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Nifedipine

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Identification
Molecular formula
C17H18N2O6
CAS number
21829-25-4
IUPAC name
O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
State
State

Nifedipine is a solid at room temperature, usually appearing as a powder.

Melting point (Celsius)
172.50
Melting point (Kelvin)
445.65
Boiling point (Celsius)
619.80
Boiling point (Kelvin)
892.95
General information
Molecular weight
346.34g/mol
Molar mass
346.3360g/mol
Density
1.4550g/cm3
Appearence

Nifedipine typically appears as a yellow crystalline powder. It may have a slight odor and must be protected from light to prevent degradation.

Comment on solubility

Solubility of O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

The solubility of a compound plays a crucial role in its applications, bioavailability, and transport characteristics. In the case of O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate, designated as C17H18N2O6, we can make some observations about its solubility based on its structure and functional groups.

Factors Influencing Solubility

Several key factors that influence the solubility of this compound include:

  • Functional Groups: The presence of carboxylate groups (–COOH) in the structure tends to enhance solubility in polar solvents like water due to hydrogen bonding.
  • Hydrophobic Regions: The isobutyl and methyl groups contribute to a hydrophobic portion, which may decrease solubility in polar solvents but improve solubility in non-polar solvents.
  • Overall Polarity: The combination of polar and non-polar segments leads to amphiphilic characteristics, potentially allowing for solubility in a range of solvents.

Solubility Predictions

While definitive solubility data may require experimental validation, one can hypothesize that:

  • The compound is likely to be moderately soluble in organic solvents like ethanol or dichloromethane.
  • Its solubility in water might be limited due to the hydrophobic parts, but the dicarboxylate functionalities could provide some degree of interaction with water.
  • Complex behaviors such as pH-dependence might be evident, particularly when considering the deprotonation of carboxylic acid groups.

In summary, understanding the solubility of O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate can provide invaluable insights into its potential applications in pharmaceuticals and materials science.

Interesting facts

Interesting Facts About O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

The compound O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate represents a fascinating class of organic compounds known as dihydropyridines. These compounds are not only significant in academic research but also hold considerable promise in applications such as medicinal chemistry and agrochemicals.

Key Features:

  • Diverse Structures: The intricate structure of this compound, featuring multiple functional groups, offers a rich playground for chemists aimed at exploring reactivity and synthesis.
  • Biological Importance: Dihydropyridines are often linked with a variety of biological activities, including serving as calcium channel blockers and exhibiting anticancer properties.
  • Chromophoric Nature: The presence of the nitrophenyl group can impart unique optical properties, making this compound an interesting target for studies in photochemistry and materials science.
  • Variety of Applications: The potential utility of dihydropyridines extends to pharmaceuticals, where they can act as intermediates in the synthesis of more complex active agents.

As a chemistry student, one might find that the rich tapestry of interactions that arise from such compounds opens avenues for educational exploration. The synthesis of such dihydropyridines typically involves multistep reactions, emphasizing the importance of reaction condition optimization and the role of catalysts in organic transformations.

In conclusion, the study of O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate not only enhances our understanding of organic synthesis but also demonstrates the intersection of chemistry with real-world applications, fulfilling both theoretical and practical aspects of scientific inquiry.

Synonyms
nisoldipine
63675-72-9
Sular
Nisocor
Baymycard
Nisoldipin
Nisoldipino
Zadipina
Nisoldipinum
Syscor
Bay k 5552
3-Isobutyl 5-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
Nisoldipinum [INN-Latin]
Nisoldipino [INN-Spanish]
Bay-k-5552
Geomatrix 16e
Nisoldipine (stn)
BAY-k 5552
UNII-4I8HAB65SZ
EINECS 264-407-7
4I8HAB65SZ
MFCD00478055
NSC-759106
BRN 0454188
DTXSID0023371
CHEBI:76917
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, methyl 2-methylpropyl ester
3-O-methyl 5-O-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
(+/-)-NISOLDIPINE
(+-)-Isobutyl methyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
Isobutyl 1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-4-(2-nitrophenyl)-3-pyridincarboxylat
methyl 2-methylpropyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
CHEMBL441428
DTXCID403371
NSC 759106
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 2-methylpropyl ester
Nisoldipine 100 microg/mL in Methanol
NCGC00164633-01
(+/-)-BAY-K-5552
Nisoldipinum (INN-Latin)
Nisoldipino (INN-Spanish)
NISOLDIPINE (MART.)
NISOLDIPINE [MART.]
NISOLDIPINE (USP-RS)
NISOLDIPINE [USP-RS]
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, methyl 2-methylpropyl ester, (+-)-
isobutyl methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-, 3-METHYL 5-(2-METHYLPROPYL) ESTER
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-, METHYL 2-METHYLPROPYL ESTER, (+/-)-
3-methyl 5-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
METHYL 2-METHYLPROPYL-1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE, DL-
SMR000466370
CAS-63675-72-9
Sular (TN)
SR-05000002009
Nisoldipina
Nisoldipine (JAN/USAN/INN)
Nisoldipine SR
Nisoldipine,(S)
Nisoldipine [USAN:INN:BAN:JAN]
Nisoldipine, ~97%
NISOLDIPINE [MI]
NISOLDIPINE [INN]
NISOLDIPINE [JAN]
(.+/-.)-Nisoldipine
NISOLDIPINE [USAN]
NISOLDIPINE [VANDF]
Baymycard, Norvasc, Syscor
CHEMBL1726
SCHEMBL39779
NISOLDIPINE [WHO-DD]
MLS000759498
MLS001424102
MLS002153943
BIDD:GT0684
CHEBI:7577
GTPL2524
CHEMBL3192341
Nisoldipine - Bio-X trade mark
Nisoldipine, >=98% (HPLC)
C08CA07
NISOLDIPINE [ORANGE BOOK]
BDBM642532
HMS2051O18
HMS2089K20
HMS2093F15
HMS2097E13
HMS2231L20
HMS3393O18
HMS3651K17
HMS3714E13
HMS3744O19
HMS3884I08
Pharmakon1600-01505390
BCP22696
KBC91003
MSK10226
Tox21_112251
Tox21_302365
AC-987
BBL028683
BDBM50101963
BDBM50227259
DL-255
NSC759106
s1748
STK631543
AKOS005563632
AKOS037515714
Tox21_112251_1
CCG-100894
CCG-213412
CS-1131
DB00401
FN26228
KS-5188
NC00144
US20230414632, Compound I-e
Bay K 5552;BAY-K 5552;Sular
Isobutyl Methyl 1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate
O5-isobutyl O3-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
NCGC00164633-02
NCGC00164633-03
NCGC00255136-01
1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic Acid Isobutyl Methyl Ester
BN164147
HY-17402
PD003071
PD033037
SBI-0206830.P001
N0900
NS00002600
SW219237-1
A10663
C07699
D00618
EN300-119517
SBI-0206830.0001
AB01275444-01
AB01275444_02
Q3342150
SR-05000002009-1
SR-05000002009-2
SR-05000002009-3
BRD-A84465106-001-01-2
BRD-A84465106-001-03-8
BRD-A84465106-001-05-3
BRD-A84465106-001-06-1
BRD-A84465106-001-08-7
Z277942268
3-Isobutyl5-methyl2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
(+/-)-Isobutyl methyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
(.+/-.)-Isobutyl methyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
264-407-7
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, methyl 2-methylpropyl ester, (.+/-.)-
3-Isobutyl 5-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #
3-Isobutyl 5-methyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (Synonyms:Nisoldipine)
O5-methyl O3-(2-methylpropyl) 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
rac-methyl 2-methylpropyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate