US 12,747,237 B2Granted

Pyrazolyl compounds as KV7 channel activators

OwnerLynn Resnick, James S. Hale +4inventors

InventorsLynn Resnick, James S. Hale, Charles A. Flentge, Suman Pathi, Isis J. Amaye, David A. Mareska

Life of this patent

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Abstract

Provided herein are optionally substituted pyrazolylacetamides, pharmaceutical compositions comprising a therapeutically effective amount of such compounds and a pharmaceutically acceptable excipient, and methods of treating diseases or disorders, such as, epilepsy, amyotrophic lateral sclerosis, various types of pain, hyperexcitability, a dyskinesia, dystonia, mania, tinnitus, neurodevelopmental diseases or disorders, a smooth muscle contractility disorder, Dravet syndrome, posttraumatic stress disorder (PTSD), with such compounds and pharmaceutical compositions.

Claims10

Dependent claims

A compound represented by Formula 1, or a pharmaceutically acceptable salt thereof,

wherein:
R1 is optionally substituted C1-4 alkyl, optionally substituted C3-8 cycloalkyl, optionally substituted C5-10 aryl, optionally substituted C2-8 heteroaryl, optionally substituted C2-8 heterocyclyl, wherein each optional substituent is independently selected from the group consisting of halogen, OH, CN, —C(O)NH2, —N(C1-4 alkyl)2, or C1-4 alkyl;
R2 is optionally substituted C1-8 alkyl, optionally substituted C1-8 haloalkyl, optionally substituted —OC1-8 alkyl, optionally substituted C3-6 cycloalkyl, wherein each optional substituent is independently selected from the group consisting of halogen, OH, CN, C1-4 alkyl, C1-4 hydroxyalkyl, C1-4 haloalkyl, —OC1-4 alkyl, —OC1-4 haloalkyl, C3-8 cycloalkyl, C3-8 halocycloalkyl;
R3 is halogen, optionally substituted C1-6 alkyl, optionally substituted C3-8 cycloalkyl, optionally substituted C2-8 heterocyclyl, or optionally substituted C5-10 aryl, wherein each optional substituent is independently selected from the group consisting of halogen, OH, CN, C1-4 alkyl, C1-4 hydroxyalkyl, and C1-4 haloalkyl;
R4 is H or C1-3 alkyl;
R5 is
A is C3-8 cycloalkyl, C5-10 bicycloalkyl, C2-5 heterocyclyl, C5-10 aryl, or C2-8 heteroaryl;
X and Y are each independently H, F, Cl, optionally substituted C1-6 alkyl, optionally substituted C3-8 cycloalkyl, or optionally substituted —OC1-6 alkyl, wherein each optional substituent is independently selected from the group consisting of halogen, OH, C1-3 alkyl, C1-3 haloalkyl, —OC1-3 alkyl, and CN;
Z is a bond, C(R6)2, NR6, and O;
R6 is H, C1-3 alkyl, or C1-4 hydroxyalkyl;
wherein the compound comprises at least one F;
and
provided that R1 is optionally substituted C3-8 cycloalkyl;
R2 is optionally substituted C3-6 cycloalkyl;
R3 is optionally substituted C3-8 cycloalkyl;
or A is C3-8 cycloalkyl.

13 more elements

A compound of the following table, or a pharmaceutically acceptable salt thereof

Cmpd #
Structure
Name
73
(S)-N-(1,4-dimethyl-3-(trifluoro- methyl)-1H-pyrazol-5-yl)-2- (2,2,3,3-tetrafluorocyclo- butyl)acetamide
100
(R)-N-(4-cyclobutyl-3-cyclohex- yl-1-methyl-1H-pyrazol-5-yl)-2- (2,2,3,3-tetrafluorocyclo- butyl)acetamide
101
(S)-N-(4-cyclobutyl-3-cyclohex- yl-1-methyl-1H-pyrazol-5-yl)-2- (2,2,3,3-tetrafluorocyclo- butyl)acetamide
113
(R)-N-(4-cyclobutyl-3-(cyclobutyl- methyl)-1-methyl-1H-pyrazol- 5-yl)-2-(2,2,3,3-tetrafluorocyclo- butyl)acetamide
114
(S)-N-(4-cyclobutyl-3-(cyclobutyl- methyl)-1-methyl-1H-pyrazol- 5-yl)-2-(2,2,3,3-tetrafluorocyclo- butyl)acetamide
115
(R)-N-(4-cyclobutyl-1-methyl-3- neopentyl-1H-pyrazol-5-yl)-2- (2,2,3,3-tetrafluorocyclo- butyl)acetamide
116
(S)-N-(4-cyclobutyl-1-methyl-3- neopentyl-1H-pyrazol-5-yl)-2- (2,2,3,3-tetrafluorocyclo- butyl)acetamide
120
(R)-N-(4-cyclobutyl-3-(cyclo- propylmethyl)-1-methyl-1H- pyrazol-5-yl)-2-(2,2,3,3-tetra- fluorocyclobutyl)acetamide
121
(S)-N-(4-cyclobutyl-3-(cyclo- propylmethyl)-1-methyl-1H- pyrazol-5-yl)-2-(2,2,3,3-tetra- fluorocyclobutyl)acetamide
123
N-(4-cyclobutyl-3-(cyclopropyl- methyl)-1-methyl-1H-pyrazol-5- yl)-2-(1-(trifluoromethyl)cyclo- propyl)acetamide
126
N-(4-cyclobutyl-3-cyclohexyl-1- methyl-1H-pyrazol-5-yl)-2-(3,3- difluorocyclobutyl)acetamide
132
(R)-N-(4-cyclobutyl-3-(cyclo- hexylmethyl)-1-methyl-1H- pyrazol-5-yl)-2-(2,2,3,3-tetra- fluorocyclobutyl)acetamide
133
N-(4-cyclobutyl-3-(cyclohexyl- methyl)-1-methyl-1H-pyrazol-5- yl)-2-(3,3-difluorocyclo- butyl)acetamide
134
N-(4-cyclobutyl-3-(cyclohexyl- methyl)-1-methyl-1H-pyrazol-5- yl)-2-(1-(trifluoromethyl)cyclo- propyl)acetamide
136
N-(3-(cyclobutylmethyl)-4-(4- fluorophenyl)-1-methyl-1H- pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
137
N-(3-(cyclobutylmethyl)-4-(4- fluorophenyl)-1-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
150
N-(4-cyclobutyl-1-methyl-3-(1- (trifluoromethyl)cyclobutyl)-1H- pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
172
(S)-N-(4-cyclobutyl-3-(3,3- dimethylcyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
173
(R)-N-(4-cyclobutyl-3-(3,3- dimethylcyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
174
(S)-N-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
175
(R)-N-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
179
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-1-(trifluoro- methyl)-cyclopropane-1- carboxamide
183
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)propanamide
184
(R)-N-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)propanamide
192
(S)-N-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-2,2-dimethyl- cyclopropane-1-carboxamide
194
(R)-N-(4-cyclobutyl-1-methyl-3- (1-(trifluoromethyl)cyclobutyl)- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
195
(S)-N-(4-cyclobutyl-1-methyl-3- (1-(trifluoromethyl)cyclobutyl)- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
201
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
202
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3,3-difluoro- cyclobutane-1-carboxamide
203
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(trifluoro- methyl)bicyclo[1.1.1]pentane-1- carboxamide
204
(S)-N-(3-(3,3-difluoroyclobutyl)- 4-(4-fluorophenyl)-1-methyl-1H- pyrazol-5-yl)-2,2-difluorocyclo- propane-1-carboxamide
205
(R)-N-(3-(3,3-difluorocycloutyl)- 4-(4-fluorophenyl)-1-methyl-1H- pyrazol-5-yl)-2,2-difluorocyclo- propane-1-carboxamide
207
N-(4-cyclobutyl-3-(3,3-dimeth- ylcyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
209
N-(3-(3,3-difluorocyclobutyl)-4- (4-fluorophenyl)-1-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
217
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-phenylurea
218
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
219
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)benzamide
229
(S)-N-(3-(3,3-difluorocyclo- butyl)-4-(4-fluorophenyl)-1- methyl-1H-pyrazol-5-yl)-2,2- dimethylcyclopropane-1- carboxamide
236
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-2-(1-methoxycyclo- butyl)acetamide
241
N-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3,3- difluoroazetidine-1-carboxamide
242
1-(bicyclo[1.1.1]pentan-1-yl)-3- (4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)urea
243
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5-yl)- carbamate
245
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-((3,3- difluorocyclobutyl)methyl)urea
246
(S)-1-(4-cyclobutyl-3-(3,3-di- fluorocyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclopentyl)urea
247
(R)-1-(4-cyclobutyl-3-(3,3-di- fluorocyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclopentyl)urea
252
(3,3-difluorocyclobutyl)methyl (4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
262
1-(4-cyclobutyl-3-(5-fluoro- pyridin-2-yl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
263
cyclobutyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
265
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-1,4-dimeth- yl-1H-pyrazol-5-yl)carbamate
266
1-(3,3-difluorocyclobutyl)-3-(3- (3,3-difluorocyclobutyl)-1,4- dimethyl-1H-pyrazol-5-yl)urea
267
1-(4-cyclobutyl-1-methyl-3-(1- (trifluoromethyl)cyclobutyl)-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
268
1-(4-cyclobutyl-3-cyclohexyl-1- methyl-1H-pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
271
cyclobutyl (3-(3,3-difluorocyclo- butyl)-1,4-dimethyl-1H-pyrazol- 5-yl)carbamate
273
3,3-difluorocyclobutyl (4-cyclo- butyl-1-methyl-3-(1-(trifluoro- methyl)cyclobutyl)-1H-pyrazol- 5-yl)carbamate
274
3,3-difluorocyclobutyl (4-cyclo- butyl-3-cyclohexyl-1-methyl-1H- pyrazol-5-yl)carbamate
275
(1s,3s)-3-(difluoromethyl)cyclo- butyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
276
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-((1s,3s)-3- (difluoromethyl)cyclobutyl)urea
277
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3- (difluorometh- yl)bicyclo[1.1.1]pentan-1-yl)urea
278
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3-fluoro- bicyclo[1.1.1]pentan-1-yl)urea
281
(1s,3s)-3-(trifluoromethyl)cyclo- butyl (4-cyclobutyl-3-(3,3-di- fluorocyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
282
1-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-((1s,3s)-3-(tri- fluoromethyl)cyclobutyl)urea
283
3-(4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-1-(3,3-difluoro- cyclobutyl)-1-methylurea
284
3,3-difluorocyclobutyl (3-cyclo- butyl-1,4-dimethyl-1H-pyrazol- 5-yl)carbamate
285
1-(3-cyclobutyl-1,4-dimethyl- 1H-pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
286
3,3-difluorocyclobutyl (3,4- dicyclobutyl-1-methyl-1H- pyrazol-5-yl)carbamate
287
1-(3,4-dicyclobutyl-1-methyl- 1H-pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
289
3,3-difluorocyclobutyl (4-cyclo- propyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5-yl)- carbamate
290
(1s,3s)-3-(difluoromethyl)cyclo- butyl (4-cyclopropyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
291
(1s,3s)-3-(trifluoromethyl)cyclo- butyl (4-cyclopropyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
292
cyclobutyl (4-cyclopropyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
293
N-(4-cyclobutyl-3-(4,4-difluoro- cyclohexyl)-1-methyl-1H- pyrazol-5-yl)-3,3-difluoro- cyclobutane-1-carboxamide
294
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5-yl)(meth- yl)carbamate
295
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(4,4-difluorocyclohex- yl)-1-methyl-1H-pyrazol-5-yl)- carbamate
296
1-(4-cyclobutyl-3-(4,4-difluoro- cyclohexyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
299
(1r,3r)-3-fluorocyclobutyl (4- cyclobutyl-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
300
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(2-hydroxypropan-2-yl)- 1-methyl-1H-pyrazol-5- yl)carbamate
301
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-4-iso- propyl-1-methyl-1H-pyrazol-5- yl)carbamate
302
(1s,3s)-3-(difluoromethyl)cyclo- butyl (3-(3,3-difluorocyclobutyl)- 1,4-dimethyl-1H-pyrazol-5- yl)carbamate
303
(1s,3s)-3-(difluoromethyl)cyclo- butyl (3,4-dicyclobutyl-1-methyl- 1H-pyrazol-5-yl)carbamate
304
(1s,3s)-3-(difluoromethyl)cyclo- butyl (3-cyclobutyl-1,4-dimethyl- 1H-pyrazol-5-yl)carbamate
305
(1s,3s)-3-(difluoromethyl)cyclo- butyl (4-cyclobutyl-3-cyclopentyl- 1-methyl-1H-pyrazol-5- yl)carbamate
306
3,3-difluorocyclobutyl (4-cyclo- butyl-3-cyclopentyl-1-methyl- 1H-pyrazol-5-yl)carbamate
307
1-(4-cyclobutyl-3-cyclopentyl-1- methyl-1H-pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
308
3,3-difluorocyclobutyl (4-(tert- butyl)-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
309
(1s,3s)-3-(difluoromethyl)cyclo- butyl (4-(tert- butyl)-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
310
(1r,3r)-3-fluorocyclobutyl (4- (tert-butyl)-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
311
3,3-difluorocyclobutyl (4-cyclo- butyl-1-methyl-3-(1-(trifluoro- methyl)cyclopropyl)-1H-pyrazol- 5-yl)carbamate
312
1-(4-cyclobutyl-1-methyl-3-(1- (trifluoromethyl)cyclopropyl)- 1H-pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
313
cyclobutyl (4-cyclobutyl-1-meth- yl-3-(1-(trifluoromethyl)cyclo- propyl)-1H-pyrazol-5- yl)carbamate
315
3-(difluoromethyl)cyclobutyl (3- (3,3-difluorocyclobutyl)-4-iso- propyl-1-methyl-1H-pyrazol-5- yl)carbamate
316
(1r,3r)-3-fluorocyclobutyl (3- (3,3-difluorocyclobutyl)-4-iso- propyl-1-methyl-1H-pyrazol-5- yl)carbamate
320
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(cyclohexylmethyl)-1- methyl-1H-pyrazol-5- yl)carbamate
323
2-(3-fluoroazetidin-1-yl)ethyl (4- cyclobutyl-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
325
(1s,3s)-3-fluorocyclobutyl (4- cyclobutyl-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
326
(3-(difluoromethyl)oxetan-3- yl)methyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
327
thietan-3-yl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
328
(R)-1-cyclobutylethyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
329
(S)-1-cyclobutylethyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
332
1-(4-cyclobutyl-3-(3-hydroxy- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
333
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3-hydroxycyclobutyl)-1- methyl-1H-pyrazol-5- yl)carbamate
334
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3-hydroxy-3-methyl- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
335
cyclobutyl (4-cyclobutyl-3-(3- hydroxycyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
336
cyclobutyl (4-cyclobutyl-3-(3- hydroxy-3-methylcyclobutyl)-1- methyl-1H-pyrazol-5- yl)carbamate
337
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-dimethylcyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
339
(R)-1-cyclobutylethyl (4-cyclo- butyl-3-cyclopentyl-1-methyl- 1H-pyrazol-5-yl)carbamate
342
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-difluorocyclopent- yl)-1-methyl-1H-pyrazol-5- yl)carbamate
343
cyclobutyl (4-cyclobutyl-3-(3,3- difluorocyclopentyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
344
1-(4-cyclobutyl-3-(3,3-difluoro- cyclopentyl)-1-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
346
3,3-difluorocyclobutyl (3-((3,3- difluorocyclobutyl)methyl)-1- methyl-1H-pyrazol-5- yl)carbamate
347
2-(3,3-difluorocyclobutyl)-N-(3- ((3,3-difluorocyclobutyl)methyl)- 1-methyl-1H-pyrazol-5- yl)acetamide
348
(1s,3s)-3-(difluoromethyl)cyclo- butyl (3-cyclopentyl-4-cyclo- propyl-1-methyl-1H-pyrazol-5- yl)carbamate
349
3,3-difluorocyclobutyl (3-cyclo- pentyl-4-cyclopropyl-1-methyl- 1H-pyrazol-5-yl)carbamate
352
1-(4-cyclopropyl-3-((3,3- difluorocyclobutyl)methyl)-1- methyl-1H-pyrazol-5-yl)-3- (3,3-difluorocyclobutyl)urea
354
3,3-difluorocyclobutyl (3,4- bis(3,3-difluorocyclobutyl)-1- methyl-1H-pyrazol-5- yl)carbamate
355
(3,3-difluorocyclobutyl)methyl (3,4-bis(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
357
cyclopropyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
358
N-(4-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-1-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
359
3,3-difluorocyclobutyl (4-cyclo- butyl-3-((3,3-difluorocyclo- butyl)methyl)-1-methyl-1H- pyrazol-5-yl)carbamate
360
thietan-3-yl (3-(3,3-difluoro- cyclobutyl)-1,4-dimethyl-1H- pyrazol-5-yl)carbamate
362
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-(2,2,2-trifluoroethyl)-1H- pyrazol-5-yl)carbamate
367
(S)-1-cyclopropylethyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
368
(R)-1-cyclopropylethyl (4-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 1-methyl-1H-pyrazol-5- yl)carbamate
370
N-(4-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-1-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
371
N-(4-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-1-methyl-1H- pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
373
((1R,2S)-2-fluorocyclopropyl)- methyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
375
(R)-(2,2-difluorocyclopropyl)- methyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
378
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-1-methyl-4- (1-methylcyclobutyl)-1H- pyrazol-5-yl)carbamate
379
3,3-difluorocyclobutyl (4-cyclo- butyl-3-(3,3-difluoro-1-methyl- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
380
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-1-methyl-4- phenyl-1H-pyrazol-5- yl)carbamate
383
(1s,3s)-3-fluorocyclobutyl (3- (3,3-difluorocyclobutyl)-1-meth- yl-4-phenyl-1H-pyrazol-5- yl)carbamate
384
rac-3,3-difluorocyclobutyl (R)- (4-cyclobutyl-3-(2,2-difluoro- cyclopropyl)-1-methyl-1H- pyrazol-5-yl)carbamate
386
(R)-1-cyclopropylethyl (4-cyclo- butyl-3-(2,2-difluorocycloprop- yl)-1-methyl-1H-pyrazol-5- yl)carbamate
387
(S)-1-cyclopropylethyl (4-cyclo- butyl-3-(2,2-difluorocycloprop- yl)-1-methyl-1H-pyrazol-5- yl)carbamate
390
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-1-methyl-4- (2,2,2-trifluoroethyl)-1H-pyrazol- 5-yl)carbamate
392
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-4-methyl-1- phenyl-1H-pyrazol-5- yl)carbamate
395
(1s,3s)-3-fluorocyclobutyl (4- cyclopropyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
396
(R)-1-cyclopropylethyl (4-cyclo- propyl-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
398
3,3-difluorocyclobutyl (1-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 4-methyl-1H-pyrazol-5- yl)carbamate
400
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-4-methyl-1- (2,2,2-trifluoroethyl)-1H-pyrazol- 5-yl)carbamate
406
N-(1-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
407
N-(1-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
412
(1s,3s)-3-fluorocyclobutyl (3- 3,3-difluorocyclobutyl)-4-iso- propyl-1-methyl-1H-pyrazol-5- yl)carbamate
416
(S)-(2,2-difluorocyclopropyl)- methyl (4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)carbamate
417
(S)-(2,2-difluorocyclopropyl)- methyl (3-(3,3-difluorocyclo- butyl)-4-isopropyl-1-methyl-1H- pyrazol-5-yl)carbamate
418
(R)-(2,2-difluorocyclopropyl)- methyl (3-(3,3-difluorocyclo- butyl)-4-isopropyl-1-methyl-1H- pyrazol-5-yl)carbamate
420
(1s,3s)-3-fluorocyclobutyl (1- cyclobutyl-3-(3,3-difluorocyclo- butyl)-4-methyl-1H-pyrazol-5- yl)carbamate
421
(R)-1-cyclopropylethyl (1-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 4-methyl-1H-pyrazol-5- yl)carbamate
422
(S)-1-cyclopropylethyl (1-cyclo- butyl-3-(3,3-difluorocyclobutyl)- 4-methyl-1H-pyrazol-5- yl)carbamate
425
N-(1-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
426
3,3-difluorocyclobutyl (1-cyclo- propyl-3-(3,3-difluorocyclo- butyl)-4-methyl-1H-pyrazol-5- yl)carbamate
427
(1s,3s)-3-fluorocyclobutyl (1- cyclopropyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)carbamate
431
N-(4-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-1-methyl-1H- pyrazol-5-yl)-3-cyclopropyl-3- methylbutanamide
432
(1s,3s)-3-fluorocyclobutyl (3- (3,3-difluorocyclobutyl)-1,4- dimethyl-1H-pyrazol-5- yl)carbamate
433
(3,3-difluorocyclobutyl)methyl (3-(3,3-difluorocyclobutyl)-1,4- dimethyl-1H-pyrazol-5- yl)carbamate
440
((1S,2R)-2-fluorocyclopropyl)- methyl (3-(3,3-difluorocyclo- butyl)-4-isopropyl-1-methyl-1H- pyrazol-5-yl)carbamate
441
(3,3-difluorocyclobutyl)methyl (3-(3,3-difluorocyclobutyl)-4- isopropyl-1-methyl-1H-pyrazol- 5-yl)carbamate
443
N-(1-cyclopropyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H-pyrazol- 5-yl)-3,3-difluorocyclobutane-1- carboxamide
444
N-(1-cyclopropyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H-pyrazol- 5-yl)-2-(3,3-difluorocyclo- butyl)acetamide
445
N-(1-cyclopropyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H-pyrazol- 5-yl)-2-(1-(trifluoromethyl)cyclo- butyl)acetamide
446
N-(1-cyclopropyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(1-(tri- fluoromethyl)cyclo- propyl)acetamide
448
(R)-N-(1-cyclopropyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
449
(S)-N-(1-cyclopropyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
456
1-(1-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-3-(3,3-difluoro- cyclobutyl)urea
458
(S)-N-(1-cyclobutyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(3,3-di- fluorocyclobutyl)propenamide
459
(R)-N-(1-cyclobutyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(3,3-di- fluorocyclobutyl)propanamide
460
(R)-N-(1-cyclobutyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
461
(S)-N-(1-cyclobutyl-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
462
N-(1-benzyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
463
N-(1-benzyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
464
(S)-N-(1-benzyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2,2-difluorocyclo- propane-1-carboxamide
465
(R)-N-(1-benzyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
466
N-(4-cyclobutyl-3-(3,3-di- fluorocyclobutyl)-1-(2-(dimeth- ylamino)ethyl)-1H-pyrazol-5- yl)-3,3-difluorocyclobutane-1- carboxamide
469
N-(3-(3,3-difluorocyclobutyl)- 1-(2-(dimethylamino)ethyl)-4- methyl-1H-pyrazol-5-yl)-3,3- difluorocyclobutane-1- carboxamide
470
2-(3,3-difluorocyclobutyl)-N-(3- (3,3-difluorocyclobutyl)-1-(2- (dimethylamino)ethyl)-4-meth- yl-1H-pyrazol-5-yl)acetamide
471
(R)-N-(1-benzyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)propanamide
472
N-(1-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-3,3-difluoro-1- methylcyclobutane-1- carboxamide
473
N-(3-(3,3-difluorocyclobutyl)-4- methyl-1-(1-methylcyclobutyl)- 1H-pyrazol-5-yl)-3,3-difluoro- cyclobutane-1-carboxamide
478
(R)-1-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-3-(1-cyclo- propylethyl)urea
479
(S)-1-(4-cyclobutyl-3-(3,3- difluorocyclobutyl)-1-methyl- 1H-pyrazol-5-yl)-3-(1-cyclo- propylethyl)urea
480
3,3-difluorocyclobutyl (3-(3,3- difluorocyclobutyl)-1-methyl-4- (m-tolyl)-1H-pyrazol-5- yl)carbamate
481
(1s,3s)-3-fluorocyclobutyl (3- (3,3-difluorocyclobutyl)-1-meth- yl-4-(m-tolyl)-1H-pyrazol-5- yl)carbamate
482
N-(3-(3,3-difluorocyclobutyl)-1- methyl-4-(m-tolyl)-1H-pyrazol- 5-yl)-3,3-difluorocyclobutane-1- carboxamide
483
N-(1-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-4-methyl-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
484
N-(1-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-4-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
485
N-(1-cyclobutyl-3-((3,3-difluoro- cyclobutyl)methyl)-4-methyl-1H- pyrazol-5-yl)-2-(2,2-difluoro- cyclopropyl)acetamide
488
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-3,3-difluoro- cyclobutane-1-carboxamide
489
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
490
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(2,2-difluoro- cyclopropyl)acetamide
491
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-3,3-difluoro-1- methylcyclobutane-1- carboxamide
492
(S)-N-(1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5-yl)-2,2- difluorocyclopropane-1- carboxamide
493
(R)-N-(1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5-yl)-2,2- difluorocyclopropane-1- carboxamide
494
N-(3-(3,3-difluorocyclobutyl)-1- methyl-4-(1-methylpiperidin-4- yl)-1H-pyrazol-5-yl)-3,3- difluorocyclobutane-1- carboxamide
496
N-(4-(tert-butyl)-3-((3,3- difluorocyclobutyl)methyl)-1- methyl-1H-pyrazol-5-yl)-2-(3,3- difluorocyclobutyl)acetamide
498
3,3-difluorocyclobutyl (1-(tert- butyl)-3-(3,3-difluorocyclo- butyl)-4-methyl-1H-pyrazol-5- yl)carbamate
501
N-(1-(tert-butyl)-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(3,3-difluoro- cyclobutyl)acetamide
504
(R)-N-(1-(tert-butyl)-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2,2-difluoro- cyclopropane-1-carboxamide
514
N-(1-(tert-butyl)-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-3,3-difluoro- cyclobutane-1-carboxamide
515
N-(1-(tert-butyl)-3-(3,3- difluorocyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
521
(1s,3s)-3-fluorocyclobutyl (4- (tert-butyl)-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
523
3,3-difluorocyclobutyl (1-cyclo- butyl-3-(3,3-difluoro-1-methyl- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)carbamate
524
(1s,3s)-3-fluorocyclobutyl (1- cyclobutyl-3-(3,3-difluoro-1- methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)carbamate
525
(S)-(2,2-difluorocyclopropyl)- methyl (1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5- yl)carbamate
527
1-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-3-(3,3- difluorocyclobutyl)urea
528
N-(3-(3,3-difluorocyclobutyl)- 1,4-dimethyl-1H-pyrazol-5-yl)- 3,3-difluorocyclobutane-1- carboxamide
529
2-(3,3-difluorocyclobutyl)-N-(3- (3,3-difluorocyclobutyl)-1,4- dimethyl-1H-pyrazol-5- yl)acetamide
530
N-(3-(3,3-difluorocyclobutyl)- 1,4-dimethyl-1H-pyrazol-5-yl)- 2-(2,2-difluorocyclo- propyl)acetamide
531
(S)-N-(3-(3,3-difluorocyclo- butyl)-1,4-dimethyl-1H-pyrazol- 5-yl)-2,2-difluorocyclopropane- 1-carboxamide
532
(R)-N-(3-(3,3-difluorocyclo- butyl)-1,4-dimethyl-1H-pyrazol- 5-yl)-2,2-difluorocyclopropane- 1-carboxamide
533
1-cyclopropylethyl (4-(tert- butyl)-3-(3,3-difluorocyclo- butyl)-1-methyl-1H-pyrazol-5- yl)carbamate
537
(1s,3s)-3-fluorocyclobutyl (3- (3,3-difluorocyclobutyl)-1-meth- yl-4-(1-methylcyclobutyl)-1H- pyrazol-5-yl)carbamate
539
1-cyclopropylethyl (3-(3,3- difluorocyclobutyl)-1-methyl-4- (1-methylcyclobutyl)-1H- pyrazol-5-yl)carbamate
542
(1s,3s)-3-fluorocyclobutyl (1- (tert-butyl)-3-(3,3-difluorocyclo- butyl)-4-methyl-1H-pyrazol-5- yl)carbamate
544
1-cyclopropylethyl (1-(tert-butyl)- 3-(3,3-difluorocyclobutyl)-4- methyl-1H-pyrazol-5- yl)carbamate
547
N-(1-(tert-butyl)-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclobutyl)acetamide
549
N-(3-(3,3-difluorocyclobutyl)-4- methyl-1-(thiazol-2-yl)-1H- pyrazol-5-yl)-3,3-difluorocyclo- butane-1-carboxamide
550
2-(3,3-difluorocyclobutyl)-N-(3- (3,3-difluorocyclobutyl)-4-meth- yl-1-(thiazol-2-yl)-1H-pyrazol-5- yl)acetamide
551
N-(3-(3,3-difluorocyclobutyl)-4- methyl-1-(thiazol-2-yl)-1H- pyrazol-5-yl)-2-(2,2-difluoro- cyclopropyl)acetamide
552
(R)-N-(3-(3,3-difluorocyclobutyl)- 4-methyl-1-(thiazol-2-yl)-1H- pyrazol-5-yl)-2,2-difluorocyclo- propane-1-carboxamide
553
(S)-N-(3-(3,3-difluorocyclobutyl)- 4-methyl-1-(thiazol-2-yl)-1H- pyrazol-5-yl)-2,2-difluorocyclo- propane-1-carboxamide
554
N-(3-(3,3-difluorocyclobutyl)-1- (2-hydroxy-2-methylpropyl)-4- methyl-1H-pyrazol-5-yl)-3,3- difluorocyclobutane-1- carboxamide
555
2-(3,3-difluorocyclobutyl)-N-(3- (3,3-difluorocyclobutyl)-1-(2- hydroxy-2-methylpropyl)-4- methyl-1H-pyrazol-5- yl)acetamide
559
1-(3,3-difluorocyclobutyl)ethyl (4-cyclobutyl-3-(3,3-difluoro- cyclobutyl)-1-methyl-1H- pyrazol-5-yl)carbamate
560
2-(5-(3,3-difluorocyclobutane-1- carboxamido)-3-(3,3-difluoro- cyclobutyl)-4-methyl-1H- pyrazol-1-yl)ethyl 3,3-difluoro- cyclobutane-1-carboxylate
561
(R)-(2,2-difluorocyclo- propyl)methyl (1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5- yl)carbamate
562
((1R,2S)-2-fluorocyclo- propyl)methyl (1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5- yl)carbamate
564
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclobutyl)acetamide
565
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(1-(trifluoro- methyl)cyclopropyl)acetamide
568
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-2-(1-methyl- cyclopropyl)acetamide
569
(1R,2R)-N-(1-cyclobutyl-3-(3,3- difluoro-1-methylcyclobutyl)-4- methyl-1H-pyrazol-5-yl)-2- fluorocyclopropane-1- carboxamide
571
N-(1-cyclobutyl-3-(3,3-difluoro- 1-methylcyclobutyl)-4-methyl- 1H-pyrazol-5-yl)-1-(1,1-difluoro- ethyl)cyclopropane-1- carboxamide
574
N-(3-(3,3-difluorocyclobutyl)-1- (2-hydroxy-2-methylpropyl)-4- methyl-1H-pyrazol-5-yl)-2-(1- (trifluoromethyl)cyclo- propyl)acetamide.

462 more elements

Dependencies are inferred from the claim text.

Facts

Application: 19/097,371Filed 1 Apr 2025 · continuation
Priority: 23 Feb 2022
Published: US 2025/0171429 A117 Jul 2025
Granted: 29 Sep 2026
Term ends: Not estimatedThe source records don’t support an estimate.

Classification16 codes

C07D 417/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
A61K 31/4155
1,2-Diazoles: non condensed and containing further heterocyclic rings
A61K 31/427
Thiazoles: not condensed and containing further heterocyclic rings
A61P 25/00
Drugs for disorders of the nervous system

Family

Application63/313,208Us provisional application · filed 23 Feb 2022
Application18/839,858Parent of this continuation · filed 23 Feb 2023
PCT/US2023/063111Parent of this continuation · filed 23 Feb 2023
US 2025/0230152 A1Pre-grant publication · published 17 Jul 2025
US 2025/0171429 A1Published application
US 12,747,237 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

Facts

Application

19/097,371Filed 1 Apr 2025 · continuation

Priority

23 Feb 2022

Published

US 2025/0171429 A117 Jul 2025

Granted

29 Sep 2026

Term ends

Not estimatedThe source records don’t support an estimate.

Classification16 codes

C07D 417/04
Containing two hetero rings: directly linked by a ring-member-to-ring-member bond
A61K 31/4155
1,2-Diazoles: non condensed and containing further heterocyclic rings
A61K 31/427
Thiazoles: not condensed and containing further heterocyclic rings
A61P 25/00
Drugs for disorders of the nervous system

Family

Application63/313,208Us provisional application · filed 23 Feb 2022

Application18/839,858Parent of this continuation · filed 23 Feb 2023

PCT/US2023/063111Parent of this continuation · filed 23 Feb 2023

US 2025/0230152 A1Pre-grant publication · published 17 Jul 2025

US 2025/0171429 A1Published application

US 12,747,237 B2This patent

From the US filing history. Foreign family members aren’t listed.