ChemicalBook > CAS DataBase List > 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid

1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid

Product Name
1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid
CAS No.
123853-39-4
Chemical Name
1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid
Synonyms
clevidipine acid;Desethyl Felodipine;Cleviprex Impurity 1;Monomethyl Felodipine;Felodipine Impurity D;4-(2,3-Dichlorophenyl);Intermediate of Clevidipine;levidipine Impurity 1-13C-d3;Desethyl Felodipine USP/EP/BP;Clevidipine Butyrate Impurity1474
CBNumber
CB72501410
Molecular Formula
C16H15Cl2NO4
Formula Weight
356.2
MOL File
123853-39-4.mol
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1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid Property

Melting point:
197-200°C
Boiling point:
483.0±45.0 °C(Predicted)
Density 
1.375±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
1.65±0.70(Predicted)
color 
Pale Yellow to Pale Beige
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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

Usbiological
Product number
163664
Product name
Desethyl Felodipine
Packaging
50mg
Price
$460
Updated
2021/12/16
TRC
Product number
D289240
Product name
DesethylFelodipine
Packaging
500mg
Price
$1455
Updated
2021/12/16
Matrix Scientific
Product number
093122
Product name
4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
Purity
95+%
Packaging
5g
Price
$1500
Updated
2021/12/16
AK Scientific
Product number
1260AA
Product name
4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylicacid
Packaging
1g
Price
$652
Updated
2021/12/16
Matrix Scientific
Product number
093122
Product name
4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
Purity
95+%
Packaging
250mg
Price
$188
Updated
2021/12/16
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1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid Chemical Properties,Usage,Production

Uses

Desethyl Felodipine is an impurity in the synthesis of Felodipine (F232375), a dihydropyridine calcium channel blocker.

Synthesis

110962-94-2

123853-39-4

The general procedure for the synthesis of 4-(2,3-dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylic acid, using 3-(2-cyanoethyl) 5-methyl 4-(2,3-dichlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3-dicarboxylate as a starting material, was as follows: in a three-necked flask equipped with a stirrer, add 400 g of Intermediate II and 2 L of isopropanol and stirred until completely dissolved. Subsequently, 30 g of potassium hydroxide and 10 g of triethylbenzyl ammonium bromide were added, heated to 80 °C and stirred at reflux for 5 to 6 hours. After completion of the reaction, it was cooled to room temperature and the reaction mixture was filtered. The filtrate was concentrated to dryness under reduced pressure. To the dried residue, 2 L of dichloromethane and 2 L of water were added, stirred for 10 minutes and left to stratify. Dilute hydrochloric acid was slowly added dropwise to the aqueous phase under ice bath conditions to adjust the pH to 4.5 and stirring was continued for 1 hour. Subsequently, filtration was carried out and the filter cake was washed with pure water to pH=7. After drying, 260 g of product was obtained and the purity was 96.11% by HPLC. In another reaction flask, 130 g of crude intermediate butyl clovedipine and 650 ml of ethyl acetate were added, stirred and heated to 40 °C, maintained for 10 min and then hot filtered. The filter cake was dried to give 122 g of pale yellow solid, the important intermediate clovidipine butyrate. The purity was 99.09% and the yield was 93% by HPLC. The total yield of the present synthesis method was 53%, which gave an important intermediate of clovidipine butyrate acid with high purity.

References

[1] Chemical and Pharmaceutical Bulletin, 1994, vol. 42, # 8, p. 1579 - 1589
[2] Chemical and Pharmaceutical Bulletin, 1993, vol. 41, # 1, p. 108 - 116
[3] Patent: CN105367487, 2016, A. Location in patent: Paragraph 0021
[4] Patent: CN103242220, 2016, B. Location in patent: Paragraph 0040; 0051-0052

1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid 123853-39-4
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 MT
Release date
2020-05-09
Career Henan Chemical Co
Product
1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid 123853-39-4
Price
US $1.00/KG
Min. Order
1KG
Purity
85.0-99.8%
Supply Ability
200kgs
Release date
2020-01-16

123853-39-4, 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acidRelated Search:


  • 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid
  • 3,5-Pyridinedicarboxylic acid, 4-(2,3-dichlorophenyl)-1,4-dihydro-2,6-diMethyl-, 3-Methyl ester
  • Desethyl Felodipine
  • 1,4-Dihydro-2,6-diMethyl-4-(2',3'-dichlorophenyl)-5-carboxy Meth
  • 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid monomethyl ester
  • 4-(2,3-Dichlorophenyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylic acid 3-methyl ester
  • Monomethyl Felodipine
  • -2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid
  • 4-(2,3-Dichlorophenyl)
  • Cleviprex Impurity 1
  • Intermediate of Clevidipine
  • levidipine Impurity 1-13C-d3
  • Desethyl Felodipine USP/EP/BP
  • 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid USP/EP/BP
  • 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihyd ro-3-pyridinecarboxylic acid
  • Clevidipine Butyrate Impurity1474
  • clevidipine acid
  • Felodipine Impurity D
  • 1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxymethylpyridin-3-carboxylic acid
  • 123853-39-4