A novel series of 3-alkyl Amino Quinazoline 4-(3H) one derivative was prepared by a methodical and facile method. Substitution of phenyl group at 2nd position in the novel quinazoline derivative ring system for exceeding Analgesic activity and Anti-anxiety activity. Synthesis of novel Substituted 3-alkyl Amino Quinazoline 4-(3H)-one derivatives were synthesized where Intermediate I (2-amino-N-(2 aminoethyl benzamide) and intermediate II {3-(2-aminoethyl)-2-(chloromethyl) quinazoline-4(3H)-one)} were the two intermediates formed during the synthesis of novel molecules and total twelve compounds (I1- I4 & I17 - I24) were derived and was evaluated for Analgesic activity and Anti-anxiety activity. Analytical and statistical verification was performed on each molecule that was synthesized. Binding energy and RMSD value were calculated with respect to ligand-receptor interaction with the aid of various docking software. Two intermediates were formed during the synthetic scheme. Anti-anxiety and analgesic activity were evaluated with the help of the tale flick method and elevated plus maize test. Estimated six compounds were more potent (I1, I2, I3, I17, I19and I24) and estimated eight compounds (I1-I4) & (I17, I19, I21 and I24) showed moderate analgesic activity out of twelve compounds (I1-I4) & (I17-I24). Estimated ten compounds (I1,I3,I4,I17,I18,I20-I24) showed moderate anti-anxiety activity and six compounds (I17,I18, I20, I21, I22 and I23) were more potent out of twelve compounds (I1-I4) & (I17-I24). These compounds (I1-I4) as well as (I17 - I24) could be useful as a template for further design, optimization and investigation to produce a more active analogue. The absence of toxic symptoms or fatality rates in compounds assessed for acute toxicity 24 hours after ingestion suggests their high safety margin