# US 9,434,822 B2 · Block copolymer, micelle preparation, and anticancer agent containing the same as active ingredient > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 9,434,822 B2 - Document ID: US9434822B2 - Status: Granted - Kind: B2 - Application number: 13/971,036 - Filed: 2013-08-20 - Published: 2014-01-23 - Granted: 2016-09-06 - Earliest claimed: 2004-09-22 - Assignees: Nippon Kayaku Kabushiki Kaisha - Applicants: Nippon Kayaku Kabushiki Kaisha - Inventors: Kazuhisa Shimizu; Keizou Ishikawa; Takeshi Nakanishi - Web page: https://patentgrep.com/patent/US9434822B2 ## CPC - C08G 81/00: Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers (involving only carbon-to-carbon unsaturated bond reactions C08F299/00 {; polyester-amides C08G69/44; polyester-imides C08G73/16; polyamides-imides C08G73/14; block- or graft polymers containing polysiloxane sequences C08G77/42}) - A61K 9/1075: {Microemulsions or submicron emulsions; Preconcentrates or solids thereof; Micelles, e.g. made of phospholipids or block copolymers (A61K9/0026 takes precedence)} - A61K 31/337: having four-membered rings, e.g. taxol - A61K 47/34: Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyesters, polyamino acids, polysiloxanes, polyphosphazines, copolymers of polyalkylene glycol or poloxamers (A61K47/10 takes precedence) - A61P 35/00: Antineoplastic agents - C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS ## Abstract A medicinal preparation is desired which has no harmful side effects such as hypersensitive reaction, heightens the water solubility of a sparingly water-soluble anticancer agent, maintains a high drug concentration in the blood, accumulates a drug in a tumor tissue at a high concentration, heightens the pharmacological effect of the sparingly water-soluble anticancer agent, and diminishes the side effects of the anticancer agent. Provided are: a novel block copolymer which can be a drug carrier having no harmful side effects such as hypersensitive reaction; a micelle preparation in which micelles are formed and which contains a sparingly water-soluble anticancer agent, especially paclitaxel, incorporated in the micelles in an amount necessary for a disease treatment without bonding it to the block copolymer and which can heighten the solubility of the drug in water; and an anticancer agent which comprises the micelle preparation as a medical ingredient, maintains a high concentration in the blood, has more potent drug activity, and is reduced in toxicity. ## Claims ### Claim 1 A block copolymer represented by the following general formula (3): wherein R1 represents a hydrogen atom or a (C1 to C5) alkyl group, R2 represents a (C1 to C5) alkylene group, R3 represents a methylene group or an ethylene group, R4 represents a hydrogen atom or a (C1 to C4) acyl group, R5 represents a hydroxyl group, an optionally substituted aryl (C1 to C8) alkoxy group or —N(R6)-CO—NHR7, R6 and R7 may be the same or different and each represents a (C3 to C6) cyclic alkyl group or a (C1 to C5) alkyl group optionally substituted with a tertiary amino group; n represents 5 to 1000, m represents 2 to 300, x′ represents 0 to 300 and y′ represents 0 to 300, provided that the sum of x′ and y′ is 1 or and less than m; and R5 is a hydroxyl group at a ratio 0% relative to m, an optionally substituted aryl (C1 to C8) alkoxy group at a ratio of 10-80% relative to m, and —N(R6)-CO—NHR7 at a ratio of 11-30% relative to m. ### Claim 2 (depends on 1) The block copolymer according to claim 1, wherein R1 is a methyl group, R2 is a trimethylene group, R3 is a methylene group, R4 is an acetyl group, the optionally substituted aryl (C1 to C8) alkoxy group represented by R5 is a benzyloxy group or a 4-phenyl-1-butoxy group, each of R6 and R7 is an isopropyl group, n is 20 to 500, m is 10 to 100, x′ is 0 to 100, and y′ is 0 to 100. ### Claim 3 (depends on 1, 2) A micelle preparation formed from the block copolymer of claim 1 or 2 and a sparingly water-soluble anticancer agent. ### Claim 4 (depends on 3) The micelle preparation according to claim 3, wherein the sparingly water-soluble anticancer agent is a taxane-based anticancer agent. ### Claim 5 (depends on 4) The micelle preparation according to claim 4, wherein the taxane-based anticancer agent is paclitaxel. ### Claim 6 (depends on 3) An anticancer agent comprising the micelle preparation of claim 3 as an active ingredient and a pharmacologically acceptable additive. ### Claim 7 (depends on 4) An anticancer agent comprising the micelle preparation of claim 4 as an active ingredient and a pharmacologically acceptable additive. ### Claim 8 (depends on 5) An anticancer agent comprising the micelle preparation of claim 5 as an active ingredient and a pharmacologically acceptable additive.