Nifedipine

Identification

Molecular formula

C₁₇H₁₈N₂O₆

CAS number

21829-25-4

IUPAC name

O5-isopropyl O3-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

State

Nifedipine is in a solid state at room temperature, commonly formulated for use in tablets and capsules for medical applications.

Melting point (Celsius)

172.50

Melting point (Kelvin)

445.70

Boiling point (Celsius)

435.70

Boiling point (Kelvin)

708.90

General information

Molecular weight

346.34g/mol

Molar mass

346.3370g/mol

Density

1.4160g/cm³

Appearence

Nifedipine appears as a yellow crystalline powder. It is very slightly soluble in water, but soluble in ethanol and chloroform, often forming bright yellow needles or plates.

Comment on solubility

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

The solubility of the compound C₁₇H₁₈N₂O₆ can be complex and is influenced by several factors that are characteristic of its chemical structure.

Factors Influencing Solubility:

Polarity: The presence of multiple functional groups, including the nitrophenyl and methoxyethyl moieties, suggests varying degrees of polarity, which can affect interactions with solvents.
Hydrogen Bonding: Compounds containing carboxylate groups often exhibit the capability to form hydrogen bonds, which can significantly enhance solubility in polar solvents such as water.
Conformation: The overall shape and size of the molecule, influenced by the presence of isopropyl and dimethyl groups, can impact how easily the compound interacts with solvent molecules.
Electrostatic Interactions: The nitro group is electron-withdrawing, potentially enhancing solubility through dipole-dipole interactions with polar solvents.

The solubility behavior can generally be summarized as follows:

If dissolved in polar solvents (e.g., water, ethanol), the compound may show moderate to high solubility due to hydrogen bonding and dipole interactions.
In non-polar solvents (e.g., hexane), the solubility may be significantly lower due to mismatch of interactions.

In conclusion, the solubility of O₅-isopropyl O₃-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate is heavily dependent on the solvent used and may serve varying purposes in different applications depending on its solubility profile.

Interesting facts

Interesting Facts about O₅-isopropyl O₃-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

This compound represents an intriguing subtype of dihydropyridine derivate, which are often explored for their fascinating properties and potential applications. Here are some key points about this compound:

Pharmacological Interest: Compounds like this one, belonging to the dihydropyridine class, are well-known for their use as calcium channel blockers. This class of drugs is often utilized to treat cardiovascular diseases, including hypertension and angina.
Structure Complexity: The presence of multiple functional groups, such as methoxyethoxy and nitrophenyl, indicates potential for varied reactivity and interactions in biological systems. These groups contribute to the compound's unique properties and functions.
Synthesis Challenges: The complex architecture of this molecule makes its synthesis an interesting challenge in organic chemistry. Subtle modifications in the synthetic pathway can lead to significant changes in the yield and properties of the final product.
Biological Activity: Dihydropyridines are often characterized by their diverse biological activities, including antioxidant and anti-inflammatory properties. They play an essential role in research for developing new therapeutic agents.
Research Applications: Given its sophisticated structure, this compound can be a valuable subject for further research and exploration in medicinal chemistry, leading to the designing of more potent derivatives.

In conclusion, the unique attributes and potential applications of this compound make it a compelling subject for scientists and researchers. Its involvement in cardiovascular treatments and prospects for pharmaceutical development highlight the importance of understanding complex organic molecules in advancing human health.

Synonyms

nimodipine

66085-59-4

Nimotop

Periplum

Nimodipino

Admon

Nimodipinum

Nymalize

BAY e 9736

Bay-e-9736

nemotan

Nimodipinum [INN-Latin]

Nimodipino [INN-Spanish]

Bay-E 9736

Nimodipine ap

Isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxylate

DRG-0139

CHEBI:7575

3-isopropyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

UNII-57WA9QZ5WH

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, 2-methoxyethyl 1-methylethyl ester

EINECS 266-127-0

57WA9QZ5WH

MFCD00153848

NSC-758476

BRN 0459792

DTXSID5023370

(+/-)-NIMODIPINE

MLS000863294

DTXCID003370

3-(2-methoxyethyl) 5-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

Nimodipine [USAN:USP:INN:BAN]

2-methoxyethyl propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

NSC 758476

NCGC00015714-09

SMR000058300

Nimodipinum (INN-Latin)

Nimodipino (INN-Spanish)

NIMODIPINE (MART.)

NIMODIPINE [MART.]

NIMODIPINE (USP-RS)

NIMODIPINE [USP-RS]

2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylic acid 3-beta-methoxyethyl ester 5-isopropyl ester

NIMODIPINE (EP MONOGRAPH)

NIMODIPINE (USP IMPURITY)

NIMODIPINE [EP MONOGRAPH]

NIMODIPINE [USP IMPURITY]

NIMODIPINE (USP MONOGRAPH)

NIMODIPINE [USP MONOGRAPH]

Nimodipine (USAN:USP:INN:BAN)

NimoGel

Nimotop(TM)

1-methylethyl 2-(methyloxy)ethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-(2-METHOXYETHYL) 5-(1-METHYLETHYL) ESTER

SR-01000075335

NIMOTOP (TN)

nimodipina

NimoVent

Nimodipime,(S)

Nymalize (TN)

CAS-66085-59-4

NIMO

Nimodipine (Nimotop)

3-O-(2-methoxyethyl) 5-O-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

EG-1961

Nimodipine (Standard)

Opera_ID_14

Spectrum_001880

NIMODIPINE [MI]

SpecPlus_000716

Nimodipine (USP/INN)

NIMODIPINE [INN]

NIMODIPINE [JAN]

Prestwick0_000918

Prestwick1_000918

Prestwick2_000918

Prestwick3_000918

Spectrum2_001562

Spectrum3_000766

Spectrum4_000791

Spectrum5_001687

NIMODIPINE [USAN]

N-149

NIMODIPINE [VANDF]

NIMODIPINE [WHO-DD]

CBiol_001832

Lopac0_000891

SCHEMBL34041

BSPBio_000796

BSPBio_001397

BSPBio_002412

KBioGR_000117

KBioGR_001262

KBioSS_000117

KBioSS_002408

MLS000069381

MLS001076550

MLS001424155

MLS002154061

MLS002172461

MLS003899190

DivK1c_006812

SPECTRUM1503600

SPBio_001464

SPBio_002985

BPBio1_000876

GTPL2523

CHEMBL3197349

NIMODIPINE [ORANGE BOOK]

SCHEMBL22882841

HY-B0265R

KBio1_001756

KBio2_000117

KBio2_002403

KBio2_002685

KBio2_004971

KBio2_005253

KBio2_007539

KBio3_000233

KBio3_000234

KBio3_001632

3-isopropyl 5-(2-methoxyethyl)

BRD8407

C08CA06

Bio1_000118

Bio1_000607

Bio1_001096

Bio2_000117

Bio2_000597

HMS1361F19

HMS1570H18

HMS1791F19

HMS1922E04

HMS1989F19

HMS2052M05

HMS2089H13

HMS2093G11

HMS2097H18

HMS2234B05

HMS3262D04

HMS3266O22

HMS3369G07

HMS3394M05

HMS3402F19

HMS3411I12

HMS3657I03

HMS3675I12

HMS3714H18

Pharmakon1600-01503600

3,5-pyridinecarboxylic acid 2-methoxyethyl 1-methylethyl ester

ALBB-015317

BCP21152

BRD-8407

HY-B0265

MSK10220

2,6-dimethyl-4-(3-nitrophenyl)-

Tox21_110202

Tox21_500891

BBL028286

BDBM50101971

CA-211

CCG-39340

NSC758476

s1747

STK642934

AKOS005174934

AKOS015852459

Nimodipine - CAS 66085-59-4

Tox21_110202_1

1,4-dihydropyridine-3,5-dicarboxylate

AC-8484

CCG-101085

DB00393

II57946

KS-1304

LP00891

NC00335

SDCCGSBI-0050866.P004

IDI1_033867

isopropyl 2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

NCGC00015714-04

NCGC00015714-05

NCGC00015714-06

NCGC00015714-07

NCGC00015714-08

NCGC00015714-10

NCGC00015714-11

NCGC00015714-12

NCGC00015714-13

NCGC00015714-16

NCGC00015714-28

NCGC00021456-02

NCGC00024675-02

NCGC00024675-03

NCGC00024675-04

NCGC00024675-05

NCGC00024675-06

NCGC00024675-07

NCGC00024675-08

NCGC00024675-09

NCGC00261576-01

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl 1-methylethyl ester

Nimodipine 100 microg/mL in Acetonitrile

O5-isopropyl O3-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

PD003072

PD033038

SMR002530605

SY076731

SBI-0050866.P003

AB00513963

EU-0100891

N0896

NS00006836

SW219238-1

C07267

D00438

EN300-123527

F20554

SBI-0050866.0001

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-

AB00053314-03

AB00053314-04

AB00053314_05

AB00053314_06

Q421429

SR-01000075335-1

SR-01000075335-2

SR-01000075335-4

SR-01000075335-5

SR-01000075335-7

BRD-A58048407-001-06-3

BRD-A58048407-001-09-7

BRD-A58048407-001-17-0

BRD-A58048407-001-18-8

BRD-A58048407-001-20-4

Z53829207

BAY E 9736 pound>> BAY-E-9736 pound>> BAYE97

Nimodipine, British Pharmacopoeia (BP) Reference Standard

Nimodipine, European Pharmacopoeia (EP) Reference Standard

Nimodipine, United States Pharmacopeia (USP) Reference Standard

Nimodipine, Pharmaceutical Secondary Standard; Certified Reference Material

Nimodipine for peak identification, EuropePharmacopoeia (EP) Reference Standard

(RS)-Iso-propyl-2-methoxyethyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

2-Methoxyethyl 1-Methylethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate

266-127-0

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,?2-methoxyethyl 1-methylethyl ester

3-Isopropyl 5-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate #

3-isopropyl5-(2-methoxyethyl)2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

isopropyl 2-methoxyethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

O5-(2-methoxyethyl) O3-propan-2-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

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

Factors Influencing Solubility:

Interesting Facts about O5-isopropyl O3-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

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

Interesting Facts about O₅-isopropyl O₃-(2-methoxyethyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate