54527-73-0

Basic information

• Product Name: 2-(N-METHYLBENZYLAMINO)ETHYL 3-AMINOBUT-2-ENOATE
• Synonyms: 2-(N-METHYLBENZYLAMINO)ETHYL 3-AMINOBUT-2-ENOATE;2-(N-benzyl-N-methylamino)ethyl 3-amino-2-butenoate;4-Aminocrotonic acid 2-(benzylmethylamino)ethyl ester;Nicardipine interMediate product
• CAS NO: 54527-73-0
• Molecular Formula: C₁₄H₂₀N₂O₂
• Molecular Weight: 248.32
• EINECS: 405-350-1
• Mol File: 54527-73-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 59-61 °C
• Boiling Point: 382.5±27.0 °C(Predicted)
• Appearance: /
• Density: 1.083±0.06 g/cm3(Predicted)
• PKA: 7.25±0.50(Predicted)
• CAS DataBase Reference: 2-(N-METHYLBENZYLAMINO)ETHYL 3-AMINOBUT-2-ENOATE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(N-METHYLBENZYLAMINO)ETHYL 3-AMINOBUT-2-ENOATE(54527-73-0)
• EPA Substance Registry System: 2-(N-METHYLBENZYLAMINO)ETHYL 3-AMINOBUT-2-ENOATE(54527-73-0)

Safety Data

• Hazard Codes: Xi,N
• Statements: 43-51/53
• Safety Statements: 24-37-61
• Hazardous Substances Data: 54527-73-0(Hazardous Substances Data)

Usage

Molecular weight

234.29 g/mol

Chemical class

Amines and amides
Derivative of 3-aminobut-2-enoic acid
Contains a benzylamine group attached to the nitrogen atom of the ethylamine moiety
Presence of an amino group and a double bond in the molecule
Potential biological activity as a neurotransmitter, hormone, or signaling molecule
Specific properties and potential applications depend on its exact structure and the environment in which it is used.

Upstream product

• 54527-65-0 acetoacetic acid [2-(N-methyl-N-benzylamino)-ethyl]-ester 
• 101-98-4 2-(N-benzyl-N-methyl)amino-1-ethanol 

Downstream Products

• 140171-53-5 4-(2,3-Dichloro-phenyl)-2-[2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-ethoxymethyl]-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-[2-(benzyl-methyl-amino)-ethyl] ester 3-ethyl ester 
• 107610-31-1 5-[2-(N-benzyl-N-methylamino)ethyl]oxycarbonyl-2-hydroxy-3-methoxycarbonyl-6-methyl-4-(3-nitrophenyl)-1,4-dihydropyridine 
• 107610-49-1 2-Chloro-6-methyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-[2-(benzyl-methyl-amino)-ethyl] ester 3-methyl ester 
• 98907-91-6 β-(N-benzyl-N-methylamino)-ethyl 5-(3,6-dimethyl-1-oxo-1-phospha-2,7-dioxacycloheptyl)-2,6-dimethyl-1,4-dihydro-4-(3-nitrophenyl)pyridine-3-carboxylate 
• 102098-31-7 2-(N-Benzyl-N-methylamino)-ethyl 4-(2-difluoromethoxyphenyl)-2,6-dimethyl-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydropyridine-3-carboxylate 
• 118688-26-9 3-β-(N-benzyl-N-methylamino)ethyl 5-(2-methyl-2-propenyl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate 
• 54527-82-1 5-acetyl-2,6-dimethyl-4-(3'-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid β-(N-benzyl-N-methylamino) ethyl ester hydrochloride 
• 95242-49-2 2-(N-benzyl-N-methylamino)ethyl 5-diisopropoxyphosphinyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine 3-carboxylate 
• 140171-70-6 2-(2-Amino-ethoxymethyl)-4-(2,3-dichloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 5-[2-(benzyl-methyl-amino)-ethyl] ester 3-ethyl ester 
• 102098-02-2 5-(5-Isopropyl-2-oxo-2λ⁵-[1,3,2]dioxaphosphinan-2-yl)-2,6-dimethyl-4-(3-nitro-phenyl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzyl-methyl-amino)-ethyl ester 
• 102098-24-8 2-(N-Benzyl-N-methylamino)-ethyl 4-(2-difluoromethoxyphenyl)-2,6-dimethyl-5-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydropyridine-3-carboxylate 
• 102098-17-9 2,6-Dimethyl-4-(3-nitro-phenyl)-5-(4,4,5,5-tetramethyl-2-oxo-2λ⁵-[1,3,2]dioxaphospholan-2-yl)-1,4-dihydro-pyridine-3-carboxylic acid 2-(benzyl-methyl-amino)-ethyl ester 
• 102098-21-5 2-(N-Benzyl-N-methylamino)-ethyl 2,6-dimethyl-5-(2-oxo-1,3,2-dioxaphosphorinan-2-yl)-4-(2-trifluoromethylphenyl)-1,4-dihydropyridine-3-carboxylate 
• 112076-42-3 2-(N-benzyl-N-methylamino)ethyl 5-diallyloxyphosphinyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylate 

Relevant articles and documents

Long-acting dihydropyridine calcium antagonists. 9. Structure activity relationships around amlodipine

The preparation of a range of 1,4-dihydropyridine analogues of amlodipine has been undertaken and their calcium antagonist activities on rat aorta have been evaluated.Increasing the size of the C5 ester group dramatically reduces calcium antagonist activity, a trend which would be compatible with the carbonyl group of that ester binding to the DHP receptor.Amlodipine analogues with extended C3 ester substituents also have lower potency than amlodipine, possibly because of disruption of a favourable interaction between the protonated amino group on the 2-substituentand the DHP receptor.Replacement of the 6-methyl substituent in amlodipine by alkoxyalkyl groups or electron-withdrawing groups is also detrimental to calcium antagonist activity. amlodipine / 1,4-dihydropyridine / structure activity relationship

Synthesis of new water-soluble dihydropyridine vasodilators

-