Skip to main content

Amlodipine

ADVERTISEMENT
Identification
Molecular formula
C20H25ClN2O5
CAS number
88150-42-9
IUPAC name
O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
State
State
Amlodipine is typically found in a solid state at room temperature as it is processed into tablets for pharmaceutical use. It remains stable under normal conditions of storage and handling.
Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
600.00
Boiling point (Kelvin)
873.15
General information
Molecular weight
408.88g/mol
Molar mass
408.8790g/mol
Density
1.4200g/cm3
Appearence

Amlodipine appears as a white to off-white crystalline powder. The powder is practically insoluble in water, slightly soluble in ethanol, and freely soluble in ethanol and methanol. The compound is widely used in the form of its besylate or maleate salt due to its improved solubility properties.

Comment on solubility

Solubility of O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

This compound, with the molecular formula C20H25ClN2O5, presents intriguing properties when examining its solubility characteristics. Solubility is a critical aspect that influences the compound's behavior in various applications, particularly in pharmaceuticals and chemical processes.

Factors Influencing Solubility

Several factors determine the solubility of this compound:

  • Polarity: The presence of polar functional groups, such as amino and carboxylate, can enhance solubility in polar solvents.
  • Hydrogen Bonding: The potential for hydrogen bonding between the compound and solvent molecules may significantly increase solubility.
  • Temperature: Generally, solubility increases with temperature for solid solutes.
  • pH Level: The ionization of acidic or basic groups under varying pH levels can greatly influence solubility.

Solubility Patterns

Based on structural analysis, we can make some predictions regarding its solubility:

  • Soluble in polar solvents such as water and ethanol due to functional groups.
  • Likely insoluble in nonpolar solvents like hexane as a result of the compound's polarity.
  • May exhibit increased solubility under acidic or basic conditions depending on the ionization of the amino and carboxylate groups.

In summary, the solubility of O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate is influenced by multiple factors, and a detailed examination of its interactions with solvents will help clarify its practical applications.

Interesting facts

Facts About Ozone-Responsive Compound: O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate

This compound, featuring a complex molecular structure, is part of a class of compounds known as dihydropyridines. These compounds are known for their fascinating biological activity and potential therapeutic applications. Here are some notable points regarding this compound:

  • Biological Significance: Dihydropyridines like this one have been extensively studied for their role as calcium channel blockers. These medications can help in the treatment of conditions such as hypertension and angina.
  • Innovative Design: The presence of an ethyl and methyl group along with a chlorophenyl moiety indicates a carefully structured approach to enhance pharmacological properties, potentially increasing the compound's efficacy and selectivity.
  • Amino Group Functionality: The aminoethoxymethyl side chain contributes to increased solubility and bioavailability, which are crucial for achieving desired therapeutic effects in a biological system.
  • Reactivity Considerations: The dicarboxylate functional groups may offer sites for chemical modification, allowing for the potential derivation of new compounds with tailored characteristics.
  • Research and Development: This compound's structural complexities make it a candidate for ongoing research. As scientists explore its interactions within biological systems, this compound could lead to innovative drug development.

In summary, the compound O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate holds promise due to its multifaceted nature. Scientists are continually striving to unlock its full potential, paving the way for advancements in medicinal chemistry.

Synonyms
amlodipine
88150-42-9
Norvasc
Amlocard
Amlodipino
Coroval
Lipinox
AMLODIPINE BASE
Amlodipinum
Amlodipine Free Base
Caduet
Istin
Amlodipinum [Latin]
CHEBI:2668
3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine besilate
Amlodis
UNII-1J444QC288
HSDB 7079
HGP0904
UK-4834011
HGP-0904
Norvasc (TN)
CKD-330 COMPONENT AMLODIPINE
MFCD00864687
1J444QC288
3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
DTXSID7022596
EC 425-820-1
Amlodipino [Spanish]
88150-42-9 (free base)
Amlodipinum (Latin)
3,5-Pyridinedicarboxylic acid, 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester
3-O-ethyl 5-O-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
Amlodipine [INN:BAN]
AMLODIPINE (MART.)
AMLODIPINE [MART.]
Racemic Amlodipine
(RS)-3-ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
3,5-Pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester
3-Ethyl-5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(2-chlorphenyl)-1,4-dihydro-6-methyl-3,5-pyridindicarboxylat
3-Ethyl-5-methyl (+-)-2-((2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
3-Ethyl-5-methyl (+-)-2-(2-aminoethoxymethyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
3-O-ethyl 5-O-methyl 4-(2-chlorophenyl)-1-deuterio-2-[2-(dideuterioamino)ethoxymethyl]-6-methyl-4H-pyridine-3,5-dicarboxylate
(R)-Amlodipine-d4
3,5-PYRIDINEDICARBOXYLIC ACID, 2-((2-AMINOETHOXY)METHYL)-4-(2-CHLOROPHENYL)-1,4-DIHYDRO-6-METHYL-, 3-ETHYL 5-METHYL ESTER, (+/-)-
3-ethyl 5-methyl 2-{[(2-aminoethyl)oxy]methyl}-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
SR-05000001461
NCGC00165957-04
Amlodipine 100 microg/mL in Acetonitrile
amlodipina
(RS)-3-ethyl 5-methyl 2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
2-[2-aminoethoxymethyl]-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
Amlodipine (Standard)
amlodipine (NORVASC)
AMLODIPINE [MI]
Amlodipine (USP/INN)
AMLODIPINE [INN]
Spectrum2_000486
Spectrum3_001004
Spectrum4_001132
Spectrum5_001550
AMLODIPINE [VANDF]
AMLODIPINE [WHO-DD]
CHEMBL1491
SCHEMBL26478
BSPBio_002727
KBioGR_001643
MLS001401409
AMLODIPINE [EMA EPAR]
BIDD:GT0810
SPBio_000351
DTXCID302596
GTPL6981
AMLODIPINE [ORANGE BOOK]
CHEMBL3211346
CHEMBL3304444
HY-B0317R
KBio3_001947
C08CA01
Copalia (amlodipine + valsartan)
Morphine Sulfate Pentahydrate USP
BCPP000403
HMS2052N03
HMS2089H07
HMS2231K08
HMS3370G17
HMS3394N03
HMS3651I04
HMS3713C10
1346616-97-4
ALBB-027270
BCP02420
HY-B0317
BDBM50088383
s1905
STL356053
AKOS015843475
AC-4535
BCP9000295
CCG-101157
CCG-220414
DB00381
FA61536
NC00407
NCGC00165957-01
NCGC00165957-02
NCGC00165957-03
NCGC00165957-05
NCGC00165957-07
3-Ethyl 5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
AS-13747
BA164164
CPD000469198
DA-56266
O3-ethyl O5-methyl 2-(2-aminoethoxymethyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate
PD003146
PD033068
SMR000469198
SY104813
DB-262294
NS00000043
SW220228-1
C06825
D07450
EN300-708796
AB01209618-01
AB01274726-01
AB01274726-02
AB01274726_03
AB01274726_04
AB01274726_05
Katerzia (amlodipine oral suspension, 1 mg/mL)
Q411347
Katerzia&reg (amlodipine oral suspension, 1 mg/mL)
SR-05000001461-3
SR-05000001461-4
SR-05000001461-5
BRD-A22032524-001-03-5
BRD-A22032524-001-05-0
BRD-A22032524-074-02-4
BRD-A22032524-074-03-2
BRD-A22032524-074-04-0
BRD-A22032524-074-06-5
BRD-A22032524-074-07-3
BRD-A22032524-074-09-9
2-(2-aminoethoxy)methyl-4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
2-[(2-Aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylic acid 3-ethyl 5-methylester
2-[2-Aminoethoxymethyl]-3-ethoxycarbonyl-4-(2-chlorophenyl)-5-methoxycarbonyl-6-methyl-1,4-dihydropyridine
3,5-pyridinedicarboxylic acid, 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-1,4-dihydro-6-methyl-, 3-ethyl 5-methyl ester, benzene sulfonate
3-ETHYL 5-METHYL (+/-)-2-((2-AMINOETHOXY)METHYL)-4-(O-CHLOROPHENYL)-1,4-DIHYDRO-6-METHYL-3,5-PYRIDINEDICARBOXYLATE
3-Ethyl 5-methyl 2-[(2-aminoethoxy)methyl]-4-(2-chlorophenyl)-6-methyl-1,4-dihydro-3,5-pyridinedicarboxylate
3-Ethyl 5-methylester, (+-)-2-((2-aminoethoxy)methyl)-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
3-Ethyl 5-methylester, (+/-)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
3-Ethyl-5-methyl (+-)-2-((2-aminoethoxy)methyl)-4-(2-chlorphenyl)-1,4-dihydro-6-methyl-3,5-pyridindicarboxylate
3-Ethyl-5-methyl (.+/-.)-2-[(2-aminoethoxy)methyl]-4-(o-chlorophenyl)-1,4-dihydro-6-methyl-3,5-pyridinedicarboxylate
3-ethyl5-methyl2-((2-aminoethoxy)methyl)-4-(2-chlorophenyl)-6-methyl-1,4-dihydropyridine-3,5-dicarboxylate