22668-03-7

Basic information

• Product Name: KIN 806
• Synonyms: KIN 806;N,N-Dimethyl-2-nitro-1H-imidazole-1-acetamide
• CAS NO: 22668-03-7
• Molecular Formula: C7H10 N4 O3
• Molecular Weight: 198.1793
• Mol File: 22668-03-7.mol

Chemical Properties

• Boiling Point: 415.7°Cat760mmHg
• Flash Point: 205.2°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 4.05E-07mmHg at 25°C
• Refractive Index: 1.601
• CAS DataBase Reference: KIN 806(CAS DataBase Reference)
• NIST Chemistry Reference: KIN 806(22668-03-7)
• EPA Substance Registry System: KIN 806(22668-03-7)

Safety Data

• Hazardous Substances Data: 22668-03-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C7H10N4O3/c1-9(2)6(12)5-10-4-3-8-7(10)11(13)14/h3-4H,5H2,1-2H3

Upstream product

• 124-40-3 dimethyl amine 
• 22813-31-6 methyl 2-(2-nitro-1H-imidazole-1-yl)acetate 

Relevant articles and documents

New antimetastatic hypoxic cell radiosensitizers: Design, synthesis, and biological activities of 2-nitroimidazole-acetamide, TX-1877, and its analogues

We designed, based on the molecular orbital (MO) calculation, synthesized, and evaluated the biological activities of the new antimetastatic hypoxic cell radiosensitizer, 2-nitroimidazole-acetamide, TX-1877, and its analogues. Each analogue has an electron-affinic imidazole group, an acetamide group and a certain hydrophilic group to control its biological effect, toxicity, and pharmacokinetics. In in vitro radiosensitization assay, most TX-1877 analogues, which have an electron affinity (EA) of more than 0.9 eV and partition coefficient (P) of more than 0.021, showed satisfactory enhancement ratios (ER > 1.60) at doses of 1 mM. On the other hand, imidazole analogues, such as TX-1908 (EA = 0.67 eV), TX-1910 (EA = -0.34 eV) and TX-1931 (EA = -0.37 eV), which have low electron affinities, had an ER of 1.31 or less. TX-1877 and KIN-806 effectively inhibited tumor regrowth when administered with irradiation in vivo at a dose of 0.4 mg/g. Tumor lung metastasis was inhibited by treatment with either TX-1877 or KIN-806 without irradiation at a dose of 0.4 mg/g. TX-1877 reduced markedly the mean number of metastatic lung nodules in comparison with KIN-806. Moreover, TX-1877 and KIN-806 enhanced macrophage and helper T lymphocyte infiltration for 3 weeks after drug treatment. TX-1877 shows a high EA value and has the C2 of HOMO localizing on N-methylamide and the C2 of LUMO localizing on 2-nitroimidazole group. The MO data might be useful for designing a bifunctional hypoxic cell radiosensitizer. TX-1877 and its analogues are potential antimetastatic hypoxic cell radiosensitizers, which would improve the efficiency of radiotherapy and quality of life in cancer treatment.