AL-321 - CAS 74772-68-2
Catalog number: 74772-68-2
Category: Inhibitor
Please be kindly noted products are not for therapeutic use. We do not sell to patients.
Molecular Formula:
C20H21NO3S
Molecular Weight:
355.45
COA:
Inquire
Targets:
Others
Description:
AL-321 is a bio-active chemical, but no detailed information has been published yet.
Purity:
98%
Appearance:
Powder
Synonyms:
5-((4-(2-methyl-2-phenylpropoxy)phenyl)methyl)- 2,4-Thiazolidinedione
Solubility:
Soluble in DMSO
Storage:
-20℃ Freezer
MSDS:
Inquire
Quality Standard:
In-house standard
Shelf Life:
2 month in rt, long time
Quantity:
Milligrams-Grams
InChIKey:
FZKKPKRWTSYXLF-UHFFFAOYSA-N
InChI:
1S/C20H21NO3S/c1-20(2,15-6-4-3-5-7-15)13-24-16-10-8-14(9-11-16)12-17-18(22)21-19(23)25-17/h3-11,17H,12-13H2,1-2H3,(H,21,22,23)
Canonical SMILES:
CC(C)(COc1ccc(cc1)CC2C(=O)NC(=O)S2)c3ccccc3
1.[Discovery and development of a new insulin sensitizing agent, pioglitazone].
Sohda T;Kawamatsu Y;Fujita T;Meguro K;Ikeda H Yakugaku Zasshi. 2002 Nov;122(11):909-18.
Insulin resistance is a characteristic feature of type II diabetes as well as obesity. This insulin resistant state at the peripheral tissue level causes impaired glucose utilization, leading to hyperglycemia. Studies of antidiabetic agents by Takeda originated more than three decades ago when KK mice were introduced, followed by the development of a highly insulin-resistant animal model, KKAy mice. The first 2,4-thiazolidinedione derivative AL-321, which exhibited hypoglycemic effects in KKAy mice, was discovered by modification of the hypolipidemic agent AL-294 as a lead compound. Extensive structure-activity relationship studies on the analogues of AL-321 led to the selection of ciglitazone (ADD-3878) as a candidate for clinical evaluation. Ciglitazone, a prototypical compound in the series, was shown to normalize hyperglycemia, hyperinsulinemia, and hypertriglyceridemia in various insulin-resistant animal models without altering normoglycemia in nondiabetic animal models. However, it appeared that a more potent compound was needed for further clinical evaluation of this class of compound. Further study of this series of compounds led to the finding of pioglitazone (AD-4833) as a promising clinical candidate.
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