4-Aminophenylessigsure

Bezeichnung:4-Aminophenylessigsure

CAS-Nr1197-55-3

Englisch Name:4-Aminophenylacetic acid

CBNumberCB6373122

SummenformelC8H9NO2

Molgewicht151.16

MOL-Datei1197-55-3.mol

Synonyma

4-Aminophenylessigsure

4-Aminophenylessigsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	201 °C (dec.) (lit.)
Siedepunkt	273.17°C (rough estimate)
Dichte	1.2023 (rough estimate)
Brechungsindex	1.5635 (rough estimate)
Flammpunkt	201°C
storage temp.	Store below +30°C.
pka	pK1: 3.60;pK2: 5.26 (20°C)
Aggregatzustand	Powder
Farbe	Light yellow to beige
Wasserlöslichkeit	Very soluble in water.
Decomposition	201 ºC
Merck	14,463
BRN	2208094
LogP	0.220 (est)
CAS Datenbank	1197-55-3(CAS DataBase Reference)
NIST chemische Informationen	Benzeneacetic acid, 4-amino-(1197-55-3)
EPA chemische Informationen	Benzeneacetic acid, 4-amino- (1197-55-3)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-20/21/22
S-Sätze:	22-24/25-36-26
WGK Germany	3
RTECS-Nr.	AF3550000
F	13
TSCA	Yes
HazardClass	IRRITANT
HS Code	29224995
Toxizität	mouse,LD50,intraperitoneal,3500mg/kg (3500mg/kg),Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.

Gefahreninformationscode (GHS)

4-Aminophenylacetic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
Chemische Eigenschaften
light yellow to beige powder. Soluble in alcohols and alkalis, slightly soluble in hot water.
Verwenden
4-Aminophenylacetic acid is used as a non-translocated competitive inhibitor of the epithelial peptide transporter PepT1. It can be detected using HPLC, NMR techniques.
synthetische
p-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%.
benefits
4-Aminophenylacetonitrile (4-APAN) is an arylacetonitrile and an active substrate for arylacetonitrilase, which gives 4-aminophenylacetic acid (4-APAA) on hydrolysis. 4-APAA is a precursor of 4-acetylaminophenylacetic acid, used in treating rheumatoid arthritis and actarit drugs. 4-APAA also possesses tuberculostatic activity and is helpful as a fibrinolysis inhibitor. In addition to the medical importance of this acid, several derivatives and compounds obtained from 4-APAA showed antimicrobial activity[1].
läuterung methode
Crystallise the acid from hot water (60-70mL/g). [Beilstein 14 III 1182.]
Einzelnachweise
[1] Neerja Thakur. “Bioprocess Development for the Synthesis of 4-Aminophenylacetic Acid Using Nitrilase Activity of Whole Cells of Alcaligenes faecalis MTCC 12629.” Catalysis Letters 149 10 (2019): 2854–2863.
Einzelnachweise
[1] BEDAIRAHMED H. Preparation of 4-aminophenylacetic acid derivatives with promising antimicrobial activity.[J]. Acta Pharmaceutica, 2006, 56 3: 273-284.
[2] MENGYIFAN ZareRichard N GnanamaniElumalai. One-Step Formation of Pharmaceuticals Having a Phenylacetic Acid Core Using Water Microdroplets.[J]. Journal of the American Chemical Society, 2023, 145 14: 7724-7728. DOI:10.1021/jacs.3c00773.

4-Aminophenylacetic acid Upstream-Materialien And Downstream Produkte

4-Aminophenylessigsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

1197-55-3, 4-Aminophenylacetic acid Verwandte Suche:

Send Inquriy