1-(3-Chloro-2-hydroxypropyl)-2-nitroimidazole - CAS 13551-86-5
Catalog: |
BB069332 |
Product Name: |
1-(3-Chloro-2-hydroxypropyl)-2-nitroimidazole |
CAS: |
13551-86-5 |
Synonyms: |
1-Chloro-3-(2-nitroimidazol-1-yl)propan-2-ol; Ro 07-0269; α-(Chloromethyl)-2-nitro-1H-imidazole-1-ethanol |
IUPAC Name: | 1-chloro-3-(2-nitroimidazol-1-yl)propan-2-ol |
Description: | 1-(3-Chloro-2-hydroxypropyl)-2-nitroimidazole is an intermediate in the synthesis of 1-(2,3-Epoxypropyl)-2-nitroimidazole (B592583) which is an intermediate in the synthesis of Pimonidazole-d10 (P447814). Isotope labelled Pimonidazole (P447813) is an effective and nontoxic hypoxia detection reagent. Pimonidazole forms adducts with thiol groups in proteins, peptides and amino acids. It abels hypoxic tumor cells in vivo. Also labels hypoxic mesenchymal stem cells in mouse bone marrow. |
Molecular Weight: | 205.6 |
Molecular Formula: | C6H8ClN3O3 |
Canonical SMILES: | C1=CN(C(=N1)[N+](=O)[O-])CC(CCl)O |
InChI: | InChI=1S/C6H8ClN3O3/c7-3-5(11)4-9-2-1-8-6(9)10(12)13/h1-2,5,11H,3-4H2 |
InChI Key: | AANLIOPOVSJZLY-UHFFFAOYSA-N |
References: | Sato et al. PLoS One 11 e0165946 PMID:(2016); Bennewith et al. Cancer Res. 62 6827 PMID: 12460894, (2002). |
Complexity: | 187 |
Compound Is Canonicalized: | Yes |
Covalently-Bonded Unit Count: | 1 |
Defined Atom Stereocenter Count: | 0 |
Defined Bond Stereocenter Count: | 0 |
Exact Mass: | 205.0254188 |
Formal Charge: | 0 |
Heavy Atom Count: | 13 |
Hydrogen Bond Acceptor Count: | 4 |
Hydrogen Bond Donor Count: | 1 |
Isotope Atom Count: | 0 |
Monoisotopic Mass: | 205.0254188 |
Rotatable Bond Count: | 3 |
Topological Polar Surface Area: | 83.9Ų |
Undefined Atom Stereocenter Count: | 1 |
Undefined Bond Stereocenter Count: | 0 |
XLogP3: | -0.3 |
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