ChemicalBook > CAS DataBase List > 4-Aminohippuric acid

4-Aminohippuric acid

Product Name
4-Aminohippuric acid
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
Formula Weight
194.19
MOL File
61-78-9.mol
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4-Aminohippuric acid Property

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
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)
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Safety

Hazard Codes 
Xi,Xn
Risk Statements 
36/37/38-20/21/22
Safety Statements 
37/39-26-36
WGK Germany 
3
F 
8-9-23
TSCA 
Yes
HS Code 
29242990
Hazardous Substances Data
61-78-9(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
PHR3174
Product name
Aminohippuric Acid
Purity
pharmaceutical secondary standard, certified reference material
Packaging
500MG
Price
$200
Updated
2024/03/01
Sigma-Aldrich
Product number
8.14621
Product name
4-Aminohippuric acid
Purity
for synthesis
Packaging
25g
Price
$191
Updated
2024/03/01
Sigma-Aldrich
Product number
08090
Product name
p-Aminohippuric acid
Purity
≥98.0% (T)
Packaging
50g
Price
$387
Updated
2023/01/07
TCI Chemical
Product number
A0313
Product name
4-Aminohippuric Acid
Purity
>99.0%(T)
Packaging
10g
Price
$171
Updated
2024/03/01
TCI Chemical
Product number
A0313
Product name
4-Aminohippuric Acid
Purity
>99.0%(T)
Packaging
25g
Price
$342
Updated
2024/03/01
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4-Aminohippuric acid Chemical Properties,Usage,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

muscle relaxant (smooth)

Uses

p-Aminohippuric acid has been used as infusions to measure plasma flow.

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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4-Aminohippuric acid Suppliers

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View Lastest Price from 4-Aminohippuric acid manufacturers

Henan Fengda Chemical Co., Ltd
Product
4-Aminohippuric acid 61-78-9
Price
US $8.00-2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-04-25
Shaanxi Haibo Biotechnology Co., Ltd
Product
4-AMINOHIPPURIC ACID 61-78-9
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-09-05
Henan Aochuang Chemical Co.,Ltd.
Product
4-AMINOHIPPURIC ACID 61-78-9
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1ton
Release date
2022-10-14

61-78-9, 4-Aminohippuric acidRelated Search:

L-Tetrahydrofolic Acid Folic acid Aminopterin P-NITROBENZOYL-L-GLUTAMIC ACID 4-Aminohippuric acid P-AMINOHIPPURIC ACID SODIUM SALT N-(p-Aminobenzoyl)glutamic acid METHOTREXATE HYDRATE 5-METHYLTETRAHYDROFOLIC ACID DISODIUM SALT diethyl N-[4-(methylamino)benzoyl]-L-glutamate DIHYDROFOLIC ACID N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER 4-NITROHIPPURIC ACID Calcium folinate (+/-)AMETHOPTERIN P-AMINOHIPPURIC ACID SODIUM Hippuric acid Uric acid

  • |p|-AMinohippuric acid (PAH)
  • 2-[(4-aminophenyl)carbonylamino]ethanoic acid
  • 2-[[(4-aminophenyl)-oxomethyl]amino]acetic acid
  • Aminohippuric acid [USAN]
  • Hippuric acid, p-amino-
  • Hippuric acid, p-amino- (8CI)
  • Nefrotest
  • N-[(4-aminophenyl)carbonyl]glycine
  • <i>p</i>-Aminohippuric acid (PAH)
  • 4-Aminohippuric acid(p-Aminohippuric acid)
  • n-(4-aminobenzoyl)-glycin
  • n-(para-aminobenzoyl)glycine
  • pah(aminoacid)
  • 4-Aminohippuric acid;PAH
  • P-AMINOHIPPURIC ACID FREE ACID
  • 4-Aminohippuricacid,97%
  • Aminohippuric
  • Glycine, N-(4-aminobenzoyl)-
  • 2-[(4-aminobenzoyl)amino]acetic acid
  • N-(4-AMINOBENZOYL)GLYCINE / 4-AMINOHIPPURIC ACID
  • 4-AMINOHIPPURIC ACID BIOTECH
  • 4-Aminohippuric acid, N-(4-Aminobenzoyl)glycine, p-Aminohippuric acid
  • 4-Aminohippuric acid,99%
  • N-glycine
  • 4-AMINOHIPPURIC ACID FOR SYNTHESIS
  • 2-(4-AMinobenzaMido)acetic acid
  • Aminohippuric Acid (200 mg)
  • paha
  • p-amino-hippuricaci
  • para-aminohippuricacid
  • AKOS BBS-00006940
  • (4-AMINO-BENZOYLAMINO)-ACETIC ACID
  • 4-AMINOBENZOYL GLYCINE
  • 4-AMINOHIPPURIC ACID
  • 2-[4-AMINOPHENYLCARBOXYAMINO]-ACETIC ACID
  • LABOTEST-BB LT00053657
  • MIXTURE NO 6-POLYNUCLEAR AROMATIC HYDROCARBONS
  • N-4-AMINOHIPPURIC ACID
  • N-(4-AMINOBENZOYL)AMINOACETIC ACID
  • N-(4-AMINOBENZOYL)GLYCINE
  • N-(P-AMINOBENZOYL)-AMINOACETIC ACID
  • N-[P-AMINOBENZOYL]GLYCINE
  • POLYNUCLEAR AROMATIC HYDROCARBONS
  • PAH
  • P-AMINOBENZOYLGLYCINE
  • P-AMINOHIPPURIC ACID
  • TIMTEC-BB SBB000329
  • 4-Aminohippuric Acid &gt
  • 4-AMINOHIPPURIC ACID USP/EP/BP
  • Aminohippuric Acid (1025351)
  • 4-Aminohippuric Acid, ≥ 99.0%
  • 61-78-9
  • H2NC6H4CONHCH2COOH
  • H2NC6D4CONHCH2COOH
  • NH2C6H4CONHCH2COOH
  • AMINE
  • Peptide Synthesis
  • Modified Amino Acids