Muscarinic receptor antagonists

A compound selected from:

• (1-Benzyl-1H-imidazol-2-yl)methyl benzyl(phenyl)carbamate (Compound No. 1);
• 2-(2-Methyl-1H-imidazol-1-Dethyl benzyl(phenyl)carbamate (Compound No. 2);
• 2-(2-Methyl-1H-imidazol-1-yl)ethyl phenyl[4-(trifluoromethyl)benzyl]carbamate (Compound No. 3);
• (1-Benzyl-1H-imidazol-2-yl)methyl phenyl [4-(trifluoromethyl)benzyl carbamate] (Compound No. 4);
• 2-(1H-imidazol-1-yl)ethyl benzyl(phenyl)carbamate (Compound No. 5);
• (1-Benzyl-1,2,3,6-tetrahydropyridin-4-yl)methyl benzyl(phenyl)carbamate (Compound No. 6);
• Pyridin-3-ylmethyl phenyl[4-(trifluoromethyl)benzyl]carbamate (Compound No. 7);
• Pyridin-3-ylmethyl benzyl(phenyl)carbamate (Compound No. 8);
• Pyridin-2-ylmethyl benzyl(phenyl)carbamate (Compound No. 9);
• (1-Benzyl-1,2,5,6-tetrahydropyridin-3-yl)methyl benzyl(phenyl)carbamate (Compound No. 10);
• Pyridin-4-ylmethyl benzyl(phenyl)carbamate (Compound No. 11);
• 2-(1H-Imidazol-1-yl)ethyl phenyl[4-(trifluoromethyl)benzyl]carbamate (Compound No. 12).

A pharmaceutical composition comprising one or more compounds of Formula I

• or a pharmaceutically accepted salts, pharmaceutically acceptable solvates, enantiomers, diastereomers, polymorphs or N-oxides thereof, wherein
• Het is heterocyclyl or heteroaryl wherein nitrogen atom in heterocyclyl ring may also be quaternized to form a quaternary ammonium salts,
• X is O, S or NR1 (wherein R1 is as defined below);
• Y is no atom or —(CH2)n;
• n is an integer from 1 to 6;
• Z is —NHR2, —N(R2)2 (wherein R2 is as defined below), aryl or cycloalkyl;
• R1 is hydrogen, alkyl or aralkyl;
• R2 is independently selected from alkyl, aryl, aralkyl, heteroaryl, cycloalkyl, heterocyclyl, heterocyclylalkyl or heteroarylalkyl;

The method of preparing a compound of Formula VI and its pharmaceutically acceptable salts, pharmaceutically acceptable solvates, esters, enantiomers, diastereomers, N-oxides, polymorphs, prodrugs or metabolites,

• wherein the reaction comprises of following steps:
• a. reacting a compound of Formula II
• (R2)2NH Formula II
• with a compound of Formula III
• hal-COORz Formula III
• to form a compound of Formula IV,
• b. reacting a compound of Formula IV with a compound of Formula V
• het-Y—OH Formula V
• to give a compound of Formula VI
• reducing a compound of Formula VI (when het is pyridyl) followed by reaction with a compound of Formula P-hal to give a compound of Formula VII
• wherein
• Het is heterocyclyl or heteroaryl wherein nitrogen atom in heterocyclyl ring may also be quaternized to form a quaternary ammonium salts,
• Y is no atom or —(CH2)n;
• R2 is independently selected from alkyl, aryl, aralkyl, heteroaryl, cycloalkyl, heterocyclyl, heterocyclylalkyl or heteroarylalkyl;
• Rz is alkyl or aryl;
• hal Cl, Br or I;
• P is selected from alkyl, cycloalkyl, heteroaryl, heterocyclyl, heteroarylalkyl, heterocyclylalkyl, aralkyl, —C(═O)OC(CH3)3, —C(═O)OC(CH3)2CHBr2 or —C(═O)OC(CH3)2CCl3;