1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester
Nitrendipine
CAS: 39562-70-4
Molecular Formula: C18H20N2O6
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Names and Identifiers
| Name | Nitrendipine |
| Synonyms | baypress baye5009 Bylotensin bayotensin Nitrendipine NITRENDIPINE 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylicacidethy ethylmethyl1,4-dihydro-2,6-dimethyl-4-(m-nitrophenyl)-3,5-pyridinedicarboxy ethyl methyl 1,4-dihydro-2,6-dimethyl-4-(meta-nitrophenyl)-3,5-pyridinedicarboxylate 3-ethyl 5-methyl (4R)-2,6-dimethyl-4-(3-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylate 3-ethyl 5-methyl (4S)-2,6-dimethyl-4-(3-nitrophenyl)-3,4-dihydropyridine-3,5-dicarboxylate 1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester |
| CAS | 39562-70-4 |
| EINECS | 254-513-1 |
| InChI | InChI=1/C18H20N2O6/c1-5-26-18(22)15-11(3)19-10(2)14(17(21)25-4)16(15)12-7-6-8-13(9-12)20(23)24/h6-9,15-16H,5H2,1-4H3/t15?,16-/m1/s1 |
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Physico-chemical Properties
| Molecular Formula | C18H20N2O6 |
| Molar Mass | 360.36 |
| Density | 1.3595 (rough estimate) |
| Melting Point | 1580C |
| Boling Point | 492.4°C (rough estimate) |
| Flash Point | 234.9°C |
| Water Solubility | Soluble in DMSO (17.5 mg/ml), methanol (15 mg/ml), ethyl acetate, and ethanol (25 mM). Insoluble in water. |
| Solubility | Easily soluble in acetone or chloroform, slightly soluble in methanol or ethanol, almost insoluble in water |
| Vapor Presure | 8.08E-09mmHg at 25°C |
| Appearance | Yellow crystalline powder |
| Color | yellow to green |
| pKa | 2.79±0.70(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Protect from light. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 week. |
| Sensitive | Sensitive to light |
| Refractive Index | 1.5700 (estimate) |
| MDL | MFCD00082255 |
| Physical and Chemical Properties | Yellow crystal or crystalline powder, odorless and tasteless. The patient is easy to deteriorate in light. Soluble in acetone or chloroform, slightly soluble in methanol or ethanol, a few insoluble in water. The melting point was 156-159 °c. Acute toxicity LD50 mice, rats (mg/kg):39,12.6 intravenous; 2540,>1000 oral. |
| Use | Used as an antihypertensive agent |
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. |
| Safety Description | 36 - Wear suitable protective clothing. |
| WGK Germany | 1 |
| RTECS | US5653000 |
| Toxicity | LD50 in mice, rats (mg/kg): 39, 12.6 i.v.; 2540, >10000 orally (Hoffmann) |
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Nature
Open Data Verified Data
crystalline or crystalline powder, odorless and tasteless. Mp158. The patient is easy to deteriorate in light. Soluble in acetone or chloroform, methanol-soluble or ethanol, almost insoluble in water.
Last Update：2024-01-02 23:10:35
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Preparation Method
Open Data Verified Data
condensation of nitrobenzaldehyde and ethyl acetoacetate under acid catalysis gave 2-(3-nitrobenzyl subunit) acetoacetoethanol. The substance and 3-amino methyl methacrylate are put into a flask of a Soxhlet extractor, and anhydrous ethanol is Added. The siphope of the Soxhlet extractor is charged with a molecular sieve tightly packed with filter paper, and heated in a water bath to reflux and stand. The precipitated crystals were filtered and recrystallized to obtain nitrendipine pure product.
Last Update：2022-01-01 09:10:19
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Standard
Authoritative Data Verified Data
This product is methyl 2, 6-dimethyl-4-(3-nitrophenyl)-1, 4-dihydro-3, 5-pyridinedicarboxylate ethyl ester. Calculated as the dried product, the content of C18H20N2O6 shall not be less than 99.0%.
Last Update：2024-01-02 23:10:35
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Trait
Authoritative Data Verified Data
- This product is yellow crystal or crystalline powder; Odorless; Easy to deteriorate in light.
- This product is soluble in acetone or chloroform, slightly soluble in methanol or ethanol, and almost insoluble in water.
melting point
The melting point of this product (General 0612) is 157~161°C.
Last Update：2022-01-01 11:42:45
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Use
Open Data Verified Data
The second generation calcium antagonist, which is an ideal drug for the treatment of hypertension, has significant and lasting antihypertensive and vasoconstrictive effects. Applicable to various types of hypertension, such as primary and secondary mild to moderate hypertension, but also for coronary heart disease, congestive heart failure, etc. Calcium antagonists, selective effect on vascular smooth muscle, so that blood pressure decreased. And can reduce myocardial oxygen consumption, have a protective effect on ischemic myocardium.
Last Update：2022-01-01 09:10:19
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Differential diagnosis
Authoritative Data Verified Data
- take about 50mg of this product, add 1 ml of acetone, add 3~5 drops of 20% sodium hydroxide solution, the solution shows orange red.
- light-shielding operation. Take this product, add anhydrous ethanol to dissolve and dilute to make a solution containing about 20ug per lml, according to UV-visible spectrophotometry (General 0401) determination, there is a maximum absorption at the wavelengths of 236nm and 353nm, and a minimum absorption at the wavelength of 303nm. The absorbance ratio at a wavelength of 353nm to 303nm should be 2.1 to 2.3.
- The infrared absorption spectrum of this product should be consistent with that of the control (Spectrum set 600).
Last Update：2022-01-01 11:42:46
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Safety
Open Data Verified Data
mouse, rat LDso (mg/kg):39,12.6 I. V.; 2540,>10000 p. O.
Last Update：2022-01-01 09:10:20
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Exam
Authoritative Data Verified Data
chloride
take this product l. Add 50ml of water, shake, boil for 2-3 minutes, let it cool, filter, take additional 25ml of filtrate, and check according to law (General rule 0801), not more concentrated (0.01%) than the control solution made from of standard sodium chloride solution.
Related substances
operation in the dark. Take about 50mg of this product, weigh it accurately, put it in a 50ml measuring flask, add 12ml of tetrahydrofuran to dissolve, dilute it to scale with acetonitrile-water (20:56) mixed solution, shake it well, as a test solution; Another 2, 6-dimethyl-4-(3-nitrophenyl)-3, 5-pyridinedicarboxylic acid methyl ester (impurity I) reference, precision weighing, an appropriate amount of tetrahydrofuran was added to dissolve the solution, and the solution was quantitatively diluted with a mixed solution of acetonitrile-water (20:56) to make about 0.1 mg of the solution, 1ml was accurately measured, placed in a 100ml measuring flask, and 1ml of the test solution was accurately added, diluted to the scale with the mobile phase, and shaken to serve as a control solution. Test according to high performance liquid chromatography (General 0512). Silica gel bonded with eighteen alkyl silane was used as filler; Acetonitrile-tetrahydrofuran-water (20:24 : 56) was used as mobile phase; The detection wavelength was 237nm. Take appropriate amount of nitrendipine reference substance and impurity I reference substance, add appropriate amount of tetrahydrofuran to dissolve, dilute with mobile phase to make mixed solution containing about 1 mg and 10ug in each lml, take 20 u1, note human liquid chromatograph, the number of theoretical plates shall not be less than 3000 calculated by nitrendipine peak, and the degree of separation between nitrendipine peak and impurity I peak shall meet the requirements. 20 u1 of the test solution and the control solution were respectively injected into the liquid chromatograph, and the chromatogram was recorded to 2.5 times of the retention time of the main component peak. If there are chromatographic peaks in the chromatogram of the test solution that are consistent with the retention time of impurity I peak, the peak area shall be calculated according to the external standard method, and shall not exceed 0.1%; the Peak area of other individual impurities shall not be greater than that of nitrendipine in the control solution (1.0% ) , and the sum of the peak areas of other impurities shall not be greater than 2 times (2.0%) The Peak area of nitrendipine in the control solution.
loss on drying
take this product, dry to constant weight at 105°C, 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).
Iron Salt
take this product l. After ashing at 500-600°C, cool, add 4ml of dilute hydrochloric acid, heat and dissolve in a water bath, and check according to law (General rule 0807 ) , it should not be deeper (0.001%) than the control solution made of standard iron solution.
Last Update：2022-01-01 11:42:46
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Content determination
Authoritative Data Verified Data
take about 0.13g of this product, weigh it accurately, add 20ml of glacial acetic acid and 10ml of dilute sulfuric acid, dissolve it at a slight temperature, let it cool; Add 2-3 drops of O-Phenanthroline indicator solution, with cerium sulfate titration solution (0.1 mol/L) slowly titrated until the red color disappeared, and the results of the titration were corrected by a blank test. Each 1 ml of the titrant of Persimmon sulfate (0.1 mol/L) corresponds to 18.02mg of C18H20N2O6.
Last Update：2022-01-01 11:42:47
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Category
Authoritative Data Verified Data
calcium channel blockers.
Last Update：2022-01-01 11:42:47
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Storage
Authoritative Data Verified Data
light shielding, sealed storage.
Last Update：2022-01-01 11:42:47
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Nitrendipine Tablets
Authoritative Data Verified Data
This product contains nitrendipine (C18H20N2O6) should be labeled the amount of 90.0% to 110.0%.
trait
This product is a light yellow tablet.
identification
- take an appropriate amount of fine powder of this product (about 50mg equivalent to nitrendipine), add 2ml of acetone, shake, filter, add 2-3 drops of 20% sodium hydroxide solution to the filtrate, shake, the solution showed orange-yellow color.
- 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.
- light-shielding operation. Take an appropriate amount of fine powder of this product (about 10mg equivalent to nitrendipine), put it in a 100ml measuring flask, add an appropriate amount of anhydrous ethanol, shake to dissolve nitrendipine, add anhydrous ethanol to the scale, and shake well, the filtrate was filtered and taken, and a solution containing about 20% per 1 ml of absolute ethanol was prepared. The same results were obtained according to the identification (2) test of nitrendipine.
- light-shielding operation. Take this product (about equivalent to nitrendipine lOOmg), grind, add acetone 10ml, shake to dissolve, filter, the filtrate is evaporated in the dark, the residue is dried under reduced pressure, and determined according to law. The infrared absorption spectrum of this product should be consistent with the spectrum of the control (Spectrum set 600 figure).
examination
- the related substances were protected from light. Take the fine powder under the content determination item, weigh an appropriate amount (about 50mg equivalent to nitrendipine), put it in a 50ml measuring flask, add 12ml of tetrahydrofuran, and shake it for 10 minutes, add appropriate amount of solvent [acetonitrile-water (20:56) mixed solution], shake to dissolve nitrendipine and dilute to the scale, shake well, filter with 0.45um filter, take the continued filtrate as the test solution; Take the impurity I reference substance, precision weighing, add appropriate amount of tetrahydrofuran to dissolve, and quantitatively dilute with solvent to make about 0 in 1ml. 1 mg of the solution, 1ml was accurately measured, placed in a 100ml measuring flask, and 1ml of the test solution was accurately added, diluted to the scale with the mobile phase, and shaken to serve as a control solution. According to the method of nitrendipine related substances. If there is a chromatographic peak in the chromatogram of the test solution that is consistent with the retention time of impurity I, the peak area shall be calculated by external standard method, and shall not be greater than 0.1% of the labeled amount of nitrendipine; the Peak area of other individual impurities shall not be greater than that of nitrendipine in the control solution (1.0% ) , and the sum of the peak areas of other impurities shall not be greater than 2.5 times (2.5%) The Peak area of nitrendipine in the control solution.
- Content uniformity protected from light. Take 1 tablet of this product, put it in a 100ml measuring flask, add 2ml of water to shake to disintegrate, add 24ml of tetrahydrofuran, shake for 10 minutes, add the right amount of solvent, the nitrendipine was dissolved and diluted to the scale by shaking, shaken well, filtered with a 0.45um filter, and the continued filtrate was taken as the test solution. Determination of content according to the method under the content determination item, should comply with the provisions (General 0941).
- dissolution rate protected from light. Take this product, according to the dissolution and release determination method (General rule 0931 second method), with 0.1mol/L hydrochloric acid solution-ethanol (70:30)900ml as the dissolution medium, the rotation speed is 100 rpm, and the operation is carried out according to law. After 60 minutes, the solution is filtered, and then the filtrate is taken, according to UV-visible spectrophotometry (General 0401), the absorbance was measured at the wavelength of 237nm; Another precision weighing nitrendipine reference about 14mg, put it in a 25ml measuring flask, add ethanol to dissolve and dilute to the scale, shake well, precision measuring 2ml, in a 100ml measuring flask, dilute to the scale with dissolution medium, shake well, and measure with the same method to calculate the dissolution amount of each tablet. The limit is 75% of the labeled amount and shall be in accordance with the provisions.
- 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 gel as filler; Acetonitrile-tetrahydrofuran-water (20:24:56) as mobile phase; The detection wavelength was 237mn. The theoretical plate number shall not be less than 3000 calculated by nitrendipine peak, and the separation degree between nitrendipine peak and adjacent impurity peaks shall meet the requirements.
- The assay was operated in the dark. Take 20 tablets of this product, precision weighing, fine grinding, precision weighing appropriate amount (about equivalent to nitrendipine lOmg), put it in a 100ml measuring flask, add 2ml of water, 24ml of tetrahydrofuran, shake for 10 minutes, add an appropriate amount of solvent, shake to dissolve nitrendipine and dilute to the scale, shake well, filter with 0.45um filter, take the continued filtrate as the test solution, take 20 ml with precision, inject into the liquid chromatograph, record the chromatogram; Take the nitrendipine reference substance, precisely weigh, add the appropriate amount of tetrahydrofuran to dissolve, and quantitatively dilute with the solvent to make about 0 in 1 ml. lmg solution, the same method for determination. According to the external standard method to calculate the peak area, that is.
category
Same as nitrendipine.
specification
lOmg
storage
light shielding, sealed storage.
Last Update：2022-01-01 11:42:49
1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid ethyl methyl ester - Nitrendipine soft capsules
Authoritative Data Verified Data
This product contains nitrendipine (C18H20N206) should be labeled the amount of 90.0% to 110.0%.
trait
The content of this product is yellow viscous liquid.
identification
- take about 0.5g of the content of this product, add 2ml of acetone and 2~3 drops of 20% potassium hydroxide solution, shake, the solution appears orange yellow.
- the content of this product is about 4G, diluted to 10ml with ethanol, and 1ml with bismuth potassium iodide solution, which will cause orange-red turbidity.
- operate in the dark, take about lg of the content of this product, put it in a 100ml measuring flask, dilute it to the scale with anhydrous ethanol, shake it, take 10ml and put it in a 100ml measuring flask, diluted with absolute ethanol to the scale, according to UV-visible spectrophotometry (General 0401), at the wavelength of 353nm and 303nm were measured absorbance, the absorbance ratio at 353nm to 303nm should be between 2.1 and 2.3.
examination
- when operating in the dark, take 1 capsule of this product, put it in a small beaker, cut the capsule shell with scissors, add a small amount of anhydrous ethanol, shake to dissolve nitrendipine, transfer all the contents and the capsule shell into a plug Erlenmeyer flask, rinse the scissors and the small beaker repeatedly with anhydrous ethanol, plug the Erlenmeyer flask, heat the flask in a 40°C water bath for 15 minutes, the contents were moved to a 100ml measuring flask by shaking from time to time, and washed repeatedly with anhydrous ethanol to rinse the capsule shell and the conical flask, take 2ml of precision, put it in a 10ml measuring flask, dilute it to the scale with absolute ethanol, and shake it to be used as a test solution. Determination of content according to the method under the content determination item, should comply with the provisions (General 0941).
- others should comply with the relevant provisions under the capsule (General 0103).
Content determination
In the dark operation, take 10 pieces of this product, put it in a small beaker, cut the capsule shell with scissors, add a small amount of anhydrous ethanol, shake to dissolve, transfer all the contents and the capsule shell into a plug Erlenmeyer flask, rinse the scissors and the small beaker repeatedly with anhydrous ethanol, incorporate the lotion into the Erlenmeyer flask, plug the Erlenmeyer flask, and heat it in a 40°C water bath for 15 minutes, the contents were moved to a 100ml measuring flask by shaking constantly, and the capsule shell and the conical flask were rinsed repeatedly with anhydrous ethanol. The washing solution was incorporated into the measuring flask, diluted to the scale with anhydrous fermentation broth, and shaken well, take 2ml accurately, put it in a ml measuring flask, dilute it to the scale with anhydrous fermentation, shake it, and measure the absorbance at the wavelength of 353nm by UV-visible spectrophotometry (General rule 0401); another appropriate amount of nitrendipine reference substance was accurately weighed, dissolved and quantitatively diluted with absolute ethanol to prepare a solution containing about 20ug per 1 ml, which was determined and calculated by the same method.
category
Same as nitrendipine.
specification
lOmg
storage
light shielding, sealed storage.
Last Update：2022-01-01 11:42:50
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Product Name: Lercanidipine Impurity 13 Visit Supplier Webpage Request for quotationCAS: 39562-70-4
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
Product Name: Nitrendipine Request for quotation
CAS: 39562-70-4
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
CAS: 39562-70-4
Tel: 0086-551-65418684
Email: sales@tnjchem.com
info@tnjchem.com
Mobile: 0086 189 4982 3763
QQ: 2881500840
Wechat: 0086 189 4982 3763
WhatsApp: 0086 189 4982 3763
Product List: View Catalog
Multiple SpecificationsSpot supply
Product Name: Nitrendipine Visit Supplier Webpage Request for quotationCAS: 39562-70-4
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
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