Heterocycles Reversed Flashcards by Karlo Sison

Q

saturated 8-membered heterocycles

unsaturated

A

-ocane

-ocine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

azepine

-ine 7 membered UNSATURATED

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

benzoxazole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

benzothiazole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

cabapenems

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

pKa’s of

Pyridine

Pyridazine

Pyrimidine

Pyrazine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

carbacephems

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

Aziridine

-idine for Nitrogens (3 membered staturated)

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

penam

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

tetrazole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

morpholine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

1,2-diazepane

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

cinnoline

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

cepham

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

Thiirane

-irane for 3 membered rings (saturated)

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

penams

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

adenine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

isoxazole

1,2-oxazole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

1,4-diazepane

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

quinoline

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

oxapenams

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

Order of Reactivity

Beta Lactams

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

furan

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

benzotriazole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

Alcohol = 1

Amide = 1

imidazole = 1

pyrrole = 1

1*(primary) amine = 2

A

H-Bond Donors

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

pyridine

-ine 6 membered unsaturated

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

saturated 6-membered heterocycle

unsaturated (aromatic)

A

-inane

-ine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

cephems

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

penems

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

saturated 5-membered heterocycles

unsaturated

saturated w/ NITROGEN

A

-olane

-ole

-olidine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

purine

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

pyrrole

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

tetrahydrothiophene

How well did you know this?

1

Not at all

2

3

4

5

Perfectly

Q

A

thiophene

Q

A

1h-benzo[b][1,4]diazepine

Q

A

oxacephems

Q

A

isothiazole

1,2-thiazole

Q

A

1,2,3-triazole

Q

A

quinazoline

Q

A

Xanthines

Q

A

monobactams

Q

A

indole

Q

A

piperidine

Q

A

pyrrolidine

Q

A

azepane

-ane 7 membered saturated

Q

A

tetrohydrofuran

Q

A

1,4-thiazepine

Q

saturated 10-membered heterocycle

unsaturated

A

ecane
ecine

Q

A

thiepane

Q

A

1,3-dithietane

Q

saturated 9-membered heterocycle

unsaturated

A

-onane

-onine

Q

A

Thietane

Q

A

1,3-diazepane

Q

A

benzo[b][1,4]thiazepine

Q

A

imidazole

Q

A

pyridazine

Q

S>O>N

Order of Increasing logP = Lipophilicity (SOLUBILITY)

N>O>S

Order of Increasing POLARITY

A

logP trends

Q

A

isoquinoline

Q

A

1H-1,4-diazepine

Q

A

thiepine

Q

saturated 4-membered herterocycle

unsaturated

saturated w/ NITROGEN

A

-etane

-ete

-etidine

Q

A

benzothiophene

Q

A

carbapenams

Q

saturated 7-membered heterocycles

unsaturated

A

-epane

-epine

Q

A

Oxirane

Q

A

thiazole

1,3-thiazole

Q

pyrimidine

A

pyrimidine

Q

Ketone = 2

Ether = 2

Imine = 1

Oxazole = 1

A

H-Bond Acceptors

Q

A

Azetidine

-etidine for N 4 membered sat rings

Q

A

Oxetane

-etane 4 membered saturated ring

Q

A

quinoxaline

Q

A

guanine

Q

A

cephem

Q

A

pyrazine

Q

A

clavams

Q

A

L-proline

Q

A

benzoimidazole

Q

A

beta-lactam

Q

saturated 3-membered Heterocycle

unsaturated (double bonds)

saturated w/ NITROGEN (aza-)

A

-irane

-irane

-iridine

Q

A

1,2,4-triazole

Q

90%> likely that compounds with 2+ of these characteristics will have poor absorption properties

A

lipinski’s rule of 5

Poor oral absorption and/or distribution are more likely when:

Q

A

penem

Q

A

oxazole

1,3-oxazole