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Alkane
Non reactive
Lipophilic
Van der wals

Alkene
Non reactive
Lipophilic
Van der wals

Aromatic ring
Non reactive
Lipophilic
Van der wals

Halogenated Hydrocarbon
Van der wals

Aliphatic Alcohols
Hydrogen bond
Neutral under physiological conditions
Cannon ionize

Phenol
More acidic than alc, still neutral
Hydrogen bond
Dipole dipole

Ether
Hydrogen bond acceptor
Not good water water solubility

Thioether
Van der wals

Aldehyde
Rare in drugs
Equilibrium w enol

Ketone
Found in drugs
Equilibrium w enol

Enol
Equilibrium w aldehyde and ketone

Acetal-

Hemiacetal
Aldehyde in sugar

Ketal-

Hemiketal-

Amine
Most common in drugs
High water solubility

Quaternary ammonium salt
Permanently charged
ion dipole (charge making it more water soluble)
not acid or base

Carboxylic acid
Water soluble
Ionizable under physiological conditions

Ester
Prodrug

Amide
Water soluble
Ion-dipole

Carbonate
Prodrug
easily hydeolized
not stable

Carbamate
Prodrug
hydrolize
not stable

Urea
Water soluble

Amidine
Strong base
Easily pronated
Water soluble

Guanidine
Strong base
Easily pronated
Water soluble

Sulfonic acid
Strong acid
Easily ionizable
Ion dipole
Water soluble

Sulfonamide
Less water soluble than sulfonic acid

Nitrate
Charged
water soluble

Nitrite-
Neutral

Oxime
Neutral

Hydrazone

Hydrazine-

Hydrazide-

Oxirane
Highly strained
Highly reactive
Covalent drugs like anti cancer

Aziridine
Highly strained
Highly reactive
Covalent drugs like anti cancer


Pyrimidine
Cytosine

Thymine
Pyrimidine

Uracil
Pyrimidine

Adenine
Purine

Guanine
Purine
Amino acid
