Radio-methyl vorozole and methods for making and using the same
Abstract
Radiotracer vorozole compounds for in vivo and in vitro assaying, studying and imaging cytochrome P450 aromatase enzymes in humans, animals, and tissues and methods for making and using the same are provided. [N-radio-methyl] vorozole substantially separated from an N-3 radio-methyl isomer of vorozole is provided. Separation is accomplished through use of chromatography resins providing multiple mechanisms of selectivity.
- Inventors:
- Issue Date:
- Research Org.:
- Brookhaven National Laboratory (BNL), Upton, NY (United States)
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1150092
- Patent Number(s):
- 8802053
- Application Number:
- 13/847,136
- Assignee:
- Brookhaven Science Associates, LLC (Upton, NY)
- Patent Classifications (CPCs):
-
A - HUMAN NECESSITIES A61 - MEDICAL OR VETERINARY SCIENCE A61K - PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
C - CHEMISTRY C07 - ORGANIC CHEMISTRY C07B - GENERAL METHODS OF ORGANIC CHEMISTRY
- DOE Contract Number:
- AC02-98CH10886
- Resource Type:
- Patent
- Country of Publication:
- United States
- Language:
- English
- Subject:
- 37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
Citation Formats
Kim, Sung Won, Biegon, Anat, and Fowler, Joanna S. Radio-methyl vorozole and methods for making and using the same. United States: N. p., 2014.
Web.
Kim, Sung Won, Biegon, Anat, & Fowler, Joanna S. Radio-methyl vorozole and methods for making and using the same. United States.
Kim, Sung Won, Biegon, Anat, and Fowler, Joanna S. Tue .
"Radio-methyl vorozole and methods for making and using the same". United States. https://www.osti.gov/servlets/purl/1150092.
@article{osti_1150092,
title = {Radio-methyl vorozole and methods for making and using the same},
author = {Kim, Sung Won and Biegon, Anat and Fowler, Joanna S.},
abstractNote = {Radiotracer vorozole compounds for in vivo and in vitro assaying, studying and imaging cytochrome P450 aromatase enzymes in humans, animals, and tissues and methods for making and using the same are provided. [N-radio-methyl] vorozole substantially separated from an N-3 radio-methyl isomer of vorozole is provided. Separation is accomplished through use of chromatography resins providing multiple mechanisms of selectivity.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2014},
month = {8}
}
Works referenced in this record:
Controversies of aromatase localization in human breast cancer—Stromal versus parenchymal cells
journal, August 2007
- Miki, Yasuhiro; Suzuki, Takashi; Sasano, Hironobu
- The Journal of Steroid Biochemistry and Molecular Biology, Vol. 106, Issue 1-5, p. 97-101
Aromatase inhibitors: past, present and future
journal, June 2001
- Séralini, Gilles-Eric; Moslemi, Safa
- Molecular and Cellular Endocrinology, Vol. 178, Issue 1-2
Practical synthesis of precursor of [N-methyl-11C]vorozole, an efficient PET tracer targeting aromatase in the brain
journal, February 2011
- Takahashi, Kayo; Yamagishi, Gen; Hiramatsu, Toshiyuki
- Bioorganic & Medicinal Chemistry, Vol. 19, Issue 4
PET of Aromatase in Gastric Parietal Cells Using 11 C-Vorozole
journal, November 2011
- Ozawa, Makoto; Takahashi, Kayo; Akazawa, Ko-hei
- Journal of Nuclear Medicine, Vol. 52, Issue 12
Preparation and comparison of a pentafluorophenyl stationary phase for reversed-phase liquid chromatography
journal, January 1990
- Csató, Edit; Fülöp, Nándor; Szabó, Gyula
- Journal of Chromatography A, Vol. 511, p. 79-88
Reinvestigation of the synthesis and evaluation of [N-methyl-11C]vorozole, a radiotracer targeting cytochrome P450 aromatase
journal, April 2009
- Kim, Sung Won; Biegon, Anat; Katsamanis, Zachary E.
- Nuclear Medicine and Biology, Vol. 36, Issue 3, p. 323-334
Imaging of aromatase distribution in rat and rhesus monkey brains with [11C]vorozole
journal, July 2006
- Takahashi, Kayo; Bergström, Mats; Frändberg, Pernilla
- Nuclear Medicine and Biology, Vol. 33, Issue 5
Potential of Immobilized Artificial Membranes for Predicting Drug Penetration Across the Blood−Brain Barrier
journal, January 1998
- Reichel, Andreas; Begley, David J.
- Pharmaceutical Research, Vol. 15, Issue 8, p. 1270-1274
Process for preparing enantiomerically pure 6-[(4-chlorophenyl) (1H-1,2,4-triazol-1-yl) methyl]-1-methyl-1H-benzotrizole
patent, September 1997
- Willemsens, Albert Louis Anna; Verstappen, Walter Louis Antoine; Copmans, Alex Herman
- US Patent Document 5,663,354
Aromatase inhibition by R 76713: Experimental and clinical pharmacology
journal, January 1989
- Wouters, W.; De Coster, R.; Tuman, R. W.
- Journal of Steroid Biochemistry, Vol. 34, Issue 1-6, p. 427-430
(1H-azol-1-ylmethyl) substituted benzotriazole derivatives and pharmaceutical compositions containing them
patent, July 1990
- Raeymaekers, Alfons H. M.; Freyne, Eddy Jean Edgard; Van Gelder, Josephu L. H.
- US Patent Document 4,943,574
1H,6H-Triazolo[4,5-e]benzotriazole-3-oxides and 5,5’-(Z)-Diazene-1,2-diylbis(2-methyl-2H-1,2,3-benzotriazole) Derived from Chloronitrobenzotriazoles and Hydrazine
journal, January 2005
- Carta, Antonio; Piras, Sandra; Boatto, Gianpiero
- HETEROCYCLES, Vol. 65, Issue 10
Unique distribution of aromatase in the human brain: In vivo studies with PET and [N-methyl-11C]vorozole
journal, April 2010
- Biegon, Anat; Kim, Sung Won; Alexoff, David L.
- Synapse, Vol. 64, Issue 11
Comparative evaluation of positron emission tomography radiotracers for imaging the norepinephrine transporter: (S,S) and (R,R) enantiomers of reboxetine analogs ([11C]methylreboxetine, 3-Cl-[11C]methylreboxetine and [18F]fluororeboxetine), (R)-[11C]nisox: Norepinephrine transporter radiotracers for PET
journal, June 2005
- Ding, Yu-Shin; Lin, Kuo-Shyan; Logan, Jean
- Journal of Neurochemistry, Vol. 94, Issue 2
18F-Labelled vorozole analogues as PET tracer for aromatase
journal, January 2008
- Erlandsson, Maria; Karimi, Farhad; Takahashi, Kayo
- Journal of Labelled Compounds and Radiopharmaceuticals, Vol. 51, Issue 5
R 76713, a new specific non-steroidal aromatase inhibitor
journal, June 1989
- Wouters, W.; De Coster, R.; Krekels, M.
- Journal of Steroid Biochemistry, Vol. 32, Issue 6, p. 781-788
Distribution of Aromatase Cytochrome P450 Messenger Ribonucleic Acid in Adult Rhesus Monkey Brains1
journal, October 1997
- Abdelgadir, Salah E.; Roselli, Charles E.; Choate, Jerome V. A.
- Biology of Reproduction, Vol. 57, Issue 4
Synthesis and PET studies of [11C-cyano]letrozole (Femara), an aromatase inhibitor drug
journal, February 2009
- Kil, Kun-Eek; Biegon, Anat; Ding, Yu-Shin
- Nuclear Medicine and Biology, Vol. 36, Issue 2, p. 215-223
Comparative effects of the aromatase inhibitor R76713 and of its enantiomers R83839 and R83842 on steroid biosynthesis in vitro and in vivo
journal, December 1990
- Wouters, Walter; de Coster, Roland; van Dun, Jacky
- The Journal of Steroid Biochemistry and Molecular Biology, Vol. 37, Issue 6, p. 1049-1054
Chromatographic classification and comparison of commercially available reversed-phase liquid chromatographic columns containing phenyl moieties using principal component analysis
journal, June 2007
- Euerby, Melvin R.; Petersson, Patrik; Campbell, William
- Journal of Chromatography A, Vol. 1154, Issue 1-2, p. 138-151
New non-steroidal aromatase inhibitors: Focus on R76713
journal, November 1990
- De Coster, R.; Wouters, W.; Bowden, C. R.
- The Journal of Steroid Biochemistry and Molecular Biology, Vol. 37, Issue 3
Development Summary towards a Manufacturable Process for R 83842 [( S )-6-[(4-chlorophenyl) (1H-1,2,4-triazol-1-yl)methyl]-1-methyl-1H-benzotriazole] †
journal, May 2000
- De Knaep, A. G. M.; Vandendriessche, A. M. J.; Daemen, D. J. E.
- Organic Process Research & Development, Vol. 4, Issue 3
Synthesis and activity of 1H-benzimidazole and 1H-benzotriazole derivatives as inhibitors of Acanthamoeba castellanii
journal, May 2004
- Kopańska (née Zastąpiło), Katarzyna; Najda, Andżelika; Żebrowska, Justyna
- Bioorganic & Medicinal Chemistry, Vol. 12, Issue 10, p. 2617-2624