IP Library Granted Patent US 9,156,812
Granted Patent B2
US 9,156,812 · App. 13/845,919 · Granted Oct 13, 2015

Crystalline form of 6-[(4S)-2-methyl-4-(2-naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine

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Quick Facts
Patent No.
US 9,156,812
App. No.
13/845,919
Granted
Oct 13, 2015
Kind
B2
Abstract

The present disclosure generally relates to a crystalline form of 6-[(4S)-2-methyl-4-(naphthyl)-1,2,3,4-tetrahydroisoquinolin-7-yl]pyridazin-3-amine. The present disclosure also generally relates to pharmaceutical compositions comprising the crystalline form, as well of methods of using a crystalline form in the treatment of depression and other conditions and methods for obtaining such crystalline form.

Claims (19)

1. A crystalline Form N-1 of

characterized by the following unit cell parameters:

Cell dimensions:

a=8.4299(4) Å

b=6.0698(3) Å

c=19.0689(12) Å

alpha=90°

beta=100.169(2)°

gamma=90°

Space group Monoclinic, P2 1

Volume 960.39(9) Å 3

Z, Calculated density 2, 1.267 g/cm 3 .

wherein measurement of said crystalline form is at a temperature between about 20° C. to about 25° C.

2. The crystalline Form N-1 according to claim 1 , characterized by fractional atomic coordinates within the unit cell as listed in Table 3.

3. The crystalline Form N-1 according to claim 1 , characterized by a melt with decomposition endotherm with onset typically in the range of 235-245° C.

4. The crystalline Form N-1 according to claim 1 , wherein said Form N-1 has a purity of at least 98 weight percent.

5. The crystalline Form N-1 according to claim 1 , wherein said Form N-1 has a purity of at least 99 weight percent.

6. A pharmaceutical composition comprising crystalline Form N-1 according to claim 1 and a pharmaceutically acceptable carrier.

7. A pharmaceutical composition comprising crystalline Form N-1 according to claim 1 in combination with one or more additional drugs.

Assignments (11)
PARTIAL RELEASE OF FIRST LIEN INTELLECTUAL PROPERTY SECURITY AGREEMENT SUPPLEMENT Recorded Jun 3, 2025
From: APOLLO ADMINISTRATIVE AGENCY LLC
To: CURIA GLOBAL, INC.
Reel/Frame 071490/0880 →
CHANGE OF NAME Recorded May 20, 2025
From: ALBANY MOLECULAR RESEARCH, INC.
To: CURIA GLOBAL, INC.
Reel/Frame 071298/0097 →
SECURITY INTEREST Recorded Mar 7, 2025
From: CURIA GLOBAL, INC.; CURIA IP HOLDINGS, LLC; CURIA BIO, INC.
To: APOLLO ADMINISTRATIVE AGENCY LLC
Reel/Frame 070442/0908 →
RELEASE OF SECURITY INTEREST Recorded Nov 16, 2020
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 054382/0326 →
RELEASE OF SECURITY INTEREST Recorded Oct 29, 2020
From: MORGAN STANLEY SENIOR FUNDING, INC., AS COLLATERAL AGENT
To: ALBANY MOLECULAR RESEARCH, INC.; AMRI BURLINGTON, INC.; CEDARBURG PHARMACEUTICALS, INC.; EUTICALS INC.; OSO BIOPHARMACEUTICALS MANUFACTURING, LLC
Reel/Frame 054252/0687 →
CORRECTIVE ASSIGNMENT TO CORRECT THE INCORRECT PATENT NO. 7541537 PREVIOUSLY RECORDED AT REEL: 034045 FRAME: 0951. ASSIGNOR(S) HEREBY CONFIRMS THE SECURITY INTEREST. Recorded Aug 14, 2018
From: ALBANY MOLECULAR RESEARCH, INC.; ALO ACQUISITION LLC; AMRI BURLINGTON, INC.; AMRI RENSSELAER, INC.; CEDARBURG PHARMACEUTICALS, INC.; OSO BIOPHARMACEUTICALS MANUFACTURING, LLC
To: BARCLAYS BANK PLC, AS THE COLLATERAL AGENT
Reel/Frame 046796/0352 →
FIRST LIEN SECURITY AGREEMENT Recorded Sep 1, 2017
From: ALBANY MOLECULAR RESEARCH, INC.; AMRI BURLINGTON, INC.; CEDARBURG PHARMACEUTICALS, INC.; EUTICALS INC.; OSO BIOPHARMACEUTICALS MANUFACTURING, LLC-BY ITS SOLE MEMBER: ALO ACQUISITION LLC
To: BARCLAYS BANK, PLC AS COLLATERAL AGENT
Reel/Frame 043746/0621 →
SECOND LIEN SECURITY AGREEMENT Recorded Sep 1, 2017
From: ALBANY MOLECULAR RESEARCH, INC.; AMRI BURLINGTON, INC.; CEDARBURG PHARMACEUTICALS, INC.; EUTICALS INC.; OSO BIOPHARMACEUTICALS MANUFACTURING LLC-BY ITS SOLE MEMBER:ALO ACQUISITION LLC
To: MORGAN STANLEY SENIOR FUNDING, INC.
Reel/Frame 043746/0657 →
RELEASE OF SECURITY INTEREST Recorded Aug 31, 2017
From: BARCLAYS BANK PLC, AS COLLATERAL AGENT
To: ALBANY MOLECULAR RESEARCH, INC.; ALO ACQUISITION LLC; AMRI BURLINGTON, INC.; AMRI RENSSELAER, INC.; CEDARBURG PHARMACEUTICALS, INC.; OSO BIOPHARMACEUTICALS MANUFACTURING, LLC; AMRI SSCI, LLC; EUTICALS INC.
Reel/Frame 043742/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 22, 2016
From: BRISTOL-MYERS SQUIBB COMPANY
To: ALBANY MOLECULAR RESEARCH, INC.
Reel/Frame 039116/0827 →
SECURITY INTEREST Recorded Oct 24, 2014
From: ALBANY MOLECULAR RESEARCH, INC.; ALO ACQUISITION LLC; AMRI BURLINGTON, INC.; AMRI RENSSELAER, INC.; CEDARBURG PHARMACEUTICALS, INC.; OSO BIOPHARMACEUTICALS MANUFACTURING, LLC
To: BARCLAYS BANK PLC, AS THE COLLATERAL AGENT
Reel/Frame 034045/0951 →