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2-Aminopurine

  • CAS No.: 452-06-2
  • Purity: 99%
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  • Molecular Formula: C5H5N5
  • Molecular Weight: 135.128
  • Appearance/Colour: White to light yellow crystal powder 
  • Vapor Pressure: 0.00172mmHg at 25°C 
  • Melting Point: 280-282 °C(lit.) 
  • Refractive Index: 1.954 
  • Boiling Point: 616.3 °C at 760 mmHg 
  • PKA: 8.02±0.20(Predicted) 
  • Flash Point: 362.9 °C 
  • PSA: 80.48000 
  • Density: 1.612 g/cm3 
  • LogP: 0.51630 

2-Aminopurine(Cas 452-06-2) Usage

Biochem/physiol Actions

2-Aminopurine (2AP) is an analog of guanosine and adenosine, which can base pair with cytosine and thymine. It is used as a fluorescent probe in nucleic acid structure and dynamics. 2-Aminopurine (2-AP) inhibits double-stranded RNA-dependent protein kinase, protein kinase R (PKR).

Safety Profile

Mutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.

Definition

ChEBI: The parent compound of the 2-aminopurines, comprising a purine core carrying an amino substituent at the 2-position.

InChI:InChI=1/C5H5N5/c6-5-7-1-3-4(10-5)9-2-8-3/h1-3H,(H2,6,8,9,10)

452-06-2 Relevant articles

Structure of amipurimycin, a nucleoside antibiotic having a novel branched sugar moiety

Goto,Toya,Ohgi,Kondo

, p. 1271 - 1274 (1982)

-

Meteorites as catalysts for prebiotic chemistry

Saladino, Raffaele,Botta, Giorgia,Delfino, Michela,Di Mauro, Ernesto

, p. 16916 - 16922 (2014/01/06)

From outer space: Twelve meteorite speci...

Synthesis and degradation of nucleic acid components by formamide and iron sulfur minerals

Saladino, Raffaele,Neri, Veronica,Crestini, Claudia,Costanzo, Giovanna,Graciotti, Michele,Di Mauro, Ernesto

experimental part, p. 15512 - 15518 (2009/03/12)

We describe the one-pot synthesis of a l...

Nucleoside analogue phosphates for topical use

-

, (2008/06/13)

Compositions for topical use in herpes v...

4'-substituted nucleosides

-

, (2008/06/13)

Nucleosides compounds of Formula I: STR1...

452-06-2 Process route

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

formamide

Pyrimidin-2(1H)-one
557-01-7

Pyrimidin-2(1H)-one

carbodiimide
151-51-9,25215-75-2

carbodiimide

isocytosine
108-53-2,145358-63-0,674-97-5,176772-97-7

isocytosine

purine
120-73-0,149297-77-8,51953-03-8

purine

7H-purin-2-amine
452-06-2,849611-62-7,191236-69-8

7H-purin-2-amine

adenine
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

urea
57-13-6

urea

Conditions
Conditions Yield
With iron sulfide; at 160 ℃; for 48h;
2-Amino-6-chloropurin
10310-21-1

2-Amino-6-chloropurin

9H-purin-2-amine
452-06-2

9H-purin-2-amine

Conditions
Conditions Yield
In hydrogenchloride; at 50 ℃; electrolysis, -0.75V, initial current 50-60 mA;
85%
palladium on charcoal; In sodium hydroxide; water;

452-06-2 Upstream products

  • 4394-85-8
    4394-85-8

    4-morpholinecarboxaldehyde

  • 3546-50-7
    3546-50-7

    pyrimidine-2,4,5-triamine

  • 77287-34-4
    77287-34-4

    formamide

  • 33512-51-5
    33512-51-5

    2-(methylthio)-9H-purine

452-06-2 Downstream products

  • 2308-57-8
    2308-57-8

    1,3-dihydro-2H-purin-2-one

  • 1598-61-4
    1598-61-4

    2-fluoro-7(9)H -purine

  • 226247-80-9
    226247-80-9

    2-amino-9-benzyl-9H-purine

  • 143883-60-7
    143883-60-7

    methyl 3-(2-amino-9H-purin-9-yl)propionate

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