4-Hydroxyphenylglykolsure
(+-)-4-Hydroxymandelic acid
Grundinformationen
- CAS
1198-84-1- Standard-SMILES
O=C(O)C(O)c1ccc(O)cc1- InChIKey
YHXHKYRQLYQUIH-UHFFFAOYSA-N- Summenformel
- C8H8O4
- Durchschnittliche Molmasse
- 168,15 g/mol
- Monoisotopische Masse
- 168,04225873
Überblick
4-hydroxymandelic acid is a 2-hydroxy carboxylic acid that is mandelic acid bearing a phenolic hydroxy substituent at position 4. It has a role as a metabolite. It is a member of phenols and a 2-hydroxy carboxylic acid. It is functionally related to a mandelic acid. It is a conjugate acid of a 4-hydroxymandelate.
Namen und Bezeichner
- Bevorzugter Name
- (+-)-4-Hydroxymandelic acid
- IUPAC
- 2-hydroxy-2-(4-hydroxyphenyl)acetic acid
- Lokaler Name
- 4-Hydroxyphenylglykolsure
- Englischer Name
- 4-Hydroxyphenylglycolic acid
- Summenformel
- C8H8O4
- Molmasse
- 168.15
Namen und Synonyme
1198-84-12-hydroxy-2-(4-hydroxyphenyl)acetic acid4-Hydroxymandelic acid4-Hydroxy-DL-mandelic acid2-(4-Hydroxyphenyl)-2-hydroxyacetic acid(RS)-p-Hydroxymandelic acidalpha,4-Dihydroxybenzeneacetic acidHV52GS53BA(+-)-4-Hydroxymandelic acidCHEBI:163884-HMApara-hydroxymandelic acid
Weitere Namen anzeigen
2-hydroxy-2-(4-hydroxyphenyl)acetic acid hydrateRARECHEM AL BO 0522P-HYDROXY MANDELIC ACID4-HYDROXYM AND ELIC ACIDDL-4-Hydroxymandelic acid,95%4,α-Dihydroxybenzeneacetic acid4-HYDROXYMANDELIC ACID 97% HPLC
RefChem:905499214-839-7230-569-2pisolithin B4-Hydroxyphenylglycolic acidp-Hydroxymandelic acidDL-4-Hydroxymandelic acidHydroxy(4-hydroxyphenyl)acetic acid
Datenbank-Bezeichner
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,3
- Polarare Oberfläche (TPSA)
- 77,8 Ų
- H-Brücken-Donoren
- 3
- H-Brücken-Akzeptoren
- 4
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 160
Experimentelle und physikochemische Eigenschaften
DrugsPharmaceuticals -> Metabolite of Phenylephrine
Melting Point103 - 106 °C
Physical DescriptionSolid
Physikochemische Eigenschaften
- Schmelzpunkt
- 82 · 82-85 °C(lit.)
- Siedepunkt
- 405.4 · 405.4±30.0 °C(Predicted)
- Dichte
- 1.48 · 1.480±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- Soluble in DMSO
- Aggregatzustand
- Solid
- pka
- 3.51 · 3.51±0.10(Predicted)
- Farbe
- White to pink
- InChI
- InChI=1S/C8H8O4/c9-6-3-1-5(2-4-6)7(10)8(11)12/h1-4,7,9-10H,(H,11,12)
- InChIKey
- YHXHKYRQLYQUIH-UHFFFAOYSA-N
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (click each P-code to see the statement)
The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
Gefahrenhinweise
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Sicherheitsdaten
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
Chemie und Industrie
Pharmakologische Informationen
Tissue LocationsRetina
Cellular LocationsMembrane
Anwendungen
Verwenden4-Hydroxymandelic Acid is a useful synthetic intermediate in the synthesis of Hydroxyatenolol (H802480); a metabolite of Atenolol (A790075) which is a cardioselective β-adrenergic blocker, antihypertensive, antianginal, and antiarrhythmic (class II).
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Ergänzende Hinweise
DefinitionChEBI: A 2-hydroxy carboxylic acid that is mandelic acid bearing a phenolic hydroxy substituent at position 4.
Zugehörige Reaktionen
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Notizen zur Verbindung
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