- Product Name:
- 1,4-Dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl
- Nifedipine,1,4-Dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylic acid dimethyl ester
- Nifedipine (125 mg)
- Niter benzene horizontal
- ALDIPIN ANIFED
- Product Categories:
- Isotopically Labeled Pharmaceutical Reference Standard
- Pharmaceutical intermediate
- Calcium channel
- Intermediates & Fine Chemicals
- Dihydropyridine Class Chemicals
- Functional Materials
- Photopolymerization Initiators
- Active Pharmaceutical Ingredients
- Cardiovascular APIs
- Cardiovascular Drugs
- Ion Channels
- Mol File:
Nifedipine Chemical Properties
- Melting point:
- 171-175 °C
- Boiling point:
- 481.08°C (rough estimate)
- 1.2109 (rough estimate)
- refractive index
- 1.5486 (estimate)
- storage temp.
- DMSO: soluble
- pKa -0.9/>13(DMF,t undefined) (Uncertain)
- Water Solubility
- <0.1 g/100 mL at 19.5 ºC
- CAS DataBase Reference
- 21829-25-4(CAS DataBase Reference)
- NIST Chemistry Reference
- EPA Substance Registry System
- Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate (21829-25-4)
Nifedipine Usage And Synthesis
Nifedipine is a kind of dihydropyridine calcium antagonists, it can inhibit the Ca2 + uptake of cardiac and vascular smooth muscles, and it can expand the coronary artery , increase coronary blood flow,and improve myocardial ischemic tolerance, at the same time, it can expand peripheral arteries and reduce peripheral vascular resistance,and relieve coronary artery spasm, and increase coronary blood flow, improve myocardial ischemia,in order to decrease the blood pressure. Small doses do not affect blood pressure, when expanding coronary artery ,it is a better anti-angina drug .It is used for the prevention and treatment of angina pectoris,with no adverse effects on respiratory function, its efficacy is best particularly for angina pectoris coronary spasm and obstructive airway disease with angina , its efficacy is superior to β-blockers.It is also applied to all types of high blood pressure, including severe and resistant hypertension. Treatment of refractory congestive heart failure may be taking this long. It is also used for the treatment of primary pulmonary hypertension, diffuse esophageal spasm and bronchial asthma, duodenal ulcers, urinary tract obstruction, exercise-induced asthma, achalasia.
Nifedipine has a certain selectivity on vascular smooth muscles , the direct negative inotropic effect and denaturation effect on the heart are weak, systemic administration of it does not cause the heart rate slowing down ,on the contrary, the heart rate performances reflected increase.
The above information is edited by the chemicalbook of Tian Ye.
Yellow crystals. Melting point 172-174 ℃. Soluble in acetone, chloroform, ethyl acetate, dissolved in hot methanol, insoluble in water. It easily deteriorates in case of light.
Long-term coronary vasodilators. This product can increase coronary blood flow, reducing myocardial oxygen consumption.it is used for acute and chronic coronary insufficiency,especially the angina and myocardial infarction.
O-nitrobenzaldehyde, methyl acetoacetate, methanol, ammonia are refluxed together , then froze , crystallize,after filtration, nifedipine crude is obtained . The crude product is recrystallized through methanol .then the product is derived , yield rate is 50%.
Oral-rat LD50: 1022 mg/kg; Oral-Mouse LD50: 310 mg/kg.
Flammability and hazard characteristics
Combustion produces toxic fumes of nitrogen oxides; medicinal side effects: low blood pressure, cardiac disease, local blood flow disease, high blood sugar, psychosis.
Ventilated , low-temperature, drying; and it is kept separately from food raw materials warehouse.
Dry powder, foam, sand, carbon dioxide, water spray.
Yellow Crystalline Solid
Used as an antihypertensive and antianginal. A dihydorpyridine calcium channel blocker
Nifedipine is used for preventing and relieving angina pectoris attacks, for hypertension, and as an ingredient in combination therapy for chronic cardiac insufficiency.
For the management of vasospastic angina, chronic stable angina, hypertension, and Raynaud's phenomenon. May be used as a first line agent for left ventricular hypertrophy and isolated systolic hypertension (long-acting agents).
45 grams 2-nitrobenzaldehyde, 80 cc acetoacetic acid methyl ester, 75 cc methanol and 32 cc ammonia are heated under reflux for several hours, filtered off, cooled and, after suction-filtration, 75 grams of yellow crystals of MP 172° to 174°C are obtained, according to US Patent 3,485,847.
Adalat (Bayer); Afeditab (Watson);Procardia (Pfizer).
World Health Organization (WHO)
Nifedipine is a dihydropyridine calcium channel blocker. It is listed in the WHO Model List of Essential Drugs. The 10mg tablet is retained on the list for short-term treatment of hypertension. Sustained-release preparations are advised for long-term treatment.
Nifedipine, 1,4-dihydro-2, 6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate dimethyl ester(Adalat, Procardia), is a dihydropyridine derivative thatbears no structural resemblance to the other calcium antagonists.It is not a nitrate, but its nitro group is essential for itsantianginal effect. As a class, the dihydropyridines possessa central pyridine ring that is partially saturated. To this, positions2 and 6 are substituted with an alkyl group that mayplay a role in the agent’s duration of action. In addition, positions3 and 5 are carboxylic groups that must be protectedwith an ester functional group. Depending on the type ofester used at these sites, the agent can be distributed to variousparts of the body. Finally, position 4 requires an aromaticsubstitution possessing an electron-withdrawinggroup (i.e., Cl or NO2) in the ortho and/or meta position.
Odorless yellow crystals or powder. Tasteless.
Air & Water Reactions
Aqueous solutions are very sensitive to light. . Insoluble in water.
Nifedipine is sensitive to light.
Flash point data for Nifedipine are not available; however, Nifedipine is probably combustible.
L-type calcium channel blocker.
Mechanism of action
Nifedipin causes relaxation of smooth musculature, dilation of coronary and peripheral arteries, and reduction of peripheral resistance and arterial blood pressure, and enhances oxygen supply to the heart.
The prototype of this class, nifedipine, has potent peripheralvasodilatory properties. It inhibits the voltage-dependentcalcium channel in the vascular smooth muscle but has littleor no direct depressant effect on the SA or AV nodes, eventhough it inhibits calcium current in normal and isolated cardiactissues. Nifedipine is more effective in patients whoseanginal episodes are caused by coronary vasospasm and isused in the treatment of vasospastic angina as well as classicangina pectoris. Because of its strong vasodilatory properties,it is used in selected patients to treat hypertension.
Nifedipine, dimethyl ether 1,4-dihydro-2,6-dimethyl-4-(2′-nitrophenyl)-3,5- piridindicarboxylic acid (19.3.16), is synthesized by a Hantsch synthesis from two molecules of a β-dicarbonyl compound—methyl acetoacetate, using as the aldehyde component— 2-nitrobenzaldehyde and ammonia. The sequence of the intermediate stages of synthesis has not been completely established.
- 010-82848833- ;010-82848833-
- Benidipine Impurity 6
- Benidipine Impurity 22
- Benidipine Impurity
- Benidipine Impurity 23
- Benidipine Impurity 15
- 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic Acid 3-Methyl Ester
- bis(1-benzylpiperidin-3-yl) 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
- Butanoic acid, 3-oxo-, 1-(phenylmethyl)-3-piperidinyl ester
- Benidipine Impurity 8 (Nifedipine Impurity 5)
- Methyl 3-nitrobenzylideneacetoacetate
- Benidipine Impurity 21
- dimethyl 2,6-dimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarb oxylate