Acids and Bases Flashcards

1
Q

Advantages of generic name

A
  • short and gives info about what the drug is used for
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2
Q

Disadvantages of generic name

A
  • little to no structural information
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3
Q

Advantages of IUPAC

A
  • used by researchers, particularly in chemical sciences to be structurally precise
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4
Q

Disadvantages of IUPAC

A
  • too long for easy use
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5
Q

Advantages of proprietary name

A
  • sounds good
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6
Q

Disadvantages of proprietary name

A
  • typically no useful information
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7
Q

USAN

A
  • attempted to systematize non-proprietary names of new compounds
  • considers several criteria in evaluating potential names
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8
Q

Who else must consent to a new name?

A

INN

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9
Q

What can the hybridization of an atom tell you?

A
  • number of atoms attached
  • geometry around the atom
  • recognize available p orbitals for delocalization
  • amount of s and p character
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10
Q

Delocalization

A
  • spread election density charge
  • greatly increases the stability of molecules
  • profound effects on a functional groups reactivity and acid/base chemistry (drug properties)
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11
Q

Aromaticity

A
  • 4n + 2 pi electrons
  • planar
  • cyclic
  • every atom in ring must participate in delocalizing the pi electrons
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12
Q

Hydrocarbon properties

A
  • unless very large, tend to be liquid/gases at room temp
  • hydrophobic
  • poor solubility in water
  • expect a drug with a large hydrocarbon content to have poor bioavailability (doesn’t distribute well in biological fluids)
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13
Q

KaS/pKaS

A

measure of how well a compound donates a proton (H0

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14
Q

hydrophilicity

A
  • charge contributes
  • doesn’t have to be charged
  • these properties have major impact on diffusion/crossing biological barriers/absorption
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15
Q

With hydrophilicity you can predict

A
  • duration of action
  • bioavailability
  • first pass extraction/metabolism
  • CNS activity
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16
Q

How do we measure hydrophilicity?

A
  • participation coefficient (LogP)

= distribution coefficient (LogD)

17
Q

Partition coefficient

A
  • based on log scale, so every whole number is a 10 fold difference
  • utilized for compounds that don’t charge
  • water: 1-octanol
18
Q

Distribution coefficient

A
  • utilized for compounds that can become charged
  • most drugs can form charges under physiological conditions
  • Buffer (pH): 1-octanol
19
Q

Hydrophilicity and passive diffusion

A
  • compounds that are very hydrophilic and/or charged typically have a hard time crossing membranes
  • drugs diffuse more quickly when they are un-charged/un-ionized and lipophilic
  • drugs are retained in higher concentrations in compartments where the pH is favorable to the ionized form
  • forms pH partition hypothesis