Ethyl 2-Cyano-2-ethoxyacetate - CAS 87285-96-9

Technical Data

IUPAC Name:	ethyl 2-cyano-2-ethoxyacetate
Description:	Ethyl 2-Cyano-2-ethoxyacetate is an impurity in the synthesis of Convicine (C685095), which is a derivative of Vicine (V250005), a pyrimidine glycosides, a precursor of the aglycons divicine and isouramil which is main factors of favism. It is found in faba/fava bean. Also, it is derived from Ethyl Glyoxylate (E918550), which is used as a reagent in the synthesis of a new class of cinnamyl-triazole compounds which can be used as selective inhibitors of human aromatase (cytochrome P 450 19A1).
Molecular Weight:	157.17
Molecular Formula:	C7H11NO3
Canonical SMILES:	CCOC(C#N)C(=O)OCC
InChI:	InChI=1S/C7H11NO3/c1-3-10-6(5-8)7(9)11-4-2/h6H,3-4H2,1-2H3
InChI Key:	BXDZDWBPNBOBFC-UHFFFAOYSA-N
Solubility:	Chloroform
Appearance:	Yellow Oil
References:	Rizzello, C. G., et al. Sci. Rep., 6, 32452 (2016); Pulkkinen, M., et al. Food Chem., 212, 10-19 (2016); McNulty, J., et al. Bioorg. Med. Chem. Lett., 24, 4586 (2014).

Complexity:	170
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	157.07389321
Formal Charge:	0
Heavy Atom Count:	11
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	157.07389321
Rotatable Bond Count:	5
Topological Polar Surface Area:	59.3Å²
Undefined Atom Stereocenter Count:	1
Undefined Bond Stereocenter Count:	0
XLogP3:	0.7