US2009326245A1PendingUtilityA1

Novel Polymorphs of Azabicyclohexane

72
Individually held — no corporate assignee on recordPriority: Aug 16, 2005Filed: Apr 22, 2009Published: Dec 31, 2009
Est. expiryAug 16, 2025(expired)· nominal 20-yr term from priority
Inventors:Eric J. HagenKevin Halloran
A61K 31/403A61P 25/24C07D 209/94C07D 209/52
72
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Claims

Abstract

The invention provides polymorphic crystalline forms of acid addition salts of (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane designated as polymorph form A, polymorph form B and polymorph form C, where polymorph form A is more thermodynamically stable than the other forms, methods for preparing and using such polymorph forms and pharmaceutical compositions containing such polymorph forms.

Claims

exact text as granted — not AI-modified
1 . A polymorph of an acid addition salt of (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane in crystalline form substantially free of other geometric, optical and polymorphic isomers thereof. 
   
   
       2 . The acid addition salt of  claim 1  wherein said salt is a hydrochloride salt. 
   
   
       3 . The polymorph form A of an acid addition salt of (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane in crystalline form substantially free of other geometric, optical and polymorphic isomers thereof. 
   
   
       4 . The polymorph form A of  claim 3  wherein said acid addition salt is a hydrochloride salt. 
   
   
       5 . The polymorph form A of  claim 4  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at one or more of and at about the following °2θ (degree) values:
 17.14;   19.62;   21.96;   24.52; and   26.74.   
   
   
       6 . The polymorph form A of  claim 4  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at all of and at about the following °2θ (degree) values:
 17.14;   19.62;   21.96;   24.52; and   26.74.   
   
   
       7 . The polymorph form A of  claim 4  wherein the Raman spectrum of said polymorph is characterized by peaks at one or more of and at about the following wavenumbers (cm −1 ):
 762;   836;   921;   959:   1393;   1597;   2890;   2982; and   3064.   
   
   
       8 . The polymorph form A of  claim 4  wherein the Raman spectrum of said polymorph is characterized by peaks at all of and at about the following wavenumbers (cm −1 ):
 762;   836;   921;   959;   1393;   1597;   2890;   2982; and   3064.   
   
   
       9 . The polymorph form B of an acid addition salt of (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane in crystalline form substantially free of other geometric, optical and polymorphic isomers thereof. 
   
   
       10 . The polymorph form B of  claim 9  wherein said acid addition salt is a hydrochloride salt. 
   
   
       11 . The polymorph form B of  claim 10  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at one or more of and at about the following °2θ (degree) values:
 15.58;   17.52;   21.35;   23.04;   25.43; and   30.72.   
   
   
       12 . The polymorph form B of  claim 10  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at all of and at about the following °2θ (degree) values:
 15.58;   17.52;   21.35;   23.04;   25.43;   and 30.72.   
   
   
       13 . The polymorph form B of  claim 10  wherein the Raman spectrum of said polymorph is characterized by peaks at one or more of and at about the following wavenumbers (cm −1 ):
 1245;   1380;   2963;   2993;   3027; and   3066.   
   
   
       14 . The polymorph form B of  claim 10  wherein the Raman spectrum of said polymorph is characterized by peaks at all of and at about the following wavenumbers (cm −1 ):
 1245;   1380;   2963;   2993;   3027; and   3066.   
   
   
       15 . The polymorph form C of an acid addition salt of (+)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane in crystalline form substantially free of other geometric, optical and polymorphic isomers thereof. 
   
   
       16 . The polymorph form C of  claim 15  wherein said acid addition salt is a hydrochloride salt. 
   
   
       17 . The polymorph form C of  claim 16  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at one or more of and at about the following °2θ (degree) values:
 13.34;   17.64;   20.07;   21.32;   22.97;   24.86;   26.32; and   27.90.   
   
   
       18 . The polymorph form C of  claim 16  wherein the X-ray powder diffraction pattern of said polymorph, as measured at crystal sizes of from about 10 to 40 microns, is characterized by peaks at all of and at about the following °2θ (degree) values:
 13.34;   17.64;   20.07;   21.32;   22.97;   24.86;   26.32; and   27.90.   
   
   
       19 . The polymorph form C of  claim 16  wherein the Raman spectrum of said polymorph is characterized by peaks at one or more of and at about the following wavenumbers (cm −1 ):
 1059;   1094;   1266;   1343;   1595;   2966;   2900; and   3070.   
   
   
       20 . The polymorph form C of  claim 16  wherein the Raman spectrum of said polymorph is characterized by peaks at all of and at about the following wavenumbers (cm −1 ):
 1059;   1094;   1266;   1343;   1595;   2966;   2900; and   3070.   
   
   
       21 - 65 . (canceled)

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