Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs

Details Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs

1997-05-12

1998-09-15

McKane, Joseph

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

548202, 549 80, 549506, C07D21304, C07D27722, C07D33304, C07D30736

Patent

active

058080830

ABSTRACT:
Compounds of the formula ##STR1## wherein the symbols have the meaning described in the specification, have retinoid-like biological activity.

REFERENCES:
patent: 4096341 (1978-06-01), Frazer
patent: 4326055 (1982-04-01), Loeliger
patent: 4391731 (1983-07-01), Boller et al.
patent: 4485252 (1984-11-01), Fuchs et al.
patent: 4539154 (1985-09-01), Krebs
patent: 4695649 (1987-09-01), Magami et al.
patent: 4723028 (1988-02-01), Shudo
patent: 4739098 (1988-04-01), Chandraratna
patent: 4740519 (1988-04-01), Shroot et al.
patent: 4810804 (1989-03-01), Chandraratna
patent: 4826969 (1989-05-01), Maignan et al.
patent: 4826984 (1989-05-01), Berlin et al.
patent: 4833240 (1989-05-01), Maignan et al.
patent: 4855320 (1989-08-01), Chatterjee et al.
patent: 4895868 (1990-01-01), Chandraratna
patent: 4923884 (1990-05-01), Chandraratna
patent: 4927947 (1990-05-01), Chandraratna
patent: 4980369 (1990-12-01), Chandraratna
patent: 4992468 (1991-02-01), Chandraratna
patent: 5006550 (1991-04-01), Chandraratna
patent: 5013744 (1991-05-01), Chandraratna
patent: 5015658 (1991-05-01), Chandraratna
patent: 5023341 (1991-06-01), Chandraratna
patent: 5037825 (1991-08-01), Klaus et al.
patent: 5045551 (1991-09-01), Chandraratna
patent: 5053523 (1991-10-01), Chandraratna
patent: 5068252 (1991-11-01), Chandraratna
patent: 5089509 (1992-02-01), Chandraratna
patent: 5130335 (1992-07-01), Chandraratna
patent: 5134159 (1992-07-01), Chandraratna
patent: 5162546 (1992-11-01), Chandraratna
patent: 5175185 (1992-12-01), Chandraratna
patent: 5183827 (1993-02-01), Chandraratna
patent: 5202471 (1993-04-01), Chandraratna
patent: 5231113 (1993-07-01), Chandraratna
patent: 5234926 (1993-08-01), Chandraratna
patent: 5248777 (1993-09-01), Chandraratna
patent: 5264456 (1993-11-01), Chandraratna
patent: 5264578 (1993-11-01), Chandraratna
patent: 5272156 (1993-12-01), Chandraratna
patent: 5278318 (1994-01-01), Chandraratna
patent: 5324744 (1994-06-01), Chandraratna
patent: 5324840 (1994-06-01), Chandraratna
patent: 5326898 (1994-07-01), Chandraratna
patent: 5344959 (1994-09-01), Chandraratna
patent: 5346895 (1994-09-01), Chandraratna
patent: 5346915 (1994-09-01), Chandraratna
patent: 5348972 (1994-09-01), Chandraratna
patent: 5348975 (1994-09-01), Chandraratna
patent: 5349105 (1994-09-01), Chandraratna
patent: 5354752 (1994-10-01), Chandraratna
patent: 5354776 (1994-10-01), Chandratatna
patent: 5380877 (1995-01-01), Chandraratna
patent: 5391753 (1995-02-01), Chandraratna
patent: 5399561 (1995-03-01), Chandraratna
patent: 5399586 (1995-03-01), Davies et al.
patent: 5407937 (1995-04-01), Chandraratna
patent: 5414007 (1995-05-01), Chandraratna
patent: 5420145 (1995-05-01), Shudo
patent: 5426118 (1995-06-01), Chandraratna
patent: 5434173 (1995-07-01), Chandraratna
patent: 5451605 (1995-09-01), Chandraratna et al..
patent: 5455265 (1995-10-01), Chandraratna
patent: 5466861 (1995-11-01), Dawson et al.
patent: 5468879 (1995-11-01), Chandraratna
patent: 5470999 (1995-11-01), Chandraratna
patent: 5475022 (1995-12-01), Chandraratna
patent: 5475113 (1995-12-01), Chandraratna
patent: 5489584 (1996-02-01), Vuligonda et al.
patent: 5498755 (1996-03-01), Chandraratna et al.
patent: 5498795 (1996-03-01), Song et al.
patent: 5514825 (1996-05-01), Vuligonda et al.
patent: 5516904 (1996-05-01), Chandraratna
patent: 5523457 (1996-06-01), Starrett, Jr. et al.
patent: 5534516 (1996-07-01), Chandraratna
patent: 5534641 (1996-07-01), Song et al.
patent: 5543534 (1996-08-01), Vuligonda et al.
patent: 5556996 (1996-09-01), Beard et al.
patent: 5559248 (1996-09-01), Starrett, Jr. et al.
patent: 5563292 (1996-10-01), Sheh et al.
patent: 5591858 (1997-01-01), Vuligonda et al.
patent: 5599819 (1997-02-01), Chandraratna
patent: 5599967 (1997-02-01), Vuligonda et al.
patent: 5602130 (1997-02-01), Chandraratna
patent: 5602135 (1997-02-01), Chandraratna
patent: 5605915 (1997-02-01), Vuligond et al.
patent: 5616597 (1997-04-01), Chandraratna
patent: 5616712 (1997-04-01), Teng et al.
patent: 5618836 (1997-04-01), Chandraratna et al.
patent: 5618931 (1997-04-01), Beard et al.
patent: 5618943 (1997-04-01), Vuligonda et al.
patent: 5648503 (1997-07-01), Vuligonda et al.
patent: 5648514 (1997-07-01), Johnson et al.
patent: 5654469 (1997-08-01), Vuligonda et al.
patent: 5663347 (1997-09-01), Chandraratna
patent: 5663357 (1997-09-01), Teng et al.
patent: 5663367 (1997-09-01), Vuligonda et al.
patent: 5672710 (1997-09-01), Beard et al.
patent: 5675024 (1997-10-01), Teng et al.
patent: 5675033 (1997-10-01), Vuligonda et al.
patent: 5677320 (1997-10-01), Chandraratna
patent: 5677323 (1997-10-01), Chandraratna
patent: 5677451 (1997-10-01), Chandraratna
A General Synthesis of Terminal and Internal Arylalkynes by the Palladium-Catalyzed Reaction of Alkynylzinc Reagents with Aryl Halides by Anthony O. King and Ei-ichi, J. Org. Chem., (1978) 43/2: p. 358.
Conversion of Methyl Ketones into Terminal Acetylenes and (E)-Tri-substituted Olefins of Terpenoid Origin by Ei-ichi, et al., J. Org. Chem., (1980) 45/12: p. 2526.
Sporn et al. in J. Amer. Acad. Derm.., (1986) 15:756-764.
"A Convenient Synthesis of Ethynylarenes and Diethynylarenes" by S. Takahashi et al. Synthesis (1980) pp. 627-630.
Shudo et al. in Chem. Phar. Bull., (1985) 33:404-407.
Kagechika et al. in J. Med. Chem., (1988) 31:2182-2192.
Chemistry and Biology of Synthetic Retinoids by Marcia I. Dawson and William H. Okamura, published by CRC Press Inc., 1990, pp. 334-335, 354.
Synthesis of 2,2'-Diacyl-1,1-40 -Biaryls. Regiocontrolled Protection of . . . by Mervic, et al, J. Org. Chem., (1980) No. 45, pp. 4720-4725.
A Dopamine Receptor Model and Its Application in the Design of a New Class American Chemical Societe, (1981) 24/9:1026-1031.
6.2.3 Conformational Restriction, Williams, et al., Drug Discovery and Development, The Humana Press, (1987) pp. 54-55.
V. Retinoid Structure-Biological Activity Relationships, Chemistry and Biology of Synthetic Retinoids, (1990) pp. 324-356.
Davis et al., J. Organomettalic Chem (1990) 387:381-390.
"Effects of 13-Cis-Retinoic Acid, All Trans-Retinoic Acid, and Acitretin on the Proliferation, Lipid Synthesis and Keratin Expression of Cultured Human Sebocytes in Vitro" C.C. Zouboulis, The Journal of Investigative Dermatology, (1991) 96/5:792-797.
"Organ Maintenance of Human Sebaceous Glands: in Vitro Effects of 13-Cis Retinoic Acid and Testosterone", John Ridden, et al., Journal of Cell Science (1990) 95:125-136.
"Characterization of Human Sebaceous Cells in Vitro", Thomas I. Doran, et al. The Journal of Investigative Dermatology, (1991) 96/3.
"Synthesis and Evaluation of Stilbene and Dihydrostilbene Derivateives as Potential Anticancer Agents That Inhibit Tubulin Polymerization" by Cushman, Mark et al. J. Med. Chem., (1991), 34:2579-2588.
"Synthesis and Evaluatinof New Pretoein Tyrosine Kinase Inhibitors. Part 1. Pyridine-Conatining Stilbenes and Amides" by Cushman, Mark et al. Bioorganic & Medicinal Chemistry Letters, (1991) 1/4:211-214.
"Di-and Tri-methoxystyryl Derivatives of Heterocyclic Nitrogen Compounds" by Bahner, C. T. et al. Arzneim-Forsch./Drug Res. (1981)31 (I), Nr. 3.
"Retinobenzoic acids. 3. Structure-Activity Relationships of Retinoidal Azobenzene-4-Carboxylic Acids and Stilbene-4-Carboxylic Acids" by H. Kagechika et al., Journal of Medicinal Chemistry, (1989), 32:1098-1108.
Eyrolles, L. et al. "Retinoid Antagonists: Molecular Design Based on the Ligand Superfamily Concept" Med. Chem. Res., (1992) 2:361-367.
Liu, S. S. et al. "Systemic Pharmacokinetics of Acetylenic Retinoids in Rats", Drug Metabolism and Disposition, (1990) 18/6: 1071-1077.
Chemical Abstracts, vol. 122, No. 13,27 Mar. 1995 abstract No. 151372m, (S. Kaku et al.).
Chemical Abstracts, vol. 117, No. 13, 28 Sep. 1992 abstract No. 124091j, (S. Sun et al.).
European Journal of Biochemistry, vol. 212, No. 1, 1993, Berlin, pp. 13-26, XP000618300 (S. Keidel et al.).
Journal of Medicinal Chemistry, vol. 39, No. 16, 2 Aug. 1996, pp. 3035-3038, Min Teng et al.
Journal of Medicinal Chemistry, vol. 37, No. 10, 13 May 1994, pp. 1508-1517, Laurence Eyrolles.
Biochemical and Biophysical Research Communications, vol. 155,

Affiliated with

Also associated with

Rating

Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Acetylenes disubstituted with a 5 alkyl, aryl or heteroaryl subs will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-89420