morpholine bioisosteres for drug designwe offer >100 unique morpholine analogues on a 5-50 g...
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References1. www.drugbank.ca 2. G. Wuitschik et al. Angew. Chem. Int. Ed. 2008, 4512.
3. G. Wuitschik et al. J. Med. Chem. 2010, 3227. 4. A. Shcherbatiuk et al. Tetrahedron 2013, 3746.
5. A. D. Tereshchenko et al. Tetrahedron 2017, 750.6. A. Kirichok et al. Chem. Eur. J. 2018, 5444.
NH
O
NH
O
NH
O
NH
O
NH
O NH
O NH
O
NH
O
NH
O
EN300-81038 EN300-113203
EN300-96084
EN300-99316
EN300-102855 EN300-123162
EN300-91609
EN300-82709
EN300-122734 EN300-114690
EN300-119630
NH
O
ONH
O
EN300-89738
NH
O
NH
O
NH
O
NH
O
NH
ONH
O
NH
O
EN300-105822
NH
O
H H
NH
H HO
NH
H H
O
NH
O
NH
O
EN300-89737
O
NH
O
NH
H
H
NH
O F
FNH
O CF3
NH
O
CF3
EN300-225470 EN300-312472 EN300-208936 EN300-268654 EN300-247469 EN300-187643
EN300-82592
EN300-151039 EN300-261880
EN300-93028
EN300-121856 EN300-53465 EN300-83277
NH
O
EN300-200454
NH
O
EN300-305645 EN300-142416
NH
O
O
NH
EN300-6496797
H
H
NH
O
O
NHN
H
OH
H
H H
H
H
EN300-93931
EN300-79411EN300-261920
O
NH
EN300-82710
NH
O
EN300-55844
NH
O CHF2
EN300-73253
EN300-82713
F
F
NH
O
EN300-89741
FF
NH
FF O
EN300-52620 EN300-1703705
NH
O CF3
CF3
NH
O
OS
O
NH
OO
ONH
H
H
EN300-1387244
NHNH
O
EN300-6493026
H
H
EN300-1601327
EN300-131408
H
H
H
H
H
H
We offer >100 unique morpholine analogues on a 5-50 g scale from stock.
NH
O
Morpholine
bioisosteresNH
OBicyclic
NH
O
H H
NH
O
Spiro Bridged Fused
Design
More than 20 FDA-approved drugs contain the morpholine moiety, although it is often metabolically labile.1 Morpholine-based analogues may advantageously alter important pharmacokinetic properties such as lipophilicity and metabolic stability when grafted onto molecular scaffolds.2,3 Herein we have designed and synthesized a library of morpholine analogues for drug design.4-6
N
SN
NH
O
N
ON
O
CF3
N
N
NF
NH
HN
O
HN
CO2H
O
N
N
N
O
NH
NH
Cl
Cl
NHO
F3C
O
HN
HN
ON
N N
N N
N
O
O
HN
NN
O HN N
O
O
N Boc
mPGES-1 inhibitorWO 2012/076673 A1Boehringer Ingelheim
Peptide deformylase inhibitorEP 2015/2217226 B1
GlaxoSmithKline
Janus kinase inhibitorUS 2018/10072025 B2
Merck&Co.
Alpha 7 positive allosteric modulatorEP 2015/2504333 B1
Janssen Pharm.
Inhibitor of PI3KUS 2013/109670 A1
Pfizer
Introduction
Morpholine Bioisosteresfor Drug Design