Granted Patent B2

US 12,551,448 · App. 19/172,172 · Granted Feb 17, 2026

Inventors: Ching Wah Chong (Fremont, CA); Robert Kuehl (San Francisco, CA); Heow Tan (Cupertino, CA); Harisha Atluri (Palo Alto, CA)

Assignee: Pharmacyclics LLC

A61K9/2054A61K9/2009A61K9/2013A61K9/2018A61K9/2027A61K9/2095A61K31/519

Abstract

Claims (59)

1 . A high-load solid tablet formulation comprising ibrutinib and one or more pharmaceutically acceptable excipients, wherein ibrutinib is a compound with the structure of Compound 1,

and wherein the high-load solid tablet formulation comprises at least 50% w/w of ibrutinib;

wherein the one or more excipients are selected from the group consisting of diluents, binders, disintegrating agents, lubricants, glidants, and surfactants;

the diluent is selected from the group consisting of lactose, sucrose, dextrose, dextrates, maltodextrin, mannitol, xylitol, sorbitol, cyclodextrins, calcium phosphate, calcium sulfate, starches, modified starches, cellulose, microcrystalline cellulose, microcellulose, and talc;

the disintegrating agent is selected from the group consisting of natural starch, a pregelatinized starch, a sodium starch, methylcrystalline cellulose, methylcellulose, croscarmellose, croscarmellose sodium, cross-linked sodium carboxymethylcellulose, cross-linked carboxymethylcellulose, cross-linked croscarmellose, cross-linked starch such as sodium starch glycolate, cross-linked polymer such as crospovidone, cross-linked polyvinylpyrrolidone, sodium alginate, a clay, and a gum;

the binder is selected from the group consisting of hydroxypropyl cellulose and polyvinylpyrrolidone;

the surfactant is sodium lauryl sulfate;

the glidant is silica.

2 . The high-load solid tablet formulation of claim 1 , wherein the high-load solid tablet formulation comprises about 60% w/w to about 80% w/w of ibrutinib.

3 . The high-load solid tablet formulation of claim 1 , wherein at least one excipient is a diluent.

4 . The high-load solid tablet formulation of claim 3 , wherein the diluent is lactose, cellulose, or microcrystalline cellulose.

5 . The high-load solid tablet formulation of claim 3 , wherein the diluent is lactose;

and lactose is present in an amount from about 8% w/w to about 14% w/w.

6 . The high-load solid tablet formulation of claim 1 , wherein at least one excipient is a disintegrating agent.

7 . The high-load solid tablet formulation of claim 6 , wherein the disintegrating agent is croscarmellose.

8 . A high-load solid tablet formulation comprising ibrutinib and one or more pharmaceutically acceptable excipients, wherein ibrutinib is a compound with the structure of Compound 1,

and wherein the high-load solid tablet formulation comprises at least 50% w/w of ibrutinib;

wherein the one or more excipients are selected from the group consisting of diluents, binders, disintegrating agents, lubricants, glidants, and surfactants;

the diluent is selected from the group consisting of lactose, sucrose, dextrose, dextrates, maltodextrin, mannitol, xylitol, sorbitol, cyclodextrins, calcium phosphate, calcium sulfate, starches, modified starches, cellulose, microcrystalline cellulose, microcellulose, and talc;

the disintegrating agent is selected from the group consisting of natural starch, a pregelatinized starch, a sodium starch, methylcrystalline cellulose, methylcellulose, croscarmellose, croscarmellose sodium, cross-linked sodium carboxymethylcellulose, cross-linked carboxymethylcellulose, cross-linked croscarmellose, cross-linked starch such as sodium starch glycolate, cross-linked polymer such as crospovidone, cross-linked polyvinylpyrrolidone, sodium alginate, a clay, and a gum;

the binder is selected from the group consisting of hydroxypropyl cellulose and polyvinylpyrrolidone;

the surfactant is sodium lauryl sulfate;

the glidant is silica; and

the lubricant is magnesium stearate.

9 . The high-load solid tablet formulation of claim 8 , wherein the high-load solid tablet formulation comprises about 60% w/w to about 80% w/w of ibrutinib.

10 . The high-load solid tablet formulation of claim 8 , wherein at least one excipient is a diluent.

11 . The high-load solid tablet formulation of claim 10 , wherein the diluent is lactose, cellulose, or microcrystalline cellulose.

12 . The high-load solid tablet formulation of claim 10 , wherein the diluent is lactose; and lactose is present in an amount from about 8% w/w to about 14% w/w.

13 . The high-load solid tablet formulation of claim 8 , wherein at least one excipient is a disintegrating agent.

14 . The high-load solid tablet formulation of claim 13 , wherein the disintegrating agent is croscarmellose.

15 . A high-load solid tablet formulation comprising ibrutinib and one or more pharmaceutically acceptable excipients, wherein ibrutinib is a compound with the structure of Compound 1,

and wherein the high-load solid tablet formulation comprises at least 50% w/w of ibrutinib;

wherein the excipients comprise:

one or more diluents selected from the group consisting of lactose, sucrose, dextrose, dextrates, maltodextrin, mannitol, xylitol, sorbitol, cyclodextrins, calcium phosphate, calcium sulfate, starches, modified starches, cellulose, microcrystalline cellulose, microcellulose, and talc;

one or more disintegrating agents selected from the group consisting of natural starch, a pregelatinized starch, a sodium starch, methylcrystalline cellulose, methylcellulose, croscarmellose, croscarmellose sodium, cross-linked sodium carboxymethylcellulose, cross-linked carboxymethylcellulose, cross-linked croscarmellose, cross-linked starch such as sodium starch glycolate, cross-linked polymer such as crospovidone, cross-linked polyvinylpyrrolidone, sodium alginate, a clay, and a gum;

one or more binders selected from the group consisting of hydroxypropyl cellulose and polyvinylpyrrolidone;

a surfactant, wherein the surfactant is sodium lauryl sulfate; and

a glidant, wherein the glidant is silica.

16 . The high-load solid tablet formulation of claim 15 , wherein the high-load solid tablet formulation comprises about 60% w/w to about 80% w/w of ibrutinib.

17 . The high-load solid tablet formulation of claim 15 , wherein at least one excipient is a diluent.

18 . The high-load solid tablet formulation of claim 17 , wherein the diluent is lactose, cellulose, or microcrystalline cellulose.

19 . The high-load solid tablet formulation of claim 17 , wherein the diluent is lactose; and lactose is present in an amount from about 8% w/w to about 14% w/w.

20 . The high-load solid tablet formulation of claim 15 , wherein at least one excipient is a disintegrating agent.

21 . The high-load solid tablet formulation of claim 20 , wherein the disintegrating agent is croscarmellose.

22 . A high-load solid tablet formulation comprising ibrutinib and one or more pharmaceutically acceptable excipients, wherein ibrutinib is a compound with the structure of Compound 1,

and wherein the high-load solid tablet formulation comprises at least 50% w/w of ibrutinib;

wherein the excipients comprise:

one or more diluents selected from the group consisting of lactose, sucrose, dextrose, dextrates, maltodextrin, mannitol, xylitol, sorbitol, cyclodextrins, calcium phosphate, calcium sulfate, starches, modified starches, cellulose, microcrystalline cellulose, microcellulose, and talc;

one or more disintegrating agents selected from the group consisting of natural starch, a pregelatinized starch, a sodium starch, methylcrystalline cellulose, methylcellulose, croscarmellose, croscarmellose sodium, cross-linked sodium carboxymethylcellulose, cross-linked carboxymethylcellulose, cross-linked croscarmellose, cross-linked starch such as sodium starch glycolate, cross-linked polymer such as crospovidone, cross-linked polyvinylpyrrolidone, sodium alginate, a clay, and a gum;

one or more binders selected from the group consisting of hydroxypropyl cellulose and polyvinylpyrrolidone;

a surfactant, wherein the surfactant is sodium lauryl sulfate;

a glidant, wherein the glidant is silica; and

a lubricant.

23 . The high-load solid tablet formulation of claim 22 , wherein the high-load solid tablet formulation comprises about 60% w/w to about 80% w/w of ibrutinib.

24 . The high-load solid tablet formulation of claim 22 , wherein at least one excipient is a diluent.

25 . The high-load solid tablet formulation of claim 24 , wherein the diluent is lactose, cellulose, or microcrystalline cellulose.

26 . The high-load solid tablet formulation of claim 24 , wherein the diluent is lactose; and lactose is present in an amount from about 8% w/w to about 14% w/w.

27 . The high-load solid tablet formulation of claim 22 , wherein at least one excipient is a disintegrating agent.

28 . The high-load solid tablet formulation of claim 27 , wherein the disintegrating agent is croscarmellose.

Assignments (1)

Continuity (15)

References Cited (400)