US 12,227,517 B2
Pyridazinyl-thiazolecarboxamide compound
Hideyuki Watanabe, Tokyo (JP); Yohei Seki, Tokyo (JP); Keiichiro Okuyama, Tokyo (JP); Kazuo Kurosawa, Tokyo (JP); Osamu Ikeda, Tokyo (JP); Hiroshi Tomiyama, Nagano (JP); Yoshinori Iwai, Nagano (JP); Akihiko Nakamura, Nagano (JP); and Kozo Miyasaka, Nagano (JP)
Assigned to Astellas Pharma Inc., Tokyo (JP); and KOTOBUKI PHARMACEUTICAL CO., LTD., Nagano (JP)
Appl. No. 17/427,426
Filed by Astellas Pharma Inc., Tokyo (JP); and Kotobuki Pharmaceutical Co., Ltd., Nagano (JP)
PCT Filed Dec. 24, 2020, PCT No. PCT/JP2020/048337
§ 371(c)(1), (2) Date Jul. 30, 2021,
PCT Pub. No. WO2021/132422, PCT Pub. Date Jul. 1, 2021.
Claims priority of application No. 2019-233673 (JP), filed on Dec. 25, 2019.
Prior Publication US 2022/0315603 A1, Oct. 6, 2022
Int. Cl. C07D 498/10 (2006.01); A61P 35/00 (2006.01); C07D 417/14 (2006.01); C07D 471/10 (2006.01); C07D 487/04 (2006.01)
CPC C07D 498/10 (2013.01) [A61P 35/00 (2018.01); C07D 417/14 (2013.01); C07D 471/10 (2013.01); C07D 487/04 (2013.01)] 24 Claims
 
1. The compound of formula (I):

OG Complex Work Unit Chemistry
or a salt thereof, wherein
R1 is a group of formula (i), (ii), (iii) (iv) or (v):

OG Complex Work Unit Chemistry
R2 is a C1-6 alkyl, a C3-5 cycloalkyl, an —O—(C1-6 alkyl), methanesulphonyl, a halogeno-C1-6 alkyl or a halogen,
R3 is i) a phenyl optionally substituted with a group selected from the group consisting of a C1-6 alkyl, a halogeno-C1-6 alkyl, a C3-5 cycloalkyl, an —O—(C1-6 alkyl), an —O-(halogeno-C1-6 alkyl), cyano, nitro, methanesulphonyl and a halogen, ii) a C3-8 cycloalkyl optionally substituted with a group selected from the group consisting of a C1-6 alkyl and a halogen, iii) a pyridyl optionally substituted with a group selected from the group consisting of a C1-6 alkyl, a halogeno-C1-6 alkyl, a C3-5 cycloalkyl, an —O—(C1-6 alkyl), an —O-(halogeno-C1-6 alkyl), cyano, nitro, methanesulphonyl and a halogen, iv) a pyrazolyl optionally substituted with a group selected from the group consisting of a C1-6 alkyl and a halogen, or v) a pyrrolidinyl optionally substituted with a C1-6 alkyl,
R4 is H or F,
L is a bond, CO, SO2, O or NH,
X is CH2, O or N-methyl,
Y is CH2 or O,
Ra is H or methyl,
Rb is H, methyl, ethyl or —(CH2)2O—CH3,
Rc is H, methyl or oxetanyl,
Rd is H, methyl, —(CH2)2OH, —(CH2)2O—CH3 or oxetanyl,
m is 1 or 2, and
n is 1 or 2.