Nicorandil

Nicorandil Struktur
65141-46-0
CAS-Nr.
65141-46-0
Bezeichnung:
Nicorandil
Englisch Name:
Nicorandil
Synonyma:
2-[(Pyridin-3-ylcarbonyl)amino]ethyl nitrate, N-[2-(Nitroxy)ethyl]pyridine-3-carboxamide;SG-75;Dancor;IKOREL;Zynicor;SIGMART;ADANCOR;Nicordil;PERISALOL;Nicorandi
CBNumber:
CB1291140
Summenformel:
C8H9N3O4
Molgewicht:
211.17
MOL-Datei:
65141-46-0.mol

Nicorandil Eigenschaften

Schmelzpunkt:
92°C
Siedepunkt:
350.85°C (rough estimate)
Dichte
1.4271 (rough estimate)
Brechungsindex
1.7400 (estimate)
RTECS-Nr.
US4667600
storage temp. 
2-8°C
Löslichkeit
DMSO: >10mg/mL
pka
12.70±0.46(Predicted)
Aggregatzustand
powder
Farbe
white to off-white
Merck 
14,6521
CAS Datenbank
65141-46-0
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn
R-Sätze: 22-41
S-Sätze: 26-39
WGK Germany  3
HS Code  29333990
Toxizität LD50 in rats (mg/kg): 1200-1300 orally; 800-1000 i.v. (Nagano)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H242 Erwärmung kann Brand verursachen. Organische Peroxide Typen C & D Achtung
Warnung
GHS hazard pictogramssrc="/GHS02.jpg" width="20" height="20" /> P210, P220, P234, P280, P370+P378,P403+P235, P411, P420, P501
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P210 Von Hitze, heißen Oberflächen, Funken, offenen Flammen und anderen Zündquellenarten fernhalten. Nicht rauchen.
P235 Kühl halten
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P370+P378 Bei Brand: zum Löschen verwenden.
P410 Vor Sonnenbestrahlung schützen.

Nicorandil Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

Nicorandil is N-(2-hydroxyethyl)-nicotinamide nitrate (ester). It is a white crystalline powder or white needles with a faint, characteristic odour. It is freely soluble in methanol, ethanol, acetone or glacial acetic acid, slightly soluble in chloroform or water, almost insoluble in ether or benzene. Melting point 88.5-93.5 ℃. Acute toxicity LD50 rat (mg/kg): 1200-1300 orally, 800-1000 intravenously.

Verwenden

Nicorandil is a vasodilator used for the prophylaxis and treatment of angina. This medication widens blood vessels thus increasing the blood and oxygen flow to the heart. It is not currently available in the US.
Nicorandil is a nitric oxide donor and ATP-sensitive potassium channel opener. A study showed that Nicorandil is able to protect against stress-induced cell death in dystrophin-deficient cardiomyocytes and also preserve cardiac function in the mdx mouse heart subjected to ischemia and reperfusion injury.

synthetische

Nicorandil is obtained by treating nicotinic acid chloride hydrochloride with nitro-oxy-ethyl-amine nitrate in an organic solvent.
synthesis of Nicorandil
Nicorandil was synthesized from 2-aminoethanol by a four step process. In order to protect the amino group during nitration, 2-aminoethanol was first treated with phthalic anhydride. The amide formed was then nitrated using a nitrating mixture and was subsequently deprotected by reacting with hydrazine hydrate. The 2- nitroxyethylamine obtained was condensed with nicotinoyl chloride in pyridine. Treatment with aqueous sodium bicarbonate solution gave nicorandil as free base.
synthesis of Nicorandil

Definition

ChEBI: Nicorandil is a pyrimidinecarboxamide that is nicotinamide in which one of the hydrogens attached to the carboxamide nitrogen is replaced by a 2-(nitrooxy)ethyl group. It has both nitrate-like and ATP-sensitive potassium channel activator properties, and is used for the prevention and treatment of angina pectoris. It has a role as a vasodilator agent and a potassium channel opener. It is a pyridinecarboxamide and a nitrate ester. It derives from a nicotinamide.

Biochem/physiol Actions

Nicorandil is a hybrid ATP-sensitive K+ (KATP) channel opener and nicotinamide nitrate NO donor. Nicorandil selectively activates SUR2B- versus SUR2A-containing KATP channels. It enhances endothelial NO synthase expression and protects against ischemic ventricular arrhythmias. By activating potassium channels, and donating nitric oxide to activate the enzyme guanylate cyclase, Nicorandil causes activation of GMP leading to both arterial and venous vasodilatation. Nicorandil is selective for vascular potassium channels, but has no significant action on cardiac contractility and conduction.

Clinical Use

Nicorandil is used for the prevention and treatment of chronic stable angina. It is usually used when angina becomes difficult to control by other drugs and is given as an additional treatment.

Mode of action

The coronary vasodilating activity of nicorandil is considered to be the consequence of the increasing cyclic GMP production by stimulating guanylyl cyclase in the coronary vascular smooth muscle, similar to other nitrates/nitrites (in vitro). In addition, other mechanisms such as hyperpolarization of the cell membrane were investigated concerning its coronary blood flowincreasing and coronary vasospasmolytic effects.
The vasorelaxant effect of nicorandil in isolated blood vessels is suppressed by an ATP-sensitive K channel blocker or a guanylate cyclase inhibitor. Moreover, in a canine model of acute heart failure, the cardiac haemodynamics-improving effect of the drug (e.g. effect of increasing the aortic blood flow) was suppressed by an ATP-sensitive K channel blocker. Furthermore, the drug caused an increase in the cGMP content in isolated blood vessels. These facts suggest that the vasodilating effect of the drug is related to the effect of opening the ATP-sensitive K channel, as well as to the effect of increasing production of cGMP.

Nicorandil Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Nicorandil Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 429)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Yanxi Chemical Co., Ltd.
+8617531190177
peter@yan-xi.com China 5993 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21695 55
Shanghai Time Chemicals CO., Ltd.
+86-021-57951555 +8617317452075
jack.li@time-chemicals.com China 1807 55
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282
alice@crovellbio.com China 8822 58
Hubei xin bonus chemical co. LTD
86-13657291602
linda@hubeijusheng.com CHINA 22968 58
Shandong chuangyingchemical Co., Ltd.
18853181302
sale@chuangyingchem.com CHINA 5909 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873
sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427
sales@conier.com China 47465 58
Xi'an Yutbon Pharmaceutical Technology Co., Ltd
029-81140587 +8618717328141
sales@yutbon.com China 437 58

65141-46-0(Nicorandil)Verwandte Suche:


  • n-[2-(nitroxy)ethyl]-3-pyridinecarboxamide
  • N-[2-(NITROOXY)ETHYL]-3-PYRIDINECARBOXAMIDE
  • 3-Pyridinecarboxamide, N-[2-(nitrooxy)ethyl]-
  • SG-75
  • Dancor
  • Nitric acid 2-nicotinoylaminoethyl ester
  • 2-(pyridin-3-ylcarbonylamino)ethyl nitrate
  • 2-(pyridine-3-carbonylamino)ethyl nitrate
  • nitric acid 2-(pyridine-3-carbonylamino)ethyl ester
  • N-(2-Hydroxyethyl)nieotimmide nitrate(ester)
  • 2-(pyridin-3-ylforMaMido)ethyl nitrate
  • Nicorandil(Ikorel)
  • N-(2-Nitrooxyethyl)nicotinaMide
  • 2-(Pyridine-3-carboxamido)ethyl Nitrate N-[2-(Nitrooxy)ethyl]pyridine-3-carboxamide
  • Zynicor
  • NICORANDIL
  • PERISALOL
  • SIGMART
  • N-[2-Hydroxyethyl] nicotinamide nitrate
  • Adancor, Ikorel, Perisalol, Sigmart
  • IKOREL
  • ADANCOR
  • 2-nicotinamidoethylnitrate
  • n-(2-(nitrooxy)ethyl)-3-pyridinecarboxamid
  • n-(2-hydroxyethyl)nicotinamidenitrate(ester)
  • Nicorandil, 98%, a potassium channel activator
  • 2-[(3-pyridinylcarbonyl)amino]ethyl nitrate
  • Nicorandil>
  • Nicorandil CRS
  • 2-(Pyridine-3-carboxamido)ethyl Nitrate
  • N-[2-(Nitrooxy)ethyl]pyridine-3-carboxamide
  • Nicorandil USP/EP/BP
  • Nicorandil (SG-75)
  • Nicorandil, ≥98% (HPLC)
  • NicorandilQ: What is Nicorandil Q: What is the CAS Number of Nicorandil Q: What is the storage condition of Nicorandil Q: What are the applications of Nicorandil
  • 2-[(Pyridin-3-ylcarbonyl)amino]ethyl nitrate, N-[2-(Nitroxy)ethyl]pyridine-3-carboxamide
  • Nicorandil Impurity 45
  • Nicordil
  • Nicorandil IP/BP
  • Nicorandi
  • Nicorandil, ≥ 98.0%
  • Nicorandil CAS
  • 65141-46-0
  • Pharmaceutical
  • Ikorel
  • reagent
  • Cardiovascular APIs
  • Potassium channel
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Aromatics
  • Heterocycles
  • 65141-46-0
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