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4-Aminohippuric acid

4-Aminohippuric acid Structure
CAS No.
61-78-9
Chemical Name:
4-Aminohippuric acid
Synonyms
PAH;P-AMINOHIPPURIC ACID;POLYNUCLEAR AROMATIC HYDROCARBONS;paha;Nefrotest;N-glycine;Aminohippuric;pah(aminoacid);AKOS BBS-00006940;p-amino-hippuricaci
CBNumber:
CB5348161
Molecular Formula:
C9H10N2O3
Molecular Weight:
194.19
MOL File:
61-78-9.mol
MSDS File:
SDS
Modify Date:
2024/4/25 17:59:01

4-Aminohippuric acid Properties

Melting point 199-200 °C (dec.)(lit.)
Boiling point 330.62°C (rough estimate)
Density 1.356
refractive index 1.5600 (estimate)
storage temp. Store below +30°C.
solubility DMF: 33 mg/ml; DMF:PBS (pH7.2) (1:30): 0.03 mg/ml; DMSO: 20 mg/ml
pka pKa 3.8 (Uncertain)
form Crystalline Powder
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

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi,Xn
Risk Statements  36/37/38-20/21/22
Safety Statements  37/39-26-36
WGK Germany  3
8-9-23
TSCA  Yes
HS Code  29242990
NFPA 704
1
0 1

4-Aminohippuric acid price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) A1422 p-Aminohippuric acid ≥99% 61-78-9 10G ₹5758.9 2022-06-14 Buy
Sigma-Aldrich(India) A1422 p-Aminohippuric acid ≥99% 61-78-9 25G ₹10413.65 2022-06-14 Buy
Sigma-Aldrich(India) PHR3174 Aminohippuric Acid pharmaceutical secondary standard, certified reference material 61-78-9 500MG ₹18380.85 2022-06-14 Buy
Sigma-Aldrich(India) A1422 p-Aminohippuric acid ≥99% 61-78-9 100G ₹28707.9 2022-06-14 Buy
Sigma-Aldrich(India) A1422 p-Aminohippuric acid ≥99% 61-78-9 250G ₹63088.1 2022-06-14 Buy
Product number Packaging Price Buy
A1422 10G ₹5758.9 Buy
A1422 25G ₹10413.65 Buy
PHR3174 500MG ₹18380.85 Buy
A1422 100G ₹28707.9 Buy
A1422 250G ₹63088.1 Buy

4-Aminohippuric acid Chemical Properties,Uses,Production

Description

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.

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.

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.

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.

4-Aminohippuric acid Preparation Products And Raw materials

Raw materials

Preparation Products

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