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Merck

C1494

Sigma-Aldrich

Carmofur

≥98% (HPLC), powder

Synonym(e):

1-Hexylcarbamoyl-5-fluorouracil, HCFU

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About This Item

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

Qualitätsniveau

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. 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 .

Biochem./physiol. Wirkung

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

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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Junichi Sakamoto et al.
Japanese journal of clinical oncology, 35(9), 536-544 (2005-09-13)
Oral carmofur, either as a single or in combination with other chemotherapeutic agents, has been used as adjuvant chemotherapy for curatively resected colon cancer patients. Past trials and meta-analyses indicate that it is somewhat effective in extending survival of patients
S Kuzuhara et al.
Journal of neurology, 234(6), 365-370 (1987-08-01)
Three cases of leucoencephalopathy induced by carmofur (1-hexylcarbamoyl-5-fluorouracil), an antineoplastic derivative of 5-fluorouracil are reported and the literature is reviewed. Initial symptoms were unsteady gait and dementia developing several weeks or months after carmofur had been started. Symptoms increased gradually
Namrata Sengupta et al.
PloS one, 12(5), e0178131-e0178131 (2017-05-26)
Because xenosensing nuclear receptors are also lipid sensors that regulate lipid allocation, we hypothesized that toxicant-induced modulation of HR96 activity would alter lipid profiles and the balance between adult survival and neonate production following exposure in Daphnia magna. Adult daphnids
Nelson S Torres et al.
Antimicrobial agents and chemotherapy, 60(10), 5663-5672 (2016-07-13)
It is now well established that bacterial infections are often associated with biofilm phenotypes that demonstrate increased resistance to common antimicrobials. Further, due to the collective attrition of new antibiotic development programs by the pharmaceutical industries, drug repurposing is an
Structural basis for the inhibition of SARS-CoV-2 main protease by antineoplastic drug carmofur
Jin Z, et al.
Nature Structural and Molecular Biology, 27(6), 529-532 (2020)

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