[1, 2, 4]-Oxadiazoles: Synthesis and Biological Applications

T1 - Synthesis and biological activity of 2-(4,5-dihydroisoxazol-5-yl)-1,3,4-oxadiazoles

we present the synthesis of 1,3,4-oxadiazoles derivatives ..

In conclusion, we have synthesized seven 3-glucosyl-5-amino-1,2,4-oxadiazoles by condensation of a C-glucosyl amidoxime with Vilsmeier salts or carbodiimides. The synthetic strategy provided access to 5-alkylamino and 5-dialkylamino-1,2,4-oxadiazoles from the same glucose-based amidoxime precursor. Symmetric ureas were synthesized and converted into their Vilsmeier salts, which upon condensation with the amidoxime afforded the dialkylated 5-amino-1,2,4-oxadiazoles. Condensation of three commercially available carbodiimides led to two mono-alkylated 5-amino products, while the aromatic (i.e., tolyl) carbodiimide did not provide the desired product. A series of seven glucose-based inhibitors of GP were then evaluated but did not display any inhibition against RMGPb at 625 µM.

327, 1964.intraperitoneal-rat LD50 460 mg/kgJournal of Reproduction and Fertility.

3-Glucosylated 5-amino-1,2,4-oxadiazoles: synthesis …

Research Interest: 1. Pharmacy Practice & Clinical Pharmacy
2. Pharmaceutical care
3. Pharmacotherapy of cardiovascular diseases
4. Pharmacokinetics
5. Patient education/Patient counselling and compliance monitoring

Patent :Patent filled on “ Composition for the treatment of Urolithasis” (292/DEL/2014)

A Click Chemistry Approach to Glycomimetics: Michael Addition of 2,3,4,6-tetra--acetyl-1-thio-β-D-glucopyranose to 4-deoxy-1,2--isopropylidene-L--pent-4-enopyranos-3-ulose - a Convenient Route to Novel 4-deoxy-(1->5)-5--thiodisaccharides.

L., Copper(II)-promoted regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles in water.


Indian Journal of Pharmaceutical Sciences Archive ..

8 When treated with copper(I) iodide or molecular iodine, α,β-alkynic hydrazones 1 undergo electrophilic cyclization to afford pyrazoles 2 and 4-iodopyrazoles 3 , respectively, in good to excellent yields.Amidoximes are known as popular binucleophilic reagents and have been extensively used in organic synthesis, 9 especially in the preparation of 1,2,4-oxadiazoles, 10 and pyrimidinones and/or their tautomer pyrimidines.

Large-Scale Applications of Amide Coupling Reagents …

The seven 3-glucosyl-5-amino-1,2,4-oxadiazoles 5a–e and 7a,b were evaluated as GP inhibitors using rabbit muscle glycogen phosphorylase b (RMGPb) as the model enzyme (see for details). The highest concentration used in the assay was 625 µM for compatibility of the DMSO stock solutions with the enzymatic reaction. No inhibition could be observed at this concentration.

Click Chemistry -- Publications

Courses Taught (AIMST University):1. Dosage Form Design
2. Pharmaceutical Technology
3. Good Manufacturing Practice & Quality control
4. Pharmaceutical Biotechnology
5. Dosage Form II

Bioorganic & Medicinal Chemistry Letters | Vol 20, Iss …

Research Grants Fetched: Received RM 10,000 (Malaysian Ringgit) internal research grant from AIMST University, Malaysia (AURGC/13/FOP/2013) for research project on “Biological Screening of Malaysian Green Mussels. January 2014- July 2015. Status: Ongoing (Role: Principal Investigator).

BACHELOR OF PHARMACY (HONS) - AIMST University

Glycogen phosporylase (GP) is a promising target for the control of glycaemia. The design of inhibitors binding at the catalytic site has been accomplished through various families of glucose-based derivatives such as oxadiazoles. Further elaboration of the oxadiazole aromatic aglycon moiety is now reported with 3-glucosyl-5-amino-1,2,4-oxadiazoles synthesized by condensation of a C-glucosyl amidoxime with N,N’-dialkylcarbodiimides or Vilsmeier salts. The 5-amino group introduced on the oxadiazole scaffold was expected to provide better inhibition of GP through potential additional interactions with the enzyme’s catalytic site; however, no inhibition was observed at 625 µM.