共 18 条
One-step synthesis of 2-arylbenzothiazole ('BTA') and -benzoxazole precursors for in vivo imaging of β-amyloid plaques
被引:150
作者:

Alagille, D
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, New Haven, CT 06510 USA

Baldwin, RM
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, New Haven, CT 06510 USA

Tamagnan, GD
论文数: 0 引用数: 0
h-index: 0
机构: Yale Univ, New Haven, CT 06510 USA
机构:
[1] Yale Univ, New Haven, CT 06510 USA
[2] VA CT, HCS, Dept Psychiat, New Haven, CT 06510 USA
[3] Inst Neurodegenerat Disorders, New Haven, CT 06510 USA
基金:
美国国家卫生研究院;
关键词:
2-arylbenzothiazole;
BTA;
2-arylbenzoxazole;
amyloid plaques;
palladium;
direct coupling;
D O I:
10.1016/j.tetlet.2004.12.111
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
We report the simple and efficient synthesis of 2-arylbenzothiazoles ('BTA') and 2-arylbenzoxazoles by direct coupling of benzothiazoles or benzoxazoles with aryl bromides. This method permits direct one-step access to precursors of radiolabeled BTA-1 and BTA-2 and their 6-rnethoxy analogues, used for in vivo imaging of beta-amyloid plaques with positron emission tomography (PET). (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1349 / 1351
页数:3
相关论文
共 18 条
[1]
Binding characteristics of radiofluorinated 6-dialkylamino-2-naphthylethylidene derivatives as positron emission tomography imaging probes for β-amyloid plaques in Alzheimer's disease
[J].
Agdeppa, ED
;
Kepe, V
;
Liu, J
;
Flores-Torres, S
;
Satyamurthy, N
;
Petric, A
;
Cole, GM
;
Small, GW
;
Huang, SC
;
Barrio, JR
.
JOURNAL OF NEUROSCIENCE,
2001, 21 (24)
:art. no.-RC189

Agdeppa, ED
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Kepe, V
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Liu, J
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Flores-Torres, S
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Satyamurthy, N
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Petric, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Cole, GM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Small, GW
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Huang, SC
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA

Barrio, JR
论文数: 0 引用数: 0
h-index: 0
机构: Univ Calif Los Angeles, Sch Med, Dept Mol & Med Pharmacol, Div Nucl Med,Lab Struct Biol & Mol Med, Los Angeles, CA 90095 USA
[2]
Three new ways to synthesize 1,3-azole derivates under microwave irradiation
[J].
Bougrin, K
;
Loupy, A
;
Soufiaoui, M
.
TETRAHEDRON,
1998, 54 (28)
:8055-8064

Bougrin, K
论文数: 0 引用数: 0
h-index: 0
机构: Univ Mohammed V, Lab Chim Plantes & Synth Organ & Bioorgan, Rabat, Morocco

Loupy, A
论文数: 0 引用数: 0
h-index: 0
机构: Univ Mohammed V, Lab Chim Plantes & Synth Organ & Bioorgan, Rabat, Morocco

Soufiaoui, M
论文数: 0 引用数: 0
h-index: 0
机构: Univ Mohammed V, Lab Chim Plantes & Synth Organ & Bioorgan, Rabat, Morocco
[3]
Synthesis of 2-arylbenzoxazoles via DDQ promoted oxidative cyclization of phenolic Schiff bases - a solution-phase strategy for library synthesis
[J].
Chang, JB
;
Zhao, K
;
Pan, SF
.
TETRAHEDRON LETTERS,
2002, 43 (06)
:951-954

Chang, JB
论文数: 0 引用数: 0
h-index: 0
机构: Tianjin Univ, Coll Pharmaceut & Biotechnol, Tianjin 300072, Peoples R China

Zhao, K
论文数: 0 引用数: 0
h-index: 0
机构:
Tianjin Univ, Coll Pharmaceut & Biotechnol, Tianjin 300072, Peoples R China Tianjin Univ, Coll Pharmaceut & Biotechnol, Tianjin 300072, Peoples R China

Pan, SF
论文数: 0 引用数: 0
h-index: 0
机构: Tianjin Univ, Coll Pharmaceut & Biotechnol, Tianjin 300072, Peoples R China
[4]
99mTc-MAMA-chrysamine G, a probe for beta-amyloid protein of Alzheimer's disease
[J].
Dezutter, NA
;
Dom, RJ
;
de Groot, TJ
;
Bormans, GM
;
Verbruggen, AM
.
EUROPEAN JOURNAL OF NUCLEAR MEDICINE,
1999, 26 (11)
:1392-1399

Dezutter, NA
论文数: 0 引用数: 0
h-index: 0
机构: UZ Gasthuisberg, Radiopharm, B-3000 Louvain, Belgium

Dom, RJ
论文数: 0 引用数: 0
h-index: 0
机构: UZ Gasthuisberg, Radiopharm, B-3000 Louvain, Belgium

de Groot, TJ
论文数: 0 引用数: 0
h-index: 0
机构: UZ Gasthuisberg, Radiopharm, B-3000 Louvain, Belgium

Bormans, GM
论文数: 0 引用数: 0
h-index: 0
机构: UZ Gasthuisberg, Radiopharm, B-3000 Louvain, Belgium

Verbruggen, AM
论文数: 0 引用数: 0
h-index: 0
机构: UZ Gasthuisberg, Radiopharm, B-3000 Louvain, Belgium
[5]
Aβ immunization and anti-Aβ antibodies:: potential therapies for the prevention and treatment of Alzheimer's disease
[J].
Holtzman, DM
;
Bales, KR
;
Paul, SM
;
DeMattos, RB
.
ADVANCED DRUG DELIVERY REVIEWS,
2002, 54 (12)
:1603-1613

Holtzman, DM
论文数: 0 引用数: 0
h-index: 0
机构: Washington Univ, Sch Med, Dept Neurol, Ctr Study Nervous Syst Injury, St Louis, MO 63110 USA

Bales, KR
论文数: 0 引用数: 0
h-index: 0
机构: Washington Univ, Sch Med, Dept Neurol, Ctr Study Nervous Syst Injury, St Louis, MO 63110 USA

Paul, SM
论文数: 0 引用数: 0
h-index: 0
机构: Washington Univ, Sch Med, Dept Neurol, Ctr Study Nervous Syst Injury, St Louis, MO 63110 USA

DeMattos, RB
论文数: 0 引用数: 0
h-index: 0
机构: Washington Univ, Sch Med, Dept Neurol, Ctr Study Nervous Syst Injury, St Louis, MO 63110 USA
[6]
Imaging Aβ plaques in living transgenic mice with multiphoton microscopy and methoxy-X04, a systemically administered Congo red derivative
[J].
Klunk, WE
;
Bacskai, BJ
;
Mathis, CA
;
Kajdasz, ST
;
McLellan, ME
;
Frosch, MP
;
Debnath, ML
;
Holt, DP
;
Wang, YM
;
Hyman, BT
.
JOURNAL OF NEUROPATHOLOGY AND EXPERIMENTAL NEUROLOGY,
2002, 61 (09)
:797-805

Klunk, WE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Bacskai, BJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Mathis, CA
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Kajdasz, ST
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

McLellan, ME
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Frosch, MP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Debnath, ML
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Holt, DP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Wang, YM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA

Hyman, BT
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Lab Mol Neuropharmacol, Dept Psychiat, Pittsburgh, PA 15213 USA
[7]
Uncharged thioflavin-T derivatives bind to amyloid-beta protein with high affinity and readily enter the brain
[J].
Klunk, WE
;
Wang, YM
;
Huang, GF
;
Debnath, ML
;
Holt, DP
;
Mathis, CA
.
LIFE SCIENCES,
2001, 69 (13)
:1471-1484

Klunk, WE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA

Wang, YM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA

Huang, GF
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA

Debnath, ML
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA

Holt, DP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA

Mathis, CA
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Sch Med, Dept Psychiat, Lab Mol Neuropharmacol, Pittsburgh, PA 15213 USA
[8]
An efficient palladium catalyzed synthesis of 2-arylbenzothiazoles
[J].
Majo, VJ
;
Prabhakaran, J
;
Mann, JJ
;
Kumar, JSD
.
TETRAHEDRON LETTERS,
2003, 44 (47)
:8535-8537

Majo, VJ
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA

Prabhakaran, J
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA

Mann, JJ
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA

Kumar, JSD
论文数: 0 引用数: 0
h-index: 0
机构:
Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA Columbia Univ, Dept Psychiat & Neurosci, NYSPI, New York, NY 10032 USA
[9]
Synthesis and evaluation of 11C-labeled 6-substituted 2-arylbenzothiazoles as amyloid imaging agents
[J].
Mathis, CA
;
Wang, YM
;
Holt, DP
;
Huang, GF
;
Debnath, ML
;
Klunk, WE
.
JOURNAL OF MEDICINAL CHEMISTRY,
2003, 46 (13)
:2740-2754

Mathis, CA
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA

Wang, YM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA

Holt, DP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA

Huang, GF
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA

Debnath, ML
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA

Klunk, WE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, Pittsburgh, PA 15213 USA
[10]
A lipophilic thioflavin-T derivative for positron emission tomography (PET) Imaging of amyloid in brain
[J].
Mathis, CA
;
Bacskai, BJ
;
Kajdasz, ST
;
McLellan, ME
;
Frosch, MP
;
Hyman, BT
;
Holt, DP
;
Wang, YM
;
Huang, GF
;
Debnath, ML
;
Klunk, WE
.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS,
2002, 12 (03)
:295-298

Mathis, CA
论文数: 0 引用数: 0
h-index: 0
机构:
Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Bacskai, BJ
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Kajdasz, ST
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

McLellan, ME
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Frosch, MP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Hyman, BT
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Holt, DP
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Wang, YM
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Huang, GF
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Debnath, ML
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA

Klunk, WE
论文数: 0 引用数: 0
h-index: 0
机构: Univ Pittsburgh, Dept Radiol, PET Facil, Pittsburgh, PA 15213 USA