3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester
- CAS Number:43067-01-2
- Molecular Formula:C17H18ClNO4
- Molecular Weight:335.787
- Mol File:43067-01-2.mol
Synonyms:dimethyl 4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate;
Physicochemical Properties
- Melting Point:N/A
- Boiling Point:N/A
- Density:N/A
- Solubility:N/A
- Flash Point:N/A
- Vapor Density:N/A
- Refractive Index:N/A
- Sensitive:N/A
- Storage Temp.:N/A
- Appearance/Colour:N/A
3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester Safety information and MSDS
·Hazard identification:
| Pictogram(s) |  |
|---|---|
| Signal word | Warning |
| Hazard statement(s) | H302 Harmful if swallowed H315 Causes skin irritation H319 Causes serious eye irritation H335 May cause respiratory irritation |
| Precautionary statement(s) | |
| Prevention | P264 Wash ... thoroughly after handling. P270 Do not eat, drink or smoke when using this product. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. |
| Response | P301+P312 IF SWALLOWED: Call a POISON CENTER/doctor/…if you feel unwell. P330 Rinse mouth. P302+P352 IF ON SKIN: Wash with plenty of water/... P321 Specific treatment (see ... on this label). P332+P313 If skin irritation occurs: Get medical advice/attention. P362+P364 Take off contaminated clothing and wash it before reuse. P305+P351+P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P337+P313 If eye irritation persists: Get medical advice/attention. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/…if you feel unwell. |
| Storage | P403+P233 Store in a well-ventilated place. Keep container tightly closed. P405 Store locked up. |
| Disposal | P501 Dispose of contents/container to ... |
·Composition/information on ingredients:
| Chemical name | Common names and synonyms | CAS number | EC number | Concentration |
|---|---|---|---|---|
| Dimethyl 4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | Dimethyl 4-(2-Chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate | 43067-01-2 | none | 100% |
·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.
3,5-Pyridinedicarboxylic acid,
4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester Relevant articles
All total 24 Articles be found
All total 24 Articles be foundSynthesis, 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.].
3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester Synthetic route And Reaction conditions
- 89-98-5
2-chloro-benzaldehyde
- 105-45-3
acetoacetic acid methyl ester
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
| Conditions | Yield |
|---|---|
Withammonium acetate;
at 90 ℃;
for 0.25h; | 96% |
| 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% |
| 88% | |
| 87% | |
| 87% | |
| 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% |
Withammonium acetate;
tetrabutylammomium bromide;tetrabutylammomium bromide;Inwater;for 0.166667h;
microwave irradiation; | 79% |
Withruthenium trichloride;
ammonium acetate;
at 60 ℃;
for 0.2h; | 78% |
| 60% | |
| 45% | |
| 45% | |
| 26% | |
- 89-98-5
2-chloro-benzaldehyde
- 14205-39-1
methyl (E)-3-aminocrotonate
- 105-45-3
acetoacetic acid methyl ester
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
| Conditions | Yield |
|---|---|
Withsodium butylmonoglycolsulphate;Inwater;for 0.0833333h;
Heating;
Irradiation;
microwave irradiation; | 55% |
- 89-98-5
2-chloro-benzaldehyde
- 14205-39-1
methyl 3-aminocrotonate
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
| Conditions | Yield |
|---|---|
- 89-98-5
2-chloro-benzaldehyde
- 105-45-3
acetoacetic acid methyl ester
- 14205-39-1
methyl 3-aminocrotonate
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
| Conditions | Yield |
|---|---|
Withsodium tosylate;Inwater;for 0.4h;
Reagent/catalyst;
Microwave irradiation;
Reflux;
Green chemistry; | 86% |
- 89-98-5
2-chloro-benzaldehyde
- 105-45-3
acetoacetic acid methyl ester
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
- 130160-97-3
2,6-dimethyl-4-(2'-chlorophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
| Conditions | Yield |
|---|---|
WithC20H20MoN4O5;
ammonium acetate;
dihydrogen peroxide;Inwater;at 40 ℃;
for 4h;
Reagent/catalyst;
Green chemistry; |
- 5837-80-9
methyl 2-acetoxy acetate
- 89-98-5
2-chloro-benzaldehyde
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
| Conditions | Yield |
|---|---|
Withammonium acetate;Darkness;
Reflux; | 79% |
- 50-00-0,30525-89-4,61233-19-0
formaldehyd
- 506-59-2
N,N-dimethylammonium chloride
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
- 75956-11-5
4-(2-Chloro-phenyl)-2-(2-dimethylamino-ethyl)-6-methyl-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 | Yield |
|---|---|
Withhydrogenchloride;Inethanol;for 16h;
Heating;
2-to 3-fold molar excess of paraformaldehyde and dimethyl amine hydrochloride; | 27% 29% |
- 50-00-0,30525-89-4,61233-19-0
formaldehyd
- 10024-89-2
morpholin hydrochloride
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
- 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 | Yield |
|---|---|
Withhydrogenchloride;Inethanol;for 16h;
Heating;
2- to 3-fold molar excess of paraformaldehyde and secobdary amine hydrochloride; | 18% |
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
- 120310-73-8
8-(2-Chloro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione
| Conditions | Yield |
|---|---|
| 54% |
- 43067-01-2
3,5-bis(methoxycarbonyl)-4-(2-chlorophenyl)-2,6-dimethyl-1,4-dihydropyridine
- 110464-44-3
2-Bromomethyl-4-(2-chloro-phenyl)-6-methyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester
| Conditions | Yield |
|---|---|
3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester Raw materials
- 89-98-5
2-chloro-benzaldehyde
- 105-45-3
acetoacetic acid methyl ester
- 14205-39-1
methyl (E)-3-aminocrotonate
- 14205-39-1
methyl 3-aminocrotonate
- 5837-80-9
methyl 2-acetoxy acetate
3,5-Pyridinedicarboxylic acid, 4-(2-chlorophenyl)-1,4-dihydro-2,6-dimethyl-, dimethyl ester Target Products
- 75956-11-5
4-(2-Chloro-phenyl)-2-(2-dimethylamino-ethyl)-6-methyl-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
- 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
- 120310-73-8
8-(2-Chloro-phenyl)-5,8-dihydro-3H,4H-difuro[3,4-b;3',4'-e]pyridine-1,7-dione
- 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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