US 11,701,430 B2
Pyrrolobenzodiazepines and conjugates thereof
Philip Wilson Howard, Cambridge (GB)
Assigned to MEDIMMUNE LIMITED, Cambridge (GB)
Filed by MEDIMMUNE LIMITED, Cambridge (GB)
Filed on Apr. 6, 2021, as Appl. No. 17/223,712.
Application 17/223,712 is a continuation of application No. 16/837,336, filed on Apr. 1, 2020, granted, now 10,994,023.
Application 16/837,336 is a continuation of application No. 16/412,138, filed on May 14, 2019, granted, now 10,646,584, issued on May 12, 2020.
Application 16/412,138 is a continuation of application No. 15/847,308, filed on Dec. 19, 2017, granted, now 10,335,497, issued on Jul. 2, 2019.
Application 15/847,308 is a continuation of application No. 14/051,743, filed on Oct. 11, 2013, granted, now 9,889,207, issued on Feb. 13, 2018.
Claims priority of provisional application 61/712,928, filed on Oct. 12, 2012.
Prior Publication US 2021/0290776 A1, Sep. 23, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 487/04 (2006.01); C07D 519/00 (2006.01); A61K 47/68 (2017.01); A61K 45/06 (2006.01); A61K 47/65 (2017.01)
CPC A61K 47/6855 (2017.08) [A61K 45/06 (2013.01); A61K 47/65 (2017.08); A61K 47/6803 (2017.08); C07D 487/04 (2013.01); C07D 519/00 (2013.01); Y02P 20/582 (2015.11)] 3 Claims
 
1. A mixture of conjugates having the following formula:

OG Complex Work Unit Chemistry
where R10 and R11 either
(a) form a double bond between the carbon and nitrogen atoms to which they are bound; or
(b) are H and ORA respectively, where RA is selected from H and C1-4 alkyl;
where the average drug loading per antibody in the mixture of antibody-drug conjugates is from 1 to 8, and
where CBA is an antibody or an active fragment thereof.