US 11,753,432 B2
Compound with analgesic effect for use in prevention and treatment of pain
Chih-Cheng Chen, Taipei (TW); Jim-Min Fang, Taipei (TW); Cheng-Han Lee, New Taipei (TW); and Jen-Yao Chang, Taipei (TW)
Assigned to ACADEMIA SINICA, Taipei (TW)
Appl. No. 16/481,042
Filed by Academia Sinica, Taipei (TW)
PCT Filed Jan. 26, 2018, PCT No. PCT/US2018/015460
§ 371(c)(1), (2) Date Jul. 25, 2019,
PCT Pub. No. WO2018/140734, PCT Pub. Date Aug. 2, 2018.
Claims priority of provisional application 62/451,322, filed on Jan. 27, 2017.
Prior Publication US 2019/0389898 A1, Dec. 26, 2019
Int. Cl. C07H 19/16 (2006.01); A61K 47/55 (2017.01); A61P 29/00 (2006.01); A61K 31/7076 (2006.01); A61K 38/04 (2006.01)
CPC C07H 19/16 (2013.01) [A61K 31/7076 (2013.01); A61K 38/046 (2013.01); A61K 47/55 (2017.08); A61P 29/00 (2018.01)] 16 Claims
 
1. A compound of formula (I):

OG Complex Work Unit Chemistry
wherein;
n is 0, 1, 2 or 3;
X is NH, O or S;
Y is O, NH or S;
wherein when n is 1, R1 is OH, NH2, NO2, halogen, alkyl, haloalkyl, hydroxyalkyl, unsubstituted or substituted alkoxy, alkoxyalkyl, alkenyl or alkynyl;
when n is 2 or 3, R1 is independently selected from: OH, NH2, NO2, halogen, alkyl, haloalkyl, hydroxyalkyl, unsubstituted or substituted alkoxy, alkoxyalkyl, alkenyl or alkynyl;
R2 and R3 are each independently OH, NH2, NO2, haloalkyl, hydroxyalkyl or alkylamino; and
R4 is selected from an amino acid or a peptide,
wherein when R4 is an amino acid, R4 is linked to the C(═O) in the structure via the backbone amino group or side chain amino group, and the carboxy group of the amino acid is optionally a methyl or ethyl ester, and
wherein when R4 is a peptide, R4 is linked to the C(═O) in the structure via the N-terminal amino group of said peptide, or a side chain amino group of an amino acid in the peptide, wherein the C-terminal of the peptide is optionally modified;
a tautomer or stereoisomer thereof; and
a pharmaceutically acceptable salt of the foregoing.