Capecitabine

Capecitabine Struktur
154361-50-9
CAS-Nr.
154361-50-9
Englisch Name:
Capecitabine
Synonyma:
XELODA;Capcitabine;Capecitibine;Capecitabines CAS 154361-50-9;CS-1964;Captabin;RO-9-1978;Ro 09-1978;Chi Pei he;capitabine
CBNumber:
CB1324457
Summenformel:
C15H22FN3O6
Molgewicht:
359.35
MOL-Datei:
154361-50-9.mol

Capecitabine Eigenschaften

Schmelzpunkt:
110-121°C
Dichte
1.49±0.1 g/cm3(Predicted)
Flammpunkt:
87℃
storage temp. 
2-8°C
Löslichkeit
H2O: soluble10mg/mL, clear (warmed)
Aggregatzustand
powder
pka
5.41±0.40(Predicted)
Farbe
white to beige
Merck 
14,1754
InChIKey
GAGWJHPBXLXJQN-UORFTKCHSA-N
SMILES
C[C@H]1O[C@@H](N2C=C(F)C(NC(OCCCCC)=O)=NC2=O)[C@H](O)[C@@H]1O
CAS Datenbank
154361-50-9(CAS DataBase Reference)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher T
R-Sätze: 45-60-61-68
S-Sätze: 53-22-36/37-45
WGK Germany  3
RTECS-Nr. HA3852500
HS Code  29349990
Giftige Stoffe Daten 154361-50-9(Hazardous Substances Data)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H341 Kann vermutlich genetische Defekte verursachen. Keimzellmutagenität Kategorie 2 Warnung P201,P202, P281, P308+P313, P405,P501
H350 Kann Krebs verursachen. Karzinogenität Kategorie 1A Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Capecitabine Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Capecitabine is a new oral fluoropyrimidine carbamate for patients with advanced neoplastic disease, approved as Xeloda for the treatment of refractory metastatic breast cancer after failure on Paclitaxel and an anthracycline-based chemotherapy regimen ; it is a prodrug of doxifluridine (5-fluorouracil ; 5-FU) activated by a cascade of 3 enzymes concentrated in human liver and cancer tissue, resulting in the selective release of 5-FU at the tumor site and offering a prolonged tumour exposure to 5-FU. Oral Capecitabine passes intact through the intestinal mucosa, is converted first by carboxylesterase to 5'-deoxy-5- fluorocytidine in the liver, then by cytidine deaminase to 5'-deoxy-5-fluorouridine in the liver and tumour tissues and finally by thymidine phosphorylase to 5-FU in tumors. Therefore, Xeloda is much safer and more effective than 5-FU (for example, in the HCT116 human colon cancer and the MX-1 breast cancer xenograft .models).

Chemische Eigenschaften

Colourless solid

Verwenden

Capecitabine is an antineoplastic agent. Capecitabine is a prodrug of Doxifluridine (D556750).

Definition

ChEBI: A carbamate ester that is cytidine in which the hydrogen at position 5 is replaced by fluorine and in which the amino group attached to position 4 is converted to its N-(penyloxy)carbonyl derivative. Capecitabine is a antineoplastic agen used in the treatment of cancers.

Allgemeine Beschreibung

The drug is available in a 150- and 500-mg tablets for oraluse. This drug is a fluoropyrimidine carbamate prodrugform of 5-fluorouracil (5-FU). It is used to treat breast cancerand colorectal cancer. The drug is converted to 5-FU bythe enzyme thymidine phosphorylase following esterase activity to hydrolyze the carbamate moiety and deamination.Capecitabine is readily absorbed by the GI tract, and peakplasma levels of 5-FU occur about 2 hours after oral administration.Indications, drug interactions, and toxicities areequivalent to those of 5-FU.

Clinical Use

Capecitabine is indicated for use as first-line therapy in patients with colorectal cancer. It also is used alone or in combination with docetaxel in patients with metastatic breast cancer who have experienced disease progression or recurrence after anthracycline therapy. Given b.i.d. in tablet form, the total daily dose is calculated based on patient body surface area and is taken 30 minutes after eating to avoid food-induced decreases in absorption. In addition to bone marrow suppression, nausea, and vomiting, the drug can induce severe diarrhea and a potentially disabling disorder termed “hand-and-foot syndrome” (palmar-plantar erythrodysethesia). Capecitabine inhibits CYP2C9 and, along with competition for serum protein binding sites, results in clinically significant drug–drug interactions with both warfarin and phenytoin.

Stoffwechsel

Although capecitabine is a carbamylated analogue of cytidine , the drug actually is another 5-fluoro-dUMP prodrug. Given orally, it is extensively metabolized to fluorouracil, which is then converted to the active fluorinated deoxyribonucleotide as previously described. Thymidine phosphorylase, an enzyme involved in this biotransformation, is much more active in tumors than in normal tissue, which improves the tumor-selective generation of fluorouracil. Levels of active drug in the tumor can be up to 3.5-fold higher than in surrounding tissue, leading to a lower incidence of side effects compared to fluorouracil therapy. Because capecitabine is biotransformed to fluorouracil, it follows the same catabolic and elimination pathways reported for 5-fluorouracil.

Capecitabine Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Capecitabine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 884)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
SHANDONG BOYUAN PHARMACEUTICAL CO., LTD.
+86-0531-69954981 +8615666777973
dwyane.wang@boyuanpharm.com China 211 58
AFINE CHEMICALS LIMITED
0571-85134551
info@afinechem.com CHINA 15377 58
Sinoway Industrial co., ltd.
0592-5800732; +8613806035118
xie@china-sinoway.com China 992 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638
sales@sdperfect.com China 294 58
Henan Bao Enluo International TradeCo.,LTD
+86-17331933971 +86-17331933971
deasea125996@gmail.com China 2503 58
Shanghai Affida new material science and technology center
+undefined15081010295
2691956269@qq.com China 359 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+86-13474506593 +86-13474506593
sarah@tnjone.com China 794 58
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806
sales@capotchem.com China 29797 60
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497
sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21695 55

154361-50-9()Verwandte Suche:


  • 5'-DEOXY-5-FLUOROCYTISINE
  • 5'-DEOXY-5-FLUORO-N-[(PENTYLOXY)CARBONYL]CYTIDINE
  • Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydr
  • RO-9-1978
  • pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate
  • CAPECITABINE
  • Cpecitabine
  • 5Deoxy-5-fluoro-N-[(pentyloxy)carbonyl]cytidine, Ro-9-1978, Xeloda
  • Cytidine, 5'-deoxy-5-fluoro-N-[(pentyloxy)carbonyl]-
  • 5''-Deoxy-5-fluoro-N4-(pentyloxycarbonyl)cytidine
  • Capecitabine Pentyl [1-(3,4-dihydroxy-5-methyl-oxolan-2-yl)-5-fluoro-2-oxo-pyrimidin-4-yl]aminoformate
  • Capecitabine, >=98%
  • Ro 09-1978
  • Ro 09-1978/000
  • 5''-DEOXY-5-FLUORO-N-[(PENTYLOXY)CARBONYL]CYTIDINE (CAPECITABINE)
  • Capecitabine (200 mg)
  • Capecitabine(Xeloda)
  • Capecitabine, USP
  • pentyl N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxyMethyl)oxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyriMidin-4-yl}carbaMate
  • Pentyl 1-((2R,3R,4S,5R)-3,4-dihydroxy-5-Methyl-tetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropyriMidin-4-ylcarbaMate
  • [1-(5-Deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4-pyriMidinyl] carbaMic Acid Pentyl Ester
  • Capecytabine
  • Captabin
  • Cpecitabine(Xeloda)
  • Pentyl (1-((2R,3R,4S,5R)-3,4-dihydroxy-5-methyltetrahydrofuran-2-yl)-5-fluoro-2-oxo-1,2-dihydropy
  • Capecitalbine
  • Chi Pei he
  • CS-1964
  • (158798-73-3) capecitabine
  • pentyl N-{1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-methyloxolan-2-yl]-5-fluoro-2-oxo-1,2-dihydropyrimidin-4-yl}carbamate
  • Capecitabine*( CEP available)
  • Capecitabine Ready Made Solution
  • Capecitabine(CEP)
  • Capecitabine >
  • Capecitabine impurity B CRS
  • Capecitabine impurity D CRS
  • Capecitabine CRS
  • [2H8]-Capecitabine
  • Capecitabines
  • Capecitabine USP/EP/BP
  • Capecitabine (API)
  • CapacitabineAPI&intermediates
  • Pentyl1-(5-deoxy-β-D-ribofuranosyl)-5-fluoro-1,2-dihydro-2-oxo-4pyrimidinecarbamate
  • Nucleoside medications
  • capitabine
  • Capecitabine (Y0001642)
  • CapecitabineQ: What is Capecitabine Q: What is the CAS Number of Capecitabine Q: What is the storage condition of Capecitabine Q: What are the applications of Capecitabine
  • Capecitabine (1090706)
  • Capcitabine
  • XELODA
  • Capecitibine
  • Capecitabines CAS 154361-50-9
  • 3-Pyridinol,12-(aminomethyl)-
  • 1H-Inden-2-ol,1-amino-2,3-dihydro-,(1R,7S)-
  • Methanone,(8-methylphenyl)phenyl-
  • Capecitabine USP/Ph. Eur
  • Capecitabine(RO 09-1978)
  • 154361-50-9
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