2-Pyrrolidinone,1-(4-methoxybenzoyl)-

The Aniracetam is an ampakine and nootropic of the racetam chemical class with the formula C₁₂H₁₃NO₃. The IUPAC name of this chemical is 1-(4-methoxybenzoyl)pyrrolidin-2-one. With the CAS registry number 72432-10-1, it is also named as 1-(4-Methoxybenzoyl)-2-pyrrolidinone; Draganon. The product's categorie is Glutamate.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 0.27; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.27; (4)ACD/LogD (pH 7.4): 0.27; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 33.46; (8)ACD/KOC (pH 7.4): 33.46; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Index of Refraction: 1.573; (13)Molar Refractivity: 58.46 cm3; (14)Molar Volume: 177.2 cm3; (15)Polarizability: 23.17 10-24cm3; (16)Surface Tension: 49.2 dyne/cm; (17)Enthalpy of Vaporization: 65.05 kJ/mol; (18)Vapour Pressure: 1.34E-06 mmHg at 25°C; (19)Rotatable Bond Count: 2; (20)Tautomer Count: 2; (21)Exact Mass: 219.089543; (22)MonoIsotopic Mass: 219.089543; (23)Topological Polar Surface Area: 46.6; (24)Heavy Atom Count: 16.

Preparation of Aniracetam: It can be obtained by pyrrolidin-2-one and 4-methoxy-benzoyl chloride with the reagent Et₃N in the solvent tetrahydrofuran at the temperature of 0-20 °C. The yield is 83 %.

Uses of Aniracetam: It has also been shown to selectively modulate the AMPA glutamate receptor and was used as the parent compound to derive a class of drugs known as the ampakines which are being investigated as nootropics and neuroprotective drugs for the treatment of Alzheimer's disease and other neurodegenerative conditions. Despite the fat solubility of aniracetam its half-life is much shorter than common racetam analogs such as Piracetam. Side effects can include nausea and headache.

People can use the following data to convert to the molecule structure.
1. SMILES: O=C2N(C(=O)c1ccc(OC)cc1)CCC2;
2. InChI: InChI=1/C12H13NO3/c1-16-10-6-4-9(5-7-10)12(15)13-8-2-3-11(13)14/h4-7H,2-3,8H2,1H3.

The following are the toxicity data which has been tested.