4-Aminohippursure

Bezeichnung:4-Aminohippursure

CAS-Nr61-78-9

Englisch Name:4-Aminohippuric acid

CBNumberCB5348161

SummenformelC9H10N2O3

Molgewicht194.19

MOL-Datei61-78-9.mol

Synonyma

4-Aminohippursure

4-Aminohippursure physikalisch-chemischer Eigenschaften

Schmelzpunkt	199-200 °C (dec.)(lit.)
Siedepunkt	330.62°C (rough estimate)
Dichte	1.356
Brechungsindex	1.5600 (estimate)
storage temp.	Store below +30°C.
Löslichkeit	DMF: 33 mg/ml; DMF:PBS (pH7.2) (1:30): 0.03 mg/ml; DMSO: 20 mg/ml
pka	pKa 3.8 (Uncertain)
Aggregatzustand	Crystalline Powder
Farbe	Off-white to grayish
PH	3.0-3.5 (20g/l, H2O, 20℃)
Wasserlöslichkeit	Soluble in alcohol, chloroform, benzene, and acetone. Insoluble in water, ether, carbon, and tetrachloride.
Merck	14,442
BRN	1213676
InChIKey	HSMNQINEKMPTIC-UHFFFAOYSA-N
CAS Datenbank	61-78-9(CAS DataBase Reference)
EPA chemische Informationen	P-Aminohippuric acid (61-78-9)

Sicherheit

Kennzeichnung gefährlicher	Xi,Xn
R-Sätze:	36/37/38-20/21/22
S-Sätze:	37/39-26-36
WGK Germany	3
F	8-9-23
TSCA	Yes
HS Code	29242990
Giftige Stoffe Daten	61-78-9(Hazardous Substances Data)

Gefahreninformationscode (GHS)

4-Aminohippuric 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:
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
4-Aminohippuric acid is a substrate for various renal transporters that has been used in the study of anion uptake in the kidney. It is a substrate for organic anion transporter 1 (OAT1; Km = 14.3 μM in X. laevis oocytes), the human inorganic phosphate transporter (NPT1; Km = 2.66 mM in HEK293 cells), and apical multidrug resistance protein (MDR2; Km = 880 μM in HEK293 cells). 4-Aminohippuric acid is a glycine amide form of 4-aminobenzoic acid . Formulations containing 4-aminohippuric acid have been used as markers to determine renal plasma flow.
Chemische Eigenschaften
off-white to greyish crystalline powder
Verwenden
p-Aminohippuric acid has been used as infusions to measure plasma flow.
Verwenden
4-Aminohippuric Acid is used in the measurement of renal plasma flow as a diagnostic tool which may be applied towards kidney disorders.
Verwenden
muscle relaxant (smooth)
Definition
ChEBI: P-aminohippuric acid is an N-acylglycine that is the 4-amino derivative of hippuric acid; used as a diagnostic agent in the measurement of renal plasma flow. It has a role as a Daphnia magna metabolite. It is a conjugate acid of a p-aminohippurate.
Allgemeine Beschreibung
Renal tubules secretes para amino hippuric acid/PAH.
Biochem/physiol Actions
Para-aminohippuric acid(PAH) is used as a marker in nutrition studies to measure the flow of blood in pigs, which inturn helps to determine the portal-drained viscera (PDV) flux of nutrients.
Synthese
4-Aminohippuric acid is prepared by reacting p-nitrobenzoyl chloride with glycine, followed by reducing the p-nitro group with tin and hydrochloric acid.
läuterung methode
Crystallise the acid from H2O. It is soluble in organic solvents. [Cohen & McGilvery J Biol Chem 169 119 1945, 171 121 1947, Meunzen et al. J Biol Chem 26 469 1926, Beilstein 14 III 1069, 14 IV 1152.]
Einzelnachweise
[1] B. ZMBOVA . Synthesis of p-aminohippuric acid analog and its labeling by technetium-99m[J]. International Journal of Radiation Applications and Instrumentation. Part A. Applied Radiation and Isotopes, 1989, 40 3: Pages 225-234. DOI:10.1016/0883-2889(89)90152-4.
[2] W P DEISS P P C. Studies in para-aminohippuric acid synthesis in the human: its application as a liver function test.[J]. Journal of Clinical Investigation, 1950, 29 8: 1014-1020. DOI:10.1172/JCI102332.
[3] M. SHEAT M. M Zenab F Saeed. Synthesis of Some of Azo, Triazines and Schiff Bases Compounds from 4-Aminohippuric Acid[J]. Journal of Education Science, 2009, 47 1: 1-8. DOI:10.33899/edusj.2009.57930.
[4] T SEKINE. Expression cloning and characterization of a novel multispecific organic anion transporter.[J]. The Journal of Biological Chemistry, 1997, 272 30: 18526-18529. DOI:10.1074/jbc.272.30.18526.
[5] HIROSHI UCHINO . p-Aminohippuric Acid Transport at Renal Apical Membrane Mediated by Human Inorganic Phosphate Transporter NPT1[J]. Biochemical and biophysical research communications, 2000, 270 1: Pages 254-259. DOI:10.1006/bbrc.2000.2407.

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