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C1493

Sigma-Aldrich

Cilnidipine

≥98% (HPLC), powder

Synonym(s):

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl (2E)-3-phenyl-2-propenyl ester, FRC 8653

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About This Item

Empirical Formula (Hill Notation):
C27H28N2O7
CAS Number:
132203-70-4
Molecular Weight:
492.52
MDL number:
MFCD00865853
UNSPSC Code:
12352200
PubChem Substance ID:
24892414
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

light yellow

solubility

H2O: ≤2 mg/mL
DMSO: ≥20 mg/mL

SMILES string

COCCOC(=O)C1=C(C)NC(C)=C(C1c2cccc(c2)[N+]([O-])=O)C(=O)OC\C=C\c3ccccc3

InChI

1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+

InChI key

KJEBULYHNRNJTE-DHZHZOJOSA-N

Application

Cilnidipine has been used:
  • in cell viability assay of pheochromocytoma (nPC12) cells
  • in photoirradiation and photodegradation studies
  • to understand effect on albuminuria in diabetic nephropathy

Biochem/physiol Actions

Cilnidipine is a slow-acting Ca2+ channel blocker; antihypertensive; vasodilator; dual blocker of L-type voltage-gated Ca2+ channels in vascular smooth muscle and N-type Ca2+ channels in sympathetic nerve terminals that supply blood vessels. Cilnidipine may offer an advantage over nifedipine as the long term intake of the latter has been linked to increased risk of myocardial infarction and mortality in patients with coronary artery disease. Cilnidipine lowers blood pressure, but has less effect on sympathetic activity. Unlike nifedipine, cilnidipine does not inhibit PKC.

Features and Benefits

This compound is featured on the Calcium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Packaging

Protect from high temperatures.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Liandong Hu et al.
Carbohydrate polymers, 90(4), 1719-1724 (2012-09-05)
The objective of this study was to improve the water-solubility and photostability of cilnidipine by complexing it with hydroxypropyl-β-cyclodextrin (HP-β-CD or HP-beta-CD). The interactions of cilnidipine and HP-β-CD were characterized by ultra violet-visible (UV/VIS) spectroscopy, differential scanning calorimetry (DSC), powder
Hiroaki Matsuoka et al.
Clinical and experimental hypertension (New York, N.Y. : 1993), 33(7), 455-462 (2011-06-09)
Recently, it has been demonstrated that L-/N-type calcium channel blockers (CCBs), cilnidipine, but not L-type CCB, decreased urinary protein in renin-angiotensin system (RAS), inhibitor-treated hypertensive patients with macroproteinuria. However, the antiproteinuric effect of cilnidipine was weaker in diabetic patients than
Combination Irbesartan/Amlodipine versus Irbesartan/Cilnidipine for Attenuation of Albuminuria in Rats with Streptozotocin-Induced Diabetic Nephropathy
Satoh M, et al.
Pharmaceutica Analytica Acta, 6(369), 2-2 (2015)
Akira Takahara
Cardiovascular therapeutics, 27(2), 124-139 (2009-05-12)
Cilnidipine is a unique Ca(2+) channel blocker with an inhibitory action on the sympathetic N-type Ca(2+) channels, which is used for patients with hypertension in Japan. Cilnidipine has been clarified to exert antisympathetic actions in various examinations from cell to
Shinji Takai et al.
Hypertension research : official journal of the Japanese Society of Hypertension, 36(4), 342-348 (2012-11-30)
Cilnidipine is an L- and N-type calcium channel blocker (CCB), and amlodipine is an L-type CCB. Valsartan (10 mg kg(-1)), valsartan (10 mg kg(-1)) and amlodipine (1 mg kg(-1)), and valsartan (10 mg kg(-1)) and cilnidipine (1 mg kg(-1)) were administered once daily for 2 weeks to stroke-prone, spontaneously
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