IP Library Patent Application 16315778
Patent Application
App. No. 16/315,778

Antiparasitic Compounds

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Quick Facts
Patent No.
US None
App. No.
16/315,778
Abstract

The present invention relates to isothiazoline compounds of formula (I). The compounds are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to veterinary compositions comprising said compounds.

Claims (44)

1 . A compound of Formula (I):

wherein:

R 1 is optionally substituted aryl or optionally substituted heteroaryl;

R 2 is alkyl or haloalkyl;

each of A, B, and D individually is CR 5 or N;

each R 5 individually is hydrogen, alkyl, halogen, haloalkyl, or aryl;

X is L 1 -L 2 -L 3 ;

each of L 1 , L 2 , and L 3 individually is bond, C(O), (CH 2 ) n , SO 2 , O, or NH;

n is 1 to 6;

R 3 is hydrogen, alkyl, or ═O; and

R 4 is hydrogen, optionally substituted alkyl, optionally substituted haloalkyl, optionally substituted cycloalkyl, optionally substituted heterocyclyl, optionally substituted aryl, or optionally substituted heteroaryl;

or a pesticidally, veterinarily, or pharmaceutically acceptable salt thereof.

2 . The compound according to claim 1 , wherein:

R 1 is aryl optionally substituted with 1-3 substituents selected from halogen, haloalkyl, or alkyl; or

R 1 is heteroaryl optionally substituted with 1-3 substituents selected from halogen, haloalkyl, or alkyl;

3 . The compound according to claim 1 , wherein:

R 2 is CF 3 or CH 3 .

4 . The compound according to claim 1 , wherein:

i) each of A, B, and D is CH;

ii) A is CH, B is N, and D is CH; or

iii) A is CH, B is CH, and D is N;

5 . The compound according to claim 1 , wherein:

i) L 1 is C(O), L 2 is (CH 2 ) n and n is 1, and L 3 is bond;

ii) L 1 is C(O), L 2 is (CH 2 ) n and n is 1, and L 3 is SO 2 ;

iii) L 1 is C(O), L 2 is bond, and L 3 is bond;

iv) L 1 is C(O), L 2 is NH, and L 3 is (CH 2 ) n and n is 1;

v) L 1 is SO 2 , L 2 is (CH 2 ) n and n is 1, and L 3 is bond

6 . The compound according to claim 1 , wherein:

R 3 is hydrogen or ═O.

7 . The compound according to claim 1 , wherein:

R 4 is C 1-6 alkyl or C 1-6 haloalkyl,

8 . (canceled)

9 . A combination comprising:

a compound of claim 1 ; and

one or more other pesticidally, veterinarily, or pharmaceutically active substances.

10 . A composition comprising a compound of claim 1 and an acceptable carrier.

11 . A method for controlling parasites at a locus which comprises applying to the locus an effective amount of a composition of claim 10 .

12 . A method of treating or preventing parasitic infection or infestation in a subject, the method comprising administering to the subject an effective amount of a compound of claim 1 .

13 . (canceled)

14 . The method of claim 12 , wherein the parasite is a flea or tick.

15 . The method of claim 12 , wherein the parasite is Ctenocephalides felis, R. sanguineus, D. variablis or I. scapularis.

16 . The method of claim 12 , wherein the parasite is a helminth.

17 . The method of claim 12 , wherein the parasite is Dirofilaria immitis.

18 . (canceled)

Assignments (4)
RELEASE OF FIRST LIEN SECURITY INTEREST IN PATENTS Recorded Mar 6, 2025
From: ROYAL BANK OF CANADA
To: CAMBREX CHARLES CITY, INC.; AVISTA PHARMA SOLUTIONS, INC.; SNAPDRAGON CHEMISTRY, INC.
Reel/Frame 070438/0333 →
RELEASE OF SECOND LIEN SECURITY INTEREST IN PATENTS Recorded Dec 7, 2020
From: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
To: AVISTA PHARMA SOLUTIONS, INC.
Reel/Frame 054630/0307 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Dec 4, 2019
From: CAMBREX CHARLES CITY, INC.; AVISTA PHARMA SOLUTIONS, INC.
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 051196/0080 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Dec 4, 2019
From: AVISTA PHARMA SOLUTIONS, INC.; CAMBREX CHARLES CITY, INC.
To: ROYAL BANK OF CANADA, AS COLLATERAL AGENT
Reel/Frame 051283/0877 →