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Merck

C1494

Sigma-Aldrich

Carmofur

≥98% (HPLC), powder

Synonym(e):

1-Hexylcarbamoyl-5-fluorouracil, HCFU

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10 MG
€ 90,30
50 MG
€ 364,00

About This Item

Empirische Formel (Hill-System):
C11H16FN3O3
CAS-Nummer:
Molekulargewicht:
257.26
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

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Assay

≥98% (HPLC)

Form

powder

Farbe

white to off-white

Löslichkeit

DMSO: >15 mg/mL

Lagertemp.

2-8°C

SMILES String

CCCCCCNC(=O)N1C=C(F)C(=O)NC1=O

InChI

1S/C11H16FN3O3/c1-2-3-4-5-6-13-10(17)15-7-8(12)9(16)14-11(15)18/h7H,2-6H2,1H3,(H,13,17)(H,14,16,18)

InChIKey

AOCCBINRVIKJHY-UHFFFAOYSA-N

Anwendung

Carmofur has been used as an inhibitor of acid ceramidase to study its effects on glucosylsphingosine (GlcSph) production in human embryonic kidney 293T (HEK293T) cells.[1] It has also been used as an inhibitor of acid ceramidase to study its effects on acid‐mediated hydrolysis of ceramide which kicks-in consumption and the generation of sphingosine [2].

Biochem./physiol. Wirkung

Carmofur acts as an inhibitor of fatty acid amide hydrolase (FAAH), N-acylethanolamine acid amidase (NAAA) and acid ceramidase (ASAH1).[3][4] Carmofur has a therapeutic activity against colorectal and cervical cancer.[5][4] It can inhibit the severe acute respiratory syndrome (SARS)-CoV-2 main protease (Mpro) in vitro.[5]
Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent.
Carmofur is an antineoplastic agent and a flurorouracil analog.

Piktogramme

Skull and crossbonesHealth hazard

Signalwort

Danger

H-Sätze

Gefahreneinstufungen

Acute Tox. 3 Oral - Repr. 2

Lagerklassenschlüssel

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Nature Structural and Molecular Biology, 27(6), 529-532 (2020)
A new use for an old drug: carmofur attenuates lipopolysaccharides (LPS) induced acute lung injury via inhibition of FAAH and NAAA activities
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The antineoplastic drug carmofur is shown to inhibit the SARS-CoV-2 main protease (Mpro). Here, the X-ray crystal structure of Mpro in complex with carmofur reveals that the carbonyl reactive group of carmofur is covalently bound to catalytic Cys145, whereas its

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