	US 12,458,624 B2
	Deuterium-enriched substituted phenoxyphenyl acetic acids and acylsulfonamides
Daljit Singh Dhanoa, Del Mar, CA (US)
Appl. No. 17/780,971
Filed by Daljit Singh Dhanoa, Del Mar, CA (US)
PCT Filed Dec. 1, 2020, PCT No. PCT/US2020/062662 § 371(c)(1), (2) Date May 28, 2022, PCT Pub. No. WO2021/118826, PCT Pub. Date Jun. 17, 2021.
Claims priority of provisional application 62/947,460, filed on Dec. 12, 2019.
Prior Publication US 2023/0039319 A1, Feb. 9, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 45/06 (2006.01); A61K 31/36 (2006.01); A61K 31/4184 (2006.01); A61K 31/519 (2006.01); A61P 13/08 (2006.01); A61P 35/00 (2006.01); C07D 317/60 (2006.01)

CPC A61K 31/36 (2013.01) [A61K 31/4184 (2013.01); A61K 31/519 (2013.01); A61P 13/08 (2018.01); C07D 317/60 (2013.01); C07B 2200/05 (2013.01)]

1 Claim

1. A deuterium-containing compound selected from the group consisting of:

(a) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(b) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(d) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-phenylacetamide;

(e) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(f) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(g) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide:

(h) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide;

(i) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(j) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide;

(k) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide;

(l) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(m) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide;

(n) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide;

(o) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(p) N-(4-isopropylbenzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(q) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(r) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(s) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-d₁-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(t) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(u) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide-d₁;

(v) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(w) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(x) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide-d₁;

(y) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(z) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(za) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₅)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide-d₁;

(zb) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-d₁-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(zc) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(zd) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide-d₁;

(ze) N-(4-isopropylbenzenesulfonyl)-α-(4-carboxy-d₁-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(zf) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-d₁-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide-d₁;

(zg) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(zh) N-(4-isopropyl-d₇-benzenesulfonyl)-α-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide;

(zi) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxyphenylacetamide;

(zj) N-(4-isopropyl-d₇-benzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

(zk) N-(4-isopropylbenzenesulfonyl)-α-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(zl) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxyphenylacetamide;

(zm) N-(4-isopropylbenzenesulfonyl)-α-d₁-(4-carboxy-2-n-propyl-d₇)phenoxy)-3,4-methylenedioxy-d₂-phenylacetamide;

or a pharmaceutically acceptable salt, solvate or enantiomers thereof.