Clevidipine

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Cat Number

API167221718

CAS Number

167221-71-8

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Product Detail Description Scientific Support Customer Q&A

CAS Number

167221-71-8

EINECS

682-702-2

Storage

Store at 2-8°C

Synonyms

Clevelox; Clevidepine; Clevidepine butyrate; 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-dimethyl-, 3-methyl 5-[(1-oxobutoxy)methyl] ester; Clevidipino; DTXSID6057661

Molecular Formula

C21H23Cl2NO6

Molecular Weight

456.3

Smiles

CCCC(=O)OCOC(=O)C1=C(NC(=C(C1C2=C(C(=CC=C2)Cl)Cl)C(=O)OC)C)C

Appearance

White to off-white powder

Melting Point

128-130°C

Boiling Point

539.7±50.0°C at 760 mmHg

Relative Density

1.3±0.1

General Description

Clevidipine is a short-acting dihydropyridine calcium channel blocker with a unique ester side chain that confers a rapid onset and offset of action. Its structure is a 4-(2,3-dichlorophenyl)-1,4-dihydropyridine with a methyl ester and a butyryloxy methyl ester group, which makes it highly lipophilic and water-insoluble.

Mechanism of Action

Clevidipine acts as a selective L-type calcium channel blocker on vascular smooth muscle, reducing calcium influx and causing arteriolar vasodilation. This decreases peripheral vascular resistance and lowers blood pressure. The drug is rapidly metabolized by blood and tissue esterases to an inactive carboxylic acid metabolite, giving it an ultra-short half-life (about 1 minute), allowing rapid titration of blood pressure.

Application

Clevidipine is indicated for the short-term intravenous treatment of hypertension when oral therapy is not feasible or desirable, such as in perioperative hypertension, hypertensive emergencies, and intensive care settings. Its rapid onset and offset make it ideal for precise blood pressure control.

Human lung tissue expresses multiple CACNA1C splice variants encoding CaV1.2 calcium channels. A specific splice variant showed higher affinity for clevidipine (below BP-lowering concentrations), and co-expression with pannexin 1 further increased affinity. This high-affinity variant may explain clevidipine's selective pulmonary vasodilatory effects and dyspnea relief in acute heart failure, supporting further clinical trials.

Fig. 1 Putative Clevidipine targets for lowering blood pressure. (Dahl GP, et al., 2016)

References

Dahl GP, et al. High affinity complexes of pannexin channels and L-type calcium channel splice-variants in human lung: Possible role in clevidipine-induced dyspnea relief in acute heart failure. EBioMedicine. 2016;10:291-297.

Does Clevidipine require refrigerated storage as a dihydropyridine calcium channel blocker?

Yes, it should be stored at 2-8°C. At room temperature, oxidation of the 1,4-dihydropyridine ring to the pyridine derivative occurs rapidly.

Is Clevidipine sensitive to light and oxygen during handling?

Yes, it is highly sensitive to light and oxygen. Store in light-resistant, airtight containers under inert gas. Handle under subdued light.

What is the stability of Clevidipine after emulsification for intravenous infusion?

Lipid emulsion formulations are stable for up to 24 hours under refrigeration. Protect from light and avoid agitation that may affect droplet size.

How is the impurity clevidipine pyridine (oxidation product) monitored?

This primary degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within ICH limits.