Selective κ-opioid antagonists related to naltrindole. Effect of side-chain spacer in the 5'-amidinoalkyl series

Andrew R. Jales; Stephen M. Husbands; John W. Lewis

doi:10.1016/S0960-894X(00)00433-9

Selective κ-opioid antagonists related to naltrindole. Effect of side-chain spacer in the 5'-amidinoalkyl series

Andrew R. Jales, Stephen M. Husbands, John W. Lewis

University of Bristol

Research output: Contribution to journal › Article › peer-review

13 Citations (SciVal)

Abstract

The study of κ-opioid receptor function in vivo has been hampered by the limited choice of selective κ-antagonists. Recently discovered κ-antagonists have not yet been utilised in vivo. We here report the synthesis and in vitro evaluation of a new amidine derivative of naltrindole. It showed substantially greater κ-selectivity in binding assays than known analogues with shorter spacer in the amidine side chain. This indicates that in nor-BNI and related selective κ-antagonists, the second basic centre may not be ideally located. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	2259-2261
Number of pages	3
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	10
Issue number	20
Early online date	9 Oct 2000
DOIs	https://doi.org/10.1016/S0960-894X(00)00433-9
Publication status	Published - 16 Oct 2000

Funding

This work was supported by NIDA (OTDP, Division of Treatment Research & Development) Grants DA 00254 and DA 07315 and pharmacological evaluation carried out at SRI under NIDA contract NO1DA.

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

Access to Document

10.1016/S0960-894X(00)00433-9

Cite this

@article{4e42c3e1b35849b9bc17c654881ec953,

title = "Selective κ-opioid antagonists related to naltrindole. Effect of side-chain spacer in the 5'-amidinoalkyl series",

abstract = "The study of κ-opioid receptor function in vivo has been hampered by the limited choice of selective κ-antagonists. Recently discovered κ-antagonists have not yet been utilised in vivo. We here report the synthesis and in vitro evaluation of a new amidine derivative of naltrindole. It showed substantially greater κ-selectivity in binding assays than known analogues with shorter spacer in the amidine side chain. This indicates that in nor-BNI and related selective κ-antagonists, the second basic centre may not be ideally located. (C) 2000 Elsevier Science Ltd.",

author = "Jales, {Andrew R.} and Husbands, {Stephen M.} and Lewis, {John W.}",

year = "2000",

month = oct,

day = "16",

doi = "10.1016/S0960-894X(00)00433-9",

language = "English",

volume = "10",

pages = "2259--2261",

journal = "Bioorganic and Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier",

number = "20",

}

TY - JOUR

T1 - Selective κ-opioid antagonists related to naltrindole. Effect of side-chain spacer in the 5'-amidinoalkyl series

AU - Jales, Andrew R.

AU - Husbands, Stephen M.

AU - Lewis, John W.

PY - 2000/10/16

Y1 - 2000/10/16

N2 - The study of κ-opioid receptor function in vivo has been hampered by the limited choice of selective κ-antagonists. Recently discovered κ-antagonists have not yet been utilised in vivo. We here report the synthesis and in vitro evaluation of a new amidine derivative of naltrindole. It showed substantially greater κ-selectivity in binding assays than known analogues with shorter spacer in the amidine side chain. This indicates that in nor-BNI and related selective κ-antagonists, the second basic centre may not be ideally located. (C) 2000 Elsevier Science Ltd.

AB - The study of κ-opioid receptor function in vivo has been hampered by the limited choice of selective κ-antagonists. Recently discovered κ-antagonists have not yet been utilised in vivo. We here report the synthesis and in vitro evaluation of a new amidine derivative of naltrindole. It showed substantially greater κ-selectivity in binding assays than known analogues with shorter spacer in the amidine side chain. This indicates that in nor-BNI and related selective κ-antagonists, the second basic centre may not be ideally located. (C) 2000 Elsevier Science Ltd.

UR - http://www.scopus.com/inward/record.url?scp=0034675752&partnerID=8YFLogxK

U2 - 10.1016/S0960-894X(00)00433-9

DO - 10.1016/S0960-894X(00)00433-9

M3 - Article

C2 - 11055333

AN - SCOPUS:0034675752

SN - 0960-894X

VL - 10

SP - 2259

EP - 2261

JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 20

ER -

Selective κ-opioid antagonists related to naltrindole. Effect of side-chain spacer in the 5'-amidinoalkyl series

Abstract

Funding

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Cite this