2,6-Dichloro-3-nitro-4-aminopyridine

Bezeichnung:2,6-Dichloro-3-nitro-4-aminopyridine

CAS-Nr2897-43-0

Englisch Name:2,6-Dichloro-3-nitro-4-aminopyridine

CBNumberCB71076007

SummenformelC5H3Cl2N3O2

Molgewicht208

MOL-Datei2897-43-0.mol

2,6-Dichloro-3-nitro-4-aminopyridine physikalisch-chemischer Eigenschaften

Schmelzpunkt	148-150°C
Siedepunkt	426.6±40.0 °C(Predicted)
Dichte	1.723
storage temp.	Keep in dark place,Inert atmosphere,2-8°C
Löslichkeit	soluble in Chloroform, Methanol
Aggregatzustand	powder
pka	-3.65±0.50(Predicted)
Farbe	Light yellow to light beige
InChI	InChI=1S/C5H3Cl2N3O2/c6-3-1-2(8)4(10(11)12)5(7)9-3/h1H,(H2,8,9)
InChIKey	KJVKGYRFRFXCQQ-UHFFFAOYSA-N
SMILES	C1(Cl)=NC(Cl)=CC(N)=C1[N+]([O-])=O

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36
S-Sätze:	26
HS Code	2933399990

Gefahreninformationscode (GHS)

2,6-Dichloro-3-nitro-4-aminopyridine Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
Light Yellow to Beige Solid
Verwenden
2,6-DICHLORO-3-NITRO-4-AMINOPYRIDINE is a synthetic compound that inhibits tyrosine kinases. It is an isomer of 2,6-Dichloropyridine and has been shown to inhibit the growth of lymphoma cells in vitro. 2,6-DICHLORO-3-NITRO-4-AMINOPYRIDINE has three substitutions on the pyridine ring as compared to 2,6-Dichloropyridine. The substitutions are thought to be responsible for the increased hydrophilic properties of this compound. This may lead to increased cellular uptake and better bioavailability.
Synthese

2587-03-3

2897-43-0

2,6-Dichloro-4-nitroaminopyridine (CAS: 2587-03-3, 1.66 g, 7.98 mmol) was used as a raw material, which was slowly added to 11 mL of concentrated sulfuric acid and stirred until completely dissolved. The reaction mixture was heated on a steam bath for 30 min. Upon completion of the reaction, the solution was cooled to room temperature and slowly poured into 28 g of crushed ice, which immediately formed a brown precipitate. The mixture was further cooled in an ice bath and the pH was adjusted dropwise to 7 by adding concentrated ammonium hydroxide solution.Subsequently, the reaction slurry was allowed to stand at -10 °C overnight. On the following day, the precipitate was collected by filtration through a Büchner funnel, washed thoroughly with pre-cooled deionized water and finally dried in a vacuum drying oven to afford the target product 4-amino-2,6-dichloro-3-nitropyridine (1.30 g, 78% yield) as a light tan solid.
Einzelnachweise
[1] Bioorganic and Medicinal Chemistry, 2008, vol. 16, # 3, p. 1511 - 1530
[2] Patent: WO2006/13195, 2006, A1. Location in patent: Page/Page column 44
[3] Patent: US2012/289497, 2012, A1. Location in patent: Page/Page column 51; 53
[4] Patent: EP2524917, 2012, A1. Location in patent: Page/Page column 58-60
[5] Patent: WO2017/216293, 2017, A1. Location in patent: Page/Page column 67

2,6-Dichloro-3-nitro-4-aminopyridine Upstream-Materialien And Downstream Produkte

2,6-Dichloro-3-nitro-4-aminopyridine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

2897-43-0, 2,6-Dichloro-3-nitro-4-aminopyridine Verwandte Suche:

Send Inquriy