5-(4-Cyanophenoxy)-2-hydroxybenzoic Acid

Catalog:	BB068792
Product Name:	5-(4-Cyanophenoxy)-2-hydroxybenzoic Acid
Synonyms:	Crisaborole Impurity 4

Technical Data

IUPAC Name:	5-(4-cyanophenoxy)-2-hydroxybenzoic acid
Description:	5-(4-Cyanophenoxy)-2-hydroxybenzoic Acid is an impurity of Crisaborole(H947928). Crisaborole exhibits inhibitory activity against PDE4 and cytokine release.
Molecular Weight:	255.23
Molecular Formula:	C14H9NO4
Canonical SMILES:	C1=CC(=CC=C1C#N)OC2=CC(=C(C=C2)O)C(=O)O
InChI:	InChI=1S/C14H9NO4/c15-8-9-1-3-10(4-2-9)19-11-5-6-13(16)12(7-11)14(17)18/h1-7,16H,(H,17,18)
InChI Key:	BSMXLRCGIICTHS-UHFFFAOYSA-N
Melting Point:	180-183°C
Solubility:	Acetonitrile (Slightly), Chloroform (Slightly), DMSO (Slightly)
Appearance:	White to Off-White Solid
Storage:	-20°C, Inert atmosphere
References:	Akama, T., et al. Bioorganic Med. Chem. Lett., 19, 2129 (2009).

Complexity:	367
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	255.05315777
Formal Charge:	0
Heavy Atom Count:	19
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	255.05315777
Rotatable Bond Count:	3
Topological Polar Surface Area:	90.6Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	3.8