Substituted thiazolidinedione derivatives

Details Substituted thiazolidinedione derivatives Substituted thiazolidinedione derivatives

2006-11-07

2006-11-07

Seaman, D. Margaret (Department: 1625)

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C514S342000

Reissue Patent

active

RE039384

ABSTRACT:
A compound of formula (I):insert-start id="INS-S-00001" date="20061107" ?or a tautomeric form thereof,insert-end id="INS-S-00001" ?wherein:R1represents a hydrogen atom, C1-12alkyl, C1-12alkoxy, C1-12alkylcarbonyl or arylC1-12alkyl;A1represents hydrogen or 1 to 4 optional substituents selected from the group consisting of: C1-12alkyl, C1-12alkoxy, aryl, and halogen; aryl represents phenyl or naphthyl optionally substituted with up to five groups selected from halogen, C1-12alkyl, phenyl, C1-12alkoxy, haloC1-12alkyl, hydroxy, nitro, C1-12alkoxycarbonyl, C1-12alkoxycarbonyl C1-12alkyl, C1-12alkoxycarbonyloxy, or C1-12alkylcarbonyl:A2represents a benzene ring having 1 to 3 optional substituents selected from hydrogen, halogen, C1-12alkyl, C1-12alkoxy; andM−represents a counter-ion other than the maleate ion.

REFERENCES:
patent: 4197297 (1980-04-01), Weinstock
patent: 4287200 (1981-09-01), Kawamatsu et al.
patent: 4340605 (1982-07-01), Kawamatsu et al.
patent: 4376777 (1983-03-01), Kawamatsu et al.
patent: 4438141 (1984-03-01), Kawamatsu et al.
patent: 4444779 (1984-04-01), Kawamatsu et al.
patent: 4572912 (1986-02-01), Yoshioka et al.
patent: 4582839 (1986-04-01), Meguro et al.
patent: 4687777 (1987-08-01), Meguro et al.
patent: 4725610 (1988-02-01), Meguro et al.
patent: 4873255 (1989-10-01), Yoshioka et al.
patent: 4879303 (1989-11-01), Davison et al.
patent: 5002953 (1991-03-01), Hindley
patent: 5039687 (1991-08-01), Effland et al.
patent: 5232925 (1993-08-01), Hindley
patent: 5478852 (1995-12-01), Olefsky et al.
patent: 5521201 (1996-05-01), Hindley et al.
patent: 5726055 (1998-03-01), Hindley et al.
patent: 5741803 (1998-04-01), Pool et al.
patent: 6288095 (2001-09-01), Hindley et al.
patent: 2002/0050563 (2002-05-01), Hindley et al.
patent: 2002/0099081 (2002-07-01), Sasse et al.
patent: 2002/0106762 (2002-08-01), Hindley et al.
patent: 2002/0133016 (2002-09-01), Lynch et al.
patent: 2002/0137940 (2002-09-01), Sasse et al.
patent: 0 008 203 (1980-02-01), None
patent: 0 193 256 (1986-09-01), None
patent: 0207581 (1987-01-01), None
patent: 0 306 228 (1989-03-01), None
patent: 0 419 035 (1991-03-01), None
patent: 2082584 (1982-03-01), None
patent: 87 20825 (1989-03-01), None
patent: 87 27987 (1989-03-01), None
patent: 88 02454 (1989-03-01), None
patent: WO 01/94343 (2001-12-01), None
patent: WO 01/94344 (2001-12-01), None
patent: WO 02/12231 (2002-02-01), None
patent: WO 02/12232 (2002-02-01), None
patent: WO 02/12233 (2002-02-01), None
patent: WO 02/12234 (2002-02-01), None
patent: WO 02/20517 (2002-03-01), None
patent: WO 02/20518 (2002-03-01), None
patent: WO 02/20519 (2002-03-01), None
patent: WO 02/20520 (2002-03-01), None
patent: WO 02/51839 (2002-07-01), None
Ganong, W.F., Review of Medical Physiology, Lange Medical Publications 272 (1983).
Sohda et al., Studies on Antidiabetic Agents. II. Synthesis of 5-[4-(1-Methylcyclohexylmethoxy)-Benzyl]Thiazolidine-2,4-Dione (ADD-3878 And Its Derivatives,10 Chem Pharm Bull.(Tokyo) 3580-600 (Oct. 30, 1982).
Fujita et al., Reduction of Insulin Resistance in Obese And/Or Diabetic Animals By 5-[4-(1-Methylcyclohexylmethoxy)Benzyl]-Thiazolidine-2,4-Dione (ADD-3878, U-63,287, Ciglitazone), A New Antidiabetic Agent, 32(9)Diabetes804-10 (Sep. 1983).
Wilson and Grisvold's Textbook of Organic Medicine and Pharmaceutical Chemistry, pp. 590-592 8thEd. 1982.
Sohda, T. et al., “Studies on Antidiabetic Agents. I. Synthesis of 5-[4-(2-Methyl-2-phenylpropoxy)-benzyl]-thiazolidine 2,4-dione (AL-321) and Related Compounds”,Chem. Pharm. Bull.,30(10), 3563-3573 (1982).
Chang, A.Ay., et al., “Ciglitazone, a New Hypoglycemic Agent II. Effect on Glucose and Lipid Metabolisms and Insulin Binding in the Adipose Tissue of C57BL/6J-ob/ob and —+/? Mice”,Diabetes,32, 839-845 (1983).
Chang, A.Y., et al., “Ciglitazone, a New Hypoglycemic Agent 3, Effect on Glucose Disposal and Gluconeogenesis in Vivo in C57BL/6J-Ob/Ob and —+/? Mice”,Diabetologia,25, 514-(1983).
Baba, S., et al., “New Antidiabetic Agent ADD-3878”, 31 (Suppl 2), 77A (1982).
Mohrbacher, R.J., et al., “Pharmacologic Intervention in Diabetes Mellitus”, Annual Reports in Medicinal Chemistry, 22, 213-222 (1987).
Sohda, T., et al., “A New Antidiabetic Agent, AD-4833, and Structure-Activity Relationships of 5-[4-(Pyridylalkoxy)benzyl]-2,4-thiazolidinediones”,J. Pharm. Sci.,76(11), S173 (1987).
Silverman, R.B., “Identification of the Active Part: The Pharmacophore, The Organic Chemistry of Drug Design and Drug Action”, Academic Press, pp. 11-13 (1992).
Sohda, T., et al., “Studies on Antidiabetic Agents. Synthesis and hypoglycemic activity of 5-[4-(pyridylalkoxy)benzyl]-2,4-thiazolidinediones”,Arzneimittel Forschung,40(1), 37-42 (1990).
USP Dictionary, p. 694 (2002).
USP Dictionary, p. 911 (2002).
Sohda et al., “Studies on Antidiabetic Agents, II. Synthesis of 5-[4-(1-methylcyclohexylmethoxy)-benzyl]-thiazolidine-2,4-dione (ADD-3878) and its Derivatives”,Chemical and Pharmaceutical Bulletin,30(10): 3580-3600 (1982).
Berge et al., “Review Article: Pharmaceutical Salts”,Journal of Pharmaceutical Sciences,66(1): 1-16 (1977).
L.E. Bottiger, Ed., Carlson et al., “Pronounced Lowering of Serum Levels of Lipoprotein Lp(a) in Hyperlipidaemic Subjects Treated with Nicotinic Acid”,Journal of Internal Medicine,226(4): 271-76 (1989).
U.S. Appl. No. 10/030,875, filed Apr. 19, 2000, Blackler et al.
U.S. Appl. No. 10/030,323, filed Apr. 19, 2000, Blackler et al.
U.S. Appl. No. 10/048,123, filed Apr. 19, 2000, Blackler et al.
U.S. Appl. No. 10/030,877, filed Apr. 19, 2000, Blackler et al.
U.S. Appl. No. 10/019,355, filed Apr. 19, 2000, Blackler et al.
U.S. Appl. No. 10/221,686, filed Mar. 14, 2001, Craig.

Affiliated with

Also associated with

Rating

Substituted thiazolidinedione derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Substituted thiazolidinedione derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Substituted thiazolidinedione derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3683983