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Merck
CN

A5605

Amlodipine besylate

≥98% (HPLC), L-type calcium channel blocker, powder

Synonym(s):

2-[(2-Aminoethoxy)-methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5- pyridinedicarboxylic acid 3-ethyl 5-methyl ester benzene sulfonate, Norvasc

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About This Item

Empirical Formula (Hill Notation):
C20H25ClN2O5 · C6H5SO3H
CAS Number:
111470-99-6
Molecular Weight:
567.05
UNSPSC Code:
12352200
PubChem Substance ID:
24890999
NACRES:
NA.77
MDL number:
MFCD00887594

Key Documents

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Product Name

Amlodipine besylate, ≥98% (HPLC)

SMILES string

OS(=O)(=O)c1ccccc1.CCOC(=O)C2=C(COCCN)NC(C)=C(C2c3ccccc3Cl)C(=O)OC

InChI key

ZPBWCRDSRKPIDG-UHFFFAOYSA-N

InChI

1S/C20H25ClN2O5.C6H6O3S/c1-4-28-20(25)18-15(11-27-10-9-22)23-12(2)16(19(24)26-3)17(18)13-7-5-6-8-14(13)21;7-10(8,9)6-4-2-1-3-5-6/h5-8,17,23H,4,9-11,22H2,1-3H3;1-5H,(H,7,8,9)

assay

≥98% (HPLC)

form

powder

color

white

solubility

DMSO: ≥20 mg/mL

Quality Level

100

Gene Information

human ... CACNA1C(775), CACNA1D(776), CACNA1F(778), CACNA1S(779)

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Application

Amlodipine besylate is a L-type calcium channel blocker which may be used for the treatment of angina pectoris and hypertension. Amlodipine also inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.

Biochem/physiol Actions

Amlodipine besylate is an L-type calcium channel blocker.
Amlodipine is an L-type calcium channel blocker. Amlodipine belongs to a class of cardiovascular drugs, which act at the voltage gated calcium channel of the CaV1, or L-type, class. Amlodipine also has antihypertensive and antianginal effects. Its activity resides mainly in the (-)-isomer. Amlodipine inhibits growth of human epidermoid carcinoma A431 cells and has antireproductive effects in male rats.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
0000501734
0000501738
0000501738
0000501734
0000444388

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56th EASD Annual Meeting of the European Association for the Study of Diabetes : 21-25 September 2020.
Diabetologia, 63(Suppl 1), 1-485 (2020-08-26)
Emanuele Muraca et al.
Diabetes/metabolism research and reviews, 37(3), e3389-e3389 (2020-08-02)
Hypothalamus-pituitary-adrenal (HPA) axis hyperactivity was suggested to be associated with the metabolic syndrome (MS), obesity and diabetes. The aim of this study was to test whether hypercortisolism was associated with altered glucose homeostasis and insulin resistance, hypertension and dyslipidemia in
L-type calcium channel blocker increases VEGF concentrations in retinal cells and human serum.
Kumar, et al.
PLoS ONE, 18, e0284364-e0284364 (2023)
Sheyanth Mohanakumar et al.
Lymphatic research and biology, 18(2), 156-165 (2019-08-21)
Background: The current belief is that the calcium channel blocker (CCB)-induced edema is due to a preferential arterial over
Dean J Kereiakes et al.
Journal of clinical hypertension (Greenwich, Conn.), 14(3), 149-157 (2012-03-01)
J Clin Hypertens (Greenwich). 2012;14:149-157. ©2012 Wiley Periodicals, Inc. Most patients with hypertension require combination therapy in order to achieve blood pressure (BP) goals. This 40-week open-label extension of the 12-week double-blind Triple Therapy With Olmesartan Medoxomil, Amlodipine, and Hydrochlorothiazide
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