2-Aminopurine

2-Aminopurine Basic information
Product Name:2-Aminopurine
Synonyms:1H-PURINE-2-AMINE;2-AMINOPURINE, HYDROCHLORIDE;2-AMINOPURINE;1H-Purin-2-amine;4-purinamine;2-amino-purin;9H-Purin-2-amine;SQ 22,451
CAS:452-06-2
MF:C5H5N5
MW:135.13
EINECS:207-197-4
Product Categories:Heterocycles;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nucleic acids;Bases & Related Reagents;PYRIMIDINE;Purine;Nucleotides and Nucleosides;Purines;Nucleotides;Nucleoside Analogs;Nucleosides, Nucleotides, Oligonucleotides;Biochemicals and Reagents
Mol File:452-06-2.mol
2-Aminopurine Structure
2-Aminopurine Chemical Properties
Melting point 280-282 °C (lit.)
Boiling point 238.81°C (rough estimate)
density 1.3795 (rough estimate)
refractive index 1.7000 (estimate)
storage temp. 2-8°C
solubility Aqueous Acid (Slightly), Methanol (Slightly, Heated)
form Amorphous Powder
pka8.02±0.20(Predicted)
color Light beige
Stability:Hygroscopic
InChIKeyMWBWWFOAEOYUST-UHFFFAOYSA-N
CAS DataBase Reference452-06-2(CAS DataBase Reference)
NIST Chemistry ReferencePurine, 2-amino-(452-06-2)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-20/21/22
Safety Statements 22-36-26
WGK Germany 3
RTECS UO7475000
HS Code 29349990
Toxicitymmo-sat 100 mg/PLATE MUREAV 111,283,83
MSDS Information
ProviderLanguage
9H-Purin-2-amine English
ACROS English
SigmaAldrich English
2-Aminopurine Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powder
UsesA probe of structural dynamics and charge transfer in DNA .
Uses2-Aminopurine has been used to inhibit eukaryotic initiation factor-2α (eIF2α)-phosphorylation of osteoarthritis (OA) chondrocytes.
UsesA probe of structural dynamicas and charge transfer in DNA
DefinitionChEBI: The parent compound of the 2-aminopurines, comprising a purine core carrying an amino substituent at the 2-position.
Biochem/physiol Actions2-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 ProfileMutation data reported. Whenheated to decomposition it emits toxic fumes of NOx.
2-Aminopurine Preparation Products And Raw materials
Raw materialsAmipurimycin-->6-Chloroguanine
Preparation ProductsFamciclovir-->2-(Methylthio)-9H-purine-->2-Hydroxypyrimidine
GUANERAN 6-[(phenylmethyl)thio]-1H-purin-2-amine 2-AMINOPURINE RIBOSIDE 2-Amino-6-chloropurine-9-riboside 2-Aminopurine EC 2.6.1.2 6-MERCAPTO-2-AMINOPURINE RIBOSIDE 2-AMINOPURINE NITRATE,2-AMINOPURINE NITRATE SALT 6-CHLORO-2-AMINOPURINE 2-DIMETHYLAMINO-6-HYDROXYPURINE 2-PHENYLAMINOADENOSINE Triallylamine Purine 2,6-DIAMINO-8-PURINOL HEMISULFATE Bis(2-ethylhexyl)amine NBTGR 2-aminopurine-6,8-diol 2,6-DIAMINOPURINE SULFATE

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