| Identification | More | [Name]
4-AMINOHIPPURIC ACID | [CAS]
61-78-9 | [Synonyms]
2-[4-AMINOPHENYLCARBOXYAMINO]-ACETIC ACID
(4-AMINO-BENZOYLAMINO)-ACETIC ACID
4-AMINOBENZOYL GLYCINE
4-AMINOHIPPURIC ACID
AKOS BBS-00006940
LABOTEST-BB LT00053657
MIXTURE NO 6-POLYNUCLEAR AROMATIC HYDROCARBONS
N-(4-AMINOBENZOYL)AMINOACETIC ACID
N-(4-AMINOBENZOYL)GLYCINE
N-4-AMINOHIPPURIC ACID
N-(P-AMINOBENZOYL)-AMINOACETIC ACID
N-[P-AMINOBENZOYL]GLYCINE
PAH
P-AMINOBENZOYLGLYCINE
P-AMINOHIPPURIC ACID
POLYNUCLEAR AROMATIC HYDROCARBONS
TIMTEC-BB SBB000329
n-(4-aminobenzoyl)-glycin
n-(para-aminobenzoyl)glycine
pah(aminoacid) | [EINECS(EC#)]
200-518-9 | [Molecular Formula]
C9H10N2O3 | [MDL Number]
MFCD00007890 | [Molecular Weight]
194.19 | [MOL File]
61-78-9.mol |
| Chemical Properties | Back Directory | [Appearance]
off-white to greyish crystalline powder | [Melting point ]
199-200 °C (dec.)(lit.)
| [Boiling point ]
330.62°C (rough estimate) | [density ]
1.356 | [refractive index ]
1.5600 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMF: 33 mg/ml; DMF:PBS (pH7.2) (1:30): 0.03 mg/ml; DMSO: 20 mg/ml | [form ]
Crystalline Powder | [pka]
pKa 3.8 (Uncertain) | [color ]
Off-white to grayish | [PH]
3.0-3.5 (20g/l, H2O, 20℃) | [Water Solubility ]
Soluble in alcohol, chloroform, benzene, and acetone. Insoluble in water, ether, carbon, and tetrachloride. | [Merck ]
14,442 | [BRN ]
1213676 | [InChIKey]
HSMNQINEKMPTIC-UHFFFAOYSA-N | [CAS DataBase Reference]
61-78-9(CAS DataBase Reference) | [EPA Substance Registry System]
P-Aminohippuric acid (61-78-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [F ]
8-9-23 | [TSCA ]
Yes | [HS Code ]
29242990 | [Hazardous Substances Data]
61-78-9(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Description]
4-Aminohippuric acid (61-78-9) 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).1,2,3 4-Aminohippuric acid is a glycine amide form of 4-aminobenzoic acid (Item No. 18659). Formulations containing 4-aminohippuric acid have been used as markers to determine renal plasma flow.
| [Chemical Properties]
off-white to greyish crystalline powder | [Uses]
4-Aminohippuric Acid is used in the measurement of renal plasma flow as a diagnostic tool which may be applied towards kidney disorders. | [Uses]
muscle relaxant (smooth) | [Definition]
ChEBI: An N-acylglycine that is the 4-amino derivative of hippuric acid; used as a diagnostic agent in the measurement of renal plasma flow. | [General Description]
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. | [Synthesis]
4-Aminohippuric acid is prepared by reacting p-nitrobenzoyl chloride with glycine, followed by reducing the p-nitro group with tin and hydrochloric acid. | [Purification Methods]
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.] | [References]
[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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