3-Methyladenine - ≥98% , CAS No.5142-23-4

CAS: 5142-23-4 Cat. No.: M129496 Molecular Weight: 149.15 EC Number: 225-908-6

GRADE & PURITY ≥98%

Synonyms

3-MA | 3-methyl-3H-purin-6-amine (ACD/Name 4.0) | 3-Methyl-3H-purin-6-amine # | Purine, 3,6-dihydro-6-imino-3-methyl- | AC-28818 | FSASIHFSFGAIJM-UHFFFAOYSA-N | HY-19312 | W-202935 | 3899G64TKW | 3-Methyl-3H-adenine | 3-methyl-3H-purin-6-ylamine (ACD/Name

Storage

Room temperature

Shipped In

Normal

Overview

3-Methyladenine is a selective PI3K inhibitor for Vps34 and PI3Kγ with IC50 of 25 μM and 60 μM; blocks class I PI3K consistently, whereas suppression of class III PI3K is transient, and also blocks autophagosome formation.
A multi-use inhibitor that protects cerebellar granule cells from apoptosis.

Specifications

Synonyms

3-MA | 3-methyl-3H-purin-6-amine (ACD/Name 4.0) | 3-Methyl-3H-purin-6-amine # | Purine, 3, 6-dihydro-6-imino-3-methyl- | AC-28818 | FSASIHFSFGAIJM-UHFFFAOYSA-N | HY-19312 | W-202935 | 3899G64TKW | 3-Methyl-3H-adenine | 3-methyl-3H-purin-6-ylamine (ACD/Name

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Selective PI3K inhibitor. Inhibits the initial phase of the autophagy. Blocks autophagosome formation. Potentiates apoptosis. Inhibits protein degradation (IC 50 = 5 mM, rat hepatocytes).

Storage

Room temperature

Shipped In

Normal

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CN1C=NC(=N)C2=C1N=CN2
• IUPAC Name: 3-methyl-7H-purin-6-imine
• InChIKey: ZPBYVFQJHWLTFB-UHFFFAOYSA-N
• INCHI: 1S/C6H7N5/c1-11-3-10-5(7)4-6(11)9-2-8-4/h2-3,7H,1H3,(H,8,9)
• Isomeric SMILES: CN1C=NC(=N)C2=C1N=CN2
• WGK Germany: 3
• RTECS: AU6520000
• Molecular Weight: 149.15
• Reaxy-Rn: 512745
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=512745&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Imidazopyrimidines
      • Subclass Purines and purine derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Imidazopyrimidines
• Subclass: Purines and purine derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Purines and purine derivatives
• Alternative Parents: Pyrimidines and pyrimidine derivatives Imidazoles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine - Pyrimidine - Heteroaromatic compound - Imidazole - Azole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purines and purine derivatives. These are aromatic heterocyclic compounds containing a purine moiety, which is formed a pyrimidine-ring ring fused to an imidazole ring.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in DMSO (10 mg/ml), water (5 mg/ml), DMF (10 mg/ml), 95% ethanol, and 1N NaOH heating (30 mg/ml).
• Melt Point(°C): 300 °C(dec.)
• Molecular Weight: 149.150 g/mol
• XLogP3: -0.200
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.07 Da
• Monoisotopic Mass: 149.07 Da
• Topological Polar Surface Area: 68.100 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 211.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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