US 12,030,912 B2
Cationic steroidal antimicrobial compounds with urethane linkages
Paul B. Savage, Mapleton, UT (US)
Assigned to Brigham Young University, Provo, UT (US)
Filed by Paul B. Savage, Mapleton, UT (US)
Filed on May 12, 2021, as Appl. No. 17/318,206.
Claims priority of provisional application 63/025,255, filed on May 15, 2020.
Prior Publication US 2021/0355155 A1, Nov. 18, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07J 9/00 (2006.01); A61P 31/04 (2006.01)
CPC C07J 9/005 (2013.01) [A61P 31/04 (2018.01)] 17 Claims
 
1. A cationic steroidal antimicrobial (CSA) compound having a structure of Formula II, or a salt thereof:

OG Complex Work Unit Chemistry
where,
rings A, B, C, and D are saturated; and
R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R16, R17, and R18 are independently selected from the group consisting of hydrogen, hydroxyl, alkyl, hydroxyalkyl, alkyloxyalkyl, alkylcarboxyalkyl, alkylaminoalkyl, alkylaminoalkylamino, alkylaminoalkylaminoalkylamino, aminoalkyl, aryl, arylaminoalkyl, haloalkyl, alkenyl, alkynyl, oxo, linking group attached to a second steroid, aminoalkylurethanyl, aminoalkenylurethanyl, aminoalkynylurethanyl, aminoarylurethanyl, aminoalkyloxy, aminoalkylcarboxy, aminoalkyloxyalkyl, aminoalkylaminocarbonyl, aminoalkylcarboxamido, di(alkyl)aminoalkyl, H2N—HC(Q5)-(C═O)—O—, H2N—HC(Q5)-(C═O)—NH—, azidoalkyloxy, cyanoalkyloxy, P.G.-HN—HC(Q5)-(C═O)—O—, guanidino-alkyloxy, quaternary ammonium alkylcarboxy, and guanidinoalkyl carboxy, where Q5 is a side chain of an amino acid and P.G. is an amino protecting group,
provided that at least three of R1, R2, R3, R4, R6, R7, R11, R12, R16, and R18 are independently selected from the group consisting of aminoalkylurethanyl, aminoalkenylurethanyl, aminoalkynylurethanyl, and aminoarylurethanyl.