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C1494

Sigma-Aldrich

Carmofur

≥98% (HPLC), powder

Synonyme(s) :

1-Hexylcarbamoyl-5-fluorouracil, HCFU

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About This Item

Formule empirique (notation de Hill):
C11H16FN3O3
Numéro CAS:
61422-45-5
Poids moléculaire :
257.26
Numéro MDL:
MFCD00866284
Code UNSPSC :
12352200
ID de substance PubChem :
329774890
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to off-white

Solubilité

DMSO: >15 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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)

Clé InChI

AOCCBINRVIKJHY-UHFFFAOYSA-N

Application

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 .

Actions biochimiques/physiologiques

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.

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301,H361

Conseils de prudence

P201 - P301 + P310 + P330

Classification des risques

Acute Tox. 3 Oral - Repr. 2

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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)
A new use for an old drug: carmofur attenuates lipopolysaccharides (LPS) induced acute lung injury via inhibition of FAAH and NAAA activities
Li Y, et al.
Frontiers in Pharmacology, 10(6), 818-818 (2019)
Ha S Nguyen et al.
Pharmaceutics, 10(2) (2018-04-13)
Glioblastoma is the most common, malignant primary tumor of the central nervous system. The average prognosis for life expectancy after diagnosis, with the triad of surgery, chemotherapy, and radiation therapy, is less than 1.5 years. Chemotherapy treatment is mostly limited
Junichi Sakamoto et al.
Journal of clinical oncology : official journal of the American Society of Clinical Oncology, 22(3), 484-492 (2004-01-31)
Adjuvant therapy of colorectal cancer with oral fluorinated pyrimidines is attractive because of its ease of administration and good tolerability. The purpose of this meta-analysis is to assess the survival and disease-free survival benefits of treating patients after surgical resection
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