Discovery of the First Potent and Selective Small Molecule Opioid Receptor-like (ORL1) Antagonist: 1-[(3 R,4 R)-1-Cyclooctylmethyl-3- hydroxymethyl-4-piperidyl]-3-ethyl- 1,3-dihydro-2 H-benzimidazol-2-one (J-113397)
Abstract
ADVERTISEMENT RETURN TO ISSUELetterNEXTDiscovery of the First Potent and Selective Small Molecule Opioid Receptor-like (ORL1) Antagonist: 1-[(3R,4R)-1-Cyclooctylmethyl-3- hydroxymethyl-4-piperidyl]-3-ethyl- 1,3-dihydro-2H-benzimidazol-2-one (J-113397)Hiroshi Kawamoto, Satoshi Ozaki, Yoshiki Itoh, Mitsuru Miyaji, Sachie Arai, Hiroshi Nakashima, Tetsuya Kato, Hisashi Ohta, and Yoshikazu IwasawaView Author Information Banyu Tsukuba Research Institute in collaboration with Merck Research Laboratories, Banyu Pharmaceutical Company Ltd., Okubo 3, Tsukuba, Ibaraki 300-2611, Japan Cite this: J. Med. Chem. 1999, 42, 25, 5061–5063Publication Date (Web):November 19, 1999Publication History Received14 October 1999Published online19 November 1999Published inissue 1 December 1999https://pubs.acs.org/doi/10.1021/jm990517phttps://doi.org/10.1021/jm990517prapid-communicationACS PublicationsCopyright © 1999 American Chemical SocietyRequest reuse permissionsArticle Views825Altmetric-Citations182LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InRedditEmail Other access optionsGet e-Alertsclose SUBJECTS:Antagonists,Peptides and proteins,Receptors,Screening assays,Selectivity Get e-Alerts
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The ortho-chloro analogue of chlorphine has nanomolar affinity for the opioid receptor-like 1 (ORL1) receptor.
“In this context, it is interesting to note that the ortho -chloro analogue of chlorphine has nanomolar affinity for the opioid receptor-like 1 (ORL1) receptor (Kawamoto et al., 1999; Verougstraete et al., 2020).”
From Elucidating the harm potential of brorphine analogues as new synthetic opioids: Synthesis, in vitro, and in vivo characterization (2024) · cites this paper as Kawamoto et al., 1999
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- Authors
- Kawamoto, H., Ozaki, S., Itoh, Y., Miyaji, M., Arai, S., Nakashima, H., Kato, T., Ohta, H., & Iwasawa, Y.
- Affiliations
- Banyu Tsukuba Research Institute in collaboration with Merck Research Laboratories, Banyu Pharmaceutical Company Ltd., Okubo 3, Tsukuba, Ibaraki 300-2611, Japan
- ORCID
- Kawamoto, Hiroshi
- Venue
- Journal of Medicinal Chemistry
- Publisher
- American Chemical Society (ACS)
- Published
- 1999-11-19
- Volume
- 42
- Issue
- 25
- Pages
- 5061-5063
- ISSN
- 0022-2623 (ISSN-L)
- 1520-4804
- OpenAlex
- W2094167697
- Cited by
- 204
- References
- 17
- Citations by year
- 2025: 1 · 2024: 2 · 2023: 2 · 2022: 3 · 2021: 7 · 2020: 3 · 2019: 3 · 2018: 5 · 2017: 3 · 2016: 3 · 2015: 4 · 2014: 7 · 2013: 12 · 2012: 2
- FWCI
- 6.88
- Type
- journal article
- Language
- en
- Open access
- closed
- Locations
- Journal of Medicinal Chemistry (publishedVersion)
- PubMed (publishedVersion)
- Topics
- Life Sciences › Neuroscience › Cellular and Molecular Neuroscience › Neuropeptides and Animal Physiology
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Receptor Mechanisms and Signaling
- Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Chemical Synthesis and Analysis
- Keywords
- opioid receptor-like 1, J-113397, benzimidazolone, small molecule antagonists, receptor selectivity, piperidine derivatives, structure-activity relationship, opioid analgesia, analgesic drug discovery, receptor desensitization, receptor internalization, receptor resensitization
- MeSH terms
- Animals, Benzimidazoles, Humans, Piperidines, Receptors, Opioid, Structure-Activity Relationship
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