Description Mechanism of action Clinical Use side effects Interaction with Combination Drugs References
ChemicalBook > CAS DataBase List > Amlodipine Besylate

Amlodipine Besylate

Description Mechanism of action Clinical Use side effects Interaction with Combination Drugs References
Product Name
Amlodipine Besylate
CAS No.
111470-99-6
Chemical Name
Amlodipine Besylate
Synonyms
Amlor;Vazkor;Amcard;Lowrac;Norvas;NORVASC;Amdepin;Amdipin;Amlodin;Amlopin
CBNumber
CB4127875
Molecular Formula
C26H31ClN2O8S
Formula Weight
567.05094
MOL File
111470-99-6.mol
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Amlodipine Besylate Property

Melting point:
199-201°C
storage temp. 
Store at RT
solubility 
DMSO: 20 mg/mL
pka
8.6
form 
solid
color 
white
Water Solubility 
Soluble in DMSO (20 mg/mL), water (10 mM), chloroform, ethanol (14 mg/mL), and methanol.
Merck 
14,491
InChIKey
ZPBWCRDSRKPIDG-UHFFFAOYSA-N
CAS DataBase Reference
111470-99-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38-20/21/22
Safety Statements 
26-36
WGK Germany 
3
RTECS 
US7967700
HS Code 
29333990
Hazardous Substances Data
111470-99-6(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A5605
Product name
Amlodipine besylate
Purity
≥98% (HPLC)
Packaging
10mg
Price
$149
Updated
2020/08/18
Sigma-Aldrich
Product number
Y0000049
Product name
Amlodipine besylate
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/03/22
Sigma-Aldrich
Product number
1029501
Product name
Amlodipine besylate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
350mg
Price
$366
Updated
2021/03/22
TCI Chemical
Product number
A2353
Product name
Amlodipine Besylate
Purity
>98.0%(HPLC)(N)
Packaging
1g
Price
$64
Updated
2021/03/22
TCI Chemical
Product number
A2353
Product name
Amlodipine Besylate
Purity
>98.0%(HPLC)(N)
Packaging
5g
Price
$143
Updated
2021/03/22
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Amlodipine Besylate Chemical Properties,Usage,Production

Description

Amlodipine (generic name Amlodipine Besylate) is a class of calcium channel blockers. One of the amlodipine product on the market is Norvasc®.
Amlodipine functionalizes by the dilation of blood vessels and the improvement of blood flow, which lead to lowered blood pressure. Thereby, it is used to treat high bold pressure (hypertension). Lowering high blood pressure also reduces the risk of fatal and nonfatal cardiovascular events, primarily strokes and myocardial infarctions, and kidney problems. Amlodipine is also used to prevent certain types of chest pains (angina), which may help to increase the ability to exercise and decrease the frequency of angina attacks. Amlodipine can be used to treat coronary artery disease (CAD) including chronic stable angina, vasospastic angina, and angiographically documented CAD.

Mechanism of action

Amlodipine Besylate is a dihydropyridine calcium antagonist that prevents the transmembrane influx of calcium ions into the vascularsmooth and cardiacmuscle.It attaches to both dihydropyridine and non-dihydropyridine binding sites. The contractile manners of cardiac and vascular smooth muscle are dependent on the movement of extracellular calcium ions into these cells through specific ion channels. Amlodipine Besylate inhibits calcium ion influx across cell membranes selectively, with a superior effect on vascular smooth muscle cells than on cardiac muscle cells.

Clinical Use

Amlodipine besylate (ADB) is an important secondgeneration calcium channel blocker that belongs to the dihydropyridine family. It is used for the treatment of hypertension and angina. It is more selective for arterial vascular smooth muscle than for the cardiac tissue. It is approved for the treatment of hypertension and for variant and stable angina and may also be used for dilated cardiomyopathy. ADB has ameliorating effects on the plasma and myocardial catecholamine levels and significantly reduces calcium deposition. It has a negative inotropic effect on the heart that results in a decrease in heart work load.
https://baqai.edu.pk/baqaiassets/bjhs//admin/articlefiles/1525325965upl0.pdf

side effects

1. Heart Failure
Calcium-channel blockers are normally avoided in patients with heart failure but ADB has not been found to have any adverse effects on morbidity or mortality in patients with severe heart failure. Therefore, it may be a suitable treatment option for angina pectoris or hypertension in such patients. However, a study on hypertensive patients found that ADB was less effective than the diuretic chlorthalidone in the prevention of heart failure.
2. Porphyria
Although there have been reports of the successful use of ADB in patients with porphyria, some studies have reported the occurrence of acute exacerbation in such patients.
3. Miscellaneous Adverse Effects
A number of other adverse events occurring in response to the regular use of ADB in 1091 patients with hypertension have been reported. Around 12% (128) patients stopped the intake of the drug due to the appearance of adverse effects. The most common reported adverse effects include ankle edema, flushing, headache, skin rash, and fatigue.

Interaction with Combination Drugs

The evaluation of pharmacokinetic interactions between Amlodipine Besylate(ADB), valsartan and hydrochlorothiazide revealed no clinically relevant interactions. Similarly, combination of ADB and olmesartan medoxomil is also known to have no impact on the pharmacokinetic profiles of individual drugs. Concomitant use of ADB and atorvastatin in patients with hypertension and dyslipidemia has shown to be well tolerated without any adverse pharmacodynamic interaction. The use of triple combination i.e. ADB + Olmesartan Medoxomil + hydrochlorothiazide has also demonstrated to be safe .

References

[1] http://www.webmd.com/drugs/2/drug-5891/amlodipine-oral/details
[2] https://www.drugs.com/amlodipine.html
[3] https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=b4b30c56-7403-4f69-9a8e-3d82a37e8bc5#section-1

Description

Anilodipine besylate is a new, once-daily, dihydropyridine calcium antagonist useful in the treatment of hypertension and angina.

Chemical Properties

White Crystalline Solid

Originator

Pfizer (USA)

Uses

A dihydropyridine calcium channel blocker. Used as an antianginal and antihypertensive

Uses

Angiotensin II inhibitor prodrug, antihypertensive

Uses

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.

Definition

ChEBI: The benzenesulfonate salt of amlodipine.

Manufacturing Process

2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5- methoxycarbonyl-6-methyl-1,4-dihydropyridine (amlodipine) was prepared from 2-(phthalimidoaminoethoxy)acetoacetate, 2-chlorobenzaldehyde and methyl-3-aminocrotonate under refluxing in ethanol for 24 hours. The ketoester was prepared by the method of Troostwijk and Kellog (JCS Chem. Comm., 1977, p.932). Methyl-3-aminocrotonate can be prepared by known method. Phthalimido-amino-protecting group was removed using hydrazine hydrate in ethanol at the reflux temperature.
Although amlodipine is effective as the free base, in practice it is best administered form of a salt of a pharmaceutically acceptable acid.
Benzensulphonic salt of amlodipine was prepared as follows: Amlodipine base (65.6 g, 0.161 mols) was slurried in industrial methylated spirit (denatured alcohol, 326.4 ml) and cooled to 5°C. Benzensulphonic acid (26.2 g, 0.168 mols) was dissolved in industrial methylated spirit (65.6 ml) at 5°C and added to base. The resulting slurry was then granulated, filtered and washed with 2 volumes the same solvent (65.6 ml). The damp solid was slurred at 5°C for 1 hr in 327.6 ml industrial methylated spirit, filtered, washed with 2 volumes of the same solvent (65.6 ml) and dried under vacuum at 55°C for 24 hr. A yield of besylate salt of amlodipine 65 g.

brand name

Norvasc (Pfizer);Istin.

Therapeutic Function

Antianginal, Antihypertensive

Biological Activity

L-type calcium channel blocker that displays antihypertensive properties. Inhibits Ca 2+ -induced contractions in depolarized rat aorta (IC 50 = 1.9 nM) and displays vasoprotective effects in cardiovascular disease. Inhibits proliferation of human vascular smooth muscle cells and epidermoid carcinoma A431 cells (IC 50 = 25 μ M).

Veterinary Drugs and Treatments

Oral amlodipine appears to be a useful agent in the treatment of hypertension in cats and many consider it the drug of choice for this indication. In pharmacokinetic studies, amlodipine has decreased blood pressure in dogs with chronic renal disease, but its efficacy in treating hypertensive dogs has been disappointing.
Hypertension in cats is usually secondary to other diseases (often renal failure or cardiac causes such as thyrotoxic cardiomyopathy or primary hypertrophic cardiomyopathy, etc.) and is most often seen in middle-aged or geriatric cats. These animals often present with acute clinical signs such as blindness, seizures, collapse or paresis. A cat is generally considered hypertensive if systolic blood pressure is >160 mmHg. Early reports indicate that if antihypertensive therapy is begun acutely, some vision may be restored in about 50% of cases of blindness secondary to hypertension.

Amlodipine Besylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Amlodipine Besylate manufacturers

WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Product
Amlodipine Besylate 111470-99-6
Price
US $0.00/KG
Min. Order
100g
Purity
98%+
Supply Ability
100kg
Release date
2020-09-27
Baoji Guokang Bio-Technology Co., Ltd.
Product
Amlodipine Besylate 111470-99-6
Price
US $238.00/KG
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
1000KG
Release date
2021-06-07
Baoji Guokang Bio-Technology Co., Ltd.
Product
Amlodipine Besylate 111470-99-6
Price
US $165.00/KG
Min. Order
1GK
Purity
99%
Supply Ability
1000KG
Release date
2021-06-04

111470-99-6, Amlodipine BesylateRelated Search:


  • Vazkor
  • 3-Ethyl 5-Methyl 2-(2-Aminoethoxy)methyl-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate Benzenesulfonate 2-(2-Aminoethoxy)methyl-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic Acid 3-Ethyl 5-Methyl Ester Benzenesulfona
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  • 2-[(2-AMINOETHOXY)-METHYL]-4-(2-CHLOROPHENYL)-1,4-DIHYDRO-6-METHYL-3,5-PYRIDINEDICARBOXYLIC ACID 3-ETHYL 5-METHYL ESTER BENZENE SULFONATE
  • 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine benzenesulfonate
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  • Ethyl 2-[(2-aminoethoxy)methyl]-4-(2-chloropohenyl)-1,4-dihydro-5-(methoxycarbonyl)-6-methylpyridine-3-carboxylate benzenesulphonate
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  • C20H25ClN2O5C6H5SO3H
  • Amlodipine besilate 111470-99-6
  • AMLODIPINE BENZENESULFONATE
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  • AMLODIPINE BESYLATE
  • NORVASC
  • 3,5-pyridinedicarboxylicacid,2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,
  • 4-dihydro-6-methyl-,3-ethyl-5-methylester,monobenzenesulfonate
  • AMLODIPINE BESILATE MM(CRM STANDARD)
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  • AMLODIPINEBESYLATE(SUBJECTTOPATENTFREE)
  • (+-)-3-Ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate monobenzenesulfonate
  • 3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, monobenzenesulfonate
  • Amcard
  • Amdepin
  • Amdipin
  • Amlodin
  • Amlopin
  • Amlor
  • Amlosyn
  • Antacal
  • Benzenesulfonic acid, compd. with 3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate (1:1)
  • Calchek
  • Lowrac
  • Monopina
  • Norvas
  • Norvask
  • Tensivask
  • UK 48340-26
  • 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic acid O3-ethyl ester O5-methyl ester
  • Amlodipine Besilate RS
  • Amlodipine Besylate &gt
  • Amlodipine besilate CRS
  • Amlodipine for peak identification CRS
  • Amlodipine Besylte
  • 2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine benzenesulfonate
  • Amlodipine besilate Solution,100μg/mL
  • 2-(2-Aminoethoxy)methyl-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylic Acid 3-Ethyl 5-Methyl Ester Benzenesulfona
  • Amlodipine Besylate USP/EP/BP
  • AmlodipineBesilatehcl88150-42-9 USP/EP/BP