# US 10,441,662 B2 · Polymer, method for producing polymer, and drug conjugate

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 10,441,662 B2
- Document ID: US10441662B2
- Status: Granted
- Kind: B2
- Application number: 16/326,837
- Filed: 2017-08-23
- Published: 2019-06-27
- Granted: 2019-10-15
- Earliest claimed: 2016-08-23
- Assignees: Kawasaki Institute of Industrial Promotion
- Applicants: Kawasaki Institute of Industrial Promotion
- Inventors: Sabina Quader; Horacio Cabral; Hiroaki Kinoh; Kazunori Kataoka
- Web page: https://patentgrep.com/patent/US10441662B2

## CPC

- A61K 47/59: obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds, e.g. polyureas or polyurethanes
- C08G 69/10: Alpha-amino-carboxylic acids {(polysuccinimides C08G73/1092)}
- A61K 47/6907: {the form being a microemulsion, nanoemulsion or micelle}
- C08G 69/08: derived from amino-carboxylic acids
- C08G 69/40: Polyamides containing oxygen in the form of ether groups (C08G69/12, C08G69/32 take precedence)
- A61K 31/475: having an indole ring, e.g. yohimbine, reserpine, strychnine, vinblastine (vincamine A61K31/4375)
- A61K 31/5517: condensed with five-membered rings having nitrogen as a ring hetero atom, e.g. imidazobenzodiazepines, triazolam
- A61K 31/553: having at least one nitrogen and one oxygen as ring hetero atoms, e.g. loxapine, staurosporine
- A61P 35/00: Antineoplastic agents
- 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)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS

## Abstract

Provided is a polymer including a repeating unit (I) represented by Formula (I) and a repeating unit (II) represented by Formula (II) (in the formulae, m represents 1 or 2, L represents a divalent aromatic hydrocarbon group or a divalent aliphatic hydrocarbon group, R1 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, X represents ORx, SRx, or NRx1Rx2, Rx represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, Rx1 and Rx2 each independently represent a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group).

## Claims

### Claim 1

A polymer comprising:
a repeating unit (I) represented by Formula (I); and
a repeating unit (II) represented by Formula (II)
wherein, m represents 1 or 2, L represents a divalent aromatic hydrocarbon group or a divalent aliphatic hydrocarbon group, R1 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, X represents ORx, SRx, or NRx1Rx2, Rx represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, Rx1 and Rx2 each independently represent a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group.

### Claim 2

A method for producing a polymer, comprising:
a step (1) of reacting a polymer (P1) which has a repeating unit (II′) represented by Formula (II′) with a compound (1a) represented by Formula (1a) to obtain a polymer (P2) which has a repeating unit represented by Formula (I′) and the repeating unit (II′); and
a step (2) of hydrolyzing the polymer (P2) under a neutral condition or an acidic condition to obtain a polymer which has a repeating unit (I) represented by Formula (I) and a repeating unit (II-1) represented by Formula (II-1)
wherein m represents 1 or 2, R2 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, L represents a divalent aromatic hydrocarbon group, or a divalent aliphatic hydrocarbon group, R1 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, Ra11 and Ra12 each independently represent a methyl group or an ethyl group or Ra11 and Ra12 are bonded to each other and represent an ethylene group or a propylene group, and Rx represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group.

### Claim 3

A method for producing a polymer, comprising:
a step (1) of reacting a polymer (P1) which has a repeating unit (II′) represented by Formula (II′) with a compound (1a) represented by Formula (1a) to obtain a polymer (P2) which has a repeating unit represented by Formula (I′) and the repeating unit (II′);
a step (2a) of applying at least one treatment selected from the group consisting of hydrolysis under an alkaline condition, a transesterification reaction, aminolysis, and hydrolysis and amide coupling under an alkaline condition to the polymer (P2) to obtain a polymer (P3) which has a repeating unit (I′) represented by Formula (I′) and a repeating unit (II) represented by Formula (II); and
a step (2b) of hydrolyzing the polymer (P3) under a neutral condition or an acidic condition to obtain a polymer which has a repeating unit (I) represented by Formula (I) and a repeating unit (II) represented by Formula (II)
wherein m represents 1 or 2, R2 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, L represents a divalent aromatic hydrocarbon group, or a divalent aliphatic hydrocarbon group, R1 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, Ra11 and Ra12 each independently represent a methyl group or an ethyl group or Ra11 and Ra12 are bonded to each other and represent an ethylene group or a propylene group, X represents ORx, SRx, or NRx1Rx2, Rx represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, and Rx1 and Rx2 each independently represent a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group.

### Claim 4 (depends on 1)

A drug conjugate comprising:
the polymer according to claim 1; and
at least one drug bonded to the polymer.

### Claim 5 (depends on 4)

The drug conjugate according to claim 4, comprising:
a polymer which includes a repeating unit (Ia) represented by Formula (Ia) and a repeating unit (II) represented by Formula (II)
wherein m represents 1 or 2, L represents a divalent aromatic hydrocarbon group or a divalent aliphatic hydrocarbon group, R1 represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, BM represents an active molecule, X represents ORx, SRx, or NRx1Rx2, Rx represents a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group, Rx1 and Rx2 each independently represent a hydrogen atom, an aliphatic hydrocarbon group, or an aromatic hydrocarbon group.

### Claim 6 (depends on 5)

A micelle comprising:
the drug conjugate according to claim 5.

### Claim 7 (depends on 4)

A pharmaceutical composition comprising the drug conjugate according to claim 4.

### Claim 8 (depends on 5)

A pharmaceutical composition comprising the drug conjugate according to claim 5.

### Claim 9 (depends on 6)

A pharmaceutical composition comprising the micelle according to claim 6.

### Claim 10 (depends on 4)

A method of treating tumors in a patient, comprising:
administering to the patient the drug conjugate according to claim 4.

### Claim 11 (depends on 5)

A method of treating tumors in a patient, comprising:
administering to the patient the drug conjugate according to claim 5.

### Claim 12 (depends on 6)

A method of treating tumors in a patient, comprising:
administering to the patient the micelle according to claim 6.