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1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester

Nifedipine Struktur
21829-25-4
CAS-Nr.
21829-25-4
Bezeichnung:
1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester
Englisch Name:
Nifedipine
Synonyma:
diMethyl 2,6-diMethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate;Procardia;ADALAT;Nifedipin;Nifidepine;Benidipine Impurity A;Nisoldipine Impurity A;Orix;Anifed;Oxcord
CBNumber:
CB6260129
Summenformel:
C17H18N2O6
Molgewicht:
346.33
MOL-Datei:
21829-25-4.mol

1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester Eigenschaften

Schmelzpunkt:
171-175 °C
Siedepunkt:
481.08°C (rough estimate)
Dichte
1.2109 (rough estimate)
Brechungsindex
1.5486 (estimate)
storage temp. 
2-8°C
L?slichkeit
DMSO: soluble
Aggregatzustand
powder
pka
pKa -0.9/>13(DMF,t undefined) (Uncertain)
Farbe
yellow
Wasserl?slichkeit
<0.1 g/100 mL at 19.5 ºC
Merck 
14,6528
Henry's Law Constant
1.4×108 mol/(m3Pa) at 25℃, HSDB (2015)
BCS Class
2
Stabilit?t:
Stable for 1 year from date of purchase as supplied. Solutions are not stable and must be used within one working day.
Kosmetik-Inhaltsstoffe Funktionen
ANTIOXIDANT
InChI
1S/C17H18N2O6/c1-9-13(16(20)24-3)15(14(10(2)18-9)17(21)25-4)11-7-5-6-8-12(11)19(22)23/h5-8,15,18H,1-4H3
InChIKey
CYCWGQFQPAYBHG-UHFFFAOYSA-N
SMILES
COC(=O)C1=C(C)NC(C)=C(C1c2ccccc2[N+]([O-])=O)C(=O)OC
CAS Datenbank
21829-25-4(CAS DataBase Reference)
NIST chemische Informationen
Nifedipine(21829-25-4)
EPA chemische Informationen
Dimethyl 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylate (21829-25-4)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 22-36/37/38
S-S?tze: 26-36
WGK Germany  1
RTECS-Nr. US7975000
HazardClass  IRRITANT
HS Code  29333990
Speicherklasse 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Giftige Stoffe Daten 21829-25-4(Hazardous Substances Data)
Toxizit?t LD50 in mice, rats (mg/kg): 494, 1022 orally; 4.2, 15.5 i.v. (Vater)
Bildanzeige (GHS) Exclamation Mark (GHS07)
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung P264, P270, P301+P312, P330, P501
Sicherheit

1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R22:Gesundheitssch?dlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.

Chemische Eigenschaften

Yellow Crystalline Solid

Verwenden

Nifedipine is used for preventing and relieving angina pectoris attacks, for hypertension, and as an ingredient in combination therapy for chronic cardiac insufficiency.

Weltgesundheitsorganisation (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.

Allgemeine Beschreibung

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.

Air & Water Reaktionen

Aqueous solutions are very sensitive to light. . Insoluble in water.

Reaktivit?t anzeigen

Nifedipine is sensitive to light.

Brandgefahr

Flash point data for Nifedipine are not available; however, Nifedipine is probably combustible.

Biologische Aktivit?t

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.

Clinical Use

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.

1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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21829-25-4(1,4-Dihydro-2,6-dimethyl-4-(2-ni-trophenyl)-3,5-pyridindicarbon-s?ure-dimethylester)Verwandte Suche:


  • 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
  • 1,4-dihydro-2,6-diMethyl-4-(2-nitrophenyl)pyridine-3,5-dicarboxylate
  • ALDIPIN ANIFED
  • ADALATE
  • 4-(2'-NITROPHENYL)-2,6-DIMETHYL-3,5-DICARBOMETHOXY-1,4-DIHYDROPYRIDINE
  • BAY A 1040
  • dimethyl 1,4-dihydro-2,6-dimethyl-4-(2'-nitrophenyl)-3,5-pyridinedicarboxylate
  • CITILAT
  • NIFELAT
  • NIFEDIPINE
  • NIFEDIPINE DDP
  • NIFEDIPINE ASSAY STANDARD BP(CRM STANDARD)
  • NIFEDIPINE BP STANDARD(CRM STANDARD)
  • NIFEDIPINE EPN(CRM STANDARD)
  • NIFEDIPINE MM(CRM STANDARD)
  • NIFEDIPINE REFERENCE SPECTRUM EPY(CRM STANDARD)
  • NIFEDIPINE USP(CRM STANDARD)
  • 1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLIC ACID DIMETHYL ESTER
  • Anifed
  • Nifedipine, Micronized, USP
  • 3,5-diMethyl 2,6-diMethyl-4-(2-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  • Nifedipine, Adalat, Nifediac, Cordipin, Nifedical, Procardia
  • Nifedipine 5GR
  • NitedipineAdalat
  • Nifedipine-d4
  • NifedipineNIFEDIPINE
    CAS:21829-25-4
    PHARMA-0503
  • 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-3,5-pyridinedicarboxylicaciddime
  • 3,5-Pyridinedicarboxylic acid, 1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-, dimethyl ester
  • 4-(2’-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridin-3,5-dicarbonsaeuredimethy
  • 5-pyridinedicarboxylicacid,1,4-dihydro-2,6-dimethyl-4-(2-nitrophenyl)-dim
  • Adalat CC
  • bay1040
  • corinfar
  • Dimethyl 1,4-dihydro-2,6-dimethyl-4-(o-nitrophenyl)-3,5-pyridinedicarboxylate
  • Dimethyl 2,6-dimethyl-4-(2-nitrophenyl)-1,4-dihydro-3,5-pyridinedicarboxylate
  • Dimethyl 4-(2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate
  • dimethyl1,4-dihydro-2,6-dimethyl-4-(2’-nitrophenyl)-3,5-pyridinedicarboxylat
  • fenihidin
  • fenihidine
  • Hexadilat
  • Introcar
  • Kordafen
  • Methyl (4-(2-nitrophenyl)-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate)
  • Nifedicor
  • Nifedin
  • nifedipine(uspgrade)
  • Nifelan
  • Nifensar XL
  • Orix
  • Oxcord
  • Pidilat
  • Procardia XL
  • Sepamit
  • Tibricol
  • Zenusin
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