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Volumn 41, Issue 23, 1998, Pages 4556-4566

Substituted tetrahydropyrrolo[2,1-b]oxazol-5(6H)-ones and tetrahydropyrrolo[2,1-b]thiazol-5(6H)-ones as hypoglycemic agents

Author keywords

[No Author keywords available]

Indexed keywords

2 [(4 CHLOROPHENOXY)METHYL] 7ALPHA (3,4 DICHLOROPHENYL)TETRAHYDROPYRROLO[2,1 B]OXAZOL 5(6H) ONE; ANTIDIABETIC AGENT; UNCLASSIFIED DRUG;

EID: 15144342065     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm9803121     Document Type: Article
Times cited : (72)

References (32)
  • 2
    • 0031965201 scopus 로고    scopus 로고
    • The Expert Committee on the Diagnosis and Classification of Diabetes Mellitus. Report of the Expert Committee on the Diagnosis and Classification of Diabetes Mellitus
    • The Expert Committee on the Diagnosis and Classification of Diabetes Mellitus. Report of the Expert Committee on the Diagnosis and Classification of Diabetes Mellitus. Diabetes Care 1998, 21, S5-19.
    • (1998) Diabetes Care , vol.21
  • 3
    • 0030861943 scopus 로고    scopus 로고
    • Management of Diabetes Mellitus from a Public Health Perspective
    • Roman, S. H.; Harris, M. I. Management of Diabetes Mellitus From a Public Health Perspective. Endocrinol. Metab. Clin. N. Am. 1997, 26.3, 443-474.
    • (1997) Endocrinol. Metab. Clin. N. Am. , vol.263 , pp. 443-474
    • Roman, S.H.1    Harris, M.I.2
  • 4
    • 0025283625 scopus 로고
    • Treatment of Non-Insulin-Dependent Diabetes Mellitus
    • Isley, W. L. Treatment of Non-Insulin-Dependent Diabetes Mellitus. Drugs Today 1990, 26, 59-72.
    • (1990) Drugs Today , vol.26 , pp. 59-72
    • Isley, W.L.1
  • 5
    • 0022496323 scopus 로고
    • Exercise and Physical Training
    • Horton, E. S. Exercise and Physical Training. Diabetes / Metab. Rev. 1986, 2, 1-17.
    • (1986) Diabetes / Metab. Rev. , vol.2 , pp. 1-17
    • Horton, E.S.1
  • 6
    • 0027370108 scopus 로고
    • Diabetes Control and Complications Trial Research Group. The Effect of Intensive Treatment of Diabetes on the Development and Progression of Long-term Complications in Insulin-Dependent Diabetes Mellitus
    • Diabetes Control and Complications Trial Research Group. The Effect of Intensive Treatment of Diabetes on the Development and Progression of Long-term Complications in Insulin-Dependent Diabetes Mellitus. N. Engl. J. Med. 1993, 329, 977-986.
    • (1993) N. Engl. J. Med. , vol.329 , pp. 977-986
  • 7
    • 0031964835 scopus 로고    scopus 로고
    • Implications of the Diabetes Control and Complications Trial
    • American Diabetes Association. Implications of the Diabetes Control and Complications Trial. Diabetes Care 1998, 21, S88-90.
    • (1998) Diabetes Care , vol.21
  • 8
    • 0029147687 scopus 로고
    • Intensive Insulin Therapy Prevents the Progression of Diabetic Microvascular Complications in Japanese Patients with Non-Insulin-Dependent Diabetes Mellitus: A Randomized Prospective 6-Year Study
    • Ohkubo, Y.; Kishikawa, H.; Araki, E.; Miyata, T.; Isami, S.; Motoyoshi, S.; Kpjima, Y.; Furugoshi, N.; Shichiri, M. Intensive Insulin Therapy Prevents the Progression of Diabetic Microvascular Complications in Japanese Patients with Non-Insulin-Dependent Diabetes Mellitus: A Randomized Prospective 6-Year Study. Diabetes Res. Clin. Pract. 1995, 28, 103-117.
    • (1995) Diabetes Res. Clin. Pract. , vol.28 , pp. 103-117
    • Ohkubo, Y.1    Kishikawa, H.2    Araki, E.3    Miyata, T.4    Isami, S.5    Motoyoshi, S.6    Kpjima, Y.7    Furugoshi, N.8    Shichiri, M.9
  • 9
    • 0021691098 scopus 로고
    • Relationship between Insulin Secretion, Insulin Action, and Fasting Plasma Glucose Concentration in Non-Diabetic and Non-Insulin Dependent Diabetic Subjects
    • (a) Bogardus, C.; Lillioja, S.; Howard, B. V.; Reaven, G.; Mott, D. Relationship Between Insulin Secretion, Insulin Action, and Fasting Plasma Glucose Concentration in Non-Diabetic and Non-Insulin Dependent Diabetic Subjects. J. Clin. Invest. 1984, 74, 1238-1246.
    • (1984) J. Clin. Invest. , vol.74 , pp. 1238-1246
    • Bogardus, C.1    Lillioja, S.2    Howard, B.V.3    Reaven, G.4    Mott, D.5
  • 10
    • 0024160877 scopus 로고
    • Role of Insulin Resistance in Human Disease
    • (b) Reaven, G. M. Role of Insulin Resistance in Human Disease. Diabetes 1988, 37, 1595-1607.
    • (1988) Diabetes , vol.37 , pp. 1595-1607
    • Reaven, G.M.1
  • 11
    • 0022305213 scopus 로고
    • Overview of the Association between Insulin and Atherosclerosis
    • (c) Stout, R. W. Overview of the Association between Insulin and Atherosclerosis. Metabolism 1985, 34 (Suppl. 1), 7-12.
    • (1985) Metabolism , vol.34 , Issue.SUPPL. 1 , pp. 7-12
    • Stout, R.W.1
  • 12
    • 0023202006 scopus 로고
    • Insulin and Atheroma- An Update
    • (d) Stout, R. W. Insulin and Atheroma- An Update. Lancet 1987, 1, 1077-1079.
    • (1987) Lancet , vol.1 , pp. 1077-1079
    • Stout, R.W.1
  • 13
    • 0018947555 scopus 로고
    • Relationship of Plasma Insulin Levels to the Incidence of Myocardial Infarction and Coronary Heart Disease Mortality in a Middle-aged Population
    • Ducimetiere, P.; Eschwege, E.; Papoz, L.; Richard, J. L.; Claude, J. R.; Rosselin, G. Relationship of Plasma Insulin Levels to the Incidence of Myocardial Infarction and Coronary Heart Disease Mortality in a Middle-aged Population. Diabetologia 1980, 19, 205-210.
    • (1980) Diabetologia , vol.19 , pp. 205-210
    • Ducimetiere, P.1    Eschwege, E.2    Papoz, L.3    Richard, J.L.4    Claude, J.R.5    Rosselin, G.6
  • 14
    • 0018819239 scopus 로고
    • Coronary-Heart-Disease Risk and Impaired Glucose Tolerance
    • Fuller, J. H.; Shipley, M. J.; Rose, G.; Jarret, R. J.; Keen, H. Coronary-Heart-Disease Risk and Impaired Glucose Tolerance. Lancet 1980, 1, 1373-1376.
    • (1980) Lancet , vol.1 , pp. 1373-1376
    • Fuller, J.H.1    Shipley, M.J.2    Rose, G.3    Jarret, R.J.4    Keen, H.5
  • 15
    • 0003408870 scopus 로고
    • National Institutes of Health: Bethesda, MD
    • National Diabetes Care Group. Diabetes in America; National Institutes of Health: Bethesda, MD, 1985.
    • (1985) Diabetes in America
  • 16
    • 0017843124 scopus 로고
    • Lactic Acidosis in Biguanide-Treated Diabetics: A Review of 330 Cases
    • Luft, D.; Schmulling, R. M.; Eggstein, M. Lactic Acidosis in Biguanide-Treated Diabetics: A Review of 330 Cases. Diabetologia 1978, 14, 75-87.
    • (1978) Diabetologia , vol.14 , pp. 75-87
    • Luft, D.1    Schmulling, R.M.2    Eggstein, M.3
  • 17
    • 0029099086 scopus 로고
    • Multicenter Metformin Study Group. Efficacy of Metformin in Patients with Non-Insulin-Dependent Diabetes Mellitus
    • De Fronzo, R. A.; Goodman, A. M.; Multicenter Metformin Study Group. Efficacy of Metformin in Patients with Non-Insulin-Dependent Diabetes Mellitus. N. Engl. J. Med. 1995, 333, 541-549.
    • (1995) N. Engl. J. Med. , vol.333 , pp. 541-549
    • De Fronzo, R.A.1    Goodman, A.M.2
  • 18
    • 0026682478 scopus 로고
    • Biguanides and NIDDM
    • (a) Bailey, C. J. Biguanides and NIDDM. Diabetes Care 1992, 15, 773-784.
    • (1992) Diabetes Care , vol.15 , pp. 773-784
    • Bailey, C.J.1
  • 20
    • 0030062325 scopus 로고    scopus 로고
    • The Structure-Activity Relationship between Peroxisome Proliferator-Activated Receptor γ Agonism and the Antihyperglycemic Activity of Thiazolidinediones
    • Willson, T. M.; Cobb, J. E.; Cowan, D. J.; Wiethe, R. W.; Correa, I. D.; Prakash, S. R.; Beck, K. D.; Moore, L. B.; Kliewer, S. A.; Lehmann, J. M. The Structure-Activity Relationship between Peroxisome Proliferator-Activated Receptor γ Agonism and the Antihyperglycemic Activity of Thiazolidinediones. J. Med. Chem. 1996, 39, 665-668.
    • (1996) J. Med. Chem. , vol.39 , pp. 665-668
    • Willson, T.M.1    Cobb, J.E.2    Cowan, D.J.3    Wiethe, R.W.4    Correa, I.D.5    Prakash, S.R.6    Beck, K.D.7    Moore, L.B.8    Kliewer, S.A.9    Lehmann, J.M.10
  • 21
    • 0024160854 scopus 로고
    • Characterization of New Oral Antidiabetic Agent CS-045: Studies in KK and ob / ob mice and Zucker Fatty Rats
    • (a) Fujiwara, T.; Yoshioka, S.; Yoshioka, T.; Ushiyama, I.; Horikoshi, H. Characterization of New Oral Antidiabetic Agent CS-045: Studies in KK and ob / ob mice and Zucker Fatty Rats. Diabetes 1988, 37, 1549-1558.
    • (1988) Diabetes , vol.37 , pp. 1549-1558
    • Fujiwara, T.1    Yoshioka, S.2    Yoshioka, T.3    Ushiyama, I.4    Horikoshi, H.5
  • 22
    • 0020561695 scopus 로고
    • A New Hypoglycemic Agent. 1. Studies in ob / ob and db/db Mice, Diabetic Chinese Hamsters, and Normal and Streptozotocin-Diabetic rats
    • (b) Chang, A. Y.; Wyse, B. M.; Gilchrist, B. J.; Peterson, T.; Diani, A. R. Ciglitazone, a New Hypoglycemic Agent. 1. Studies in ob / ob and db/db Mice, Diabetic Chinese Hamsters, and Normal and Streptozotocin-Diabetic rats. Diabetes 1983, 32, 830-838.
    • (1983) Diabetes , vol.32 , pp. 830-838
    • Chang, A.Y.1    Wyse, B.M.2    Gilchrist, B.J.3    Peterson, T.4    Ciglitazone, D.A.R.5
  • 23
    • 0025941863 scopus 로고
    • Effect of New Oral Antidiabetic Agent CS-045 on Glucose Tolerance and Insulin Secretion in Patients with NIDDM
    • (c) Iwamoto, Y.; Kuzuya, T.; Matsuda, A.; Awata, T.; Kumakura, S.; Inooka, G.; Shiraishi, I. Effect of New Oral Antidiabetic Agent CS-045 on Glucose Tolerance and Insulin Secretion in Patients With NIDDM. Diabetes Care 1991, 14, 1083-1086.
    • (1991) Diabetes Care , vol.14 , pp. 1083-1086
    • Iwamoto, Y.1    Kuzuya, T.2    Matsuda, A.3    Awata, T.4    Kumakura, S.5    Inooka, G.6    Shiraishi, I.7
  • 25
    • 0025307293 scopus 로고
    • Hexose Transport Stimulation and Membrane Redistribution of Glucose Transporter Isoforms in Response to Cholera Toxin, Dibutyryl Cyclic AMP, and Insulin in 3T3-L1 Adipocytes
    • Clancy, B. M.; Czech, M. P. Hexose Transport Stimulation and Membrane Redistribution of Glucose Transporter Isoforms in Response to Cholera Toxin, Dibutyryl Cyclic AMP, and Insulin in 3T3-L1 Adipocytes. J. Biol. Chem. 1990, 265, 12434-12443.
    • (1990) J. Biol. Chem. , vol.265 , pp. 12434-12443
    • Clancy, B.M.1    Czech, M.P.2
  • 26
    • 15144355890 scopus 로고    scopus 로고
    • Sandoz merged with Ciba-Geigy to form Novartis on Jan 1, 1997
    • Sandoz merged with Ciba-Geigy to form Novartis on Jan 1, 1997.
  • 27
    • 33847086314 scopus 로고
    • A Particularity Convenient Preparation of Benzohydroximinoyl Chlorides (Nitrile Oxide Precursors)
    • Liu, K.-C.; Shelton, B. R.; Howe, R. K. A Particularity Convenient Preparation of Benzohydroximinoyl Chlorides (Nitrile Oxide Precursors). J. Org. Chem. 1980, 45, 3916-3918.
    • (1980) J. Org. Chem. , vol.45 , pp. 3916-3918
    • Liu, K.-C.1    Shelton, B.R.2    Howe, R.K.3
  • 28
    • 15144342664 scopus 로고    scopus 로고
    • note
    • Modeling studies were performed with SYBYL 6.3 available from TRIPOS Associates, St. Louis, MO, 1993, using Gasteiger-Huckel charges and the consistent valence force field supplied with the SYBYL package. A systematic search for local minima was conducted. In each of the accessible local minima (<1.0 kcal above the global minima), the nearly coplanar arrangement of these seven atoms was observed.
  • 29
    • 0031024171 scopus 로고    scopus 로고
    • Experimental and Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings
    • Lipinski, C. A.; Lombarde, F.; Dominy, B. W.; Feeney, P. J. Experimental and Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings. Adv. Drug Delivery Rev. 1997, 23, 3-25.
    • (1997) Adv. Drug Delivery Rev. , vol.23 , pp. 3-25
    • Lipinski, C.A.1    Lombarde, F.2    Dominy, B.W.3    Feeney, P.J.4
  • 30
    • 0026597449 scopus 로고
    • Simple Method of Calculating Octanol/Water Partition Coefficient
    • The clog P of this series was calculated using Moriguchi's method; see: Moriguchi, I.; Hirono, S.; Liu, Q.; Nakagome, Y.; Matsushita, Y. Simple Method of Calculating Octanol/Water Partition Coefficient. Chem. Pharm. Bull. 1992, 40, 127-130.
    • (1992) Chem. Pharm. Bull. , vol.40 , pp. 127-130
    • Moriguchi, I.1    Hirono, S.2    Liu, Q.3    Nakagome, Y.4    Matsushita, Y.5
  • 32
    • 15144339366 scopus 로고    scopus 로고
    • Pharmacology of SDZ PGU 693, a Novel Glucose Utilization Enhancer/Insulin Sensitizer
    • Deems, R.; Balkan, B.; Bell, P.; Burkey, B.; Cheon, H.; Filiers, W.; Foley, J. Pharmacology of SDZ PGU 693, a Novel Glucose Utilization Enhancer/Insulin Sensitizer. Diabetes 1997, 46, 153A.
    • (1997) Diabetes , vol.46
    • Deems, R.1    Balkan, B.2    Bell, P.3    Burkey, B.4    Cheon, H.5    Filiers, W.6    Foley, J.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.