2-[Benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (1:1)

Basic Information

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CAS Number

54527-84-3

Molecular Formula

C26H30ClN3O6

Molecular Weight

516 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

179-187°C

Boiling Point

603.4°C at 760 mmHg

Flash Point

318.7°C

Solubility

DMSO: ~1 mg/mL

SMILES

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CC1=C(C(C(=C(N1)C)C(=O)OCCN(C)CC2=CC=CC=C2)C3=CC(=CC=C3)[N+](=O)[O-])C(=O)OC.Cl

InChI

InChI=1S/C26H29N3O6.ClH/c1-17-22(25(30)34-4)24(20-11-8-12-21(15-20)29(32)33)23(18(2)27-17)26(31)35-14-13-28(3)16-19-9-6-5-7-10-19;/h5-12,15,24,27H,13-14,16H2,1-4H3;1H

InChIKey

AIKVCUNQWYTVTO-UHFFFAOYSA-N

LogP

5.33180

Complexity

856

Safety Information

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GHS Hazard Pictograms

H301

Hazard Statement

H301 Toxic if swallowed
Acute toxicity, oral

Hazard Class

Class 6.1 Class 6.1

Toxicity

LD50 in male, female rats (mg/kg): 634, 557 orally; 18.1, 25.0 i.v.; in male, female mice: 634, 650 orally; 20.7, 19.9 i.v. (Odani, Sado)

Synonyms & References

English

Loxen
12-(7-NITROBENZOFURAZAN-4-YLAMINO)DODECANOICACID
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-,?methyl 2-[methyl(phenylmethyl)amino]ethyl ester, hydrochloride (1:1)
MFCD00057327
MLS001146898
Nicardipine for system suitability, European Pharmacopoeia (EP) Reference Standard
CHEBI:7551
Dacarel
YC-93 hydrochloride
Rycarden
NICARDIPINE HYDROCHLORIDE (USP-RS)
SPECTRUM1501135
Z1551967349
NICARDIPINE HYDROCHLORIDE [MART.]
Tox21_500809
Lincil
SR-01000075333
3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-, methyl 2-(methyl(phenylmethyl)amino)ethyl ester, monohydrochloride
Hydrochloride, Nicardipine
N0635
TN-901
NICARDIPINE HYDROCHLORIDE (MART.)
N 7510
NICARDIPINE HYDROCHLORIDE (EP MONOGRAPH)
DTXCID7026992
MLS002153794
Bionicard
NICARDIPINE HYDROCHLORIDE [EP MONOGRAPH]
SR-01000075333-5
NCGC00256289-01
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)methyl-2-[methyl(phenylmethyl)amino]-3,5-pyridinedicarboxylic acid ethyl ester hydrochloride

MDL Number

MFCD00057327

FAQ

What are the physical and chemical properties of 2-[Benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (CAS: 54527-84-3)?

The compound is a white crystalline solid with a molecular weight of approximately 619.37 g/mol. It is soluble in organic solvents like DMSO and DMF but has low water solubility. Chemically, it is highly reactive due to the presence of the nitro group and carboxylate ester. It exhibits good stability under neutral and slightly basic conditions but degrades under acidic conditions.

How is 2-[Benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (CAS: 54527-84-3) typically synthesized?

The compound is synthesized via a multi-step process involving the synthesis of 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid, followed by the condensation with 2-(benzylmethylamino)ethanol. The reaction is typically carried out in the presence of a catalytic amount of a strong acid, such as trifluoroacetic acid, with a yield of up to 85%.

What industries use 2-[Benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (CAS: 54527-84-3)?

This compound is primarily used in the pharmaceutical industry for drug synthesis, particularly in the development of antimicrobial and antiviral agents. It is also explored for its potential in sensor technology and semiconductor applications due to its chemical reactivity and functional groups.

What precautions should be taken when handling 2-[Benzyl(methyl)amino]ethyl methyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate hydrochloride (CAS: 54527-84-3)?

When handling this compound, safety goggles and gloves are required. It should be stored under nitrogen to prevent oxidation. Spills should be handled in a fume hood. Do not inhale the compound or its fumes. Always refer to the Safety Data Sheet (SDS) for detailed safety information. Ensure proper ventilation and work in a well-ventilated area or fume hood.