Discovery of a Novel Highly Selective Histamine H4 Receptor Antagonist for the Treatment of Atopic Dermatitis

  • J Med Chem. 2018 Apr 12;61(7):2949-2961. doi: 10.1021/acs.jmedchem.7b01855.
Kwangseok Ko  1 Hye-Jung Kim  1 Pil-Su Ho  2 Soon Ok Lee  1 Ji-Eun Lee  1 Cho-Rong Min  1 Yu Chul Kim  1 Ju-Han Yoon  1 Eun-Jung Park  1 Young-Jin Kwon  1 Jee-Hun Yun  1 Dong-Oh Yoon  1 Jung-Sook Kim  1 Woul-Seong Park  1 Seung-Su Oh  1 Yu-Mi Song  1 Woon-Ki Cho  1 Kazumi Morikawa  3 Kyoung-June Lee  2 Chan-Hee Park  1
Affiliations
  • 1. C&C Research Laboratories, DRC, Sungkyunkwan University , 2066, Seobu-ro, Jangan-gu, Suwon-si , Gyeonggi-do , 16419 , Korea.
  • 2. JW Pharmaceutical Co., Ltd ., 2477, Nambusunhwan-ro, Seocho-gu , Seoul , 06725 , Korea.
  • 3. Chugai Pharmaceutical Co., Ltd., Fuji Gotemba Research Laboratories , 1-135 Komakado, Gotemba , Shizuoka , 412-8513 , Japan.
Abstract

The histamine H4 receptor (H4R), a member of the G-protein coupled receptor family, has been considered as a potential therapeutic target for treating atopic dermatitis (AD). A large number of H4R antagonists have been disclosed, but no efficient agents controlling both pruritus and inflammation in AD have been developed yet. Here, we have discovered a novel class of orally available H4R antagonists showing strong anti-itching and anti-inflammation activity as well as excellent selectivity against off-targets. A pharmacophore-based virtual screening system constructed in-house successfully identified initial hit compound 9, and the subsequent homology model-guided optimization efficiently led us to discover pyrido[2,3- e]tetrazolo[1,5- a]pyrazine analogue 48 as a novel chemotype of a potent and highly selective H4R antagonist. Importantly, orally administered compound 48 exhibits remarkable efficacy on antipruritus and anti-inflammation with a favorable pharmacokinetic (PK) profile in several mouse models of AD. Thus, these data strongly suggest that our compound 48 is a promising clinical candidate for treatment of AD.

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