3-methyl-3H-purin-6-amine

• ChemBase ID: 3726
• Molecular Formular: C6H7N5
• Molecular Mass: 149.15328
• Monoisotopic Mass: 149.07014525
• SMILES: Cn1cnc(N)c2ncnc12
• Canonical SMILES: Nc1ncn(c2c1ncn2)C
• InChI: InChI=1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3H,7H2,1H3
• InChIKey: FSASIHFSFGAIJM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-methyl-3H-purin-6-amine
• IUPAC Traditional name: 3-methyladenine
• Synonyms: 3-Methyladenine; 6-Amino-3-methylpurine; 3-Methyladenine; 3-MA; 3-Methyl-3H-purin-6-amine; 3-Methyl-6-aminopurine; 3-Methyladenine; N3-Methyladenine; NSC 66389; 3-Methyl Adenine; 3-Methyl-3H-purin-6-aMine

Database IDs

• CAS Number: 5142-23-4
• EC Number: 225-908-6
• MDL Number: MFCD00010531
• Beilstein Number: 146087
• PubChem SID: 24846202; 46506534; 160967164
• PubChem CID: 1673

CALCULATED PROPERTIES

JChem

• Acid pKa: 17.300232
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.30869016
• LogD (pH = 7.4): -0.30735373
• Log P: -0.30733666
• Molar Refractivity: 41.496 cm^3
• Polarizability: 15.105975 Å^3
• Polar Surface Area: 69.62 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.14
• LOG S: -1.92
• Solubility (Water): 1.81e+00 g/l

PROPERTIES

Physical Property

• Melting Point: ~300 °C (dec.)(lit.)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• RTECS: AU6520000
• German water hazard class: 3

Pharmacology Properties

• Target: PI3K

Product Information

• Purity: ≥98.0% (HPLC); 98%
• Grade: purum
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C6H7N5

DETAILS

MP Biomedicals - 02155459

(6-Amino-3-methylpurine)

DrugBank - DB04104

Drug information: experimental

Toronto Research Chemicals - M275904

3-MA inhibits autophagy by blocking autophagosome formation via the inhibition of type III Phosphatidylinositol 3-kinases (PI-3K). For use as an autophagy inhibitor, 3-MA is typically used at a concentration of 5 mM.

REFERENCES

• Munafo, D., et al.: J. Cell Sci., 114, 3619 (2001)
• Aggarwal, B., et al.: Biochem. Pharmacol., 71, 1397 (2001)
• Hayat, M., et al.: Oncologist, 12, 20 (2001)
• Prasad, S., et al.: J. Biol. Chem., 286, 5546 (2001)