Compound modified with glycerol derivative

• US 7,696,359 B2
• Filed: 09/03/2004
• Issued: 04/13/2010
• Est. Priority Date: 09/03/2003
• Status: Expired due to Fees

• Current Assignee: Kyowa Hakko Kirin Company Limited (Kirin Holdings Company Limited)
• Original Assignee: Kyowa Hakko Kirin Company Limited (Kirin Holdings Company Limited), Techno Network Shikoku, Co., Ltd.
• Inventors: Kato, Yasuki, Kusano, Hiroko, Yamasaki, Motoo, Yamauchi, Masahiro, Nemoto, Hisao, Suzawa, Toshiyuki
• Primary Examiner(s): Saeed; Kamal A
• Assistant Examiner(s): Young; Shawquia
• Application Number:
  US10/570,623
• Publication Number:
  US 20060280784A1
• Time in Patent Office: 2,048 Days
• Field of Search: 548/542
• US Class Current: 548/542
• CPC Class Codes: A61K 47/00 Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
• CPC Class Codes: A61K 47/54 the modifying agent being an organic compound
• CPC Class Codes: A61K 47/6911 the form being a liposome
• CPC Class Codes: B82Y 5/00 Nanobiotechnology or nanomedicine, e.g. protein engineering or drug delivery
• CPC Class Codes: C07C 323/60 with the carbon atom of at least one of the carboxyl groups bound to nitrogen atoms
• CPC Class Codes: C07D 207/452 with hydrocarbon radicals, substituted by hetero atoms, directly attached to the ring nitrogen atom
• CPC Class Codes: C07F 9/10 Phosphatides, e.g. lecithin
• CPC Class Codes: C07K 5/0202 containing the structure -NH-X-X-C(=0)-, X being an optionally substituted carbon atom or a heteroatom, e.g. beta-amino acids

Abstract

Objects of the present invention are to provide a compound which is useful as a surface modifier for producing a drug carrier or the like, or a salt thereof; a fine particle comprising the same; and the like. The present invention provides a compound in which a substance to be modified, which is selected from the group consisting of an amphiphilic substance and a hydrophobic substance, is modified with a glycerol derivative represented by the following formula (1):

wherein R represents a residue comprising a reactive group for the substance to be modified, which is selected from the group consisting of an amphiphilic substance and a hydrophobic substance or for a spacer capable of binding the substance to be modified, which is selected from the group consisting of an amphiphilic substance and a hydrophobic substance, to R-X, or a group capable of being transformed into the reactive group; n represents an integer of 3 or more; and X represents a residue capable of having the following structure by n in number:

directly or via the spacer, or a salt thereof; a fine particle comprising the same; and the like.

Claims

1. A compound represented by formula (5):

2. The compound according to claim 1, wherein R³ and R⁴ are ethylene.

3. A fine particle comprising the compound according to claim 1 or a salt thereof.

4. The fine particle according to claim 3, wherein the fine particle is selected from the group consisting of a liposome, a fat emulsion, an emulsion, a micell and a fine particle crystal.

5. A fine particle comprising the compound of claim 2 or a salt thereof.

6. The fine particle according to claim 5, wherein the fine particle is selected from the group consisting of a liposome, a fat emulsion, an emulsion, a micell and a fine particle crystal.

7. A compound obtainable by linking, directly or via a spacer, (i) a substance selected from the group consisting of phospholipid, glyceroglycolipid, sphingoglycolipid, sphingoids, sterols, cationic lipid, anionic lipid, polyhydric alcohol ester nonionic surfactant, anionic surfactant, cationic surfactant, ampholytic surfactant, liquid paraffin, vegetable oil, ester of fatty acid having 12 to 30 carbon atoms, castor oil, polyoxyethylene castor oil, lanolin, polyaspartic acids, poly(β

-benzyl aspartate), poly(γ

-benzyl glutamate), poly(β

-alkyl aspartate), polylactide, poly(ε

-caprolactone), poly(δ

-valerolactone), poly(γ

-butyrolactone), poly(β

-benzyl aspartate-co-aspartic acid), poly(γ

-benzyl glutamate-co-glutaminic acid) and poly(α

-amino acid), with (ii) a group represented by (1A), (1C) or (1D);

8. A fine particle comprising a compound of claim 7, or a salt thereof.

9. The fine particle according to claim 8, wherein the fine particle is selected from the group consisting of a liposome, a fat emulsion, an emulsion, a micell and a fine particle crystal.