Preparations of deuterium labelled guvacine and isoguvacine

Research output: Contribution to journal › Journal article › Research › peer-review

Standard

Preparations of deuterium labelled guvacine and isoguvacine. / Christensen, Søren Brøgger; Krogsgaard‐Larsen, Povl.

In: Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 17, No. 2, 01.01.1980, p. 191-202.

Research output: Contribution to journal › Journal article › Research › peer-review

Harvard

Christensen, SB & Krogsgaard‐Larsen, P 1980, 'Preparations of deuterium labelled guvacine and isoguvacine', Journal of Labelled Compounds and Radiopharmaceuticals, vol. 17, no. 2, pp. 191-202. https://doi.org/10.1002/jlcr.2580170206

APA

Christensen, S. B., & Krogsgaard‐Larsen, P. (1980). Preparations of deuterium labelled guvacine and isoguvacine. Journal of Labelled Compounds and Radiopharmaceuticals, 17(2), 191-202. https://doi.org/10.1002/jlcr.2580170206

Vancouver

Christensen SB, Krogsgaard‐Larsen P. Preparations of deuterium labelled guvacine and isoguvacine. Journal of Labelled Compounds and Radiopharmaceuticals. 1980 Jan 1;17(2):191-202. https://doi.org/10.1002/jlcr.2580170206

Author

Christensen, Søren Brøgger ; Krogsgaard‐Larsen, Povl. / Preparations of deuterium labelled guvacine and isoguvacine. In: Journal of Labelled Compounds and Radiopharmaceuticals. 1980 ; Vol. 17, No. 2. pp. 191-202.

Bibtex

@article{9ffb1db995ab4c988f47a69f730574f4,
title = "Preparations of deuterium labelled guvacine and isoguvacine",
abstract = "The preparations of guvacine hydrochloride, in which a proton in position 2 (11) and protons in positions 2 and 5 (10) are selectively exchanged by deuterium, and of [2,6‐2H]isoguvacine hydrobromide (14a) are described. The deuterium labelled guvacine salts 10 and 11 were synthesized by triethylamine catalyzed exchange of hydrogen for deuterium in methyl N‐nitroso‐1,2,5,6‐tetrahydropyridine‐3‐carboxylate (3) followed by denitrosation and hydrolysis. Treatment of N‐nitroso‐1,4,5,6‐tetrahydropyridine‐3‐carboxylic acid with methanolic thionyl chloride gave 3,4,5,6‐tetrahydropyridin‐3‐on ketoxime. Compound 14a was prepared by sodium borodeuteride reduction of 4‐ethoxycarbonyl‐1‐methylpyridinium iodide (12) followed by N‐demethylation and hydrolysis of the intermediate.",
keywords = "Deuterium, Guvacine, Isoguvacine",
author = "Christensen, {S{\o}ren Br{\o}gger} and Povl Krogsgaard‐Larsen",
year = "1980",
month = jan,
day = "1",
doi = "10.1002/jlcr.2580170206",
language = "English",
volume = "17",
pages = "191--202",
journal = "Journal of Labelled Compounds and Radiopharmaceuticals",
issn = "0362-4803",
publisher = "JohnWiley & Sons Ltd",
number = "2",

}

RIS

TY - JOUR

T1 - Preparations of deuterium labelled guvacine and isoguvacine

AU - Christensen, Søren Brøgger

AU - Krogsgaard‐Larsen, Povl

PY - 1980/1/1

Y1 - 1980/1/1

N2 - The preparations of guvacine hydrochloride, in which a proton in position 2 (11) and protons in positions 2 and 5 (10) are selectively exchanged by deuterium, and of [2,6‐2H]isoguvacine hydrobromide (14a) are described. The deuterium labelled guvacine salts 10 and 11 were synthesized by triethylamine catalyzed exchange of hydrogen for deuterium in methyl N‐nitroso‐1,2,5,6‐tetrahydropyridine‐3‐carboxylate (3) followed by denitrosation and hydrolysis. Treatment of N‐nitroso‐1,4,5,6‐tetrahydropyridine‐3‐carboxylic acid with methanolic thionyl chloride gave 3,4,5,6‐tetrahydropyridin‐3‐on ketoxime. Compound 14a was prepared by sodium borodeuteride reduction of 4‐ethoxycarbonyl‐1‐methylpyridinium iodide (12) followed by N‐demethylation and hydrolysis of the intermediate.

AB - The preparations of guvacine hydrochloride, in which a proton in position 2 (11) and protons in positions 2 and 5 (10) are selectively exchanged by deuterium, and of [2,6‐2H]isoguvacine hydrobromide (14a) are described. The deuterium labelled guvacine salts 10 and 11 were synthesized by triethylamine catalyzed exchange of hydrogen for deuterium in methyl N‐nitroso‐1,2,5,6‐tetrahydropyridine‐3‐carboxylate (3) followed by denitrosation and hydrolysis. Treatment of N‐nitroso‐1,4,5,6‐tetrahydropyridine‐3‐carboxylic acid with methanolic thionyl chloride gave 3,4,5,6‐tetrahydropyridin‐3‐on ketoxime. Compound 14a was prepared by sodium borodeuteride reduction of 4‐ethoxycarbonyl‐1‐methylpyridinium iodide (12) followed by N‐demethylation and hydrolysis of the intermediate.

KW - Deuterium

KW - Guvacine

KW - Isoguvacine

UR - http://www.scopus.com/inward/record.url?scp=0018901710&partnerID=8YFLogxK

U2 - 10.1002/jlcr.2580170206

DO - 10.1002/jlcr.2580170206

M3 - Journal article

AN - SCOPUS:0018901710

VL - 17

SP - 191

EP - 202

JO - Journal of Labelled Compounds and Radiopharmaceuticals

JF - Journal of Labelled Compounds and Radiopharmaceuticals

SN - 0362-4803

IS - 2

ER -

ID: 232601632