# US 7,608,584 B2 · Calcitonin drug-oligomer conjugates, and uses thereof

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- Number: US 7,608,584 B2
- Document ID: US7608584B2
- Status: Granted
- Kind: B2
- Application number: 10/166,355
- Filed: 2002-11-08
- Published: 2004-05-13
- Granted: 2009-10-27
- Earliest claimed: 2001-06-04
- Assignees: Biocon Limited
- Inventors: Nnochiri N. Ekwuribe; Balasingam Radhakrishnan
- Web page: https://patentgrep.com/patent/US7608584B2

## Abstract

Calcitonin drug-oligomer conjugates that include a calcitonin drug coupled to an oligomer including a single polyalkylene glycol moiety consisting of between 4 and 10 polyalkylene glycol subunits are disclosed. Pharmaceutical compositions including such conjugates and methods of treating bone disorders by administering such conjugates are also disclosed.

## Claims

### Claim 1

A substantially monodispersed calcitonin oligomer conjugate mixture consisting of a salmon or human calcitonin coupled to two oligomer subunits, wherein each oligomer comprises a polyalkylene glycol moiety, wherein the conjugate consists of a first oligomer subunit and a second oligomer subunit wherein the first oligomer subunit is covalently coupled to Lys11 of the calcitonin drug and the second oligomer subunit is covalently coupled to Lys18 of the calcitonin drug, wherein the substantially monodispersed calcitonin drug-oligomer conjugate consisting of the structure of Formula I:
wherein
x is an integer from 5 to 9;
y is an integer from 4 to 10; and
z is 2 which is the number of conjugation sites on the calcitonin.

### Claim 2 (depends on 1)

The conjugate according to claim 1, wherein the calcitonin drug is salmon calcitonin.

### Claim 3 (depends on 1)

The conjugate according to claim 1, wherein the oligomer is covalently coupled to an amine function of the calcitonin drug.

### Claim 4 (depends on 1)

The conjugate according to claim 1, wherein the oligomer consist of a first oligomer and a second oligomer subunit, and wherein the first oligomer subunit and second oligomer subunit can be the same or different.

### Claim 5 (depends on 1)

The conjugate according to claim 1, wherein x is from 7 to 9.

### Claim 6 (depends on 1)

The conjugate according to claim 1, wherein y is from 4 to 8.

### Claim 7 (depends on 1)

The conjugate according to claim 1, wherein x is 7 and y is 7.

### Claim 8 (depends on 1)

A pharmaceutical composition comprising the conjugate mixture of claim 1; and
a pharmaceutically acceptable carrier.

### Claim 9 (depends on 8)

The pharmaceutical composition according to claim 8, wherein the oligomer is covalently coupled to an amine function of the calcitonin drug.

### Claim 10 (depends on 8)

The pharmaceutical composition according to claim 8, wherein x is 9, y is 7, and z is 2.

### Claim 11 (depends on 8)

The pharmaceutical composition according to claim 8, wherein x is 6, y is 8, and z is 2.

### Claim 12 (depends on 1)

A method of treating a bone disorder in a subject in need of such treatment, said method comprising:
administering an effective amount of the calcitonin drug-oligomer conjugate according to claim 1 to the subject to treat the bone disorder.

### Claim 13 (depends on 12)

The method according to claim 12, wherein the administration is oral.
