N6-Methyladenine
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N6-Methyladenine
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CAS No:
443-72-1
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Formula:
C6H7N5
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Chemical Name:
N6-Methyladenine
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Synonyms:
9H-Purin-6-amine,N-methyl-;Adenine,N-methyl-;1H-Purin-6-amine,N-methyl-;N-Methyl-9H-purin-6-amine;6-MAP;N6-Methyladenine;6-Methyladenine;N6-Monomethyladenine;6-Mono(methylamino)purine;6-(Methylamino)purine;N-Methyl-6-aminopurine;6-N-Methyladenine;N6-Methylaminopurine;6-(N-Methylamino)purine;NSC 11580
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CAS No:
Description
ChEBI: A 6-alkylaminopurine that is 9H-purin-6-amine substituted by a methyl group at the amino nitrogen.
Solid
6-methyladenine is a methyladenine that is 9H-purin-6-amine substituted by a methyl group at the amino nitrogen. It has a role as a human metabolite. It is a 6-alkylaminopurine and a methyladenine.
Characteristics
66.5
0.6
Solid
1.476g/cm3
312-314 °C (decomp)
492.9°C at 760 mmHg
251.9ºC
1.792
1.18 mg/mL at 20 °C
Drug Information
Substances that are destructive to protozoans. (See all compounds classified as Antiprotozoal Agents.)|Any of the hormones produced naturally in plants and active in controlling growth and other functions. There are three primary classes: auxins, cytokinins, and gibberellins. (See all compounds classified as Plant Growth Regulators.)
6-methyladenine
N6-Methyladenine Use and Manufacturing
1-[4-(6-(Methylamino)purin-9-yl)phenyl]-3-[3-(4-methylpiperazin-1-ylmethyl)-5-(trifluoromethyl)-phenyl]urea (Table 2, Compound 25) Step A Preparation of methyl-(9H-purin-6-yl)amine [Show Image]In 20 mL of a 40percent methylamine methanol solution and 20 mL of ethanol, 12.5 g (79 mmol) of 6-chloropurin was dissolved and the solution was sealed in a tube and stirred in the tube at 120°C for four hours. The reaction solution was concentrated, and then triturated with water and collected on a filter, washed with water, and then vacuum dried to obtain 10.78 g (90percent) of methyl-(9H-purin-6-yl)amine as a white solid. EXAMPLE 30
N6-Methyladenine is a modified purine that is commonly found in genomes of prokaryotes, protists, and plants. It is less common in higher eukaryotes and extremely rare in mammals. Like methylation of other DNA residues, N6-methyladenine represents an epigenetic modification that can affect diverse DNA functions, including replication, repair, and expression.
Computed Properties
Molecular Weight:149.15
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:1
Exact Mass:149.07014524
Monoisotopic Mass:149.07014524
Topological Polar Surface Area:66.5
Heavy Atom Count:11
Complexity:139
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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