Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)

Research output: Contribution to journalJournal articleResearchpeer-review

Standard

Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC). / Hansen, Camilla Petrycer; Jensen, Anders Asbjørn; Balle, Thomas; Bitsch-Jensen, Klaus; Hassan, Mohamud M; Liljefors, Tommy; Frølund, Bente.

In: Bioorganic & Medicinal Chemistry Letters, Vol. 19, No. 1, 2009, p. 87-91.

Research output: Contribution to journalJournal articleResearchpeer-review

Harvard

Hansen, CP, Jensen, AA, Balle, T, Bitsch-Jensen, K, Hassan, MM, Liljefors, T & Frølund, B 2009, 'Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)', Bioorganic & Medicinal Chemistry Letters, vol. 19, no. 1, pp. 87-91. https://doi.org/10.1016/j.bmcl.2008.11.011

APA

Hansen, C. P., Jensen, A. A., Balle, T., Bitsch-Jensen, K., Hassan, M. M., Liljefors, T., & Frølund, B. (2009). Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC). Bioorganic & Medicinal Chemistry Letters, 19(1), 87-91. https://doi.org/10.1016/j.bmcl.2008.11.011

Vancouver

Hansen CP, Jensen AA, Balle T, Bitsch-Jensen K, Hassan MM, Liljefors T et al. Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC). Bioorganic & Medicinal Chemistry Letters. 2009;19(1):87-91. https://doi.org/10.1016/j.bmcl.2008.11.011

Author

Hansen, Camilla Petrycer ; Jensen, Anders Asbjørn ; Balle, Thomas ; Bitsch-Jensen, Klaus ; Hassan, Mohamud M ; Liljefors, Tommy ; Frølund, Bente. / Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC). In: Bioorganic & Medicinal Chemistry Letters. 2009 ; Vol. 19, No. 1. pp. 87-91.

Bibtex

@article{a71001d0f76311ddbf70000ea68e967b,
title = "Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)",
abstract = "Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the alpha(4)beta(2), alpha(3)beta(4,) alpha(4)beta(4) and alpha(7) neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the alpha(3)beta(4) nAChR.",
keywords = "Former Faculty of Pharmaceutical Sciences",
author = "Hansen, {Camilla Petrycer} and Jensen, {Anders Asbj{\o}rn} and Thomas Balle and Klaus Bitsch-Jensen and Hassan, {Mohamud M} and Tommy Liljefors and Bente Fr{\o}lund",
note = "Keywords: Carbachol; Carbamoylcholine (CCh); Carbamates; Humans; Nicotinic Agonists; Protein Binding; Receptors, Nicotinic; Structure-Activity Relationship;",
year = "2009",
doi = "10.1016/j.bmcl.2008.11.011",
language = "English",
volume = "19",
pages = "87--91",
journal = "Bioorganic & Medicinal Chemistry Letters",
issn = "0960-894X",
publisher = "Pergamon Press",
number = "1",

}

RIS

TY - JOUR

T1 - Carbamoylcholine analogs as nicotinic acetylcholine receptor agonists--structural modifications of 3-(dimethylamino)butyl dimethylcarbamate (DMABC)

AU - Hansen, Camilla Petrycer

AU - Jensen, Anders Asbjørn

AU - Balle, Thomas

AU - Bitsch-Jensen, Klaus

AU - Hassan, Mohamud M

AU - Liljefors, Tommy

AU - Frølund, Bente

N1 - Keywords: Carbachol; Carbamoylcholine (CCh); Carbamates; Humans; Nicotinic Agonists; Protein Binding; Receptors, Nicotinic; Structure-Activity Relationship;

PY - 2009

Y1 - 2009

N2 - Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the alpha(4)beta(2), alpha(3)beta(4,) alpha(4)beta(4) and alpha(7) neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the alpha(3)beta(4) nAChR.

AB - Compounds based on the 3-(dimethylamino)butyl dimethylcarbamate (DMABC) scaffold were synthesized and pharmacologically characterized at the alpha(4)beta(2), alpha(3)beta(4,) alpha(4)beta(4) and alpha(7) neuronal nicotinic acetylcholine receptors (nAChRs). The carbamate functionality and a small hydrophobic substituent in the C-3 position were found to be vital for the binding affinity to the nAChRs, whereas the carbamate nitrogen substituents were important for nAChR subtype selectivity. Finally, the compounds were found to be agonists at the alpha(3)beta(4) nAChR.

KW - Former Faculty of Pharmaceutical Sciences

U2 - 10.1016/j.bmcl.2008.11.011

DO - 10.1016/j.bmcl.2008.11.011

M3 - Journal article

C2 - 19027295

VL - 19

SP - 87

EP - 91

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

SN - 0960-894X

IS - 1

ER -

ID: 10246464