Basic information
- CAS
443-72-1- Standard SMILES
CNc1ncnc2nc[nH]c12- InChIKey
CKOMXBHMKXXTNW-UHFFFAOYSA-N- Molecular formula
- C6H7N5
- Average molar mass
- 149.15 g/mol
- Monoisotopic mass
- 149.07014522
Overview
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.
Names & identifiers
- Preferred name
- N6-Methyladenine
- IUPAC
- N-methyl-7H-purin-6-amine
- English name
- 6-(METHYLAMINO)PURINE
- Molecular formula
- C6H7N5
- Molecular weight
- 149.15
Names & synonyms
443-72-1N-methyl-7H-purin-6-amineN6-Methyladenine6-Methyladenine6-MethylaminopurineN6-Monomethyladenine1H-Purin-6-amine, N-methyl-6-MAPAdenine, N-methyl-W7IBY2BGAXNSC-11580CHEBI:28871
Show more names
N-METHYLADENINEN6-MethylademineN(Sup6)-Methyladenine
N(6)-methyladenineRefChem:105017207-137-76-(Methylamino)purineN-Methyl-9H-purin-6-amine6-Monomethylaminopurine(N-6)-MethyladenineMethyl(purin-6-yl)amine
Database identifiers
- CAS
443-72-1- PubChem CID
- 67955
- DTXSID
DTXSID1020857- ChEMBL
CHEMBL1738843- ChEBI
CHEBI:28871- UNII
- W7IBY2BGAX
- EC Number
- 207-137-7
- Nikkaji
- J128.125I
Properties
Computed structural properties
- XLogP
- 0.6
- Topological polar surface area
- 66.5 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 139
Experimental & physicochemical properties
Solubility1.18 mg/mL at 20 °C
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 300 °C · ≥300 °C
- Boiling point
- 256.3 · 256.3±50.0 °C(Predicted)
- Density
- 1.57 · 1.57±0.1 g/cm3(Predicted)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly, Heated), Methanol (Slightly, Heated)
- form
- Solid
- pka
- 9.61 · 9.61±0.20(Predicted)
- color
- White to Light Grey
- Major Application
- general analyticallife science and biopharmametabolomics
- InChI
- InChI=1S/C6H7N5/c1-7-5-4-6(10-2-8-4)11-3-9-5/h2-3H,1H3,(H2,7,8,9,10,11)
- InChIKey
- CKOMXBHMKXXTNW-UHFFFAOYSA-N
Safety & regulation
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- F
- 10-23
- wgk
- 3
- hs_code
- 2933998090
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H332-H335
- Precautionary statements
- P280-P305+P351+P338-P310
Chemistry & industry
Applications
UsesN6-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.
Uses6-(Methylamino)purine, 6-methylade is a reagent for substitution of adenine nucleotide analogs containing bicyclohexane ring system locked in northern conformation enhanced potency as py receptor antagonists. Adenine methylation as an epigenic mark has been observed in single-celled organisms and also rarely in mamalian cells.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
7 records
Compound notes
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