CAS 4533-39-5

Nitracrine

Description:

Nitracrine, with the CAS number 4533-39-5, is a synthetic compound that belongs to the class of acridine derivatives. It is primarily recognized for its potential applications in medicinal chemistry, particularly in the development of antimalarial and anticancer agents. Nitracrine exhibits a planar structure, which is characteristic of acridine compounds, allowing for intercalation into DNA, thereby influencing nucleic acid synthesis and function. The compound is known for its fluorescent properties, making it useful in various biochemical assays. Additionally, nitracrine has been studied for its ability to generate reactive oxygen species, contributing to its cytotoxic effects against certain cancer cell lines. Its solubility and stability in different solvents can vary, which is an important consideration for its application in biological systems. As with many chemical substances, safety and handling precautions are essential due to potential toxicity and environmental impact. Further research continues to explore its full pharmacological profile and therapeutic potential.

Formula: C₁₈H₂₀N₄O₂

InChI: InChI=1/C18H20N4O2/c1-21(2)12-6-11-19-18-13-7-3-4-8-14(13)20-15-9-5-10-16(17(15)18)22(23)24/h3-5,7-10H,6,11-12H2,1-2H3,(H,19,20)

InChI key: InChIKey=YMVWGSQGCWCDGW-UHFFFAOYSA-N

SMILES: N(CCCN(C)C)C=1C2=C(N=C3C1C=CC=C3)C=CC=C2N(=O)=O

Synonyms:

• 1,3-Propanediamine N1,N1-dimethyl-N3-(1-nitro-9-acridinyl)-
• 1,3-Propanediamine, N,N-dimethyl-N'-(1-nitro-9-acridinyl)- (9CI)
• 1,3-Propanediamine, N,N-dimethyl-N′-(1-nitro-9-acridinyl)-
• 1,3-Propanediamine, N¹,N¹-dimethyl-N³-(1-nitro-9-acridinyl)-
• 1-Nitro-9-(3'-dimethylaminopropylamino)-acridine
• 1-Nitro-9-(dimethylaminopropylamino)acridine
• 9-((3-(Dimethylamino)propyl)amino)-1-nitroacridine
• Acridine, 9-(3-(dimethylamino)propylamino)-1-nitro-
• Acridine, 9-[[3-(dimethylamino)propyl]amino]-1-nitro-
• C 283
• Ccris 1973
• N,N-dimethyl-N'-(1-nitroacridin-9-yl)propane-1,3-diamine
• N¹,N¹-Dimethyl-N³-(1-nitro-9-acridinyl)-1,3-propanediamine
• Nitracrina
• Nitracrina [INN-Spanish]
• Nitracrine [INN]
• Nitracrinum
• Nitracrinum [INN-Latin]
• Unii-712Mlz30Sb
• N1,N1-Dimethyl-N3-(1-nitro-9-acridinyl)-1,3-propanediamine
• Nitracrine

Nitracrine

CAS: 4533-39-5

Nitracrine is a nitro-nitrosourea derivative that inhibits DNA synthesis in cells by binding to the dna template as a mononucleotide. It has been shown to have potent cytotoxic effects on solid tumour cells and is considered a promising anticancer agent. Nitracrine also inhibits cell division by inhibiting RNA synthesis, DNA synthesis, and protein synthesis. It has been found to be more effective than other nitrosoureas such as 5-fluorouracil or methotrexate at inhibiting RNA synthesis. Nitracrine has also been shown to induce apoptosis in certain cancerous cells. The optimum concentration of nitracrine appears to be between 10 µM and 100 µM when used with K562 cells.

Formula: C₁₈H₂₀N₄O₂

Purity: Min. 95%

Molecular weight: 324.4 g/mol

Ref: 3D-EAA53339

Nitracrine

CAS: 4533-39-5

Nitracrine: a 1-nitroacridine, hypoxia-selective, anti-tumor agent; inhibits RNA synthesis, binds DNA reversibly and forms covalent adducts.

Formula: C₁₈H₂₀N₄O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 324.38

Ref: TM-T16327