13551-86-5 Usage
Description
α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol, also known as 1-(3-Chloro-2-hydroxypropyl)-2-nitroimidazole, is an organic compound that serves as a crucial intermediate in the synthesis of various bioactive molecules. It is characterized by its imidazole ring structure with a chloromethyl and nitro group attached, which contributes to its reactivity and potential applications in the pharmaceutical and biotechnology industries.
Uses
Used in Pharmaceutical Synthesis:
α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol is used as an intermediate in the synthesis of 1-(2,3-Epoxypropyl)-2-nitroimidazole (B592583), which is further utilized in the synthesis of Pimonidazole-d10 (P447814). α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol plays a significant role in the development of isotopically labeled Pimonidazole (P447813), an effective and non-toxic hypoxia detection reagent.
Used in Hypoxia Detection:
α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol is used as a key component in the development of hypoxia detection reagents. The synthesized Pimonidazole forms adducts with thiol groups in proteins, peptides, and amino acids, allowing it to label hypoxic tumor cells in vivo. This property is essential for identifying and studying hypoxic regions within tumors, which are often associated with aggressive cancer behavior and resistance to treatment.
Used in Stem Cell Research:
α-Chloromethyl-2-nitro-1H-imidazole-1-ethanol is also used in the labeling of hypoxic mesenchymal stem cells in mouse bone marrow. This application is crucial for understanding the behavior and potential therapeutic applications of these stem cells in various medical conditions, including tissue repair and regeneration.
Check Digit Verification of cas no
The CAS Registry Mumber 13551-86-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,5 and 1 respectively; the second part has 2 digits, 8 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 13551-86:
(7*1)+(6*3)+(5*5)+(4*5)+(3*1)+(2*8)+(1*6)=95
95 % 10 = 5
So 13551-86-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H8ClN3O3/c7-3-5(11)4-9-2-1-8-6(9)10(12)13/h1-2,5,11H,3-4H2
13551-86-5Relevant articles and documents
Biocatalyzed synthesis of both enantiopure fluoromisonidazole antipodes
Borz?cka, Wioleta,Lavandera, Iván,Gotor, Vicente
, p. 5022 - 5025 (2013)
Fluoromisonidazole (FMISO or F-MISO) is a radiotracer for positron emission tomography when 18F-labeled and is administrated in its racemic form. Herein, a straightforward synthesis of both enantiopure antipodes is proposed through a one-pot two-step microwave protocol to obtain a fluorinated ketone precursor followed by bioreduction using alcohol dehydrogenases from Rhodococcus ruber (ADH-A) or Lactobacillus brevis (LBADH).
Hypoxia-selective, weakly basic 2-nitroimidazole delivery agents and methods of use thereof
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Page/Page column 17, (2008/06/13)
The invention features a class of 2-nitroimidazole compounds with a secondary basic nitrogen atom and a linker bearing one or more therapeutic agents, cytotoxic agents, detectable labels, or chelating groups. In particular, the invention provides 2-nitroimidazole compounds containing a cluster of boron atoms for use in boron neutron capture therapy (BNCT). The 2-nitroimidazole compounds can be used to treat hypoxic conditions, including, e.g., cancer, inflammation, and ischemia. The weakly basic 2-nitroimidazole compounds target to hypoxic tissue and provide increased tissue concentration overall.