Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Reconcile | HCID 62857 | — |
| Reactant | Fumaric Acid | HCID 444972 | — |
| Product | Succinic Acid | HCID 1110 | — |
| Product | Reconcile | HCID 62857 | — |
| Product | HCID 69566592 | HCID 69566592 | 82% |
Reaction Steps
Cocrystals of fluoxetine HCl and succinic acid were prepared as follows. A 6.00 g sample of fluoxetine HCl and 1.01 g of fumaric acid were dissolved in 20 mL of ethanol with heating. The solution was filtered through a 0.2 μm nylon filter, concentrated to a volume of 8 mL, and cooled in an ice bath for 6 hours. The solid material was isolated on filter paper and allowed to dry in the air to give 5.74 g (82% yield) of fluoxetine HCl:fumaric acid (2:1) cocrystal. The measured melting points were 158° C. for fluoxetine HCl, >300° C. (decomposes) for fumaric acid, and 164° C. for the cocrystal. The cocrystal is expected to have a good toxicology profile, since fumaric acid is known to be safe and appears on the Generally Recognized As Safe (“GRAS”) list from the U.S. Food and Drug Administration.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07452555B2 |
|---|
| Source dataset | uspto-grants-2008_11 |
|---|
| ORD ID | ord-c01a9baffe2f4da691b8cb4f52580ce0 |
|---|
| Source note | uspto-grants-2008_11 |
|---|