IP Library › Patent Application 19226762

Patent Application

App. No. 19/226,762

ANTIFUNGAL AGENTS AND USES THEREOF

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Patent No.: US None
App. No.: 19/226,762

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Abstract

The invention features echinocandin class compounds. The compounds can be useful for the treatment of fungal infections.

Claims (83)

1 . A compound described by formula (II):

wherein,

R 2 is NH(CH 2 CH 2 O) s CH 2 CH 2 X 8 , NH(CH 2 CH 2 CH 2 O) s CH 2 CH 2 X 8 , NH(CH 2 CH 2 NH) t CH 2 CH 2 X 9 , NH[CH 2 (CH 2 ) a O] b CH{CH 2 [OCH 2 (CH 2 ) c ] d X 9 } 2 , O[CH 2 (CH 2 ) a O] b CH{CH 2 [OCH 2 (CH 2 ) c ] d X 9 } 2 , NHCH 2 (CH 2 ) u X 10 , or OCH 2 (CH 2 ) u X 10 ;

X 8 is OH, OR G1 , NH 2 , NHR G1 , NR G1 R G2 , NR G1 R G2 R G3 , OCH 2 (CH 2 ) w Z 2 , or NHCH 2 (CH 2 ) v Z 2 ;

each X 9 is, independently, selected from OH, OR H1 , NHR H1 , NR H1 R H2 , NR H1 R H2 R H3 , OCH 2 (CH 2 ) w Z 2 , and NHCH 2 (CH 2 ) v Z 2 ;

X 10 is selected from NR I1 R I2 R I3 or Z 2 ;

a is an integer from 1 to 2;

b is an integer from 0 to 3;

c is an integer from 1 to 2;

d is an integer from 0 to 3;

s is an integer from 1 to 5;

t is an integer from 1 to 5;

u is an integer from 1 to 3;

each of R G1 , R G2 , R G3 , R H1 , R H2 , R H3 , R I1 , R I2 , and R I3 is, independently, selected from CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , and CH(CH 3 ) 2 ;

w is an integer from 1 to 3;

Z 2 is selected from

and each of R 1A , R 2A , R 3A , R 4A , R 5A , R 6A , R 7A , R 8A , R 9A , R 10A , R 11A , R 12A , R 13A , R 14A , R 15A , R 16A , R 17A , R 18A , R 19A , R 20A , R 21A , and R 22A is, independently, selected from H, CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , and CH(CH 3 ) 2 ,

or a pharmaceutically acceptable salt thereof.

2 . The compound of claim 1 , further described by formula (IIa):

wherein,

X 8 is OH, OR G1 , NH 2 , NHR G1 , NR G1 R G2 , or NR G1 R G2 R G3 ;

each X 9 is, independently, selected from OH, OR H1 , NHR H1 , NR H1 R H2 , and NR H1 R H2 R H3 ;

X 10 is selected from NR I1 R I2 R I3 ;

a is an integer from 1 to 2;

b is an integer from 0 to 3;

c is an integer from 1 to 2;

d is an integer from 0 to 3;

s is an integer from 1 to 5;

t is an integer from 1 to 5;

u is an integer from 1 to 3; and

each of R G1 , R G2 , R G3 , R H1 , R H2 , R H3 , R I1 , R I2 , and R I3 is, independently, selected from CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , and CH(CH 3 ) 2 ,

or a pharmaceutically acceptable salt thereof.

3 . The compound of claim 2 , wherein one of X 8 , X 9 , and X 10 is selected from N(CH 3 ) 3 + and N(CH 2 CH 3 ) 3 + .

4 . The compound of claim 1 , further described by formula (IIb):

wherein,

X 8 is OCH 2 (CH 2 ) w Z 2 or NHCH 2 (CH 2 ) v Z 2 ;

each X 9 is, independently, selected from OCH 2 (CH 2 ) w Z 2 and NHCH 2 (CH 2 ) v Z 2 ;

X 10 is Z 2 ;

a is an integer from 1 to 2;

b is an integer from 0 to 3;

c is an integer from 1 to 2;

d is an integer from 0 to 3;

s is an integer from 1 to 5;

t is an integer from 1 to 5;

u is an integer from 1 to 3;

w is an integer from 1 to 3;

Z 2 is selected from

or a pharmaceutically acceptable salt thereof.

5 . The compound of claim 1 , wherein the compound is an acetate salt or chloride salt.

6 . A pharmaceutical composition comprising the compound of claim 1 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

7 . The pharmaceutical composition of claim 6 , wherein the composition is formulated for intravenous, topical, or oral administration.

8 . A compound described by formula (III):

wherein,

R 1 is O(CH 2 CH 2 O) n CH 2 CH 2 X 1 , O(CH 2 CH 2 CH 2 O) n CH 2 CH 2 X 1 , NHCH 2 CH 2 X 2 , NH(CH 2 CH 2 O) m CH 2 CH 2 X 2 , NH(CH 2 CH 2 CH 2 O) m CH 2 CH 2 X 2 , NH(CH 2 CH 2 O) p CH 2 CH 2 X 3 , NH(CH 2 CH 2 CH 2 O) p CH 2 CH 2 X 3 , NHCH 2 CH 2 X 4 , NH[CH 2 (CH 2 ) a O] b CH{CH 2 [OCH 2 (CH 2 ) c ] d X 5 } 2 , O[CH 2 (CH 2 ) a O] b CH{CH 2 [OCH 2 (CH 2 ) c ] d X 5 } 2 , NH(CH 2 CH 2 NH) r CH 2 CH 2 X 5 , NHCH 2 (CH 2 ) q X 6 , or OCH 2 (CH 2 ) q X 6 ;

R 2 is H, CH 3 , CH 2 CH 2 NH 2 , or CH 2 C(O)NH 2 ;

R T is n-pentyl, sec-pentyl, or iso-pentyl;

X 1 is NH 2 , NHR A1 , NR A1 R A2 , NR A1 R A2 R A3 , or NHCH 2 (CH 2 ) v Z 1 ;

X 2 is OH, OR B1 , or OCH 2 (CH 2 ) v Z 1 ;

X 3 is NH 2 , NHR C1 , NR C1 R C2 , or NR C1 R C2 R C3 , or NHCH 2 (CH 2 ) v Z 1 ;

X 4 is NR D1 R D2 R D3 or NHCH 2 (CH 2 ) v Z 1 ;

each X 5 is, independently, selected from OH, OR E1 , NH 2 , NHR E1 , NR E1 R E2 , NR E1 R E2 R E3 , OCH 2 (CH 2 ) v Z 1 , and NHCH 2 (CH 2 ) v Z 1 ;

X 6 is selected from NR F1 R F2 R F3 or Z 1 ;

a is an integer from 1 to 2;

b is an integer from 0 to 3;

c is an integer from 1 to 2;

d is an integer from 0 to 3;

n is an integer from 1 to 5;

m is an integer from 1 to 5;

p is an integer from 1 to 5;

r is an integer from 1 to 5;

q is an integer from 1 to 3;

v is an integer from 1 to 3;

each of R A1 , R A2 , R A3 , R B1 , R C1 , R C2 , R C3 , R D1 , R D2 , R D3 , R E1 , R E2 , R E3 , R F1 , R F2 , and R F3 is, independently, selected from CH 3 , CH 2 CH 3 , CH 2 CH 2 CH 3 , and CH(CH 3 ) 2 ;

Z 1 is selected from:

or a pharmaceutically acceptable salt thereof.

9 . The compound of claim 8 , wherein one of X 1 , X 3 , X 4 , X 5 , and X 6 is selected from N(CH 3 ) 3 + and N(CH 2 CH 3 ) 3 + .

10 . The compound of claim 8 , wherein the compound is an acetate salt or chloride salt.

11 . A pharmaceutical composition comprising the compound of claim 8 , or a pharmaceutically acceptable salt thereof, and a pharmaceutically acceptable excipient.

12 . The pharmaceutical composition of claim 11 , wherein the composition is formulated for intravenous, topical, or oral administration.

Assignments (6)

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2026

From: JAMES, KENNETH DUKE, JR.; LAUDEMAN, CHRISTOPHER PATRICK

To: SEACHAID PHAMECEUTICALS, INC.

Reel/Frame 074210/0242 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2026

From: MALKAR, NAVDEEP BALKRISHNA

To: SEACHAID PHAMECEUTICALS, INC.

Reel/Frame 074210/0301 →

ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 27, 2026

From: SEACHAID PHAMECEUTICALS, INC.