PMID- 26002335
OWN - NLM
STAT- MEDLINE
DCOM- 20160309
LR  - 20150609
IS  - 1768-3254 (Electronic)
IS  - 0223-5234 (Linking)
VI  - 97
DP  - 2015 Jun 5
TI  - Pyrazole phenylcyclohexylcarbamates as inhibitors of human fatty acid amide 
      hydrolases (FAAH).
PG  - 289-305
LID - S0223-5234(15)30027-1 [pii]
LID - 10.1016/j.ejmech.2015.04.064 [doi]
AB  - Fatty acid amide hydrolase (FAAH) inhibitors have gained attention as potential 
      therapeutic targets in the management of neuropathic pain. Here, we report a 
      series of pyrazole phenylcyclohexylcarbamate derivatives standing on the known 
      carbamoyl FAAH inhibitor URB597. Structural modifications led to the recognition 
      of compound 22 that inhibited human recombinant FAAH (hrFAAH) in the low 
      nanomolar range (IC50 = 11 nM). The most active compounds of this series showed 
      significant selectivity toward monoacylglycerol lipase (MAGL) enzyme. In 
      addition, molecular modeling and reversibility behavior of the new class of FAAH 
      inhibitors are presented in this article.
CI  - Copyright (c) 2015 Elsevier Masson SAS. All rights reserved.
FAU - Aghazadeh Tabrizi, Mojgan
AU  - Aghazadeh Tabrizi M
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy. Electronic address: tbj@unife.it.
FAU - Baraldi, Pier Giovanni
AU  - Baraldi PG
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy. Electronic address: 
      baraldi@unife.it.
FAU - Ruggiero, Emanuela
AU  - Ruggiero E
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy.
FAU - Saponaro, Giulia
AU  - Saponaro G
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy.
FAU - Baraldi, Stefania
AU  - Baraldi S
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy.
FAU - Romagnoli, Romeo
AU  - Romagnoli R
AD  - Dipartimento di Scienze Chimiche e Farmaceutiche, Via Fossato di Mortara 17-19, 
      Universita di Ferrara, 44121 Ferrara, Italy.
FAU - Martinelli, Adriano
AU  - Martinelli A
AD  - Dipartimento di Farmacia, Via Bonanno 6, Universita di Pisa, 56126 Pisa, Italy.
FAU - Tuccinardi, Tiziano
AU  - Tuccinardi T
AD  - Dipartimento di Farmacia, Via Bonanno 6, Universita di Pisa, 56126 Pisa, Italy.
LA  - eng
PT  - Journal Article
DEP - 20150505
PL  - France
TA  - Eur J Med Chem
JT  - European journal of medicinal chemistry
JID - 0420510
RN  - 0 (Enzyme Inhibitors)
RN  - 0 (Pyrazoles)
RN  - 3QD5KJZ7ZJ (pyrazole)
RN  - EC 3.5.- (Amidohydrolases)
RN  - EC 3.5.1.- (fatty-acid amide hydrolase)
SB  - IM
MH  - Amidohydrolases/*antagonists & inhibitors
MH  - Dose-Response Relationship, Drug
MH  - Enzyme Inhibitors/*chemistry/*pharmacology
MH  - Humans
MH  - Models, Molecular
MH  - Molecular Docking Simulation
MH  - Molecular Structure
MH  - Pyrazoles/*chemistry
MH  - Structure-Activity Relationship
OTO - NOTNLM
OT  - FAAH inhibitors
OT  - Molecular modeling
OT  - Pyrazole phenylcyclohexylcarbamate
OT  - Reversibility
EDAT- 2015/05/24 06:00
MHDA- 2016/03/10 06:00
CRDT- 2015/05/24 06:00
PHST- 2015/01/29 00:00 [received]
PHST- 2015/04/27 00:00 [revised]
PHST- 2015/04/30 00:00 [accepted]
PHST- 2015/05/24 06:00 [entrez]
PHST- 2015/05/24 06:00 [pubmed]
PHST- 2016/03/10 06:00 [medline]
AID - S0223-5234(15)30027-1 [pii]
AID - 10.1016/j.ejmech.2015.04.064 [doi]
PST - ppublish
SO  - Eur J Med Chem. 2015 Jun 5;97:289-305. doi: 10.1016/j.ejmech.2015.04.064. Epub 
      2015 May 5.