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Solid Compositions Comprising A Glp 1 Agonist, A Salt Of N (8 (2 Hydroxybenzoyl)amino)caprylic Acid And A Lubricant

Abstract: The invention relates to pharmaceutical compositions comprising a peptide, such a GLP-1 peptide and a salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid. The invention further relates to processes for the preparation of such compositions, and their use in medicine.

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Notices, Deadlines & Correspondence

Patent Information

Application #
Filing Date
20 August 2020
Publication Number
36/2020
Publication Type
INA
Invention Field
CHEMICAL
Status
Email
nncp-in@novonordisk.com
Parent Application

Applicants

NOVO NORDISK A/S
Novo Allé 2880 Bagsværd

Inventors

1. PEDERSEN, Betty, Lomstein
Novo Allé 2880 Bagsværd
2. NISSEN, Birgitte
Novo Allé 2880 Bagsværd

Specification

1. A pharmaceutical composition comprising
a) 0.5-50 mg of a GLP-1 agonist and
5 b) 20-800 mg, such as 50-500 mg, of a salt of N-(8-(2-
hydroxybenzoyl)amino)caprylic acid and c) 0.6-20 mg, such as 1-10 mg, lubricant, wherein said salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid constitutes at least 90 w/w %, such as at least 95 w/w % of the excipients of the composition. 10
2. The pharmaceutical composition according to claim 1, wherein the lubricant is
magnesium stearate or glyceryl dibehenate.
3. The pharmaceutical composition according to claim 1 or claim 2 consisting of:
15 a) a GLP-1 agonist,
b) a salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid and
c) at least one lubricant.
4. The pharmaceutical composition according to any of the previous claims, wherein said
20 salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid constitutes at least 90 w/w % of the
composition.
5. The pharmaceutical composition according to any of the previous claims, wherein the
compositions comprises 1-8 mg, such as 2-5 mg or such as 2-3 mg magnesium stearate
25 per 100 mg of said salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid.
6. The pharmaceutical composition according to any of the previous claims wherein the
GLP-1 agonist is a GLP-1 peptide substituted with a fatty acid or a fatty diacid, such as a
GLP-1 agonist selected from the group consisting of: semaglutide, Ns26{2-[2-(2-{2-[2-(2-
30 {(S)-4-Carboxy-4-[10-(4-carboxyphenoxy)decanoylamino]butyrylamino}-
ethoxy)ethoxy]acetylamino}ethoxy)ethoxy]acetyl}, /\f57-{2-[2-(2-{2-[2-(2-{(S)-4-carboxy-4-[10-(4-carboxyphenoxy)decanoylamino]butyrylamino}ethoxy)ethoxy]acetylamino}-ethoxy)ethoxy]-acetyl}-[Aib8,Arg34,Lys37]GLP-1(7-37)-peptide (GLP-1 agonist B) and N£27-[2-[2-[2-[[2-[2-[2-[[(4S)-4-carboxy-4-[10-(4-carboxyphenoxy)decanoylamino]butanoyl]-
35 amino] ethoxy]ethoxy]acetyl]amino]ethoxy]ethoxy]-acetyl], N£36-[2-[2-[2-[[2-[2-[2-[[(4S)-4-

carboxy-4-[10-(4-carboxyphenoxy)decanoylamino]butanoyl]amino]ethoxy]ethoxy]acetyl]-amino]ethoxy]ethoxy]acetyl]-[Aib8,Glu22,Arg26,Lys27, Glu30,Arg34,Lys36]-GLP-1-(7-37)-peptidyl-Glu-Gly (GLP-1 agonist C).
5 7. The pharmaceutical composition according to any of the previous claims, wherein the salt of N-(8-(2-hydroxybenzoyl)amino)caprylic acid is sodium N-(8-(2-hydroxybenzoyl)amino)caprylate (SNAC).
8. The pharmaceutical composition according to any of the previous claims, wherein a dose
10 unit comprises;
a) 0.5-20 mg of semaglutide,
b) 50-400 mg of SNAC and
c) 1-10 mg lubricant.
15 9. The pharmaceutical composition according to any of the previous claims, wherein a dose unit comprises;
a) 1-10 mg of semaglutide,
b) 50-300 mg of SNAC and
c) 1-10 mg magnesium stearate. 20
10. The pharmaceutical composition according to any of the previous claims 1-6, wherein a
dose unit comprises;
a) 0.5-20 mg of the GLP-1 agonist C,
b) 50-400 mg of SNAC and 25 c) 1-10 mg lubricant.
11. The pharmaceutical composition according to any of the previous claims 1-6, wherein a
dose unit comprises;
a) 1-10 mg of the GLP-1 agonist C,
30 b) 50-300 mg of SNAC and
c) 1-10 mg magnesium stearate.
12. The pharmaceutical composition according to any of the previous claims, wherein the
composition is a solid composition, such as a tablet for oral administration.
35

13. A pharmaceutical composition according to any of the previous claims for use in
medicine.
14. A pharmaceutical composition according to any of the previous claims for use in a
5 method of treatment of diabetes and/or obesity.
15. A method of treatment of a subject in need thereof, wherein the method comprises
administering a therapeutically active amount of a composition according to any of the
previous claims to said subject.

Documents

Application Documents

# Name Date
1 202047035833-STATEMENT OF UNDERTAKING (FORM 3) [20-08-2020(online)].pdf 2020-08-20
2 202047035833-SEQUENCE LISTING(PDF) [20-08-2020(online)].pdf 2020-08-20
3 202047035833-SEQUENCE LISTING [20-08-2020(online)].txt 2020-08-20
4 202047035833-PRIORITY DOCUMENTS [20-08-2020(online)].pdf 2020-08-20
5 202047035833-POWER OF AUTHORITY [20-08-2020(online)].pdf 2020-08-20
6 202047035833-FORM 1 [20-08-2020(online)].pdf 2020-08-20
7 202047035833-DRAWINGS [20-08-2020(online)].pdf 2020-08-20
8 202047035833-DECLARATION OF INVENTORSHIP (FORM 5) [20-08-2020(online)].pdf 2020-08-20
9 202047035833-COMPLETE SPECIFICATION [20-08-2020(online)].pdf 2020-08-20
10 202047035833-FORM 18 [21-08-2020(online)].pdf 2020-08-21
11 202047035833-Proof of Right [27-08-2020(online)].pdf 2020-08-27
12 202047035833-FORM 3 [22-02-2021(online)].pdf 2021-02-22
13 202047035833-FORM 3 [12-08-2021(online)].pdf 2021-08-12
14 202047035833.pdf 2021-10-18
15 202047035833-FORM 3 [09-02-2022(online)].pdf 2022-02-09
16 202047035833-FORM 3 [08-08-2022(online)].pdf 2022-08-08
17 202047035833-RELEVANT DOCUMENTS [15-12-2022(online)].pdf 2022-12-15
18 202047035833-POA [15-12-2022(online)].pdf 2022-12-15
19 202047035833-FORM 13 [15-12-2022(online)].pdf 2022-12-15
20 202047035833-FORM 3 [06-02-2023(online)].pdf 2023-02-06
21 202047035833-FER.pdf 2023-02-07
22 202047035833-FORM 4(ii) [02-08-2023(online)].pdf 2023-08-02
23 202047035833-Information under section 8(2) [04-08-2023(online)].pdf 2023-08-04
24 202047035833-FORM 3 [04-08-2023(online)].pdf 2023-08-04
25 202047035833-FER_SER_REPLY [06-09-2023(online)].pdf 2023-09-06
26 202047035833-COMPLETE SPECIFICATION [06-09-2023(online)].pdf 2023-09-06
27 202047035833-CLAIMS [06-09-2023(online)].pdf 2023-09-06
28 202047035833-FORM-26 [20-10-2023(online)].pdf 2023-10-20
29 202047035833-Information under section 8(2) [02-02-2024(online)].pdf 2024-02-02
30 202047035833-FORM 3 [02-02-2024(online)].pdf 2024-02-02
31 202047035833-FORM-26 [22-03-2024(online)].pdf 2024-03-22
32 202047035833-US(14)-HearingNotice-(HearingDate-01-05-2024).pdf 2024-04-04
33 202047035833-PRE GRANT OPPOSITION FORM [05-04-2024(online)].pdf 2024-04-05
34 202047035833-PRE GRANT OPPOSITION DOCUMENT [05-04-2024(online)].pdf 2024-04-05
35 202047035833-Statement and Evidence [18-06-2024(online)].pdf 2024-06-18
36 202047035833-PreGrant-HearingNotice-(HearingDate-22-08-2024)-1430.pdf 2024-07-23
37 202047035833-REQUEST FOR ADJOURNMENT OF HEARING UNDER RULE 129A [14-08-2024(online)].pdf 2024-08-14
38 202047035833-PreGrant-ExtendedHearingNotice-(HearingDate-25-09-2024)-1430.pdf 2024-08-20
39 202047035833-REQUEST FOR ADJOURNMENT OF HEARING UNDER RULE 129A [19-09-2024(online)].pdf 2024-09-19
40 202047035833-PreGrant-ExtendedHearingNotice-(HearingDate-25-10-2024)-1430.pdf 2024-09-20
41 202047035833-Representation,including the statement and evidence [30-09-2024(online)].pdf 2024-09-30
42 202047035833-RELEVANT DOCUMENTS [14-10-2024(online)].pdf 2024-10-14
43 202047035833-POA [14-10-2024(online)].pdf 2024-10-14
44 202047035833-FORM 13 [14-10-2024(online)].pdf 2024-10-14
45 202047035833-REQUEST FOR ADJOURNMENT OF HEARING UNDER RULE 129A [21-10-2024(online)].pdf 2024-10-21
46 202047035833-PreGrant-ExtendedHearingNotice-(HearingDate-22-11-2024)-1430.pdf 2024-10-25
47 202047035833-PRE GRANT OPPOSITION FORM [01-11-2024(online)].pdf 2024-11-01
48 202047035833-PRE GRANT OPPOSITION DOCUMENT [01-11-2024(online)].pdf 2024-11-01
49 202047035833-OTHERS [01-11-2024(online)].pdf 2024-11-01
50 202047035833-Response to office action [15-11-2024(online)].pdf 2024-11-15
51 202047035833-Response to office action [18-11-2024(online)].pdf 2024-11-18
52 202047035833-Statement and Evidence [10-01-2025(online)].pdf 2025-01-10
53 202047035833-Response to office action [12-02-2025(online)].pdf 2025-02-12
54 202047035833-PRE GRANT OPPOSITION FORM [11-06-2025(online)].pdf 2025-06-11
55 202047035833-PRE GRANT OPPOSITION DOCUMENT [11-06-2025(online)].pdf 2025-06-11
56 202047035833-OTHERS [11-06-2025(online)].pdf 2025-06-11
57 202047035833-Statement and Evidence [15-09-2025(online)].pdf 2025-09-15
58 202047035833-Response to office action [19-09-2025(online)].pdf 2025-09-19

Search Strategy

1 SearchstrategyE_06-02-2023.pdf
2 IntellectualPropertyIndiaE_06-02-2023.pdf