SAR of Benzodiazipines

2,661 views 12 slides Jul 08, 2020
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S h a s h i k e s h S h u k l a S t u d e n t D r . K N M I P E R

SAR O f B e n z o d i a z i p i n e s S A R m e a n s structure activity r e l a t i o n s h i p

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1. Electron w i t h d r a w i n g g r o u p a t p o s i t i o n 7 i s e s s e n t i a l f o r a c t i v i t y . e x d i a z e p a m

2 . R e p l a c e m e n t o f b e n z e n e r i n g w i t h h e t e r o c y c l i c r i n g r e s u l t a t e d i n c o m p o u n d w i t h h i g h e r a c t i v i t y .

3 . I n r i n g B a m e t h y l g r o u p a t n i t r o g e n a t o m i n f i r s t p o s i t i o n i n c r e a s e t h e a c t i v i t y . e x d i a z e p a m

4 . C a b o n y l g r o u p a t s e c o n d p o s i t i o n i s nec e s s a r y f o r a c t i v i t y .

5 . R e p l a c e m e n t o f h y d r o g e n w i t h h y d r o x y g r o u p a t p o s i t i o n 3 r e s u l t i n c o m p u o n d with l o w a c t i v i t y . O x a z e p a m

6 . S a t u r a t i o n of d o u b l e b o n d a t 4 - 5 p o s i t i o n r e d u c e a c t i v i t y o f c o m p o u n d .

7 . A p h e n y l substitution a t p o s i t i o n 5 i s e s s e n t i a l f o r a c t i v i t y a n d replacement w i t h h e t e r o c y c l i c r i n g g i v e s c o m p o u n d w i t h s u f i c i e n t a c t i v i t y .

8 . E l e c t r o n e g a t i v e substitution i n r i n g C a t Ortho p o s i t i o n o r b o t h e r Ortho p o s i t i o n i s g o o d f o r a c t i v i t y .

9 . P r e s e n c e o f t i a z o l ring o n a l p h a p h a s e o f b e n z o d i a z i p i n e s w i l l r e s u l t i n c o m p o u n d w i t h m o r e a c t i v i t y . E x a l p r a z o l a m