ChemicalBook > CAS DataBase List > 5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid

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
Matrix Scientific
Product number
090670
Product name
5-(Methoxycarbonyl)-2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3-carboxylic acid
Purity
95+%
Packaging
5g
Price
$1418
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0006136
Product name
1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLIC ACID 3-METHYLESTER
Purity
95.00%
Packaging
1G
Price
$1871.1
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