ChemicalBook--->CAS DataBase List--->123853-39-4

123853-39-4

123853-39-4 Structure

123853-39-4 Structure
IdentificationBack Directory
[Name]

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

123853-39-4
[Synonyms]

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

C16H15Cl2NO4
[MDL Number]

MFCD06654363
[MOL File]

123853-39-4.mol
[Molecular Weight]

356.2
Chemical PropertiesBack Directory
[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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

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

4-(2,3-Dichloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-(2-cyano-ethyl) ester 5-methyl ester

110962-94-2

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

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
Spectrum DetailBack Directory
[Spectrum Detail]

1,4-Dihydro-2,6-dimethyl-4-(2',3'-dichlorophenyl)-5-carboxy methyl-3-pyridinecarboxylic acid(123853-39-4)1HNMR
123853-39-4 suppliers list
Company Name: Shandong Kehui Pharmaceutical Co. LTD  Gold
Telephone: 0531-68651908; 13276409687
Website: http://www.kehuipharm.cn/
Company Name: J & K SCIENTIFIC LTD.  
Telephone: 18210857532 18210857532
Website: https://www.jkchemical.com
Company Name: Adamas Reagent, Ltd.  
Telephone: 4006009262 13023226327
Website: http://www.tansoole.com
Company Name: Nanjing Chemlin Chemical Co., Ltd  
Telephone: 025-83697070 13770331960
Website: www.echemlin.cn
Company Name: Daicel Chiral Technologies (China)CO.,LTD  
Telephone: 021-50460086-9 15921403865
Website: http://www.daicelchiraltech.cn/reagents/Default.aspx
Company Name: Shanghai Aladdin Bio-Chem Technology Co.,LTD  
Telephone: 400-6206333 13167063860
Website: www.aladdin-e.com/
Company Name: SynAsst Chemical.  
Telephone: 021-60343070
Website: www.chemicalbook.com/ShowSupplierProductsList15848/0_EN.htm
Company Name: Bide Pharmatech Ltd.  
Telephone: 400-164-7117 18317119277
Website: www.bidepharm.com
Company Name: Chengdu Huide Pharmaceutical Technology Co., Ltd.  
Telephone: 028-85143709 18086827605,13880755258
Website: www.huidepharm.com
Company Name: Jinan Kaypharm Chemical Co.,Ltd.  
Telephone: 0531-86986780 13153183025;
Website: http://www.kaypharm.cn
Company Name: Nanjing XiZe Biotechnology CO., Ltd.  
Telephone: 025-66023220 15250997978
Website: http://www.njxizebio.com
Company Name: Shanghai eliv pharmaceutical Co.,Ltd.  
Telephone: 021-50158063
Website: http://www.elivpharma.com
Company Name: Taizhou Ruixin Chemical Co., Ltd.  
Telephone: 0576-89085261 15867635987
Website: http://www.runsunchemical.com
Company Name: Jinan Yuantai Pharmaceutical Co.,Ltd  
Telephone: 0531-69959492 18366108822
Website: http://www.yuantaipharm.com
Company Name: Jinan Putubio Tech Co., Ltd.   
Telephone: +86 (531) 8099-2215
Website: www.chemicalbook.com/ShowSupplierProductsList16923/0_EN.htm
Company Name: Shanghai YuanYe Biotechnology Co., Ltd.  
Telephone: 18916372613
Website: www.shyuanye.com
Company Name: Shanghai Chaolan Chemical Technology Center  
Telephone: QQ:65489617 13301690235
Website: www.atkchemical.com/
Company Name: Amadis Chemical Company Limited  
Telephone: 571-89925085
Website: http://www.amadischem.com
Tags:123853-39-4 Related Product Information
18472-51-0 188649-48-1 110962-94-2 167221-71-8 166432-28-6 73257-49-5