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
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
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.
N-Bromosuccinimide Price
- Product number
- 163664
- Product name
- Desethyl Felodipine
- Packaging
- 50mg
- Price
- $460
- Updated
- 2021/12/16
- Product number
- D289240
- Product name
- DesethylFelodipine
- Packaging
- 500mg
- Price
- $1455
- Updated
- 2021/12/16
- 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
- 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
- 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
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
1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid Suppliers
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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
- 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
- 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