Synthesis and SAR of tetrahydropyrrolo[1,2-b][1,2,5]thiadiazol-2(3H)-one 1,1-dioxide analogues as highly potent selective androgen receptor modulators.
Replacement of the 3-oxo group of 2-chloro-4-[(7R,7aS)-7-hydroxy-1,3-dioxotetrahydro-1H-pyrrolo[1,2c]imidazol-2(3H)-yl]-3-methylbenzonitrile resulted in a sulfamide series of selective androgen receptor modulator (SARM) agonists.
Manfredi
Mark C
MC
Bristol-Myers Squibb Research and Development, Princeton, NJ 08543-4000, USA. mark.manfredi@bms.com
Bi
Yingzhi
Y
Nirschl
Alexandra A
AA
Sutton
James C
JC
Seethala
Ramakrishna
R
Golla
Rajasree
R
Beehler
Blake C
BC
Sleph
Paul G
PG
Grover
Gary J
GJ
Ostrowski
Jacek
J
Hamann
Lawrence G
LG
D000728:Androgens; D000818:Animals; D004305:Dose-Response Relationship, Drug; D008297:Male; D015394:Molecular Structure; D018482:Muscle, Skeletal / Q000187:drug effects / Q000254:growth & development; D011467:Prostate / Q000187:drug effects / Q000254:growth & development; D011485:Protein Binding; D051381:Rats; D011944:Receptors, Androgen / Q000378:metabolism; D013329:Structure-Activity Relationship; D045165:Testosterone Congeners / Q000138:chemical synthesis* / Q000494:pharmacology*; D013830:Thiadiazoles / Q000138:chemical synthesis* / Q000494:pharmacology*
D000728:Androgens; D011944:Receptors, Androgen; D045165:Testosterone Congeners; D013830:Thiadiazoles