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2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate

Cilnidipine

CAS: 132203-70-4

Molecular Formula: C27H28N2O7

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  5. 2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Names and Identifiers

Name Cilnidipine
Synonyms ATELEC
ilnidipine
Cilnidipine
2-methoxyethyl (2E)-3-phenylprop-2-en-1-yl 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
O3-(2-Methoxyethyl) O5-[(E)-3-phenylprop-2-enyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)pyridine-3,5-dicarboxylic acid 3-(2-methoxyethyl)5-[(E)-3-phenyl-2-propenyl] ester
2,6-Dimethyl-4-(3-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylic acid 3-(2-methoxyethyl)5-[(E)-3-phenyl-2-propenyl] ester
Frc 8653,1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid 2-methoxyethyl (2E)-3-phenyl-2-propenyl ester
1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 2-Methoxyethyl (2E)-3-Phenyl-2-propenyl Ester 2-Methoxyethyl (2E)-3-Phenyl-2-propenyl 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylate
CAS 132203-70-4
EINECS 634-350-6
InChI InChI=1S/C27H28N2O7/c1-18-23(26(30)35-14-8-11-20-9-5-4-6-10-20)25(21-12-7-13-22(17-21)29(32)33)24(19(2)28-18)27(31)36-16-15-34-3/h4-13,17,25,28H,14-16H2,1-3H3/b11-8+
InChIKey KJEBULYHNRNJTE-DHZHZOJOSA-N

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Physico-chemical Properties

Molecular FormulaC27H28N2O7
Molar Mass492.52
Density1.240±0.06 g/cm3(Predicted)
Melting Point97-99°C
Boling Point652.6±55.0 °C(Predicted)
Flash Point335.182°C
Solubility H2O: ≤2mg/mL
Vapor Presure0mmHg at 25°C
AppearanceYellow crystalline solid
Colorlight yellow
Merck14,2275
pKa2.61±0.70(Predicted)
Storage ConditionKeep in dark place,Sealed in dry,Room Temperature
SensitiveSensitive to light
Refractive Index1.581
MDLMFCD00865853
Physical and Chemical PropertiesCrystallized from methanol, melting point 115.5~116.6 ℃. Acute toxicity LD50 male and female mice, male and female rats (mg/kg):>5000,>5000,>5000,4412 oral; All> 5000 subcutaneous injection; 1845,2353,441,426 intraperitoneal injection.
UseAn L-/N-type calcium channel protein inhibitor and blocker

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Risk and Safety

Hazard SymbolsXi - Irritant
Irritant
Risk Codes41 - Risk of serious damage to eyes
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S39 - Wear eye / face protection.
WGK Germany3
RTECSUS7975550
HS Code29333990
ToxicityLD50 in male, female mice, rats (mg/kg): 5000, 5000, 5000, 4412 orally; 5000 all species s.c.; 1845, 2353, 441, 426 i.p. (Wada)

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Standard

Authoritative Data Verified Data

This product is (±)2, 6-dimethyl-4-(3-nitrophenyl)-l, 4-dihydro-3, 5-pyridinedicarboxylic acid 3-(2-methoxy) ethyl ester 5-(3-phenyl)-2(E)-propenyl. Calculated as dried product, the content of C27H28N207 shall not be less than 99.0%.

Last Update：2024-01-02 23:10:35

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Trait

Authoritative Data Verified Data
  • This product is light yellow powder.
  • This product is soluble in acetone or ethyl acetate, slightly soluble in methanol or ethanol, and almost insoluble in water.
Last Update：2022-01-01 11:44:12

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Introduction

Cilnidipine is a calcium channel inhibitor. It is a dual blocker of L-type voltage-gated calcium channels in vascular smooth muscle and N-type calcium channels in sympathetic nerve terminals that supply blood vessels.
Last Update：2022-10-16 17:13:24

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Differential diagnosis

Authoritative Data Verified Data
  1. Take 20mg of this product, add a small amount of zinc powder, add 1ml of dilute hydrochloric acid, heat it in water bath for 10 minutes, let it cool, add 2 drops of sodium nitrite solution Dropwise, then add several drops of basic naphthol solution dropwise, that is, an orange-red precipitate was generated.
  2. take an appropriate amount of this product, add anhydrous ethanol to dissolve and dilute to make a solution containing 50ug per lml, and measure by UV-Vis spectrophotometry (General rule 0401), there is a maximum absorption at a wavelength of 356nm and a minimum absorption at a wavelength of 305nm.
  3. The infrared absorption spectrum of this product should be consistent with that of the reference substance (General rule 0402),
Last Update：2022-01-01 11:44:13

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Exam

Authoritative Data Verified Data

Related substances

operation in the dark. Take an appropriate amount of this product, add methanol to dissolve and dilute to make a solution containing about 0.25mg per 1ml as a test solution; Take 1ml for precision measurement, put it in a 100ml measuring flask, dilute it to the scale with methanol, as a control solution. Take an appropriate amount of this product, put it in a quartz Cup, light for 5~6 hours under UV light (254nm), add methanol to dissolve and dilute to make a solution containing about 0.25mg per 1 ml, which is used as a system applicable solution. According to the high performance liquid chromatography (General 0512) test, silica gel bonded with eighteen alkyl silane was used as the filler; Acetonitrile -0.025mol/L ammonium dihydrogen phosphate solution-cyclohexane (60:39:1) was used as the mobile phase; the detection wavelength was 240nm. Take the system applicable solution lOul, inject into the liquid chromatograph, record the chromatogram, and calculate the number of theoretical plates according to the cilnidipine peak not less than 8000, and the separation degree between the cilnidipine peak and the adjacent impurity peak shall meet the requirements, the test solution and the control solution were respectively injected with human liquid chromatography to record the chromatogram to 4 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1.0%).

residual solvent

take about 625mg of N-heptane, dilute it to 500ml with N,N-dimethylformamide, shake it well, and use it as an internal standard solution, add internal standard solution to dissolve and quantitatively dilute to make a solution containing about 0.5g per 1 ml, as a test solution; Take ethanol, dichloromethane, cyclohexane, ethyl acetate, 2-methoxyethanol and n-butanol in appropriate amounts, precision weighing, quantitative dilution with internal standard solution to make each 1 mL respectively containing 2.5mg, 0.3mg, 1.94mg, 2.5mg, 0.025mg and 2.5mg of mixed solution, as a reference solution. According to the determination method of residual solvent (General Principle 0861 third method), with 6% cyanopropylphenyl-94% dimethyl polysiloxane (or polar similar) as the stationary liquid, the initial temperature is 45°C, maintain 10 minutes, the temperature was raised to 200°C at a rate of 20°C per minute for 2 minutes; The inlet temperature was 220°C; And the detector temperature was 240°C. Take the reference solution 1u1 injection gas chromatograph, ethanol, dichloromethane, cyclohexane, ethyl acetate, 2-methoxyethanol and n-butanol between each component peak and internal standard peak separation degree should meet the requirements. Accurately take 1ul of the test solution and the reference solution, respectively inject into the gas chromatograph, record the chromatogram, calculate the peak area according to the internal standard method, ethanol, dichloromethane, cyclohexane, ethyl acetate, 2-methoxyethanol and n-butanol residues should be in accordance with the provisions.

loss on drying

take l.Og of this product and dry under reduced pressure at 80°C to constant weight. The weight loss shall not exceed 0.5% (General rule 0831).

ignition residue

take l.Og of this product and check it according to law (General rule 0841). The residue left shall not exceed 0.1%.

Heavy metals

The residue left under the item of taking the ignition residue shall not contain more than 10 parts per million of heavy metal when examined by law (General Principles 0821, Law II).

Last Update：2022-01-01 11:44:14

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Content determination

Authoritative Data Verified Data

take about 0.16g of this product, weigh it accurately, add 15ml of anhydrous ethanol, heat it in 40°C water bath to dissolve it, and add perchloric acid solution (70% ml of 8.5 perchloric acid solution), add water to lOOml)lOml, add 2 drops of O-Phenanthroline indicator solution, and use cerium sulfate titration solution (0.1 mol/L) titration to orange red disappeared. Each 1 ml of cerium sulfate titration solution (0.1 mol/ L) corresponds to 24.63mg of C27H28N2O7.

Last Update：2022-01-01 11:44:14

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Category

Authoritative Data Verified Data

calcium channel blockers.

Last Update：2022-01-01 11:44:14

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Storage

Authoritative Data Verified Data

light shielding, sealed storage.

Last Update：2022-01-01 11:44:15

2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate - Cilnidipine tablets

Authoritative Data Verified Data

This product contains cilnidipine (C27H28N2O7) should be labeled the amount of 90.0% to 110.0%.

trait

This product is a light yellow tablet.

identification

  1. take an appropriate amount of fine powder of this product (about 5mg equivalent to cilnidipine), put it in a 100ml measuring flask, add anhydrous ethanol to dissolve cilnidipine and dilute it to the scale, shake well, filter, and take the filtrate, as determined by UV-Vis spectrophotometry (General rule 0401), there is a maximum absorption at a wavelength of nm and a minimum absorption at a wavelength of Nm.
  2. in the chromatogram recorded under the content determination item, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution.

examination

  • the related substances were protected from light. The test solution under the content measurement item was taken as the test solution; 1ml was accurately measured, placed in a 100ml measuring flask, diluted to the scale with methanol, and shaken to obtain a control solution. According to the chromatographic conditions under the content determination item, each lol of the test solution and the control solution is accurately measured and injected into the human liquid chromatograph respectively, and the chromatogram is recorded to 4 times of the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the area of the main peak of the control solution, the sum of each impurity peak area shall not be greater than the main peak area of the control solution (1.0%).
  • dissolution: according to the dissolution and release determination method (General rule 0931 second method), 0.4% sodium dodecyl sulfate solution is used as the dissolution medium, and the rotation speed is 75 revolutions per minute, operate according to law, after 45 minutes, take the appropriate amount of solution, filter, take the filtrate as the test solution f, take about 10mg of cilnidipine reference substance, weigh it accurately, and put it in a 100ml measuring flask, add 2ml of anhydrous ethanol to dissolve, dilute to the scale with 0.4% sodium dodecyl sulfate solution, shake well, take 3ml(5mg specification) or 5ml(10mg specification) precisely, and put it in a 50ml measuring flask, dilute to the scale with 0.4% sodium dodecyl sulfate solution and shake to a control solution. The absorbance of each of the above two Solutions was measured at a wavelength of 242mn by ultraviolet-visible spectrophotometry (General 0401), and the elution amount of each tablet was calculated. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
  • Content uniformity take 1 tablet of this product, put it in a 50ml ( 5mg specification) or lOOm1 (10 mg specification) measuring flask, add an appropriate amount of anhydrous ethanol, sonicate for about 10 minutes to dissolve cilnidipine, and let it cool, dilute to the scale with absolute ethanol, shake, filter, take the filtrate 5ml accurately, put it in a 25ml measuring flask, dilute to the scale with absolute ethanol, shake well, as a test solution; in addition, an appropriate amount of cilnidipine reference substance was accurately weighed, dissolved and quantitatively diluted with absolute ethanol to prepare a solution containing 20ug per 1 ml as a reference solution. Take the sample solution and the reference solution, according to UV-visible spectrophotometry (General rule 0401 ), measure the absorbance at the wavelength of 356nm, calculate the content, should comply with the regulations (General rule 0941).
  • others shall be in accordance with the relevant provisions under the item of tablets (General rule 0101).

Content determination

  • measured by high performance liquid chromatography (General 0512).
  • chromatographic conditions and system suitability test using eighteen alkyl silane bonded silica as filler; Acetonitrile -0.025mOl/ L ammonium dihydrogen phosphate solution-cyclohexane (60:39:1) as mobile phase; the detection wavelength was 240nm. Take this product fine powder in quartz Cup, UV light (254nm) under illumination for 5~6 hours, take the appropriate amount of methanol dissolved and diluted to make each lml containing about 0.1 mg of the solution, shake, as a system-suitable solution. Take 10u1 injection human liquid chromatograph, record chromatogram, the separation degree of cilnidipine peak and adjacent impurity peak should meet the requirements, the theoretical plate number is not less than 7000 based on the cilnidipine peak.
  • determination of 20 tablets of this product, precision weighing, fine grinding, precision weighing to take the right (about 10mg equivalent to cilnidipine), put in a 100ml measuring flask, add the appropriate amount of methanol, ultrasonic dissolution of cilnidipine, diluted with methanol to the scale, shake, filtered, and then take the filtrate as a test solution, the precision of 10ul injection of human liquid chromatography, record chromatogram an appropriate amount of cilnidipine reference substance was carefully weighed, dissolved with methanol and quantitatively diluted to make about 0 in 1 ml. 1 mg of the solution, as a control solution, the same method. According to the external standard method to calculate the peak area, that is.

category

Same as cilnidipine.

specification

(l)5mg (2)l0mg

storage

light shielding, sealed storage.

Last Update：2022-01-01 11:44:16
2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate
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Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Cilnidipine Request for quotation
CAS: 132203-70-4
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Product Name: Cilnidipine Visit Supplier Webpage Request for quotation
CAS: 132203-70-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
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Hefei TNJ Chemical Industry Co.,Ltd.
Product Name: Cilnidipine Request for quotation
CAS: 132203-70-4
Tel: 0086-551-65418684
Email: sales@tnjchem.com
　　　　 info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840 Click to send a QQ message
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Shanghai Yuanye Bio-Technology Co., Ltd.
Multiple SpecificationsSpot supply
Product Name: Cilnidipine Visit Supplier Webpage Request for quotation
CAS: 132203-70-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409 Click to send a QQ message
Wechat: 18301782025
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2-methoxyethyl 2,6-dimethyl-4-(3-nitrophenyl)-5-({[(2E)-3-phenylprop-2-en-1-yl]oxy}methyl)-1,4-dihydropyridine-3-carboxylate
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