3-Methyladenine

3-Methyladenine is a PI3K inhibitor. 3-Methyladenine is a widely used inhibitor of autophagy via its inhibitory effect on class III PI3K.

3-methyladenine is a methyladenine that is adenine substituted with a methyl group at position N-3. It has a role as a human metabolite and an autophagy inhibitor.

General procedure: A suspension of [Pt(CO3)(PPh3)2]·CH2Cl2 (1) and [Pt(CO3)(dppe)](2), respectively (100 mg) in methanol (10 mL) was reacted with 1.1equivalents of the respective adenine derivative with stirring for 24 h atroom temperature. After addition of 1.1 equivalents of Tl[PF6] the reactionmixture was stirred for further 24 h. Then, the reaction mixturewas filtered over Kieselgur, which was washed with methanol(3 × 5 mL). The volume of the combined methanolic solutions wasreduced in vacuum down to about 0.5 mL. Addition of diethyl etherresulted in precipitation of the product, which was filtered off, washedwith diethyl ether and dried in vacuum.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.General procedure: In a Kitasato flask, Cu2CO3(OH)2 (0.25 mmol) was reacted with0.5 mmol of the corresponding iminodiacetic-like acids H2IDA (1, 4, 11), H2MIDA (5, 10, 12), H2EIDA (13), H2FurIDA (8), H2NBzIDA (6, 14), H2MEBIDA (15), H2CBIDA (2, 9, 16) and H2NamIDA (3, 7) in 60 mL ofdistilled water with heating (50 C), stirring and moderate vacuum.Once a clear blue solution of the binary chelate was obtained, thecorresponding Meade ligand (0.5 mmol) was added: 1Meade (1-3), 3Meade (4-9), 7Meade (10), 9Meade (11-16). The solution was leftreacting for one hour. Afterwards, it was filtered in a crystallizationdevice (to remove possible un-reacted materials) and stood at r.t. coveredwith a plastic film to control the evaporation of the solvents.

A multi-use inhibitor that protects cerebellar granule cells from apoptosis.

Molecular Weight:149.15
XLogP3:-0.2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:149.07014524
Monoisotopic Mass:149.07014524
Topological Polar Surface Area:68.1
Heavy Atom Count:11
Complexity:211
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes