Hetrocycles Flashcards
(83 cards)
1
Q
thiophene
A
2
Q
1H-1,4-diazepine
A
3
Q
pyridazine
A
4
Q
-etane
-ete
-etidine
A
saturated 4-membered herterocycle
unsaturated
saturated w/ NITROGEN
5
Q
penem
A
6
Q
monobactams
A
7
Q
benzo[b][1,4]thiazepine
A
8
Q
pyridine
-ine 6 membered unsaturated
A
9
Q
imidazole
A
10
Q
-ocane
-ocine
A
saturated 8-membered heterocycles
unsaturated
11
Q
pyrrole
A
12
Q
tetrazole
A
13
Q
-irane
-irane
-iridine
A
saturated 3-membered Heterocycle
unsaturated (double bonds)
saturated w/ NITROGEN (aza-)
14
Q
-olane
-ole
-olidine
A
saturated 5-membered heterocycles
unsaturated
saturated w/ NITROGEN
15
Q
carbapenams
A
16
Q
Oxetane
-etane 4 membered saturated ring
A
17
Q
1,3-diazepane
A
18
Q
1,2-diazepane
A
19
Q
tetrahydrothiophene
A
20
Q
Azetidine
-etidine for N 4 membered sat rings
A
21
Q
thiepine
A
22
Q
-inane
-ine
A
saturated 6-membered heterocycle
unsaturated (aromatic)
23
Q
penams
A
24
Q
furan
A
25
quinoline
26
tetrohydrofuran
27
**benzo**imidazole
28
oxapenams
29
1,3-**dithietane**
30
L-proline
31
Xanthines
32
**benzo**thiazole
33
pyrrolidine
34
logP trends
**S\>O\>N**
**logP = Lipophilicity (SOLUBILITY)**
\*Molecules w/ S are more soluble than with N
_N\>O\>S_
_POLARITY, N is most POLAR_
35
Thietane
36
Ox**irane**
37
1,2,4-triazole
38
H-Bond Acceptors
Ketone = 2
Ether = 2
Imine = 1
Oxazole = 1
39
- ecane
- ecine
saturated 10-membered heterocycle
_unsaturated_
40
quina**zo**line
41
1,2,3-triazole
42
pen**_ems_**
43
cepham
44
1h-benzo[b][1,4]diazep**_ine_**
45
morpholine
46
guanine
47
pKa's of
Pyridine
Pyridazine
Pyrimidine
Pyrazine
48
**benz**oxazole
49
pyrimidine
pyrimidine
50
indole
51
H-Bond Donors
Alcohol = 1
Amide = 1
imidazole = 1
pyrrole = 1
1\*(primary) amine = 2
52
piperidine
53
**iso**quinoline
54
**benzo**triazole
55
ceph**_em_**
56
Azir**idine**
## Footnote
***-idine** for Nitrogens (3 membered staturated)*
57
clavams
58
cabapen**_ems_**
59
adenine
60
azep**_ane_**
## Footnote
*-ane 7 membered saturated*
61
Thi**irane**
***-irane*** *for 3 membered rings (saturated)*
62
lipinski's rule of 5
**Poor oral absorption** and/or **distribution** are _more likely_ when:
90%\> likely that compounds with 2+ of these characteristics will have poor absorption properties
63
Order of Reactivity
Beta Lactams
64
isoxazole
1,2-oxazole
65
pyrazine
66
1,4-thiazep**_ine_**
67
penam
68
purine
69
ceph**_ems_**
70
oxaceph**_ems_**
71
thiazole
1,3-thiazole
72
thiepane
73
**iso**thiazole
**1,2**-thiazole
74
cinnoline
75
quino**xa**line
76
carbaceph**_ems_**
77
azep**_ine_**
## Footnote
*-ine 7 membered UNSATURATED*
78
oxazole
1,3-oxazole
79
1,4-diazepane
80
**benzo**thioph**_ene_**
81
beta-lactam
82
-onane
_-onine_
saturated 9-membered heterocycle
_unsaturated_
83
-epane
_-epine_
saturated 7-membered heterocycles
_unsaturated_
