5-fluoro-N-hexyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-carboxamide

• ChemBase ID: 72611
• Molecular Formular: C11H16FN3O3
• Molecular Mass: 257.2614432
• Monoisotopic Mass: 257.11756961
• SMILES: c1(c(=O)[nH]c(=O)n(c1)C(=O)NCCCCCC)F
• Canonical SMILES: CCCCCCNC(=O)n1cc(F)c(=O)[nH]c1=O
• InChI: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-N-hexyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-1-carboxamide
• IUPAC Traditional name: carmofur
• Synonyms: 1-Hexylcarbamoyl-5-fluorouracil; Carmofur; HCFUTM; 3,4-Dihydro-2,4-dioxo-5-fluoro-N-hexylpyrimidine-1(2H)-carboxamide; 5-Fluoro-1-(hexylcarbamoyl)uracil; HCFU; Carmofur

Database IDs

• CAS Number: 61422-45-5
• MDL Number: MFCD00866284
• PubChem SID: 162037536
• PubChem CID: 2577

CALCULATED PROPERTIES

• Acid pKa: 6.98217
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4220117
• LogD (pH = 7.4): 0.89033175
• Log P: 1.435927
• Molar Refractivity: 62.3871 cm^3
• Polarizability: 23.535583 Å^3
• Polar Surface Area: 78.51 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: >15 mg/mL
• Apperance: white to off-white powder
• Melting Point: 110-111°C

Safety Information

• Storage Condition: -20°C
• Storage Warning: Irritant
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 60-61-25
• Safety Statements: 45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H361
• GHS Precautionary statements: P281-P301 + P310
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Antimetabolites

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C11H16FN3O3

DETAILS

Selleck Chemicals - S1289

Research Area: Cancer
Biological Activity:
Carmofur (INN) is a pyrimidine analogue used as an antineoplastic agent. It is a derivative of fluorouracil. Carmofur has also been used as adjuvant chemotherapy for curatively resected colorectal cancer patients. The drug is effective on patients with this cancer type, extending their survival. [1]References on Carmofur[1] http://en.wikipedia.org/wiki/Carmofur , ,

Sigma Aldrich - C1494

Biochem/physiol Actions
Carmofur is a derivative of fluorouracil, an antimetabolite used as an antineoplastic agent.

REFERENCES

• http://en.wikipedia.org/wiki/Carmofur