IP Library Granted Patent US 9,713,647
Granted Patent B2
US 9,713,647 · App. 15/181,900 · Granted Jul 25, 2017

Pyrrolobenzodiazepines and targeted conjugates

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Quick Facts
Patent No.
US 9,713,647
App. No.
15/181,900
Granted
Jul 25, 2017
Kind
B2
Abstract

A compound, or a pharmaceutically acceptable salt or solvate thereof, or conjugates thereof, selected from the group consisting of: wherein: (a) R 10 is H, and R 11 is OH, OR A , where R A is saturated C 1-4 alkyl; (b) R 10 and R 11 form a nitrogen-carbon double bond between the nitrogen and carbon atoms to which they are bound; or (c) R 10 is H and R 11 is SO z M, where z is 2 or 3 and M is a monovalent pharmaceutically acceptable cation, or both M together are a divalent pharmaceutically acceptable cation.

Claims (22)

1. A compound, or a pharmaceutically acceptable salt thereof, selected from the group consisting of:

wherein:

(a) R 10 is H, and R 11 is OH, OR A , where R A is saturated C 1-4 alkyl;

(b) R 10 and R 11 form a nitrogen-carbon double bond between the nitrogen and carbon atoms to which they are bound; or

(c) R 10 is H and R 11 is SO z M, where z is 2 or 3 and M is a monovalent pharmaceutically acceptable cation, or both M together are a divalent pharmaceutically acceptable cation.

2. A compound according to claim 1 , wherein R 10 and R 11 and form a nitrogen-carbon double bond.

3. A compound selected from the group consisting of:

wherein either

(a) R 10 is carbamate nitrogen protecting group, and R 11 is O-Prot O, wherein Prot O is an oxygen protecting group; or

(b) R 10 is a hemi-aminal nitrogen protecting group and R 11 is an oxo group.

4. A compound according to claim 3 , wherein R 10 is Troc and/or R 11 is OTBS.

5. A compound according to claim 3 , wherein R 11 is oxo and R 10 is SEM.

6. A compound of formula C1:

wherein R 10 and R 11 and form a nitrogen-carbon double bond.

7. A compound of formula C3:

wherein R 10 and R 11 and form a nitrogen-carbon double bond.

8. A compound of formula C4:

wherein R 10 and R 11 and form a nitrogen-carbon double bond.

9. A compound of formula C5:

wherein R 10 and R 11 and form a nitrogen-carbon double bond.

10. A compound which is of formula C6:

wherein R 10 and R 11 and form a nitrogen-carbon double bond.

Assignments (6)
CHANGE OF NAME Recorded Feb 22, 2021
From: SEATTLE GENETICS, INC.
To: SEAGEN INC.
Reel/Frame 055362/0182 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2016
From: HOWARD, PHILIP WILSON
To: SPIROGEN LIMITED
Reel/Frame 040233/0319 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2016
From: SPIROGEN LIMITED
To: SPIROGEN DEVELOPMENTS SARL
Reel/Frame 040233/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 5, 2016
From: JEFFREY, SCOTT C.; BURKE, PATRICK J.
To: SEATTLE GENETICS, INC.
Reel/Frame 040233/0340 →
CONFIRMATORY ASSIGNMENT Recorded Nov 5, 2016
From: SPIROGEN SÀRL
To: MEDIMMUNE LIMITED
Reel/Frame 040569/0561 →
MERGER Recorded Nov 5, 2016
From: SPIROGEN DEVELOPMENTS SARL
To: SPIROGEN SARL
Reel/Frame 040569/0618 →