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HomeProduct name listCarmofur

Carmofur

Synonym(s):1-Hexylcarbamoyl-5-fluorouracil;HCFU

  • CAS NO.:61422-45-5
  • Empirical Formula: C11H16FN3O3
  • Molecular Weight: 257.26
  • MDL number: MFCD00866284
  • EINECS: 689-431-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 15:53:33
Carmofur Structural

What is Carmofur?

Description

Carmofur is an inhibitor of acid ceramidase (IC50 = 79 nM for the rat enzyme) and a derivative of 5-flurouracil . It reduces acid ceramidase activity in a dose- and time-dependent manner and induces intracellular accumulation of various ceramide species, including C18 ceramide , C16 ceramide , and C14 ceramide in SW403 colon and LNCaP prostate cancer cells. Carmofur induces apoptosis in SW403 cells without inhibiting DNA synthesis (IC50 = 1,212 mM for human thymidylate synthetase). It also reduces acid ceramidase activity and increases ceramide accumulation in mouse lung and brain when administered at doses of 10 and 30 mg/kg.

Originator

Mifurol,Mitsui,Japan,1981

The Uses of Carmofur

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 .

The Uses of Carmofur

antineoplastic

What are the applications of Application

Carmofur is a cytostatic derivative of fluorouracil

Definition

ChEBI: Carmofur is an organohalogen compound and a member of pyrimidines.

Manufacturing Process

13.0 g (0.10 mol) of 5-fluorouracil was suspended in 60 ml of dimethyl acetamide, then 14.0 g (0.11 mol) of n-hexyl isocyanate was added thereto at room temperature and stirred at 50°C for 8 hours. After the reaction mixture was concentrated under reduced pressure, the residue was poured into 400 ml of water and resultant precipitate was filtered off. The precipitate was washed and dried and 19.3 g (75.0% yield) of 5-fluoro-1-(n-hexylcarbamoyl)uracil was obtained.
The product was recrystallized from ether and there were obtained white crystals melting at 283°C (decomposition).

Therapeutic Function

Antineoplastic

Biochem/physiol Actions

Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent.

Properties of Carmofur

Melting point: 110-111
Density  1.2287 (estimate)
storage temp.  2-8°C
solubility  DMSO: >15mg/mL
form  powder
pka 6.94±0.10(Predicted)
color  white to off-white
Merck  14,1844
CAS DataBase Reference 61422-45-5(CAS DataBase Reference)

Safety information for Carmofur

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
ghs
Health Hazard
GHS08
GHS Hazard Statements H301:Acute toxicity,oral
H361:Reproductive toxicity
Precautionary Statement Codes P201:Obtain special instructions before use.

Computed Descriptors for Carmofur

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