1,3-Dihydro-2,1,3-benzothiadiazol-2,2-diones and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones as ligands for the NOP receptor.
A series of 1,3-dihydro-2,1,3-benzothiadiazol-2,2-diones (I) and 3,4-dihydro-1H-2,1,3-benzothidiazin-2,2-diones (II) were prepared. While the five-member ring series (I) did not show good affinity for opioid receptors, the six-member ring series (II) exhibited extremely high affinity and selectivity for the NOP receptor and showed full agonist activity, as determined by stimulation of GTPgamma[35S] binding.
Goehring
R Richard
RR
Discovery Research, Purdue Pharma LP, 6 Cedar Brook Drive, Cranbury, NJ 08512, USA. richard.goehring@pharma.com
Whitehead
John F W
JF
Brown
K
K
Islam
Khondaker
K
Wen
Xin
X
Zhou
Xiaoming
X
Chen
Zhengming
Z
Valenzano
Kenneth J
KJ
Miller
Wendy S
WS
Shan
Shen
S
Kyle
Donald J
DJ
D000818:Animals; D006801:Humans; D066298:In Vitro Techniques; D008024:Ligands; D011869:Radioligand Assay; D051381:Rats; D017450:Receptors, Opioid, mu / Q000819:agonists* / Q000378:metabolism; D013329:Structure-Activity Relationship; D013843:Thiazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
D008024:Ligands; D017450:Receptors, Opioid, mu; D013843:Thiazines; D013844:Thiazoles