Salt and solid forms of tabernanthalog

Abstract

Disclosed herein are salt and solid forms of tabernanthalog. Disclosed solid forms may be a polymorph of tabernanthalog fumarate, and/or may have improved properties, such as improved physical, chemical and/or pharmacokinetic properties. Disclosed salts include pharmaceutically acceptable salts of tabernanthalog. Disclosed solid forms include free base and salt forms of tabernanthalog, including amorphous and crystalline forms of tabernanthalog, such as tabernanthalog free base or a salt thereof. Also disclosed are methods for making the salts and solid forms and methods for administering the same. The salt and solid forms of tabernanthalog and salts thereof are useful for treating neurological disease and/or a psychiatric disorder in a subject.

1 .- 71 . (canceled) 
     
     
         72 . A tabernanthalog salt or solid form. 
     
     
         73 . The tabernanthalog salt of  claim 72 , wherein the salt is crystalline. 
     
     
         74 . The tabernanthalog salt of  claim 72 , wherein the salt is amorphous. 
     
     
         75 . The tabernanthalog salt of  claim 72 , wherein the salt is formed from an acid selected from galactaric (mucic) acid, naphthalene-1,5-disulfonic acid, citric acid, sulfuric acid, d-glucuronic acid, ethane-1,2-disulfonic acid, lactobionic acid, p-toluenesulfonic acid, D-glucoheptonic acid, thiocyanic acid, L-pyroglutamic acid, methanesulfonic acid, L-malic acid, dodecylsulfuric acid, hippuric acid, naphthalene-2-sulfonic acid, D-gluconic acid, benzenesulfonic acid, D,L-lactic acid, oxalic acid, oleic acid, glycerophosphoric acid, succinic acid, isethionic acid, glutaric acid, L-aspartic acid, cinnamic acid, maleic acid, adipic acid, phosphoric acid, sebacic acid, ethanesulfonic acid, (+)-camphoric acid, glutamic acid, acetic acid, or a combination thereof. 
     
     
         76 . The tabernanthalog salt of  claim 72 , wherein the salt is a fumarate, monofumarate salt or hemi-fumarate salt. 
     
     
         77 . The tabernanthalog salt of  claim 72 , wherein the salt is a fumarate salt with a crystalline polymorphic form having Pattern #1, Pattern #2a (Form B), Pattern #2b, Pattern #2c, Pattern #2d, Pattern #3, Pattern #4a, Pattern #4b, Pattern #5, Pattern #6a (Form A), Pattern #6b, Pattern #7, Pattern #8, Pattern #9, Pattern #10, Pattern #11, Pattern #12, Pattern #13, Pattern #14 (Form I), Pattern #15, Pattern #16, Pattern #17, Pattern #18, Pattern #19, Pattern #20, Pattern #21, Pattern #22, or a mixture thereof. 
     
     
         78 . The tabernanthalog salt of  claim 76 , wherein the salt is a crystalline polymorphic form of tabernanthalog monofumarate salt having Pattern #6a (Form A). 
     
     
         79 . The tabernanthalog salt of  claim 76 , wherein the salt is a crystalline polymorphic form of tabernanthalog monofumarate salt having Pattern #2a (Form B). 
     
     
         80 . The tabernanthalog salt of  claim 76 , wherein the salt is a crystalline polymorphic form of tabernanthalog hemifumarate having Pattern #14 (Form I). 
     
     
         81 . The tabernanthalog salt of  claim 72 , wherein the salt is an acid addition salt. 
     
     
         82 . The tabernanthalog salt of  claim 72 , wherein the salt is a sorbate. 
     
     
         83 . The tabernanthalog salt of  claim 72 , wherein the salt is a tartrate salt. 
     
     
         84 . The tabernanthalog salt of  claim 72 , wherein the salt is a malate salt. 
     
     
         85 . The tabernanthalog salt of  claim 72 , wherein the salt is a tosylate salt. 
     
     
         86 . The tabernanthalog salt of  claim 72 , wherein the salt is a benzoate salt. 
     
     
         87 . The tabernanthalog salt of  claim 72 , wherein the salt is an adipate salt. 
     
     
         88 . The tabernanthalog salt of  claim 72 , wherein the salt is a glucoronate salt. 
     
     
         89 . The tabernanthalog salt of  claim 72 , wherein the salt is a phosphate salt. 
     
     
         90 . The tabernanthalog salt of  claim 72 , wherein the salt is an edisylate salt. 
     
     
         91 . The tabernanthalog salt of  claim 72 , wherein the salt is a sulfate salt. 
     
     
         92 . The tabernanthalog salt of  claim 72 , wherein the salt is a maleate salt. 
     
     
         93 . The tabernanthalog salt of  claim 72 , wherein the salt is a galactarate salt. 
     
     
         94 . The tabernanthalog salt of  claim 72 , wherein the salt is a citrate salt. 
     
     
         95 . The tabernanthalog salt of  claim 72 , wherein the salt is a glycolate salt. 
     
     
         96 . The tabernanthalog salt of  claim 72 , wherein the salt is a succinate salt. 
     
     
         97 . The solid form of  claim 72 , wherein the solid form is a free base form of tabernanthalog. 
     
     
         98 . A pharmaceutical composition comprising the tabernanthalog salt or solid form of  claim 72  and a pharmaceutically acceptable excipient. 
     
     
         99 . A method for treating a disease or disorder in a subject in need thereof, comprising administering to the subject the tabernanthalog salt or solid form of  claim 72 .