Amlodipine Besylate
Basic information
- CAS
111470-99-6- Standard SMILES
CCOC(=O)C1=C(COCCN)NC(C)=C(C(=O)OC)C1c1ccccc1Cl.O=S(=O)(O)c1ccccc1- InChIKey
ZPBWCRDSRKPIDG-UHFFFAOYSA-N- Molecular formula
- C26H31ClN2O8S
- Average molar mass
- 567.1 g/mol
- Monoisotopic mass
- 566.1489648
Overview
Amlodipine benzenesulfonate is the benzenesulfonate salt of amlodipine. It has a role as a vasodilator agent, an antihypertensive agent and a calcium channel blocker. It contains an amlodipine.
Names & identifiers
- Preferred name
- Amlodipine Besylate
- IUPAC
- benzenesulfonic acid;3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
- English name
- Amlodipine Besylate
- Molecular formula
- C20H25ClN2O5.C6H6O3S
- Molecular weight
- 567.05
Names & synonyms
AMLODIPINE BESYLATE111470-99-6Amlodipine besilateAmlodipine benzenesulfonateAntacalMonopinaNorvasLodipressinNORLIQVAAmlodipine (as besilate)DTXSID2043909NSC-758922
Show more names
NORVASCAmlodipine besilate (crystalline)AmlorCalchekAMlodipine besAMLODIPINE BESYLATE IPAmlodipine for peak identification CRSVazkor
UK-48,340-26864V2Q084HCADUET COMPONENT AMLODIPINE BESYLATEDAFIRO COMPONENT AMLODIPINE BESILATECHEBI:2669DTXCID0023909UK-48340-26COPALIA COMPONENT AMLODIPINE BESYLATE
Database identifiers
- CAS
111470-99-6- PubChem CID
- 60496
- DTXSID
DTXSID2043909- ChEMBL
CHEMBL1200402、CHEMBL3193637、CHEMBL3207778
Properties
Computed structural properties
- Topological polar surface area
- 163 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 11
- Heavy atoms
- 38
- Formal charge
- 0
- Complexity
- 830
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal DrugsFDA approved animal drugs -> Active ingredient
Collision Cross Section187.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 199 · 199-201°C
- storage temp.
- 2 · 2-8°C
- solubility
- 20 mg/mL · DMSO: 20 mg/mL
- form
- solid
- pka
- 8.6 · 8.6
- color
- white
- Water Solubility
- Soluble in DMSO (20 mg/mL), water (10 mM), chloroform, ethanol (14 mg/mL), and methanol.
- Merck
- 14 · 14,491
- BCS Class
- 1 · 1 (CLogP) 3 (LogP)
- InChIKey
- ZPBWCRDSRKPIDG-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H302 (96.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P318, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 176 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
Hazard information
Regulatory InformationAmlodipine besylate: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 4 (96.6%)
Acute Tox. 4 (100%)
Acute Tox. 4 (100%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Amlodipine besylate
vLess-DILI-concern
5
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- US7967700
- hs_code
- 29333990
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
AMLODIPINE BESYLATE
Calcium Channel Blocker [EPC]; Dihydropyridines [CS]; Cytochrome P450 3A Inhibitors [MoA]; Calcium Channel Antagonists [MoA]; Dihydropyridine Calcium Channel Blocker [EPC]
MeSH Pharmacological Classification
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.
A class of drugs that act by selective inhibition of calcium influx through cellular membranes.
Drugs used to cause dilation of the blood vessels.
Applications
DescriptionAmlodipine (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.
DescriptionAnilodipine besylate is a new, once-daily, dihydropyridine calcium antagonist useful in the treatment of hypertension and angina.
UsesA dihydropyridine calcium channel blocker. Used as an antianginal and antihypertensive
UsesAngiotensin II inhibitor prodrug, antihypertensive
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.
Related reactions
6 records
Compound notes
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