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