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Cas Database

43067-01-2

43067-01-2

Identification

  • Molecular Formula:C17H18ClNO4

  • EINECS:

Synonyms:dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;

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Safety information and MSDS

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  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:AK Scientific
  • Product Description:Dimethyl4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  • Packaging:1g
  • Price:$ 2847
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:4-(2-CHLOROPHENYL)-2,6-DIMETHYL-1,4-2H-PYRIDINE-3,5-DICARBOXYLIC ACID DIMETHYL ESTER 95.00%
  • Packaging:5MG
  • Price:$ 499.41
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:AMLODIPINE IMPURITY G 95.00%
  • Packaging:5MG
  • Price:$ 501.11
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:4-(2-CHLOROPHENYL)-2,6-DIMETHYL-1,4-2H-PYRIDINE-3,5-DICARBOXYLIC ACID DIMETHYL ESTER 95.00%
  • Packaging:1G
  • Price:$ 1785
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 95%
  • Packaging:1g
  • Price:$ 2072
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:Dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 95%
  • Packaging:5g
  • Price:$ 4218
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:Dimethyl4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  • Packaging:2.5 g
  • Price:$ 2200
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  • Manufacture/Brand:TRC
  • Product Description:Dimethyl4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
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  • Price:$ 1455
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Relevant articles and documentsAll total 24 Articles be found

Synthesis, evaluation of pharmacological activity, and molecular docking of 1,4-dihydropyridines as calcium antagonists

Shaldam, Moataz Ahmed,El-Hamamsy, Mervat Hamed,Saleh, Dalia Osama,El-Moselhyb, Tarek Fathy

, p. 297 - 304 (2016/05/19)

1,4-Dihydropyridine (DHP) is an important class of calcium antagonist. It inhibits the influx of extracellular Ca2+ through L-type voltage-dependent calcium channels. Two series of nifedipine analogues were synthesized and evaluated as calcium

Study of temperature dependent three component dynamic covalent assembly VIa Hantzsch reaction catalyzed by dioxido- and oxidoperoxidomolybdenum(VI) complexes under solvent free conditions

Maurya, Mannar R.,Saini, Neeraj,Avecilla, Fernando

, p. 12993 - 13009 (2016/02/12)

Tridentate ONO donor ligands derived from heterocyclic compound 4-acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one (Hap) and aromatic hydrazides {benzoyl hydrazide (Hbhz), isonicotinoyl hydrazide (Hinh), nicotinoyl hydrazide (Hnah) and furoyl hydrazide (Hfah)} react with [MoVIO2(acac)2] (Hacac = acetylacetone) in equimolar ratio in methanol to give dioxidomolybdenum(vi) complexes, [MoO2(ap-bhz)(MeOH)] 1, [MoO2(ap-inh)(MeOH)] 2, [MoO2(ap-nah)(MeOH)] 3 and [MoO2(ap-fah)(MeOH)] 4. Reaction of these ligands with in situ generated oxidoperoxidomolybdenum(vi) precursor results in the formation of oxidoperoxidomolybdenum(vi) complexes, [MoO(O2)(ap-bhz)(MeOH)] 5, MoO(O2)(ap-inh)(MeOH)] 6, MoO(O2)(ap-nah)(MeOH)] 7 and MoO(O2)(ap-fah)(MeOH)] 8. These complexes have been characterized by elemental analysis, spectroscopic techniques (infrared, UV-vis, 1H and 13C NMR) and thermogravemetric analysis. The structures of complexes [MoVIO2(ap-bhz)(H2O)] 1a (water coordinated), [MoVIO2(ap-bhz)(DMSO)] 1b (DMSO coordinated), [MoVIO2(ap-nah)(DMF)] 3a (DMF coordinated), [MoVIO(O2)(ap-bhz)(MeOH)] 5 (methanol coordinated) and [MoVIO(O2)(Hap-nah)(OMe)]·MeOH 7a (methoxy coordinated) have been confirmed by single crystal X-ray studies. X-ray diffraction study also reveals that tridentate ligands bind to the metal center through enolic oxygen (of pyrazolol), azomethine nitrogen and enolic oxygen (of hydrazide) atoms. In complex 7a, pyridinic nitrogen is protonated. These complexes [dioxidomolybdenum(vi) as well as oxidoperoxidomolybdenum(vi)] have been tested as catalysts for temperature dependent one pot three component (methylacetoacetate, benzaldehyde and ammonium acetate) dynamic covalent assembly, via Hantzsch reaction, using 30% H2O2 as a green oxidant under solvent free conditions. Various parameters such as the amount of catalyst, oxidant and temperature of the reaction mixture have been taken into consideration to optimize the reaction conditions. In the Hantzsch reaction, the temperature and oxidant control the conversion and selectivity of the desired product.

Novel Magnetically Separable Sulfated Boric Acid Functionalized Nanoparticles for Hantzsch Ester Synthesis

Azizi, Kobra,Azarnia, Jamshid,Karimi, Meghdad,Yazdani, Elahe,Heydari, Akbar

, p. 1810 - 1813 (2016/07/16)

A novel, separable, solid-acid catalyst consisting of sulfated boric acid nanoparticles immobilized on a silica-coated magnetite support was prepared. This catalyst permits the preparation of dihydropyridine derivatives (Hantzsch esters) by condensation of an aldehyde with two equivalents of a β-keto ester in the presence of ammonium acetate. The catalyst can be recovered and recycled.

A Simple and Efficient One-pot Synthesis of 1,4-dihydropyridines Using Nano-WO3-supported Sulfonic Acid as an Heterogeneous Catalyst under Solvent-free Conditions

Bitaraf, Mehrnoosh,Amoozadeh, Ali,Otokesh, Somayeh

, p. 336 - 344 (2016/05/09)

Nano-tungsten trioxide-supported sulfonic acid (n-WSA) was found to be an effective heterogeneous catalyst for the one-pot reaction of aromatic aldehydes, β-dicarbonyl compounds and ammonium acetate to afford 1,4-dihydropyridine derivatives in good to excellent yields. The other main advantages of the present method are short reaction times, simple workup, ease in purification and environmentally benign methodology. The reaction conditions were optimized employing Response Surface Method technique (Central Composite Design (CCD)) which is economically considerable because of the minimum number of experiments required to evaluate the effects of multiple parameters on the response.

A New Type of Magnetically-Recoverable Heteropolyacid Nanocatalyst Supported on Zirconia-Encapsulated Fe3O4 Nanoparticles as a Stable and Strong Solid Acid for Multicomponent Reactions

Zolfagharinia, Somayeh,Kolvari, Eskandar,Koukabi, Nadiya

, p. 1551 - 1566 (2017/05/17)

Abstract: A novel highly efficient magnetically retrievable catalyst was developed by the immobilization of H3PW12O40 (20–60 wt%) on the surface of zirconia-encapsulated Fe3O4 nanoparticles. The prepared HPW supported on nano-Fe3O4@ZrO2 heterogeneous acid catalyst (or n-Fe3O4@ZrO2/HPW) was fully characterized by several physicochemical techniques such as: Fourier transform infrared spectroscopy (FT-IR), field emission scanning electron microscopy, transmission electron microscopy, energy-dispersive X-ray spectroscopy, X-ray diffraction, vibrating sample magnetometry and thermogravimetric analysis. The FT-IR spectroscopic data revealed that H3PW12O40 molecules on the nano-Fe3O4@ZrO2 support existed in the Keggin structure. The acidity of the catalyst was measured by the help of a potentiometric titration with n-butylamine. It was surprising that this very strong solid acid catalyst exhibited an excellent acid strength which was as a result of possessing a higher number of surface active sites compared to its homogeneous analogues. The catalytic activity of the as-prepared novel nano-Fe3O4@ZrO2/HPW was explored through the one-pot three-component synthesis of different 3,4-dihydropyrimidin-2(1H)-ones (i.e. Biginelli reaction) and 1,4-dihydropyridines (i.e. Hantzsh reaction) under solvent free condition. The sample of 40 wt% showed higher acidity and activity in the catalytic transformation. After the reaction, the catalyst/product isolation could be easily achieved with an external magnetic field and the catalyst could be easily recycled for at least five times without any decrease in its high catalytic activity. The excellent recyclability was attributed to the strong interaction between the hydroxyl groups of the nano-Fe3O4@ZrO2 support and the HPW species. Graphical Abstract: [Figure not available: see fulltext.].

Process route upstream and downstream products

Process route

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

Conditions
ConditionsYield
Withammonium acetate; at 90 ℃; for 0.25h;
96%
Withammonium acetate;Inethanol;at 60 ℃; for 0.333333h;
95%
Withammonium acetate; at 90 ℃; for 0.25h; Neat (no solvent);
93%
Withammonium acetate; at 20 ℃; for 0.166667h;
90%
Withammonium acetate; at 100 ℃; for 0.25h; Green chemistry;
89%
Withammonium acetate; lithium carbonate; at 80 ℃; for 1.4h; Neat (no solvent);
88%
Withammonium acetate; alginic acid;Inethanol;Reflux; Green chemistry;
88%
Withuranyl nitrate hexahydrate; ammonium acetate;Inethanol;at 20 ℃; for 0.5h; Sonication;
87%
Withammonium acetate;Inneat (no solvent);at 100 ℃; for 0.25h; Green chemistry;
87%
Withammonium acetate;Inethanol;for 0.0333333h; microwave irradiation;
86%
Withbismuth(III) chloride; ammonium acetate; at 60 ℃; for 0.25h; Neat (no solvent);
85%
Withgallium(III) trichloride; ammonium acetate; at 60 ℃; for 0.283333h; Neat (no solvent);
82%
79%
Withruthenium trichloride; ammonium acetate; at 60 ℃; for 0.2h;
78%
Withammonium hydroxide;Inmethanol;for 6h; Heating;
60%
Withammonia;Inmethanol;Heating;
45%
Withammonia;Inethanol; water;at 20 - 95 ℃; for 4h;
45%
26%
Withammonia;Inethanol;Heating;
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

methyl (E)-3-aminocrotonate
14205-39-1

methyl (E)-3-aminocrotonate

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

Conditions
ConditionsYield
Withsodium butylmonoglycolsulphate;Inwater;for 0.0833333h; Heating; Irradiation; microwave irradiation;
55%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

methyl 3-aminocrotonate
14205-39-1

methyl 3-aminocrotonate

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

Conditions
ConditionsYield
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl 3-aminocrotonate
14205-39-1

methyl 3-aminocrotonate

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

Conditions
ConditionsYield
Withsodium tosylate;Inwater;for 0.4h; Reagent/catalyst; Microwave irradiation; Reflux; Green chemistry;
86%
2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
130160-97-3

2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester

Conditions
ConditionsYield
WithC20H20MoN4O5; ammonium acetate; dihydrogen peroxide;Inwater;at 40 ℃; for 4h; Reagent/catalyst; Green chemistry;
methyl 2-acetoxy acetate
5837-80-9

methyl 2-acetoxy acetate

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

Conditions
ConditionsYield
Withammonium acetate;Darkness; Reflux;
79%
N,N-dimethylammonium chloride
506-59-2

N,N-dimethylammonium chloride

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

4-(2-Chloro-phenyl)-2-(2-dimethylamino-ethyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
75956-11-5

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

4-(2-Chloro-phenyl)-2,6-bis-(2-dimethylamino-ethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
77233-92-2

4-(2-Chloro-phenyl)-2,6-bis-(2-dimethylamino-ethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
Withhydrogenchloride;Inethanol;for 16h; Heating; 2-to 3-fold molar excess of paraformaldehyde and dimethyl amine hydrochloride;
27%
29%
morpholin hydrochloride
10024-89-2

morpholin hydrochloride

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

4-(2-Chloro-phenyl)-2-methyl-6-(2-morpholin-4-yl-ethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
75956-12-6

4-(2-Chloro-phenyl)-2-methyl-6-(2-morpholin-4-yl-ethyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

Conditions
ConditionsYield
Withhydrogenchloride;Inethanol;for 16h; Heating; 2- to 3-fold molar excess of paraformaldehyde and secobdary amine hydrochloride;
18%
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

8-(2-Chloro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione
120310-73-8

8-(2-Chloro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione

Conditions
ConditionsYield
WithN-Bromosuccinimide;Inchloroform;1.) 1 h, 2.) reflux, 1 h;
54%
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
43067-01-2

3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine

2-Bromomethyl-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
110464-44-3

2-Bromomethyl-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester

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