4-Aminophenylessigsure
4-Aminophenylacetic acid
Grundinformationen
- CAS
1197-55-3- Standard-SMILES
Nc1ccc(CC(=O)O)cc1- InChIKey
CSEWAUGPAQPMDC-UHFFFAOYSA-N- Summenformel
- C8H9NO2
- Durchschnittliche Molmasse
- 151,16 g/mol
- Monoisotopische Masse
- 151,06332853
Überblick
peptide mimic; structure in first source
Namen und Bezeichner
- Bevorzugter Name
- 4-Aminophenylacetic acid
- IUPAC
- 2-(4-aminophenyl)acetic acid
- Lokaler Name
- 4-Aminophenylessigsure
- Englischer Name
- 4-Aminophenylacetic acid
- Summenformel
- C8H9NO2
- Molmasse
- 151.16
Namen und Synonyme
4-Aminophenylacetic acid1197-55-3Benzeneacetic acid, 4-amino-P-AMINOPHENYLACETIC ACID4-Aminobenzeneacetic acidAcetic acid, (p-aminophenyl)-p-Amino-alpha-toluic acid1IED47A544NSC-7929DTXSID1061609RefChem:978634-APAA
Weitere Namen anzeigen
H-4-APH-OH4-AminophenylaceticNSC 7929H-APH(4)-OH4-AMino acidp-Amino-alphAKOS BBS-00006880Desacetyl Actarit
DTXCID3033519214-828-72-(4-aminophenyl)acetic acid(4-aminophenyl)acetic acid4-Carboxymethylaniline(para-Aminophenyl)acetic acidMFCD00007916(p-Aminophenyl)acetic acid
Datenbank-Bezeichner
- CAS
1197-55-3- PubChem CID
- 14533
- DTXSID
DTXSID1061609- ChEMBL
CHEMBL3278327- UNII
- 1IED47A544
- EC Number
- 214-828-7
- Nikkaji
- J27.580H
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,9
- Polarare Oberfläche (TPSA)
- 63,3 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 2
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 139
Experimentelle und physikochemische Eigenschaften
Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Physical DescriptionSolid; [Merck Index] Tan powder; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 201 °C · 201 °C (dec.) (lit.)
- Siedepunkt
- 273.17 °C · 273.17°C (rough estimate)
- Dichte
- 1.2023 · 1.2023 (rough estimate)
- Brechungsindex
- 1.5635 · 1.5635 (rough estimate)
- Flammpunkt
- 201 °C · 201°C
- storage temp.
- 30 °C · Store below +30°C.
- pka
- 1 · pK1: 3.60;pK2: 5.26 (20°C)
- Aggregatzustand
- Powder
- Farbe
- Light yellow to beige
- Wasserlöslichkeit
- Very soluble in water.
- Decomposition
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]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 9 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Regulatory Information
Chemical: Benzeneacetic acid, 4-amino-
Benzeneacetic acid, 4-amino-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryA skin and strong eye irritant; May induce methemoglobinemia; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
Toxikologische Informationen
Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Sicherheitsdaten
- F
- 13
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29224995
- RTECS-Nr.
- AF3550000
Chemie und Industrie
Verwendung und Herstellung
UsesPeptide mimic. [ChemIDplus]
General Manufacturing InformationBenzeneacetic acid, 4-amino-: ACTIVE
Anwendungen
Verwenden4-Aminophenylacetic acid is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.
Darstellung
synthetischep-aminophenylacetic acid is obtained by the reduction of 4-nitrophenylacetic acid. In a reactor, water, 4-nitrophenylacetic acid, and acetic acid are added. The mixture is stirred and heated to 90-95℃. Iron powder is added in portions and refluxed for 2 hours. The mixture is cooled to 40-50℃ and neutralized with sodium carbonate to pH=9, then filtered. The filtrate is further neutralized with acetic acid until pH=4, resulting in the precipitation of 4-aminophenylacetic acid. The yield is 95%.
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