Drill: Draw & name 5 isomers of C 3 H 5 NO
Important Amines
Amino Acids NH 2 O R C C H OH
Glycine NH 2 O H C C H OH
Alanine NH 2 O H 3 C C C H OH
Phenylalanine H 2 N O -CH 2 -CH-C-OH
Phenylalanine is changed to tyrosine by the enzyme phenylalanine oxidase (hydroxylase)
Tyrosine H 2 N O -CH 2 -CH-C-OH HO
Excess phenylalanine is broken down by amine removal to phenylpyruvic acid
Phenylpyruvic Acid O O -CH 2 -C-C-OH
Neurotransmitters Transmit chemical signals in the synapse between nerve cells as well as other places
Phenol OH
Catachol OH
Catacholamine H 2 N R OH OH
A large number of neurotransmitters are derivatives of catacholamine
Phenylalanine H 2 N O -CH 2 -CH-C-OH
Tyrosine H 2 N O -CH 2 -CH-C-OH HO
l -DOPA H 2 N O -CH 2 -CH-C-OH HO
Dopamine -CH 2 -CH 2 -NH 2 HO
Norepinephrine OH -CH-CH 2 -NH 2 HO
Epinephrine OH CH 3 -CH-CH 2 -N H HO
Amphetamine 1-phenyl-2-propylamine CH 3 -CH 2 -CH-NH 2 Upper
Methylamphetamine CH 3 CH 3 -CH 2 -CH-NH Upper
Seratonin HO N CH 2 -CH 2 -NH 2 H
Ephedrine OH CH 3 -CH 2 -CH 2 -NH 2 Decongestant
Neosynephrine OH CH 3 -CH-CH 2 -N H Decongestant HO
Draw & Name 5 isomers of: C 3 H 7 NO
Histamine NN H CH 2 -CH 2 -NH 2
Benadryl CH 3 - CH-O-CH 2 -CH 2 -N CH 3 Antihistamine
Barbiturates
Barbituric Acid O O O N N H H
Add Na to get Sodium Barbiturate O O O N: -1 N Na +1 H
Barbital O O O N N H H
Phenobarbital O O O N N H H
Alkaloids
Tropane N CH 3
Cocaine N CH 3 O O O O
Opiates
Morphine O HOOH N CH 3
Isoprene Terpenes
Myrcene 10 carbons
Terpenes 5 C - isoprene 10 C – myrceneBO 15 C – farneseneCit 30 C – squalene SLO 40 C – lycopenePP
Cyclopentanophenanthrene Steroids
Cholestane
HO Cholesterol
Lab: Today Review: Tuesday Test: Thursday
Drill: Draw & Name 5 isomers of: C 3 H 7 NO
Test Review
Know Common Amines, Amides, & Nitriles
Amine production
Predict All for Rxns in Base: Isopropyl iodide + ammonia Phenyl bromide + methylamine 1-iodobutane + diethylamine
Amide production
Predict All For: Acetic acid + ammonia Formic acid + ethylamine Benzoic acid + dimethylamine
Nitrile production
Predict all for the dehydration of: Benzoamide Propanoamide
Hydrolysis Synthesis of: Esters & Amines
Hydrolysis of: Amides & Nitriles
Predict all for the hydrolysis of: 3-phenylpropanoamide octanoamide
Aminolysis Rxns
Predict all for the aminolysis of: Phenylformate Aceticbutanoic anhydride
Know general neuro- transmitters
ORGANIC HW For Monday: Work 1 – 20 on the Final Review