CAS 918633-87-1

(1-Methyl-2-nitro-1H-imidazol-5-yl)methyl N,N′-bis(2-bromoethyl)phosphorodiamidate

Description:

The chemical substance "(1-Methyl-2-nitro-1H-imidazol-5-yl)methyl N,N′-bis(2-bromoethyl)phosphorodiamidate," with CAS number 918633-87-1, is a phosphorodiamidate derivative characterized by its complex structure, which includes an imidazole ring and a phosphoramide moiety. This compound features a nitro group and a methyl group on the imidazole ring, contributing to its reactivity and potential biological activity. The presence of two bromoethyl groups enhances its electrophilic properties, making it suitable for various chemical reactions, including nucleophilic substitutions. The phosphorodiamidate structure suggests potential applications in medicinal chemistry, particularly in the development of pharmaceuticals or agrochemicals. Its unique combination of functional groups may also impart specific interactions with biological targets, warranting further investigation into its pharmacological properties. As with many nitrogen-containing compounds, it may exhibit interesting solubility and stability characteristics, which are essential for its application in various fields, including biochemistry and materials science. Safety and handling precautions should be observed due to the presence of bromine and nitro groups, which can pose health and environmental risks.

Formula: C₉H₁₆Br₂N₅O₄P

InChI: InChI=1S/C9H16Br2N5O4P/c1-15-8(6-12-9(15)16(17)18)7-20-21(19,13-4-2-10)14-5-3-11/h6H,2-5,7H2,1H3,(H2,13,14,19)

InChI key: InChIKey=UGJWRPJDTDGERK-UHFFFAOYSA-N

SMILES: C(OP(NCCBr)(NCCBr)=O)C=1N(C)C(N(=O)=O)=NC1

Synonyms:

• Phosphorodiamidic acid, N,N′-bis(2-bromoethyl)-, (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester
• TH 302
• Evofosfamide
• (1-Methyl-2-nitro-1H-imidazol-5-yl)methyl N,N′-bis(2-bromoethyl)phosphorodiamidate
• 2-Bromo-N-[(2-bromoethylamino)-[(3-methyl-2-nitroimidazol-4-yl)methoxy]phosphoryl]ethanamine
• EOS-61724
• TH-302, >=98%
• N,N'-Bis(2-bromoethyl)phosphorodiamidic acid (1-methyl-2-nitro-1H-imidazol-5-yl)methyl ester
• (1-methyl-2-nitro-1H-imidazol-5-yl)methylN,N'-bis(2-bromoethyl)diamidophosphate
• TH 302; TH302
• CS-516
• EVOFOSFAMID
• Evofosfamide(TH 302)

2-Bromo-N-[(2-Bromoethylamino)-[(3-Methyl-2-Nitroimidazol-4-Yl)Methoxy]Phosphoryl]Ethanamine

CAS: 918633-87-1

2-Bromo-N-[(2-Bromoethylamino)-[(3-Methyl-2-Nitroimidazol-4-Yl)Methoxy]Phosphoryl]Ethanamine

Purity: 98%

Molecular weight: 449.04g/mol

Ref: 54-OR1023247

Evofosfamide

CAS: 918633-87-1

Evofosfamide

Purity: ≥98%

Molecular weight: 449.04g/mol

Ref: 54-BUP07065

Evofosfamide

CAS: 918633-87-1

Evofosfamide (TH-302) is a hypoxia-activated prodrug that releases Br-IPM in tumors to cause DNA damage and potentially induce apoptosis.

Formula: C₉H₁₆Br₂N₅O₄P

Purity: 98.74% - 99.75%

Color and Shape: Solid

Molecular weight: 449.04

Ref: TM-T3615

TH-302

Controlled Product

CAS: 918633-87-1

Applications TH-302 is a 2-nitroimidazole triggered hypoxia-activated prodrug (HAP) of bromo-isophosphoramide mustard. Studies have shown that TH-302 treatment exhibited hypoxia-selective cytotoxicity and DNA damage in human cancer cell
References Meng, F. et al.: Mol. Cancer Ther., 11, 740 (2012); Liu, Q. et al.: Cancer Chemother. Pharmacol., 69, 1487 (2012); Sun, J.D. et al.: Clin. Cancer Res., 18, 758 (2012);

Formula: C₉H₁₆Br₂N₅O₄P

Color and Shape: Neat

Molecular weight: 449.04

Ref: TR-T338200