3-(4-Fluorbenzoyl)propionsaeure

3-(4-Fluorobenzoyl)propionic acid

HCID 101359

Notizen Reaktionen

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

CAS: 366-77-8
Standard-SMILES: O=C(O)CCC(=O)c1ccc(F)cc1
InChIKey: WUYWHIAAQYQKPP-UHFFFAOYSA-N
Summenformel: C10H9FO3
Durchschnittliche Molmasse: 196,17 g/mol
Monoisotopische Masse: 196,05357237

Überblick

4-(4-Fluorophenyl)-4-oxobutanoic acid is an aromatic ketone.

Namen und Bezeichner

Bevorzugter Name: 3-(4-Fluorobenzoyl)propionic acid
IUPAC: 4-(4-fluorophenyl)-4-oxobutanoic acid
Lokaler Name: 3-(4-Fluorbenzoyl)propionsaeure
Englischer Name: 3-(4-Fluorobenzoyl)propionic acid
Summenformel: C10H9FO3
Molmasse: 196.18

Namen und Synonyme

3-(4-Fluorobenzoyl)propionic acid366-77-8V2Z6N6JC9Zbeta-(4-Fluorobenzoyl)propionic acidDTXSID30190084RefChem:1191604-FBPADTXCID40112575206-679-14-(4-Fluorophenyl)-4-oxobutanoic acid3-(4-Fluorobenzoyl)propanoic acidMFCD00002793

Weitere Namen anzeigen

R 11302AKOS BBS-00006441LABOTEST-BB LT00233221HALOPERIDOL METABOLITE III4-Fluoro-oxo-benzenebutanoic acid4-Fluoro-γ-oxobenzenebutyric acidβ-(p-Fluorobenzoyl)propionic acid4-(4-fluorophenyl)-4-oxobutanoate

4-(4-Fluorophenyl)-4-oxobutyric acid4-fluorobenzoylpropionic acid4-(4-fluorophenyl)-4-oxo-butanoic acid3-(p-fluorobenzoyl)propionic acid3-(4-Fluorobenzoyl) propionic acidEINECS 206-679-13-(p-Fluorobenzoyl)-propionic acid3-(4-fluorobenzoyl)-propionic acid

Datenbank-Bezeichner

CAS: 366-77-8
PubChem CID: 101359
DTXSID: DTXSID30190084
ChEMBL: CHEMBL3544869
ChEBI: CHEBI:194800
UNII: V2Z6N6JC9Z
EC Number: 206-679-1
Nikkaji: J76.352G

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,5
Polarare Oberfläche (TPSA): 54,4 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 4
Schwere Atome: 14
Formalladung: 0
Komplexität: 219

Experimentelle und physikochemische Eigenschaften

DrugsPharmaceuticals -> Metabolite of Pipamperone

Physikochemische Eigenschaften

Schmelzpunkt: 100 · 100-102 °C (lit.)
Siedepunkt: 374.4 · 374.4±22.0 °C(Predicted)
Dichte: 1.2441 · 1.2441 (estimate)
storage temp.: Sealed in dry,Room Temperature
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: powder to crystal
pka: 4.5 · 4.50±0.17(Predicted)
Farbe: White to Orange to Green
Wasserlöslichkeit: Insoluble in water.
BRN: 958145 · 958145
InChI: 1S/C10H9FO3/c11-8-3-1-7(2-4-8)9(12)5-6-10(13)14/h1-4H,5-6H2,(H,13,14)
InChIKey: WUYWHIAAQYQKPP-UHFFFAOYSA-N
SMILES: OC(=O)CCC(=O)c1ccc(F)cc1
CAS Datenbank: 366 · 366-77-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Warning

H302 (88.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 45 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationBenzenebutanoic acid, 4-fluoro-.gamma.-oxo-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 4 (88.9%)

Sicherheitsdaten

wgk: 3
hs_code: 29183000
risk_code: 36/37/38-20/21/22-22
hazard_code: Xn,C,Xi
hazard_note: Corrosive
safety_code: 36/37/39-26-22-24/25
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Acute Tox. 4 Oral

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesP-Fluorobenzoylpropionic acid and 4-(4-chlorophenyl)-4-hydroxypiperidine is a known human metabolite of haloperidol.

Anwendungen · 1 Eintrag

Verwenden7-Fluoro-1-tetralone was prepared from 3-(4-fluorobenzoyl)-propionic acid by Wolff-Kishner reduction followed by ring closure with polyphosphoric acid and other substituted 1-tetralones where commercially available. Reduction of 3-(4-fluorobenzoyl)propionic acid with an excess of tert-butylamine borane (TBAB) in the presence of AlCl3 provided 4-(4-fluorophenyl)-1-butanol (87) in 63% yield for the synthesis of LM-1507 sodium salt. Penfluridol 1-[4,4-bis(4-fluorophenyl)butyl]-4-(4-chloro-3-trifluoromethylphenyl)- 4-hydroxypiperidine, C 28 H 27 ClF 5 NO, M r 523.99, mp 105 - 107°C, is obtained by reducing the ketone of 3-(4-fluorobenzoyl)propionic acid into a lactone.