(R)-Citadiol - CAS 481047-48-7

Catalog:	BB069466
Product Name:	(R)-Citadiol
CAS:	481047-48-7
Synonyms:	(+)-4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile; (R)-4-[4-(Dimethylamino)-1-(4-fluorophenyl)-1-hydroxy-1-butyl]-3-(hydroxymethyl)benzonitrile; (R)-4-[4-(Dimethylamino)-1-(4'-fluorophenyl)-1-[hydroxy]butyl]-3-(hydroxymethyl)benzonitrile

Technical Data

IUPAC Name:	4-[(1R)-4-(dimethylamino)-1-(4-fluorophenyl)-1-hydroxybutyl]-3-(hydroxymethyl)benzonitrile
Description:	(R)-Citadiol is an intermediate in the synthesis of (R)-Citalopram Oxalate (C505015), an inhibitor of serotonin (5-HT) uptake. Antidepressant.
Molecular Weight:	342.41
Molecular Formula:	C20H23FN2O2
Canonical SMILES:	CN(C)CCCC(C1=CC=C(C=C1)F)(C2=C(C=C(C=C2)C#N)CO)O
InChI:	InChI=1S/C20H23FN2O2/c1-23(2)11-3-10-20(25,17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24/h4-9,12,24-25H,3,10-11,14H2,1-2H3/t20-/m1/s1
InChI Key:	GNULRNVWXYXBQY-HXUWFJFHSA-N
References:	Christensen, A.V., et al. Eur. J. Pharmacol., 41, 153 (1977); Keller, M.B., et al. J. Clin. Psychiatry, 61, 896 (2000); Von Moltke, L.L., et al. Drug Metab. Dispos., 29, 1102 (2001); Fish, E.W., et al. J. Pharmacol. Exp. Ther, 308, 474 (2004).

Complexity:	456
Compound Is Canonicalized:	Yes
Covalently-Bonded Unit Count:	1
Defined Atom Stereocenter Count:	1
Defined Bond Stereocenter Count:	0
Exact Mass:	342.17435614
Formal Charge:	0
Heavy Atom Count:	25
Hydrogen Bond Acceptor Count:	5
Hydrogen Bond Donor Count:	2
Isotope Atom Count:	0
Monoisotopic Mass:	342.17435614
Rotatable Bond Count:	7
Topological Polar Surface Area:	67.5Å²
Undefined Atom Stereocenter Count:	0
Undefined Bond Stereocenter Count:	0
XLogP3:	2.2