5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

Product Name: 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
CAS No.: 74936-72-4
Chemical Name: 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
Synonyms: DHP-050;PRAN-001;278-034-2;Le Chi Chi;1,4-DHPCOOH;UNII:5DU0E310OI;Nicardipine USP RC A;Nifedipine Impurity 2;Le Chi mother nucleus;Lercanidipine nucleus
CBNumber: CB62129651
Molecular Formula: C16H16N2O6
Formula Weight: 332.31
MOL File: 74936-72-4.mol

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5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid Property

Melting point:: 200-202?C
Boiling point:: 505.0±50.0 °C(Predicted)
Density: 1.345±0.06 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Sparingly), Methanol (Slightly, Heated)
form: Solid
pka: 1.66±0.70(Predicted)
color: Pale Yellow to Light Yellow
InChI: InChI=1S/C16H16N2O6/c1-8-12(15(19)20)14(13(9(2)17-8)16(21)24-3)10-5-4-6-11(7-10)18(22)23/h4-7,14,17H,1-3H3,(H,19,20)
InChIKey: JPXPPUOCSLMCHK-UHFFFAOYSA-N
SMILES: C1(C)NC(C)=C(C(O)=O)C(C2=CC=CC([N+]([O-])=O)=C2)C=1C(OC)=O

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Safety

HS Code: 2934999090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TCI Chemical

Product number: M2493
Product name: Monomethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $36
Updated: 2025/07/31

TCI Chemical

Product number: M2493
Product name: Monomethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $109
Updated: 2025/07/31

TRC

Product number: D449123
Product name: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylicAcid3-MethylEster
Packaging: 10g
Price: $945
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FD21967
Product name: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 3-methyl ester
Packaging: 25g
Price: $75
Updated: 2021/12/16

AK Scientific

Product number: J11744
Product name: NicardipineCarboxylicAcidDerivative(NifedipineImpurity2)
Packaging: 100mg
Price: $94
Updated: 2021/12/16

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5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid Chemical Properties,Usage,Production

Description

5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid(1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester) is a pharmaceutical intermediate ingredient used in the preparation of Barnidipine, Lercanidipine hydrochloride and nitrendipine analogues. These drugs are all calcium channel blockers and are used to treat various forms of hypertension.

Chemical Properties

Light-Yellow Solid

Uses

1,4-Dihydropyridine derivative used in the prevention and therapy of atherosclerotic degradation of arterial walls. Nicardipine USP Related Compound A.

Uses

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester can be used in the prevention and therapy of atherosclerotic degradation of arterial walls.

Synthesis

21881-77-6

74936-72-4

General procedure for the synthesis of monomethyl 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate from dimethyl 2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate: (3) Preparation of 5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid Dimethyl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (0.01 mol) was mixed with 150 mL of methanol. Saturated aqueous NaOH solution (9 g, 0.225 mol) was slowly added to the mixture under stirring conditions. The reaction mixture was vigorously stirred at 70 °C for 6 hours. Upon completion of the reaction, about 80 mL of methanol was removed by evaporation under reduced pressure. 200 mL of water was added to the residue and unreacted feedstock was removed by filtration. The filtrate was adjusted to pH about 2.5 with 1 mol/L hydrochloric acid, at which point a yellow solid precipitated, which was filtered and dried to give a khaki colored powder. The resulting powder was recrystallized from methanol to give the title product 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid monomethyl ester as a yellow solid (1.9 g, 57.2% yield).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 3, p. 805 - 808
[2] Patent: US2014/45896, 2014, A1. Location in patent: Paragraph 0071; 0072
[3] Patent: EP2703398, 2014, A1. Location in patent: Paragraph 0067; 0068
[4] Patent: CN106279000, 2017, A. Location in patent: Paragraph 0032; 0033; 0034; 0035; 0036; 0037; 0038
[5] European Journal of Medicinal Chemistry, 2010, vol. 45, # 9, p. 3986 - 3992

5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid Suppliers

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View Lastest Price from 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester 74936-72-4
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-19

Shaanxi Dideu New Materials Co. Ltd

Product: 4-Isopropylaniline 74936-72-4
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-03-28

Xuchang Hengsheng Pharmaceutical Co., Ltd

Product: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester 74936-72-4
Price: US $0.00/Kg
Min. Order: 1Kg
Purity: ≥99.0%
Supply Ability: 10 Tons
Release date: 2024-08-07

74936-72-4, 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acidRelated Search:

Nicardipine Methyl AMino Derivative Dehydro Nicardipine HCl Bis{2-[benzyl(methyl)amino]ethyl} 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate dihydrochloride 3-benzyloxypyridine Benidipine Impurity 6 benidipine Benidipine Impurity Nifedipine bis(1-benzylpiperidin-3-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate Butanoic acid, 3-oxo-, 1-(phenylmethyl)-3-piperidinyl ester 1-Benzyl-3-piperidinol Methyl 3-nitrobenzylideneacetoacetate dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate benidipine M-NIFEDIPINE Nicardipine diisobutyl iMpurity Benidipine Impurity 22 Benidipine Impurity 23

2,6-DIMETHYL-5-METHOXY CARBONYL-4-(3-NITRO-PHENYL)-1,4-DIHYDROPYRIDINE-3-CARBOXYLIC ACID

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester

Lercanidipine mainring

rac-1,4-Dihydro-5-(methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylic Acid

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 3-methyl ester

2,6-DiMethyl-5-Methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydorpyridine-3-carboxylic acid

Methyl hydrogen 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylate

2,6-dimethyl-5-methoxycarbonyl-4-(3-nitrophenyl)-1,4-dihydroxypyridine-3-carboxylic acid

Nicardipine Carboxylic Acid Derivative (Nifedipine Impurity 2)

Nimodipine Impurity 7

Nicardipine USP RC A

Lercanidipine Impurity 9

Le Chi Chi

278-034-2

2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester

Nicardipine USP Related Compound A

PRAN-001

1,4-Dihydro-2,6-diMethyl-4-(3-nitrophenyl)-3,5-pyr

1,4-DHPCOOH

1,4-DIHYDRO-5-METHOXYCARBONYL-2,6-DIMETHYL-4-(3-NITROPHENYL)PYRIDINE-3-CARBOXYLIC AC

2,6-DI-ME-4-(3-NITRO-PH)-1,4-2H-PYRIDINE-3,5-DICAR

Nicardipine Carboxylic Acid Derivative

Nifedipine Impurity 2

Le Chi mother nucleus

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

Nifedipine Impurity 2 (Nicardipine Carboxylic Acid Derivative )

3,5-Pyridinedicarboxylicacid, 1,4-dihydro-2,6-diMethyl-4-(3-nitrophenyl)-, 3-Methyl ester

Lercanidipine nucleus

-1,4-dihydropyridine-3-carboxylic acid

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

PHARMACEUTICAL RAW MATERIAL : 2,6-DIMETHYL-5-METHOXYCARBONYL-4-(3-NITROPHENYL)-1,4- DIHYDROPYRIDINE -3- CARBOXYLIC ACID

Benidipine Impurity 18

Le Cardipine Main Ring Reference

2,6-dimethyl-5-methoxycarbonyl-4-(3-nitro phenyl)-1,4 dihydropyridine-3-carboxylic acid (74936-72-4)

Monomethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate &gt

1,4-Dihydro-2,6-dimethyl-4-(3-nitro

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

Benidipine Intermediate

Nicardipine Related Compound A (Nicardipine Carboxylic Acid Impurity)

1,4-dihydro-5-methoxycarbonyl-2,6-dimethyl-4-(3-nitrophenyl)...

Nicardipine Impurity88

Nicardipine Carboxylic acid DerivativeQ: What is Nicardipine Carboxylic acid Derivative Q: What is the CAS Number of Nicardipine Carboxylic acid Derivative Q: What is the storage condition of Nicardipine Carboxylic acid Derivative Q: What are the applications of Nicardipine Carboxylic acid Derivative

Lercanidipin Impurity 10

2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridin-3,5-dicarboxylic acid monomethyl ester

Methyl 2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate

5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylicaci

2,6-Dimethyl-5-methoxy carbonyl-4-(3-nitrophenylo)-1,4-dihydropyridine-3-carboxylic acid

Monomethyl 1, 4-dihydro-2, 6-dimethyl-4 -(3-nitrophenyl) pyridine-3, 5-dicarboxylic acid

Monomethyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate, ≥ 98.0%

(+/-)-5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3-pyridinecarboxylic acid

Nicardipine EP Impurity 4

Beninidipine hydrochloride impurity E

UNII:5DU0E310OI

1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylicacidmonomethylester

DHP-050

5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridin-3-carboxylic acid

74936-72-4

Heterocycle-Pyridine series