Glipizide

• CAT Number: A000744
• CAS Number: 29094-61-9
• Molecular Formula: C21H27N5O4S
• Molecular Weight: 445.4
• Purity: ≥95%
• Synonyms: 29094-61-9; Glucotrol; Glydiazinamide; Melizide; Glibenese
• Target: Potassium Channel
• Solubility: >16.8mg/mL in DMSO
• Storage: -20°C
• InChI: 1S/C21H27N5O4S/c1-15-13-24-19(14-23-15)20(27)22-12-11-16-7-9-18(10-8-16)31(29,30)26-21(28)25-17-5-3-2-4-6-17/h7-10,13-14,17H,2-6,11-12H2,1H3,(H,22,27)(H2,25,26,28)
• InChIKey: ZJJXGWJIGJFDTL-UHFFFAOYSA-N
• SMILES: CC1=NC=C(N=C1)C(=O)NCCC2=CC=C(C=C2)S(=O)(=O)NC(=O)NC3CCCCC3

Glipizide is a short-acting, second-generation, blood-glucose-lowering agent belonging to the sulfonylurea class that increases the release of endogenous insulin from β-cells by blocking potassium channels. The drug-formulated version of Glipizide, marketed as Glucotrol or under generic label, is most commonly prescribed to lower blood sugar levels in type 2 diabetes. Glipizide is rapidly absorbed, has a very quick onset of action and a short half-life. This agent is extensively metabolized in the liver and the metabolites as well as the unchanged form are excreted in the urine.

Reference

1: Pellegrini MV, Bhimji SS. Glipizide. 2017 Oct 25. StatPearls [Internet].
Treasure Island (FL): StatPearls Publishing; 2017 Jun-. Available from
http://www.ncbi.nlm.nih.gov/books/NBK459177/
PubMed PMID: 29083816.

2: Zhou M, Wang SV, Leonard CE, Gagne JJ, Fuller C, Hampp C, Archdeacon P, Toh S,
Iyer A, Woodworth TS, Cavagnaro E, Panozzo CA, Axtman S, Carnahan RM,
Chrischilles EA, Hennessy S. Sentinel Modular Program for Propensity
Score-Matched Cohort Analyses: Application to Glyburide, Glipizide, and Serious
Hypoglycemia. Epidemiology. 2017 Nov;28(6):838-846. doi:
10.1097/EDE.0000000000000709. PubMed PMID: 28682851.

3: Anusha A, Narendar D, Krishna Murthy B, Goverdhan P. Influence of Single and
Multi Dose Treatment of Glipizide on Pharmacokinetics and Pharmacodynamics of
Irbesartan in Normal and Hypertensive Rats. High Blood Press Cardiovasc Prev.
2017 Jun;24(2):179-185. doi: 10.1007/s40292-017-0195-2. Epub 2017 Apr 6. PubMed
PMID: 28386752.

4: Li Q, Wen H, Jia D, Guan X, Pan H, Yang Y, Yu S, Zhu Z, Xiang R, Pan W.
Preparation and investigation of controlled-release glipizide novel oral device
with three-dimensional printing. Int J Pharm. 2017 Jun 15;525(1):5-11. doi:
10.1016/j.ijpharm.2017.03.066. Epub 2017 Apr 2. PubMed PMID: 28377316.

5: Tan B, Yang A, Yuan W, Li Y, Jiang L, Jiang J, Qiu F. Simultaneous
determination of glipizide and its four hydroxylated metabolites in human urine
using LC-MS/MS and its application in urinary phenotype study. J Pharm Biomed
Anal. 2017 May 30;139:179-186. doi: 10.1016/j.jpba.2017.03.005. Epub 2017 Mar 6.
PubMed PMID: 28284082.

6: Yang G, Zeng G, Wu JP, Jiang O, Zeng YB, Huang SJ, Huang JJ, Wu DQ. Glipizide
blocks renal interstitial fibrosis by inhibiting AKT signaling pathway. Eur Rev
Med Pharmacol Sci. 2017 Feb;21(4):867-872. PubMed PMID: 28272693.

7: Pandey NK, Sehal HR, Garg V, Gaur T, Kumar B, Singh SK, Gulati M,
Gowthamarajan K, Bawa P, Rajesh SY, Sharma P, Narang R. Stable Co-crystals of
Glipizide with Enhanced Dissolution Profiles: Preparation and Characterization.
AAPS PharmSciTech. 2017 Feb 7. doi: 10.1208/s12249-017-0727-z. [Epub ahead of
print] PubMed PMID: 28176212.

8: Lu Z, Yang Y, Covington RA, Bi YV, Dürig T, Ilies MA, Fassihi R.
Supersaturated controlled release matrix using amorphous dispersions of
glipizide. Int J Pharm. 2016 Sep 25;511(2):957-68. doi:
10.1016/j.ijpharm.2016.07.072. Epub 2016 Aug 2. PubMed PMID: 27492020.

9: Xu K, Xiong X, Zhai Y, Wang L, Li S, Yan J, Wu D, Ma X, Li H. Effect of
milling conditions on solid-state amorphization of glipizide, and
characterization and stability of solid forms. J Pharm Biomed Anal. 2016 Sep
10;129:367-377. doi: 10.1016/j.jpba.2016.07.026. Epub 2016 Jul 18. PubMed PMID:
27454088.

10: Das S, Ramasamy A, De S, Mondal S. An unusual case of glipizide-induced
proximal myopathy. J Pharmacol Pharmacother. 2016 Apr-Jun;7(2):99-101. doi:
10.4103/0976-500X.184775. PubMed PMID: 27440956; PubMed Central PMCID:
PMC4936087.