Reaktion #360436

ord-9caebc7359e54cb1a270bf525cc2c29c

Reaktionsgleichung

C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate
CCCC(CCC)C(=O)O
valproic acid
C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
CCCC(CCC)C(=O)O
valproic acid
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate
C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
CCCC(CCC)C(=O)O
valproic acid
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate
→
C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
[Ca]
calcium
CCCC(CCC)C(=O)[O-]
valproate

Edukte

C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate
CCCC(CCC)C(=O)O
valproic acid
C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
—
L-carnitine valproate salt
—
L-carnitine valproate salt
CCCC(CCC)C(=O)O
valproic acid
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate
C[N+](C)(C)C[C@H](O)CC(=O)[O-]
L-carnitine
CCCC(CCC)C(=O)O
valproic acid
CCCC(CCC)C(=O)[O-].CCCC(CCC)C(=O)[O-].C[N+](C)(C)C[C@H](O)CC(=O)[O-].[Ca+2]
L-carnitine calcium valproate

Reagenzien

Keine

Lösungsmittel

O
water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeas disclosed herein provides a composition of the present invention that
  2. 2
    Sonstigeat room temperature

Vorschrift

The inventors have discovered that simple admixture or combination of L-carnitine, a calcium or magnesium salt, and valproic acid without a suitable solvent is not sufficient to provide an L-carnitine valproate salt of the present invention. After simple admixture or combination without a suitable solvent, L-carnitine retains its objectionable malodor and offensive taste, as well as its hygroscopicity, and valproic acid remains an oil. In contrast, use of the methods of preparing the L-carnitine valproate salt of the present invention as disclosed herein provides a composition of the present invention that is free from objectionable taste and free or nearly free from repugnant odor. Further, an L-carnitine valproate salt of the present invention has different physico-chemical properties from the starting materials. As we discovered and disclose in Example 1, for example, L-carnitine calcium valproate, an embodiment of the present invention, has a melting point of 171.2° C., different from the melting point of L-carnitine (186-190° C.) or valproic acid (an oil at room temperature and above). The 1H-NMR spectrum of L-carnitine calcium valproate (FIG. 2) differs from that of the starting materials (i.e., L-carnitine and valproic acid) and confirms the structure. L-carnitine calcium valproate is soluble in water, and aqueous solutions of this salt provide bioavailable L-carnitine, calcium, and valproate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07456216B2uspto-grants-2008_11