

: 13754-19-3
4,5-pyrimidinediamine

: 120-73-0
purine

: 13754-19-3
4,5-pyrimidinediamine

: 64-18-6
formic acid

: 120-73-0
purine

Conditions

Conditions	Yield
at 210℃;
at 210℃; und Erwaermen des Reaktionsprodukts mit CaCO3 in Aethanol;
at 210℃;

: 2562-52-9
2,6,8-trichloro-7H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
With palladium on activated charcoal; sodium acetate Hydrogenation;

: 50-44-2
6H-purine-6-thione

: 120-73-0
purine

Conditions

Conditions	Yield
With ammonium hydroxide; nickel

: 5437-25-2
1,2,3,6-Tetrahydro-2,6-dithio-7H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
With ammonium hydroxide; nickel

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 120-73-0
purine

Conditions

Conditions	Yield
With ammonia at 200℃; under 220652 Torr;
at 160℃; for 48h;

: 87-42-3
6-chloro-7H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
With palladium on activated charcoal; water Hydrogenation;
Multi-step reaction with 2 steps 1: ethanol 2: Raney nickel; aqueous NH3 View Scheme

: 2365-43-7
7H-purine-6-carboxylic acid

: 120-73-0
purine

Conditions

Conditions	Yield
at 300℃;

: 13754-19-3
4,5-pyrimidinediamine

: 71254-91-6
1-tosyl-3,4,4-trimethyl-Δ2-imidazolinium iodide

: 120-73-0
purine

Conditions

Conditions	Yield
In acetonitrile at 50 - 60℃; for 1h; Yield given;

: 4546-68-3
(2R,3S,5R)-2-(hydroxymethyl)-5-(9H-purin-9-yl)tetrahydrofuran-3-ol

: 120-73-0
purine

Conditions

Conditions	Yield
In hydrogenchloride; water at 50.1℃; Kinetics; Mechanism;

: 16008-45-0
4-amino-5-formamidopyrimidine

A: 13754-19-3
4,5-pyrimidinediamine

B: 120-73-0
purine

Conditions

Conditions	Yield
With sodium hydroxide at 70.1℃; Rate constant; different hydroxide ion concentrations;

: 16008-45-0
4-amino-5-formamidopyrimidine

A: 13754-19-3
4,5-pyrimidinediamine

B: 64-18-6
formic acid

C: 120-73-0
purine

Conditions

Conditions	Yield
With perchloric acid at 90.1℃; Rate constant; Mechanism; Thermodynamic data; prod. yield/prod. distrib.; other temperatures, other reagent, ΔS(excit.), pH influence, phosphate buffer influence;

...Expand

: 126502-08-7
1-C-(purin-N9-yl)-1,2,3-dideoxy-β-D-erythro-furanose

A: 120-73-0
purine

B: 122999-44-4
2,3-Didesoxy-β-D-glycero-pentofuranose

Conditions

Conditions	Yield
With hydrogenchloride at 22℃; rate of hydrolysis relative to dideoxyadenosine;

: 1-Ethyl-1H,5H-imidazo[2,1-b]purin-4-one; compound with 7H-purine

A: 120-73-0
purine

B: 137063-89-9
N2,3-Etheno-9-ethylguanine

Conditions

Conditions	Yield
In dichloromethane; water at 25.1℃; Equilibrium constant;

: 1-Ethyl-4-methoxy-1H-imidazo[2,1-b]purine; compound with 7H-purine

A: 120-73-0
purine

B: 137063-88-8
N2,3-Etheno-9-ethyl-O6-methylguanine

Conditions

Conditions	Yield
In dichloromethane; water at 25.1℃; Equilibrium constant;

: 1-Ethyl-5-methyl-1H,5H-imidazo[2,1-b]purin-4-one; compound with 7H-purine

A: 120-73-0
purine

B: 137063-87-7
N2,3-Etheno-9-ethyl-1-methylguanine

Conditions

Conditions	Yield
In dichloromethane; water at 25.1℃; Equilibrium constant;

: 95103-63-2
9-(1-methoxyethyl)purine

: 120-73-0
purine

Conditions

Conditions	Yield
In hydrogenchloride; water at 40.1℃; Kinetics; Mechanism;

: 78105-09-6
9-(1-ethoxyethyl)-9H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
In hydrogenchloride; water at 40.1℃; Kinetics; Mechanism;

: 95103-62-1
9-(1-Isopropoxy-ethyl)-9H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
In hydrogenchloride; water at 40.1℃; Kinetics; Mechanism;

: 95103-65-4
9-[1-(2-Chloro-ethoxy)-ethyl]-9H-purine

: 120-73-0
purine

Conditions

Conditions	Yield
In hydrogenchloride; water at 40.1℃; Kinetics; Mechanism;

: 50-44-2
6-mercaptopurine

A: 120-73-0
purine

B: 68-94-0
hypoxanthine

Conditions

Conditions	Yield
With oxygen; methylene blue In tert-butyl alcohol for 0.433333h; Product distribution; Irradiation; other sensitizers: rhodamine, bengal red; other times of irradiation: 210 min, 52 min; other conditions: thermal reaction with 9,10-diphenylanthracene endo-peroxide;

: 550-33-4
Nebularin

A: 13754-19-3
4,5-pyrimidinediamine

B: 532-20-7, 613-83-2, 7261-25-8, 7687-39-0, 13221-22-2, 14795-83-6, 15761-67-8, 20074-49-1, 25545-03-3, 25545-04-4, 32445-75-3, 34436-17-4, 36441-93-7, 36468-53-8, 37110-85-3, 37388-49-1, 38029-69-5, 40461-77-6, 40461-89-0, 41546-19-4, 41546-20-7, 41546-21-8, 41546-26-3, 41546-29-6, 41546-30-9, 41546-31-0, 126872-16-0, 131064-98-7
D-Ribose

C: 120-73-0
purine

Conditions

Conditions	Yield
With perchloric acid at 90.1℃; Rate constant; Mechanism; Thermodynamic data; prod. yield/prod. distrib.; other temperatures, other reagent, ΔS(excit.), pH influence;

...Expand

: 120-73-0
purine

: 211621-55-5
3,4,6-tri-O-benzyl-2-nitro-D-galactal

: 305839-89-8
9-(3,4,6-tri-O-benzyl-2-deoxy-2-nitro-β-D-galactopyranosyl)purine

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at 20℃; Michael addition; Glycosylation;	91%

: 120-73-0
purine

: 2-chloro-1-(6H-indolo[2,3-b]quinoxalin-6-yl)ethan-1-one

: 1-(6H-indolo[2,3-b]quinoxalin-6-yl)-2-(7H-purin-7-yl)ethan-1-one

Conditions

Conditions	Yield
In toluene for 1.25h; Reflux;	91%

: 120-73-0
purine

: rac-ethyl 5-((tert-butoxycarbonyl)oxy)cyclopent-1-ene-1-carboxylate

: (R)-ethyl 5-(9H-purin-9-yl)cyclopent-1-ene-1-carboxylate

Conditions

Conditions	Yield
Stage #1: purine With tris-(dibenzylideneacetone)dipalladium(0); (S,S)-[2-(4'-isopropyloxazolin-2'-yl)ferrocenyl]diphenylphosphine; α-naphthol; potassium carbonate In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: rac-ethyl 5-((tert-butoxycarbonyl)oxy)cyclopent-1-ene-1-carboxylate In toluene at 0℃; for 72h; Reagent/catalyst; Temperature;	82%

: 911377-03-2
5-[1-(chloromethoxy)ethyl]-6-nitro-1,3-benzodioxole

: 120-73-0
purine

: 7-{[1-(6-nitro-1,3-benzodioxol-5-yl)ethoxy]methyl}-7H-purine

Conditions

Conditions	Yield
Stage #1: purine With 18-crown-6 ether; potassium hydride In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 5-[1-(chloromethoxy)ethyl]-6-nitro-1,3-benzodioxole In N,N-dimethyl-formamide at -78 - 0℃; for 12h; Further stages.;	78%

: bis(η3-allyl-μ-chloropalladium(II))

: 120-73-0
purine

: 96226-56-1
μ-(purine)-bis[η3-allylchloropalladium(II)]

Conditions

Conditions	Yield
In methanol soln. stirred for 2h; concd., addn. of ether, pptn., washed (ether), dried, elem. anal.;	78%

: 558-37-2
tert-butylethylene

: 120-73-0
purine

A: 8-(3,3-dimethyl-butyl)-7H-purine

B: 6,8-bis-(3,3-dimethyl-butyl)-7H-purine

Conditions

Conditions	Yield
With lutidinium chloride; tricyclohexylphosphine; [RhCl(coe)2]2 In tetrahydrofuran at 150℃; for 4.5h;	A 76% B 17%

...Expand

: 2-(isopropylsulfonyl)-1-phenylpropan-1-one

: 120-73-0
purine

: 2-isopropyl-7H-purine

Conditions

Conditions	Yield
With trifluoroacetic acid In acetone at 80℃; Minisci Aromatic Substitution; Inert atmosphere; Schlenk technique; UV-irradiation;	72%

: 120-73-0
purine

: 98-89-5
Cyclohexanecarboxylic acid

: 6-cyclohexylpurine

Conditions

Conditions	Yield
With hydrogenchloride; cerium(III) chloride heptahydrate; tetrabutyl-ammonium chloride In 2,2,2-trifluoroethanol; water for 17h; Schlenk technique; Inert atmosphere; Electrochemical reaction; Irradiation;	70%

: 120-73-0
purine

: 89087-78-5, 136029-14-6
manganese(II) oxalate dihydrate

: 880772-25-8
[Mn(μ-oxalato)(H2O)(7H-purine-κN(9))](n)

Conditions

Conditions	Yield
With K2C2O4*H2O In water a soln. of pyrine added dropwise to a soln. of Mn and K salts; filtered, crystd. for days; elem. anal.;	65%

: 120-73-0
purine

: 2926-29-6
Langlois reagent

: 2268-12-4
8-(trifluoromethyl)-9H-purine

Conditions

Conditions	Yield
With dimethylglyoxal In water at 20℃; for 20h; Irradiation; Inert atmosphere;	65%

: 92-83-1
xanthene

: 120-73-0
purine

: 7-(9H-xanthen-9-yl)-7H-purine

Conditions

Conditions	Yield
With methanesulfonic acid; tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 2h; Electrochemical reaction;	58%

: 930-30-3
cyclopent-2-enone

: 120-73-0
purine

: 1417720-85-4
C10H10N4O

Conditions

Conditions	Yield
With cerium(III) chloride heptahydrate; silica gel; sodium iodide In neat (no solvent) at 20℃; for 18h; Michael Addition;	52%

: 930-68-7
cyclohexenone

: 120-73-0
purine

A: 1043963-39-8
C11H12N4O

B: 1043963-38-7
C11H12N4O

Conditions

Conditions	Yield
In water at 60℃; under 4500450 Torr; for 20h; Aza-Michael reaction;	A 36% B 51%

...Expand

: 1204745-03-8
(E)-1,2,3-tri-O-acetyl-5,6,7-trideoxy-7-C-phthalimido-D-ribohept-5-enofuranose

: 120-73-0
purine

: 1312944-43-6
9-[(5E)-2,3-di-O-acetyl-5,6,7-trideoxy-7-phthalimido-β-D-ribo-hept-5-enofuranosyl]purine

Conditions

Conditions	Yield
Stage #1: purine With N,O-bis-(trimethylsilyl)-acetamide In acetonitrile at 60℃; for 1.5h; Inert atmosphere; Stage #2: (E)-1,2,3-tri-O-acetyl-5,6,7-trideoxy-7-C-phthalimido-D-ribohept-5-enofuranose With tin(IV) chloride In acetonitrile at 60℃; for 1.5h; Vorbruggen nucleosidation reaction; Inert atmosphere;	51%

: 120-73-0
purine

: 13035-61-5
1,2,3,5-tetraacetylribose

: 15981-63-2
2',3',5'-tri-O-acetylnebularine

Conditions

Conditions	Yield
With N,O-bis-(trimethylsilyl)-acetamide; tin(IV) chloride In acetonitrile at 60℃; for 3h; Vorbruggen nucleosidation reaction; Inert atmosphere;	51%

: 1416969-42-0
N-anthracenoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine

: 120-73-0
purine

A: C25H21N5O2

B: C25H21N5O2

Conditions

Conditions	Yield
Stage #1: purine With N,O-bis-(trimethylsilyl)-acetamide In dichloromethane for 1h; Vorbrueggen Nucleoside Synthesis; Inert atmosphere; Reflux; Stage #2: N-anthracenoyl-3,3-dimethyl-5-acetoxy-1,2-isoxazolidine With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; Vorbrueggen Nucleoside Synthesis; Inert atmosphere; Reflux;	A 51% B 45%

...Expand

: 120-73-0
purine

: 36016-40-7
mesitylenesulfonylhydroxylamine

: 1-aminopurinium mesitylenesulfonates

Conditions

Conditions	Yield
In methanol; dichloromethane for 4h; Product distribution; Ambient temperature; reactions of derivatives;	45%
In methanol; dichloromethane for 4h; Ambient temperature;	45%

: 120-73-0
purine

: 4637-24-5
N,N-dimethyl-formamide dimethyl acetal

A: 18346-04-8
7-methylpurine

B: 20427-22-9
9-methylpurine

Conditions

Conditions	Yield
In toluene for 6h; Heating;	A 45% B 30%

...Expand

: 120-73-0
purine

: 5983-09-5
2',3'-Dideoxyuridine

: 126502-08-7
1-C-(purin-N9-yl)-1,2,3-dideoxy-β-D-erythro-furanose

Conditions

Conditions	Yield
at 50℃; for 4h; Escherichia coli JA-300 cells, pH = 6.5;	43%

: 120-73-0
purine

: 74-88-4
methyl iodide

A: 18346-04-8
7-methylpurine

B: 20427-22-9
9-methylpurine

Conditions

Conditions	Yield
With sodium hydride In N,N-dimethyl-formamide 1.) 0 deg C, 20 min, 2.) 2 h;	A 15% B 40%

...Expand

: 553-90-2
Dimethyl oxalate

: 120-73-0
purine

: 20427-22-9
9-methylpurine

Conditions

Conditions	Yield
With potassium tert-butylate In N,N-dimethyl-formamide for 1h; Heating;	37%
With potassium tert-butylate In N,N-dimethyl-formamide Heating;	37%

: cis-[Ru(2,2':6',2''-terpyridine)(2-(2'-hydroxyphenyl)benzoxazole)(H2O)](PF6)2*3H2O

: 120-73-0
purine

: cis-[Ru(2,2':6',2''-terpyridine)(2-(2'-hydroxyphenyl)benzoxazole)(purine)](PF6)*2H2O

Conditions

Conditions	Yield
In water for 42h;	37%

: 1233334-18-3
10-(3-bromo-propoxy)-(20S)-7-ethyl-camptothecin

: 120-73-0
purine

: 1233334-32-1
10-(3-purinyl-propoxy)-(20S)-7-ethyl-camptothecin

Conditions

Conditions	Yield
In dimethyl sulfoxide at 50℃; for 72h;	32%

: 1570134-59-6
N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-2-methylbenzamide

: 120-73-0
purine

A: N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-2-methyl-6-(9H-purin-9-yl)benzamide

B: N-(2-(4,5-dihydrooxazol-2-yl)phenyl)-2-methyl-6-(7H-purin-7-yl)benzamide

Conditions

Conditions	Yield
With copper diacetate; sodium carbonate In dimethyl sulfoxide at 90℃; for 5h; Sealed tube;	A 32% B 24%

...Expand

: 20019-11-8
2,2,4,4-tetramethyl-3-methylenecyclobutan-1-one

: 120-73-0
purine

: 125092-17-3
9-(3,3,5,5-Tetramethyl-4-methylene-tetrahydro-furan-2-yl)-9H-purine

Conditions

Conditions	Yield
In acetonitrile for 78h; Irradiation;	31%

: 58305-05-8
(2-benzoyloxyethyl)oxymethyl chloride

: 120-73-0
purine

: 75128-56-2
9-(2-benzoyloxyethoxymethyl)-purine

Conditions

Conditions	Yield
Stage #1: purine With lithium diisopropyl amide In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Stage #2: (2-benzoyloxyethyl)oxymethyl chloride In N,N-dimethyl-formamide at 20℃; for 26h;	28%

: 694-28-0
2-chlorocyclopentanone

: 120-73-0
purine

: 2-(7H-Purin-7-yl)cyclopentan-1-one

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 50℃; for 24h;	26%

Purine Chemical Properties

IUPAC Name: 7H-Purine
Molecular formula: C₅H₄N₄
Molecular Weight: 120.11 g/mol
Canonical SMILES: C1=C2C(=NC=N1)N=CN2
InChI: InChI=1S/C5H4N4/c1-4-5(8-2-6-1)9-3-7-4/h1-3H,(H,6,7,8,9)
EINECS: 204-421-2
Classification Code: Mutation data; Tumor data
Melting Point: 214-217 °C(lit.)
storage temperatyre: 2-8 °C
Water Solubility: 400 g/L (20 °C)
Index of Refraction: 1.737
Molar Refractivity: 32.8 cm³
Molar Volume: 81.5 cm³Surface Tension: 92.8 dyne/cm
Density: 1.472 g/cm³
Flash Point: 225.4 °C
Enthalpy of Vaporization: 65.22 kJ/mol
Boiling Point: 424 °C at 760 mmHg
Vapour Pressure of Purine (CAS NO.120-73-0): 5.27E-07 mmHg at 25 °C

Purine History

The name 'Purine' (purum uricum) was coined by the German chemist Emil Fischer in 1884. He synthesized it for the first time in 1899.The starting material for the reaction sequence was uric acid , which had been isolated from kidney stones by Scheele in 1776.Uric acid was reacted with PCl5 to give 2,6,8-trichloropurine, which was converted with HI and PH4I to give 2,6-diiodopurine. This latter product was reduced to purine using zinc-dust.

Purine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD10	unreported	400mg/kg (400mg/kg)	BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE	Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970.
rat	LD50	intraperitoneal	800mg/kg (800mg/kg)		Advances in Teratology. Vol. 3, Pg. 181, 1968.

Purine Consensus Reports

EPA Genetic Toxicology Program.

Purine Safety Profile

Poison by intraperitoneal route. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NO_x.
Safety Statements: 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
WGK Germany: 3
RTECS: UO7450000

Purine Specification

Purine (CAS NO.120-73-0), its Synonyms are 1H-Purine ; 3,5,7-Triazaindole ; 6H-Imidazo(4,5-d)pyrimidine ; 7H-Imidazo(4,5-d)pyrimidine ; 7H-Purine ; 9H-Purine ; Imidazo(4,5-d)pyrimidine ; Isopurine . It is very slightly yellow to cream crystalline powder.

Product Name

Purine

Synthetic route

Purine Chemical Properties

Purine History

Purine Toxicity Data With Reference

Purine Consensus Reports

Purine Safety Profile

Purine Specification

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