US 12,226,374 B2
Compositions comprising quinone and/or quinol and methods of preparations and use thereof
Barrie Tan, Hadley, MA (US)
Assigned to American River Nutrition, LLC, Hadley, MA (US)
Filed by American River Nutrition, LLC, Hadley, MA (US)
Filed on Jul. 29, 2022, as Appl. No. 17/816,071.
Application 17/816,071 is a division of application No. 16/829,868, filed on Mar. 25, 2020, granted, now 11,471,426.
Claims priority of provisional application 62/915,649, filed on Oct. 16, 2019.
Prior Publication US 2022/0409553 A1, Dec. 29, 2022
Int. Cl. A61K 31/12 (2006.01); A61K 9/00 (2006.01); A61K 31/09 (2006.01)
CPC A61K 31/12 (2013.01) [A61K 9/0053 (2013.01); A61K 31/09 (2013.01)] 19 Claims
 
1. A composition comprising:
Compound A having the formula of

OG Complex Work Unit Chemistry
Compound B having the formula of

OG Complex Work Unit Chemistry
Compound C having the formula of

OG Complex Work Unit Chemistry
Compound D having the formula of

OG Complex Work Unit Chemistry
 and
optionally a non-toxic solvent with the proviso that the non-toxic solvent is not ethanol,
wherein:
R5 is H, OH, NH2, NO2, R6—C(═O)—, optionally substituted carbocycle, optionally substituted aryl group, optionally substituted heteroaryl group, branched or unbranched alkyl alcohol, halo, branched or unbranched alkyl, branched or unbranched alkenyl, branched or unbranched alkenyl ester, amide, cyano, alkoxy, haloalkyl, aklylsulfonyl, nitrite, or alkylsulfanyl; and
R1, R2, R3, R4, R6, and R8 are each, independently, H, OH, NH2, NO2, optionally substituted carbocycle, optionally substituted aryl group, optionally substituted heteroaryl group, branched or unbranched alkyl alcohol, halo, branched or unbranched alkyl, branched or unbranched alkenyl, branched or unbranched carboxylic acid, branched or unbranched alkyl ester, branched or unbranched alkenyl ester, amide, cyano, alkoxy, haloalkyl, aklylsulfonyl, nitrite, or alkylsulfanyl; or R2 and R3 are together optionally substituted cycloalkyl, optionally substituted cycloheteroalkyl, optionally substituted aryl, or optionally substituted heteroaryl; and
wherein the Compound A has the formula of

OG Complex Work Unit Chemistry
 wherein n, o, p, q, and r are each, independently, 1-20.