4-(4-Methylbenzenesulfonate)-4-isoquinolinol - CAS 1532-82-7

Catalog:	BB059939
Product Name:	4-(4-Methylbenzenesulfonate)-4-isoquinolinol
CAS:	1532-82-7
Synonyms:	4-Methylbenzenesulfonate-4-isoquinolinol (Ester); p-Toluenesulfonate-4-isoquinolinol (Ester); 4-(Tosyloxy)isoquinoline

Technical Data

IUPAC Name:	isoquinolin-4-yl 4-methylbenzenesulfonate
Description:	4-(4-Methylbenzenesulfonate)-4-isoquinolinol is an impurity of 1-Phenyl-2,3-dihydroisoquinolin-4(1H)-one Hydrochloride (P309050), which is a useful synthetic intermediate in the synthesis of cis-Hydroxy Solifenacin (H953525) and cis-Hydroxy Solifenacin N-Oxide (H953485); both metabolites of Solifenacin (S676700, HCl) which is a muscarinic M3 receptor antagonist and is used in treatment of urinary incontinence.
Molecular Weight:	299.34
Molecular Formula:	C16H13NO3S
Canonical SMILES:	CC1=CC=C(C=C1)S(=O)(=O)OC2=CN=CC3=CC=CC=C32
InChI:	InChI=1S/C16H13NO3S/c1-12-6-8-14(9-7-12)21(18,19)20-16-11-17-10-13-4-2-3-5-15(13)16/h2-11H,1H3
InChI Key:	YZERKZTZGUTSFJ-UHFFFAOYSA-N
Solubility:	Chloroform, Dichloromethane, Ethyl Acetate
Appearance:	White Solid
References:	Naito, R., et al. J. Med. Chem., 48, 6597 (2005); Krauwinkel, W., et al. Int. J. Clin. Pharmacol. Ther., 43, 227 (2005); Ikeda K., et al. Arch. Pharmacol., 366, 97, (2002); Chapple, C.R., et al. Br. J. Urol., 93, 303 (2004); Ohtake, A., et al. Eur. J. Pharmacol., 492, 243 (2004); Brunton, S., et al. Curr. Med. Res. Opin., 21, 71 (2005); Habb, F., et al. Eur. Urol. 47, 376 (2005); Payne, C.K., et al. Drugs, 66, 175 (2006).

Complexity:	437
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	0
Defined Bond Stereocenter Count:	0
Exact Mass:	299.06161445
Formal Charge:	0
Heavy Atom Count:	21
Hydrogen Bond Acceptor Count:	4
Hydrogen Bond Donor Count:	0
Isotope Atom Count:	0
Monoisotopic Mass:	299.06161445
Rotatable Bond Count:	3
Topological Polar Surface Area:	64.6Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	3.6