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

Technical Data

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:	83.9Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	-0.3