5-Chloruracil

Bezeichnung:5-Chloruracil

CAS-Nr1820-81-1

Englisch Name:5-Chlorouracil

CBNumberCB6216858

SummenformelC4H3ClN2O2

Molgewicht146.53

MOL-Datei1820-81-1.mol

Synonyma

5-Chloruracil

5-Chloruracil physikalisch-chemischer Eigenschaften

Schmelzpunkt	>300 °C (lit.)
Dichte	1.6838 (rough estimate)
Brechungsindex	1.6550 (estimate)
storage temp.	2-8°C
Löslichkeit	1 M NH4OH: soluble50mg/mL
pka	6.77±0.10(Predicted)
Aggregatzustand	Solid
Farbe	White to Off-White
Wasserlöslichkeit	2.501g/L(25 ºC)
BRN	127173
InChI	InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
InChIKey	ZFTBZKVVGZNMJR-UHFFFAOYSA-N
SMILES	C1(=O)NC=C(Cl)C(=O)N1
CAS Datenbank	1820-81-1(CAS DataBase Reference)
EPA chemische Informationen	5-Chlorouracil (1820-81-1)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-36-26
WGK Germany	3
RTECS-Nr.	YQ9410000
HS Code	29335995

Gefahreninformationscode (GHS)

5-Chlorouracil Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Beschreibung
5-Chlorouracil (5-CU) may have advantages for the inhibition of undesired fibroblast proliferation taking place after surgery for glaucoma and results in filtration failure. A comparison of 5-CU and 5-fluorouracil (5-FU) cytotoxicity shows that 5-CU is approximately 1000 times less toxic to nonproliferative cells while maintaining good antimitotic activity. In addition, 5-CU induces apoptotic-controlled cell death, whereas the influence of 5-FU is by apoptonecrosis. The 5-CU apoptotic mechanism is driven mainly by the nuclear translocation of AIF and activation of the LEI/L-DNase II pathways, which are caspase-independent. In conclusion, even though 5-CU is a weaker antiproliferating agent than 5-FU, its reduced toxic side effects on the epithelium and sclera allow for its enhanced efficacy and extended reduction of IOP after filtering surgery for glaucoma. 5-CU is an effective mutagen, clastogen and toxicant, and an effective inducer of sister-chromatid exchange, and is not as sensitive to ionizing radiation as other thymine analogues[1].
Chemische Eigenschaften
white to light beige crystalline powder
Verwenden
5-Chlorouracil was used as a control in resazurin-based cytotoxicity assay for screening of cytotoxicity in hepatocytes and liver cell lines.
Verwenden
5-Chlorouracil can be used for the experimental and clinical treatment of neoplastic and viral diseases.
Definition
ChEBI: An organochlorine compound consisting of uracil having an chloro substituent at the 5-position. It is functionally related to a uracil.
Allgemeine Beschreibung
The shape resonance spectra of 5-chlorouracil, obtained from fixed-nuclei elastic scattering calculations by the Schwinger multichannel method with pseudopotentials, was studied.
läuterung methode
It recrystallises from hot H2O (4g/500mL) using charcoal. [McOmie et al. J Chem Soc 3478 1955, West & Barrett J Am Chem Soc 76 3146 1954, Beilstein 24 III/IV 1231.]
Einzelnachweise
[1] Marianne Berdugo Polak. “Controlled delivery of 5-chlorouracil using poly(ortho esters) in filtering surgery for glaucoma.” Investigative ophthalmology & visual science (2008): 2993–3003.

5-Chlorouracil Upstream-Materialien And Downstream Produkte

5-Chloruracil Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1820-81-1, 5-Chlorouracil Verwandte Suche:

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