Midaglizole

Names

[ Name ]:
Midaglizole

[Synonym ]:
2-[2-(2-Imidazolin-2-yl)-1-phenylethyl]pyridine
2-[2-Phenyl-2-(pyridyl)]ethyl-2-imidazolin
2-(4,5-dihydro-1H-imidazol-2-yl)-1-phenyl-1-[2]pyridyl-ethane
4,5-Dihydro-2-[2-(2-pyridinyl)-2-phenylethyl]-1H-imidazole
DG-5128
2-(4,5-Dihydro-1H-imidazol-2-yl)-1-phenyl-1-[2]pyridyl-aethan
2-(2-phenyl-2-(2-pyridyl))ethyl-2-imidazoline

Biological Activity

[Description]:

Midaglizole ((±)-DG5128 free base, DG5128 free base) is a potent α2-adrenoceptor antagonist. Midaglizole is a hypoglycemic agent. Midaglizole increases blood pressure and reduces blood glucose levels in vivo[1][2][3].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor

Research Areas >> Metabolic Disease

[In Vitro]

Midaglizole stimulates insulin release with the EC50 values of 200 nM, 24 µM for rat islets and MIN6 β-cell line, respectively[3].

[In Vivo]

Midaglizole (3, 30 mg/kg; i.v.) increases blood pressure in rats[1]. Midaglizole (0.2, 1, 2 mg/kg; infusion) reduces blood glucose levels in dags[2]. Animal Model: 290-450 g, Male Wistar rats[1] Dosage: 3, 30 mg/kg Administration: I.v. Result: Increased the blood pressure by 27 and 64 mmHg at 3, 30 mg/kg, respectively. Animal Model: Dogs[2] Dosage: 0.2, 1, 2 mg/kg Administration: Superior pancreaticoduodeneal artery infusion Result: Reduced blood glucose levels by stimulating insulin release from the pancreatic islets.

[References]

[1]. Hirohashi M, et al. Intrinsic pressor activity of midaglizole, an alpha-2 adrenoceptor antagonist, in pithed rats. Jpn J Pharmacol. 1990 Aug;53(4):519-20.

[2]. Ohneda K, et al. Mechanism of insulin secretion by midaglizole. Diabetes Res Clin Pract. 1993 Feb;19(2):127-32.

[3]. Proks P, et al. Inhibition of recombinant K(ATP) channels by the antidiabetic agents midaglizole, LY397364 and LY389382. Eur J Pharmacol. 2002 Sep 27;452(1):11-9.

Chemical & Physical Properties

[ Density]:
1.14g/cm3

[ Boiling Point ]:
460ºC at 760 mmHg

[ Molecular Formula ]:
C₁₆H₁₇N₃

[ Molecular Weight ]:
251.32600

[ Flash Point ]:
232ºC

[ Exact Mass ]:
251.14200

[ PSA ]:
37.28000

[ LogP ]:
2.36970

[ Index of Refraction ]:
1.629

Safety Information

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%