Reaktion #1980267

ord-e5bd4892c1d84109845d13b3189e1e58

Reaktionsgleichung

O
H2O
C#CCCCCCC#C
1,8-Nonadiyne
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl
doxorubicin hydrochloride
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
doxorubicin
O
water
O
water
→
O=C1O[C@H]([C@@H](O)CO)C(O)=C1O
ascorbic acid
C#CCCCCCC#C
1,8-Nonadiyne

Edukte

O
H2O
—
aqueous solution
C#CCCCCCC#C
1,8-Nonadiyne
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1.Cl
doxorubicin hydrochloride
COc1cccc2c1C(=O)c1c(O)c3c(c(O)c1C2=O)C[C@@](O)(C(=O)CO)C[C@@H]3O[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1
doxorubicin
—
hyaluronic acid
O
water
O
water
—
product 1

Reagenzien

Keine

Lösungsmittel

CS(C)=O
DMSO

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

100 mg of product 1 are dissolved in 1.1 ml of distilled water; a solution of 200 μl of 1,8-Nonadiyne in 11.23 ml of DMSO are prepared separately, whereas 23.2 mg of doxorubicin hydrochloride are dissolved in 0.5 ml of distilled water. The solution of hyaluronic acid is mixed with that of doxorubicin and with 0.2 ml of that of 1,8-Nonadiyne; 0.1 ml of an aqueous solution obtained with 50 mg of CuSO4.5H2O in 1 ml of H2O and 0.1 ml of an aqueous solution of 20 mg of ascorbic acid are then added. The mixture is stirred vortically for a few minutes. The rapidly formed gel (see FIG. 31) incorporates the doxorubicin hydrochloride inside.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08512752B2uspto-grants-2013_08