A Novel Type of Retinoic Acid Receptor Antagonist: Synthesis and Structure-Activity Relationships of Heterocyclic Ring-Containing Benzoic Acid Derivatives

Hiroyuki Yoshimura; Mitsuo Nagai; Shigeki Hibi; Kouichi Kikuchi; Shinya Abe; Takayuki Hida; Seiko Higashi; Ieharu Hishinuma; Takashi Yamanaka

doi:10.1021/jm00016a020

A Novel Type of Retinoic Acid Receptor Antagonist: Synthesis and Structure-Activity Relationships of Heterocyclic Ring-Containing Benzoic Acid Derivatives

Journal of Medicinal Chemistry ◽

10.1021/jm00016a020 ◽

1995 ◽

Vol 38 (16) ◽

pp. 3163-3173 ◽

Cited By ~ 25

Author(s):

Hiroyuki Yoshimura ◽

Mitsuo Nagai ◽

Shigeki Hibi ◽

Kouichi Kikuchi ◽

Shinya Abe ◽

...

Keyword(s):

Retinoic Acid ◽

Benzoic Acid ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Heterocyclic Ring ◽

Acid Receptor ◽

Structure Activity Relationships ◽

Benzoic Acid Derivatives ◽

Structure Activity

ChemInform Abstract: A Novel Type of Retinoic Acid Receptor Antagonist: Synthesis and Structure-Activity Relationships of Heterocyclic Ring-Containing Benzoic Acid Derivatives.

ChemInform ◽

10.1002/chin.199551101 ◽

2010 ◽

Vol 26 (51) ◽

pp. no-no

Author(s):

H. YOSHIMURA ◽

M. NAGAI ◽

S. HIBI ◽

K. KIKUCHI ◽

S. ABE ◽

...

Keyword(s):

Retinoic Acid ◽

Benzoic Acid ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Heterocyclic Ring ◽

Acid Receptor ◽

Structure Activity Relationships ◽

Benzoic Acid Derivatives ◽

Structure Activity

Studies on structure—Activity relationships of retinoic acid receptor ligands by means of molecular modeling

Vitamins & Hormones ◽

10.1016/s0083-6729(00)59007-4 ◽

2000 ◽

pp. 159-215 ◽

Cited By ~ 4

Author(s):

F. Bachmair ◽

R. Hoffmann ◽

G. Daxenbichler ◽

Th. Langew

Keyword(s):

Retinoic Acid ◽

Molecular Modeling ◽

Retinoic Acid Receptor ◽

Receptor Ligands ◽

Acid Receptor ◽

Structure Activity Relationships ◽

Structure Activity

Syntheses and Structure−Activity Relationships of 5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-quinoxaline Derivatives with Retinoic Acid Receptor α Agonistic Activity

Journal of Medicinal Chemistry ◽

10.1021/jm990063w ◽

2000 ◽

Vol 43 (3) ◽

pp. 409-419 ◽

Cited By ~ 31

Author(s):

Kouichi Kikuchi ◽

Shigeki Hibi ◽

Hiroyuki Yoshimura ◽

Naoki Tokuhara ◽

Kenji Tai ◽

...

Keyword(s):

Retinoic Acid ◽

Retinoic Acid Receptor ◽

Acid Receptor ◽

Structure Activity Relationships ◽

Structure Activity ◽

Quinoxaline Derivatives ◽

Agonistic Activity ◽

Retinoic Acid Receptor Α

A short and efficient synthesis of 4-[2,2-dimethyl-4(tol-4-yl)benzochrom-3-en-7-yl]benzoic acid - a potent retinoic acid receptor antagonist

Bioorganic & Medicinal Chemistry Letters ◽

10.1016/s0960-894x(99)00180-8 ◽

1999 ◽

Vol 9 (16) ◽

pp. 2289-2290 ◽

Cited By ~ 5

Author(s):

Vidyasagar Vuligonda ◽

Roshantha A.S. Chandraratna

Keyword(s):

Retinoic Acid ◽

Benzoic Acid ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Efficient Synthesis ◽

Acid Receptor

ChemInform Abstract: A Short and Efficient Synthesis of 4-[2,2-Dimethyl-4(tol-4-yl)benzochrom-3-en-7-yl]benzoic Acid. A Potent Retinoic Acid Receptor Antagonist.

ChemInform ◽

10.1002/chin.199945156 ◽

2010 ◽

Vol 30 (45) ◽

pp. no-no

Author(s):

Vidyasagar Vuligonda ◽

Roshantha A. S. Chandraratna

Keyword(s):

Retinoic Acid ◽

Benzoic Acid ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Efficient Synthesis ◽

Acid Receptor

ChemInform Abstract: Syntheses and Structure-Activity Relationships of 5,6,7,8-Tetrahydro-5,5,8,8-tetramethyl-2-quinoxaline Derivatives with Retinoic Acid Receptor α Agonistic Activity.

ChemInform ◽

10.1002/chin.200020135 ◽

2010 ◽

Vol 31 (20) ◽

pp. no-no

Author(s):

Kouichi Kikuchi ◽

Shigeki Hibi ◽

Hiroyuki Yoshimura ◽

Naoki Tokuhara ◽

Kenji Tai ◽

...

Keyword(s):

Retinoic Acid ◽

Retinoic Acid Receptor ◽

Acid Receptor ◽

Structure Activity Relationships ◽

Structure Activity ◽

Quinoxaline Derivatives ◽

Agonistic Activity ◽

Retinoic Acid Receptor Α

Faculty Opinions recommendation of Oral administration of a retinoic Acid receptor antagonist reversibly inhibits spermatogenesis in mice.

Faculty Opinions – Post-Publication Peer Review of the Biomedical Literature ◽

10.3410/f.10425956.11255054 ◽

2011 ◽

Author(s):

Alvin M Matsumoto

Keyword(s):

Retinoic Acid ◽

Oral Administration ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Acid Receptor

Meeting Men's Contraceptive Needs – Long-Term Oral-Administered Retinoic Acid Receptor Antagonist Inhibits Spermatogenesis in Mice with a Reversible and Rapid Recovery

10.1210/endo-meetings.2011.part1.or1.lb-4 ◽

2011 ◽

pp. LB-4-LB-4

Author(s):

Sanny SW Chung ◽

Xiangyuan Wang ◽

Debra J Wolgemuth

Keyword(s):

Retinoic Acid ◽

Receptor Antagonist ◽

Retinoic Acid Receptor ◽

Rapid Recovery ◽

Acid Receptor

The synthesis of [1′,3′-3H]4-(4′-azido-5′,6′,7′,8′-tetrahydro-5′,5′,8′,8′-tetramethyl-2′-anthracenyl)benzoic acid as a probe of the retinoic acid receptor

Journal of Labelled Compounds and Radiopharmaceuticals ◽

10.1002/jlcr.2580280111 ◽

1990 ◽

Vol 28 (1) ◽

pp. 89-98 ◽

Cited By ~ 3

Author(s):

Marcia I. Dawson ◽

Peter D. Hobbs ◽

Albert Dorsky ◽

Hiromi Morimoto

Keyword(s):

Retinoic Acid ◽

Benzoic Acid ◽

Retinoic Acid Receptor ◽

Acid Receptor

Chondrogenic effects of exogenous retinoic acid or a retinoic acid receptor antagonist (LE135) on equine chondrocytes and bone marrow-derived mesenchymal stem cells in monolayer culture

American Journal of Veterinary Research ◽

10.2460/ajvr.72.7.884 ◽

2011 ◽

Vol 72 (7) ◽

pp. 884-892 ◽

Cited By ~ 5

Author(s):

Sally E. Henderson ◽

Kelly S. Santangelo ◽

Alicia L. Bertone

Keyword(s):

Stem Cells ◽

Bone Marrow ◽

Mesenchymal Stem Cells ◽

Retinoic Acid ◽

Receptor Antagonist ◽

Monolayer Culture ◽

Retinoic Acid Receptor ◽

Acid Receptor