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Key Documents

SML0946

Sigma-Aldrich

Lacidipine

≥98% (HPLC)

Synonym(s):

3,5-Diethyl 4-{2-[(1E)-3-(tert-butoxy)-3-oxoprop-1-en-1-yl]phenyl}-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, 4-[2-[(1E)-3-(1,1-Dimethylethoxy)-3-oxo-1-propen-1-yl]phenyl]-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid 3,5-diethyl ester, CID 5311217, GR-43659X, GX-1048

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About This Item

Empirical Formula (Hill Notation):
C26H33NO6
CAS Number:
103890-78-4
Molecular Weight:
455.54
UNSPSC Code:
12352106
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

N1C(=C(C(C(=C1C)C(=O)OCC)c2c(cccc2)\C=C\C(=O)OC(C)(C)C)C(=O)OCC)C

InChI

1S/C26H33NO6/c1-8-31-24(29)21-16(3)27-17(4)22(25(30)32-9-2)23(21)19-13-11-10-12-18(19)14-15-20(28)33-26(5,6)7/h10-15,23,27H,8-9H2,1-7H3/b15-14+

InChI key

GKQPCPXONLDCMU-CCEZHUSRSA-N

Biochem/physiol Actions

Lacidipine is a long-acting calcium antagonist that is used in the management of hypertension. Lacidipine is a L-type Ca(2+) channel blocker belonging to 1,4-dihydropyridine class. Also, Lacidipine inhibits ryanodine receptors on the ER membrane that enhances folding, trafficking and lysosomal activity of ERAD (ER-associated degradation) misfolded lysosomal glucocerebrosidase (GS).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000321252
034M4727V

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Fluctuation: does blood pressure variability matter?
Lawrence R Krakoff
Circulation, 126(5), 525-527 (2012-07-05)
Arivozhi Mohan et al.
Journal of AOAC International, 94(6), 1800-1806 (2012-02-11)
A simple isocratic, RP-ultra-performance LC method was developed and validated for the determination of lacidipine, three process impurities formed during synthesis, and three degradation products present in drug substance and the drug product. An efficient chromatographic separation was achieved on
Vijaya Kumari Karra et al.
Journal of pharmaceutical and biomedical analysis, 66, 211-217 (2012-03-31)
A novel, rapid and sensitive liquid chromatography/tandem mass spectrometry method was developed and validated for the quantification of calcium channel antagonist lacidipine in human plasma. Carbamazepine was used as an internal standard. Analyte and the internal standard were extracted from
Jun Zou et al.
BMC research notes, 5, 168-168 (2012-03-30)
Dihydropyridine calcium channel blockers (CCBs) are more effective in reducing carotid intima-media thickness (IMT) than other classes of antihypertensive drugs due to their vascular effects. However, the mechanism remains to be elucidated. Ox-LDL induced HUVSMCs proliferation in a time- and
Günay Yetik Anacak et al.
Vascular pharmacology, 53(5-6), 193-199 (2010-08-17)
The antiatherosclerotic effect of lacidipine has been attributed to its actions on cholesterol levels, lipid metabolism or oxidant stress in advanced disease. The purpose of the present experiments was to examine whether lacidipine is protective of intimal thickening and vascular
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