You need JavaScript to view this

Synthesis of tritium or deuterium labelled 19-nor-3. cap alpha. -hydroxy-5. cap alpha. -androstan-17-one from nortestosterone

Journal Article:

Abstract

Tritium and/or deuterium (5-H) labelled 19-nor-3..cap alpha..-hydroxy-5..cap alpha..-androstan-17-one (norandrosterone) was prepared from nortestosterone in view to use it as a radioligand for radioimmunoassay of the main nortestosterone metabolites. Based upon model experiments using testosterone and deuterium labelling, the following four step procedure was established: nortestosterone was oxidized with pyridine chlorochromate and the resulting 19-nor-4-androsten-3,17-dione was tritiated with tritium gas under catalysis with tris(triphenylphosphine)rhodium chloride to give (4,5..cap alpha..-/sup 3/H)19-nor-5..cap alpha..-androstan-3,17-dione. A selective reduction of the latter compound yielded (5-/sup 3/H)19-nor-3..cap alpha..-hydroxy-5..cap alpha..-androstan-17-one of the molar radioactivity 0.3 TBq (8.15 Ci)/mmol.
Authors:
Protiva, J; Klinotova, E; [1]  Filip, J; [2]  Hampl, R [3] 
  1. Karlova Univ., Prague (Czechoslovakia). Prirodovedecka Fakulta
  2. Ustav pro Vyzkum, Vyrobu a Vyuziti Radioisotopu, Prague (Czechoslovakia)
  3. Research Inst. of Endocrinology, Praha (Czechoslovakia)
Publication Date:
Oct 20, 1982
Product Type:
Journal Article
Reference Number:
AIX-14-741033; EDB-83-096458
Resource Relation:
Journal Name: Radiochem. Radioanal. Lett.; (Switzerland); Journal Volume: 53:5-6; Other Information: 17 refs
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; 37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; 62 RADIOLOGY AND NUCLEAR MEDICINE; ANDROSTENEDIONE; LABELLING; HYDROXYANDROSTENONE; RADIOPHARMACEUTICALS; CHEMICAL PREPARATION; TRITIUM; RADIOCHEMISTRY; ANDROSTERONE; DEUTERATION; DEUTERIUM; HYDROGENATION; TESTOSTERONE; ANDROGENS; ANDROSTANES; BETA DECAY RADIOISOTOPES; BETA-MINUS DECAY RADIOISOTOPES; CHEMICAL REACTIONS; CHEMISTRY; DRUGS; HORMONES; HYDROGEN ISOTOPES; HYDROXY COMPOUNDS; ISOTOPES; KETONES; LABELLED COMPOUNDS; LIGHT NUCLEI; NUCLEI; ODD-EVEN NUCLEI; ODD-ODD NUCLEI; ORGANIC COMPOUNDS; RADIOISOTOPES; STABLE ISOTOPES; STEROID HORMONES; STEROIDS; SYNTHESIS; YEARS LIVING RADIOISOTOPES; 400702* - Radiochemistry & Nuclear Chemistry- Properties of Radioactive Materials; 400201 - Chemical & Physicochemical Properties; 550601 - Medicine- Unsealed Radionuclides in Diagnostics
OSTI ID:
6129827
Country of Origin:
Switzerland
Language:
English
Other Identifying Numbers:
Journal ID: CODEN: RRALA
Submitting Site:
HEDB
Size:
Pages: 277-283
Announcement Date:

Journal Article:

Citation Formats

Protiva, J, Klinotova, E, Filip, J, and Hampl, R. Synthesis of tritium or deuterium labelled 19-nor-3. cap alpha. -hydroxy-5. cap alpha. -androstan-17-one from nortestosterone. Switzerland: N. p., 1982. Web.
Protiva, J, Klinotova, E, Filip, J, & Hampl, R. Synthesis of tritium or deuterium labelled 19-nor-3. cap alpha. -hydroxy-5. cap alpha. -androstan-17-one from nortestosterone. Switzerland.
Protiva, J, Klinotova, E, Filip, J, and Hampl, R. 1982. "Synthesis of tritium or deuterium labelled 19-nor-3. cap alpha. -hydroxy-5. cap alpha. -androstan-17-one from nortestosterone." Switzerland.
@misc{etde_6129827,
title = {Synthesis of tritium or deuterium labelled 19-nor-3. cap alpha. -hydroxy-5. cap alpha. -androstan-17-one from nortestosterone}
author = {Protiva, J, Klinotova, E, Filip, J, and Hampl, R}
abstractNote = {Tritium and/or deuterium (5-H) labelled 19-nor-3..cap alpha..-hydroxy-5..cap alpha..-androstan-17-one (norandrosterone) was prepared from nortestosterone in view to use it as a radioligand for radioimmunoassay of the main nortestosterone metabolites. Based upon model experiments using testosterone and deuterium labelling, the following four step procedure was established: nortestosterone was oxidized with pyridine chlorochromate and the resulting 19-nor-4-androsten-3,17-dione was tritiated with tritium gas under catalysis with tris(triphenylphosphine)rhodium chloride to give (4,5..cap alpha..-/sup 3/H)19-nor-5..cap alpha..-androstan-3,17-dione. A selective reduction of the latter compound yielded (5-/sup 3/H)19-nor-3..cap alpha..-hydroxy-5..cap alpha..-androstan-17-one of the molar radioactivity 0.3 TBq (8.15 Ci)/mmol.}
journal = {Radiochem. Radioanal. Lett.; (Switzerland)}
volume = {53:5-6}
journal type = {AC}
place = {Switzerland}
year = {1982}
month = {Oct}
}