(-)-Paroxetine

C₁₉H₂₀FNO₃CAS 61869-08-7329.37 g/mol

Open in Covalent MOL file

Acetal Aryl halide Ether Secondary amine

Properties

Molecular formula: C₁₉H₂₀FNO₃
Molar mass: 329.37 g/mol
Exact mass: 329.1427 Da
Melting point: 129–131 °C
pKa: 9.6
Water solubility: 1.13 g/L (25 °C)
logP: 3.33Crippen estimate
Polar surface area: 39.7 Å²
H-bond donors / acceptors: 1 / 4
Rotatable bonds: 4
Stereocentres: R, Sin SMILES atom order

Hazards

Danger

H302 Harmful if swallowed66.7% of notifiers
H360 May damage fertility or the unborn child50% of notifiers
H361 Suspected of damaging fertility or the unborn child16.7% of notifiers
H400 Very toxic to aquatic life16.7% of notifiers
H410 Very toxic to aquatic life with long lasting effects50% of notifiers

Aggregated from 6 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P264, P270, P273, P280, P301+P317, P318, P330, P391, P405, P501

Identifiers

CAS number

61869-08-7

SMILES

Fc1ccc([C@@H]2CCNC[C@H]2COc2ccc3c(c2)OCO3)cc1

InChIKey

AHOUBRCZNHFOSL-YOEHRIQHSA-N

InChI

InChI=1S/C19H20FNO3/c20-15-3-1-13(2-4-15)17-7-8-21-10-14(17)11-22-16-5-6-18-19(9-16)24-12-23-18/h1-6,9,14,17,21H,7-8,10-12H2/t14-,17-/m0/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

24 names · show all

Piperidine, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, (3S,4R)-
Piperidine, 3-[(1,3-benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)-, (3S-trans)-
(3S,4R)-3-[(1,3-Benzodioxol-5-yloxy)methyl]-4-(4-fluorophenyl)piperidine
FG 7051
Paroxetine
BRL 29060
(-)-trans-4-(4-Fluorophenyl)-3-(3,4-methylenedioxyphenoxymethyl)piperidine
Paxil
Aropax
Motivan
Casbol
Frosinor
Besitram
Paxetil
PaxPar
Daparox
Arketis
Parogen
Xetanor
Arotin
Serotax
Brisdelle
M-Paroxetine
(-)-trans-Paroxetine

Work with (-)-Paroxetine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Paroxetine hydrochloride78246-49-8Salt Paroxetine hydrochloride hemihydrate110429-35-1Salt

Similar compounds

N-Methylparoxetine110429-36-264 % similar 4-(4-Fluorophenyl)piperidine37656-48-738 % similar Sesamolin526-07-836 % similar Asarinin133-04-035 % similar Asarinin133-05-135 % similar Sesamin607-80-735 % similar (R)-2-(4-Fluorophenyl)pyrrolidine298690-89-831 % similar (S)-2-(4-Fluorophenyl)pyrrolidine298690-90-131 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook