Reacción #554588

ord-6edf2a5ad7274373baa01fed4332c23e

Ecuación de reacción

O=P([O-])([O-])[O-].[Na+].[Na+].[Na+]
sodium phosphate
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.C[C@H](O)C(=O)O
squalamine lactate
O=P([O-])([O-])[O-]
phosphate
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.C[C@H](O)C(=O)O
squalamine lactate
→
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.O=P([O-])([O-])[O-]
squalamine phosphate
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.C[C@H](O)C(=O)O
squalamine lactate

Reactantes

O=P([O-])([O-])[O-].[Na+].[Na+].[Na+]
sodium phosphate
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.C[C@H](O)C(=O)O
squalamine lactate
O=P([O-])([O-])[O-]
phosphate
CC(C)[C@@H](CC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@H]4C[C@@H](NCCCNCCCCN)CC[C@]4(C)[C@H]3CC[C@]12C)OS(=O)(=O)O.C[C@H](O)C(=O)O
squalamine lactate
—
preparation

Reactivos

Ninguno

Disolventes

O=C[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO
dextrose

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrosubject with a syringe
  2. 2
    OtroOver the course of the following 24 hours
  3. 3
    workup.WAITThese signs and symptoms persisted for about 1 week

Procedimiento

A 10 mg/ml solution of squalamine lactate was prepared in 5% dextrose. A squalamine phosphate suspension was prepared by adjusting the 10 mg/ml squalamine lactate solution to 50 mM phosphate by addition of 1M sodium phosphate, pH 7.4. 0.1 ml of each preparation was then separately injected into the subcutaneous space between the thumb and second finger of a healthy human subject with a syringe bearing a 26 gauge needle. Within seconds of injection of the squalamine lactate solution, the subject experienced an intense stinging sensation not unlike an insect sting. This sensation persisted for about 20 minutes. Over the course of the following 24 hours the site became tender, swollen, and visibly red. These signs and symptoms persisted for about 1 week, gradually diminishing in intensity.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08623416B2uspto-grants-2014_01