Physical and Chemical Properties Hippuric acid excretion test Uses production method
ChemicalBook > CAS DataBase List > Hippuric acid

Hippuric acid

Physical and Chemical Properties Hippuric acid excretion test Uses production method
Product Name
Hippuric acid
CAS No.
495-69-2
Chemical Name
Hippuric acid
Synonyms
hippurate;BENZOYLGLYCINE;hippuric;AKOS B029712;Hippursaeure;Benzamidoacetic acid;CPD-425;NSC 9982;BZ-GLY-OH;BZO-GLY-OH
CBNumber
CB0483177
Molecular Formula
C9H9NO3
Formula Weight
179.17
MOL File
495-69-2.mol
More
Less

Hippuric acid Property

Melting point:
187-191 °C (lit.)
Boiling point:
311.69°C (rough estimate)
Density 
1,371 g/cm3
refractive index 
1.5600 (estimate)
storage temp. 
Store below +30°C.
solubility 
3.26g/l
form 
Crystalline Powder
pka
3.62(at 25℃)
color 
White to almost white
PH
2.5-3.5 (10g/l, H2O, 20℃)(slurry)
Water Solubility 
Soluble in water.
Merck 
14,4716
BRN 
1073987
Stability:
Stable. Incompatible with oxidizing agents.
InChIKey
QIAFMBKCNZACKA-UHFFFAOYSA-N
LogP
0.771
CAS DataBase Reference
495-69-2(CAS DataBase Reference)
EPA Substance Registry System
Glycine, N-benzoyl- (495-69-2)
More
Less

Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-37/38-41-36/37/38
Safety Statements 
26-39-36/37-22
WGK Germany 
3
RTECS 
MR8150000
F 
3-10
TSCA 
Yes
HazardClass 
IRRITANT
HS Code 
29242990
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

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

P405Store locked up.

More
Less

N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.20649
Product name
Hippuric acid
Purity
for synthesis
Packaging
100g
Price
$54.5
Updated
2024/03/01
Sigma-Aldrich
Product number
112003
Product name
Hippuric acid
Purity
98%
Packaging
5g
Price
$49.9
Updated
2024/03/01
Sigma-Aldrich
Product number
8.20649
Product name
Hippuric acid
Purity
for synthesis
Packaging
500g
Price
$169
Updated
2024/03/01
Sigma-Aldrich
Product number
112003
Product name
Hippuric acid
Purity
98%
Packaging
100g
Price
$52.4
Updated
2024/03/01
TCI Chemical
Product number
H0143
Product name
Hippuric Acid
Purity
>98.0%(T)
Packaging
25g
Price
$18
Updated
2024/03/01
More
Less

Hippuric acid Chemical Properties,Usage,Production

Physical and Chemical Properties

Hippuric acid is also known as "Benzoylaminoethanoic acid",its molecular formula is C9H9NO3. The molecular weight is 179.18. As colorless crystals. Melting point 187~188 ℃. It's soluble in cold water, chloroform, ether, cold ethanol, slightly soluble in amyl alcohol, soluble in hot water, hot ethanol, sodium phosphate solution, almost insoluble in benzene, carbon disulfide, petroleum ether. Naturally it occurs in herbivores (such as horses) of urine, it is also present in small amounts in human urine,it is easily hydrolyzed to benzoic acid and glycine. Hippuric acid can reduce urine pH within a certain range,which makes the bacteria living environment change, and then plays a synergistic bactericidal effect. Urinary hippuric acid is measured using pyridine-benzene chloride colorimetry. The principle is that hippuric acid reacts with benzene sulfonyl chloride in pyridine solution, and the product in ethanol solution is yellow compound, according to the color depth, quantitative analysis is processed by colorimetry. Normal urine hippuric acid content varies widely because of different varieties of diet and intake (from 0.3 to 2.5 grams per day), and there are individual differences. After Toluene goes into the body, through metabolic transformation, most of it becomes to hippuric acid and is excreted through urine. Determination of horse urine  hippuric acid content can be used as  exposure indicators to reflect the body's absorption of toluene, but it can not serve as indicators of the diagnosis.
Hippuric acid can be made by reaction of benzoyl chloride with glycine in sodium hydroxide solution . It can be used for biochemical reagents and organic synthesis. Hippuric acid ammonium salt is crystal, soluble in water, soluble in ethanol; potassium salt is crystal, containing single molecule of crystal water, soluble in water, soluble in ethanol.
Properties, uses, methods of synthesis of hippuric acid Information compiled by Andy of ChemicalBook (2016-11-19).

Hippuric acid excretion test

The use of the principles of sodium benzoate going into the human body and  binding  glycine  in the liver to be non-toxic hippuric acid and being excreted with the urine,can be used to exam  liver detoxification function, which is called hippuric acid excretion test. The kidneys can not only excrete hippuric acid, it can also synthesize a small amount of  hippuric acid .It is only in normal renal function that hippuric acid test can truly reflect the liver's detoxification function using hippuric acid excretion test . A little after the subjects take breakfast, oral 6g sodium benzoate is taken. 4h after taking the drug, collect the urine, measure the urine excretion, the normal amount ofhippuric acid after 4h discharge should be> 3.0g. To avoid nausea and vomiting induced often by oral sodium benzoate  , intravenous injection 1.77g sodium benzoate can be slowly done  ,urine is collected 1h after injection, discharge amount is measured  , the  normal discharge amount should be 1h> 0.7g. When there is liver parenchymal disease, such as hepatitis, cirrhosis and liver necrosis, the liver synthesis of hippuric acid dysfunctions, which decreases production of hippuric acid  . Obstructive jaundice causes small changes. Reduced renal blood flow and renal excretion dysfunction also lead to the reducing of the amount of hippuric acid discharge . Some fruits contain benzoic acid  such as apples, bananas, etc., they should be banned when testing. Hippuric acid test has many factors and sodium benzoate can cause adverse reactions in patients, and the valuation of liver detoxification function is less precise, it has been less clinical.
Reference: China Medical Encyclopedia twenty-seven DIAGNOSIS  [author:Sun Rongwu]

Uses

The product is used for medicine, dyes intermediates and it is used for the production of fluorescent yellow H8GL, disperse fluorescent FFL and so on.

production method

Benzoyl chloride reacts with the amino acid in sodium hydroxide solution, amido sodium benzene is obtained, then it is acidized with hydrochloric acid. The amino acid is dissolved in sodium hydroxide solution, at the same time drop  benzoyl chloride and sodium hydroxide solution  below 30 ℃  , the reaction solution is always alkaline. After finishing adding, stir for 30min. Then add  hydrochloric acid to pH 2, filter  crude, use water to recrystallize , hippuric acid is obtained. Consumption of raw materials fixed: amino acid (90%) 610kg/t, benzoyl chloride (60%) 1520kg/t, caustic soda (30%) 1960kg/t, hydrochloric acid (30%) 900kg/t.

Chemical Properties

White crystalline powder

Uses

Hippuric acid is used as a intermediate for the manufacturing medicine and other organic compounds. Hippuric acid can be used to study cell biology, chemical biology, bioactive small molecules, amino acid derivatives, peptide synthesis, chemical synthesis and nutrition. Hippuric acid has been used to inform the metabolism and urinary excretion of procyanidins.

Uses

N-Benzoylglycine also known as Hippuric Acid is the glycine conjugate of benzoic acid commonly found in ruminant urine. It is synthesized in the liver and its production is greatly increased following consuption of benzoic acid. In itself it does not have a direct biological function, however p-hydroxy-hippurica acid can be used as an inhibitor of Ca2+ ATPase.

Preparation

Preparation of Hippuric acid from Glycine.
Principle: The hydroxy and amino functions can be easily benzoylated using Benzoyl chloride in aqueous alkaline conditions. This reaction is known as Schotten-Baumann reaction.
Reaction:

Procedure: Dissolve 0.5 g of glycine in 5 ml of 10% NaOH solution in a 25 ml conical flask. Add 0.9 ml of benzoyl chloride in five portions to the solution. Stopper the flask and shake vigorously after each addition until all the benzoyl chloride is reacted. Transfer the solution to a beaker and add few grams of ice and add conc. HCl slowly with stirring until the solution is acidic to litmus paper. Filter the crystalline precipitate of the product on a Buchner funnel, wash with cold water and drain well. Place the solid in a conical flask with 10 ml CCl4 and boil gently for 10 min. Allow the mixture to cool slightly, filter under gentle suction and wash with 10-20 ml CCl4. Record the practical yield and re-crystallize it.
Re-crystallization: Dissolve the crude product from boiling water (5 ml), with addition of decolorizing charcoal if necessary, filter the hot solution and cool the filtrate. The crystals of the product separate out. Filter, dry and record the melting point and TLC [using Butanal : acetic acid: water (4 : 1 : 1) as solvent or CHCl3:methanol (9 : 1) or toluene].

Definition

ChEBI: An N-acylglycine in which the acyl group is specified as benzoyl.

Purification Methods

Crystallise the acid from boiling H2O. Dry it over P2O5. Also purify it by dissolving 135-140g in 2L of boiling H2O, filtering through a steam-heated funnel and allowing to crystallise at ~20o (yield 115-122g first crop, m 186-187o). [Ingersoll & Babcock Org Synth Coll Vol II 328 1943, Beilstein 9 225, I 100.]

Hippuric acid Preparation Products And Raw materials

Raw materials

Formyl chloride Sodium glycinate Glycine Benzoyl chloride

Preparation Products

2-BENZAMIDO-3-(4-(N,N-BIS-(2-CHLOROETHYL)AMINO)PHENYL)PROPIONIC ACID DL-Isoleucine (3,4-Dimethoxyphenyl)acetic acid 3,4-Dihydroxyphenylacetic acid DL-3-(4-Fluorophenyl)alanine Benzoic acid
More
Less

Hippuric acid Suppliers

Americas 1 Belgium 3 Canada 1 China 347 Czech Republic 1 Europe 4 France 1 Germany 10 India 53 Japan 10 Slovakia 1 South Korea 1 Sweden 2 Switzerland 4 United Kingdom 16 United States 61 USA 1 Global 517
Pure Chemistry Scientific Inc.
Tel
001-857-928-2050 or 1-888-588-9418
Fax
001-617-206-9595
Email
sales@chemreagents.com
Country
United States
ProdList
10186
Advantage
62
HBCChem, Inc.
Tel
+1-510-219-6317
Fax
+1-650-486-1361
Email
sales@hbcchem.com
Country
United States
ProdList
10648
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32165
Advantage
58
Alchem Pharmtech,Inc.
Tel
8485655694
Email
sales@alchempharmtech.com
Country
United States
ProdList
63687
Advantage
58
Aladdin Scientific
Tel
+1-+1(833)-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58
TargetMol Chemicals Inc.
Tel
Email
support@targetmol.com
Country
United States
ProdList
38632
Advantage
58
United States Biological
Tel
--
Fax
--
Email
sales@advtechind.com
Country
United States
ProdList
6075
Advantage
58
Alfa Chemistry
Tel
--
Fax
--
Email
info@Alfa-Chemistry.com
Country
United States
ProdList
6814
Advantage
0
Frontier Scientific Services, Inc.
Tel
--
Fax
--
Email
customerservice@frontierssi.com
Country
United States
ProdList
1575
Advantage
0
Alichem Inc.
Tel
--
Fax
--
Email
sales@alichem.com
Country
United States
ProdList
6167
Advantage
58
SynQuest Laboratories, Inc.,
Tel
--
Fax
--
Country
United States
ProdList
2301
Advantage
58
Moravek, Inc.
Tel
--
Fax
--
Email
info@moravek.com
Country
United States
ProdList
279
Advantage
58
Selleck Chemicals LLC
Tel
--
Fax
--
Email
sales@selleckchem.com
Country
United States
ProdList
1848
Advantage
58
Redox Scientific
Tel
--
Fax
--
Email
info@redoxsci.com
Country
United States
ProdList
2380
Advantage
58
Chem-Impex International, Inc. (CII)
Tel
--
Fax
--
Email
Customer@chemimpex.com
Country
United States
ProdList
893
Advantage
58
Liberty Speciality Chemicals, Llc
Tel
--
Fax
--
Country
United States
ProdList
19
Advantage
58
VWR International, LLC.
Tel
--
Fax
--
Email
@sargentwelch.com
Country
United States
ProdList
6262
Advantage
58
Sinova Inc.
Tel
--
Fax
--
Email
sales@sinovainc.com
Country
United States
ProdList
4009
Advantage
58
Oakwood Products, Inc.
Tel
--
Fax
--
Email
sales@oakwoodchemical.com
Country
United States
ProdList
6193
Advantage
74
United States Biological
Tel
--
Fax
--
Email
chemicals@usbio.net
Country
United States
ProdList
6214
Advantage
80
Glentham Life Sciences Ltd
Tel
--
Fax
--
Email
info@glentham.com
Country
United States
ProdList
2026
Advantage
58
Penta International Corporation
Tel
--
Fax
--
Email
lisaa@pentamfg.com
Country
United States
ProdList
5042
Advantage
58
MedChemExpress
Tel
--
Fax
--
Email
sales@medchemexpress.com
Country
United States
ProdList
6398
Advantage
58
SynQuest Laboratories, Inc.
Tel
--
Fax
--
Email
info@synquestlabs.com
Country
United States
ProdList
6871
Advantage
62
Riedel-de Haen AG
Tel
--
Fax
--
Country
United States
ProdList
6773
Advantage
87
TCI America
Tel
--
Fax
--
Email
sales@tciamerica.com
Country
United States
ProdList
6909
Advantage
75
Frontier Scientific, Inc.
Tel
--
Fax
--
Email
sales@frontiersci.com
Country
United States
ProdList
6222
Advantage
86
Matrix Scientific
Tel
--
Fax
--
Email
sales@matrixscientific.com
Country
United States
ProdList
6632
Advantage
80
HBCChem Inc.
Tel
--
Fax
--
Email
sales@hbcchem-inc.com
Country
United States
ProdList
4569
Advantage
30
Ivy Fine Chemicals
Tel
--
Fax
--
Email
sales@ivychem.com
Country
United States
ProdList
6493
Advantage
58
Waterstone Technology, LLC
Tel
--
Fax
--
Email
sales@waterstonetech.com
Country
United States
ProdList
6786
Advantage
30
AlliChem, LLC
Tel
--
Fax
--
Email
sales@allichemllc.com
Country
United States
ProdList
6516
Advantage
60
Cambridge Isotope Laboratories, Inc.
Tel
--
Fax
--
Email
cilsales@isotope.com
Country
United States
ProdList
6598
Advantage
79
ChemService Inc.
Tel
--
Fax
--
Country
United States
ProdList
6379
Advantage
68
Ryan Scientific, Inc.
Tel
--
Fax
--
Email
ryan.reichlyn@ryansci.com
Country
United States
ProdList
6439
Advantage
60
INDOFINE Chemical Company, Inc.
Tel
--
Fax
--
Email
chemical@indofinechemical.com
Country
United States
ProdList
6176
Advantage
69
Penta Manufacturing Company
Tel
--
Fax
--
Email
sales@pentamfg.com
Country
United States
ProdList
5076
Advantage
65
Advance Scientific & Chemical
Tel
--
Fax
--
Email
sales@advance-scientific.com
Country
United States
ProdList
6419
Advantage
71
AK Scientific, Inc.
Tel
--
Fax
--
Email
sales@aksci.com
Country
United States
ProdList
6347
Advantage
65
Pfaltz & Bauer, Inc.
Tel
--
Fax
--
Email
sales@pfaltzandbauer.com
Country
United States
ProdList
6828
Advantage
72
Alfa Aesar
Tel
--
Fax
--
Email
tech@alfa.com
Country
United States
ProdList
6814
Advantage
81
Chem-Impex International, Inc.
Tel
--
Fax
--
Country
United States
ProdList
6730
Advantage
64
Naugra Export
Tel
--
Fax
--
Country
United States
ProdList
1332
Advantage
47
HONEST JOY HOLDINGS LIMITED
Tel
--
Fax
--
Email
sales@honestjoy.cn
Country
United States
ProdList
6675
Advantage
54
Aceto Corporation
Tel
--
Fax
--
Email
contact@aceto.com
Country
United States
ProdList
2619
Advantage
75
City Chemical LLC
Tel
--
Fax
--
Email
sales@citychemical.com
Country
United States
ProdList
6708
Advantage
72
3B Scientific Corporation
Tel
--
Fax
--
Email
sales@3bsc.com
Country
United States
ProdList
6718
Advantage
47
NILE CHEMICALS
Tel
--
Fax
--
Email
nilechem@vsnl.net
Country
United States
ProdList
1369
Advantage
61
Kingchem Inc.
Tel
--
Fax
--
Email
s.wang@kingchem.com
Country
United States
ProdList
757
Advantage
60
Sciencelab.com, Inc.
Tel
--
Fax
--
Email
accounting@sciencelab.com
Country
United States
ProdList
4159
Advantage
82
More
Less

View Lastest Price from Hippuric acid manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Hippuric acid 495-69-2
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-01-29
hebei hongtan Biotechnology Co., Ltd
Product
Hippuric acid 495-69-2
Price
US $50.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
1000
Release date
2024-03-22
Hebei Chuanghai Biotechnology Co,.LTD
Product
Hippuric Acid 495-69-2
Price
US $5.00-2.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000kg
Release date
2024-08-23

495-69-2, Hippuric acidRelated Search:

N-BENZOYL-DL-ALANINE N-Phthaloylglycine 4-NITROHIPPURIC ACID P-NITROBENZOYL-L-GLUTAMIC ACID Ethyl N-benzoyl-L-argininate hydrochloride 4-METHYLHIPPURIC ACID Calcium folinate N-(4-AMINOBENZOYL)-L-GLUTAMIC ACID DIETHYL ESTER (R)-(+)-1-(4-Methylphenyl)ethylamine N-ALPHA-BENZOYL-L-ARGININE Ethyl N-benzoyl-L-tyrosinate Salicyluric acid DIETHYL BENZAMIDOMALONATE Hippuric acid BZ-GLU-OH 4-Aminohippuric acid Benzenesulfonyl Chloride [for Determination of Hippuric Acid] 2-METHYLHIPPURIC ACID Hippurate

  • 2-benzamidoacetate
  • AKOS B029712
  • TIMTEC-BB SBB003759
  • N-BENZOYLGLYCINE
  • Acetic acid, (benzoylamino)-
  • Acido ippurico
  • acidoippurico
  • Benaamidoacaticacid
  • Benzamidoacetic acid
  • benzamidoaceticacid
  • Benzenecarboxamide, N-carboxymethyl-
  • Benzoylaminoethanoicacid
  • Benzoylglycin
  • Benzoylglycocoll
  • Glycine,N-benzoyl-
  • hippuric
  • n-benzoyl-glycin
  • Phenylcarbonylaminoacetic acid
  • phenylcarbonylaminoaceticacid
  • NSC 9982
  • Hippuric Acid , 98.0%(T)
  • 2-(phenylcarbonylamino)ethanoic acid
  • 2-[(oxo-phenylmethyl)amino]acetic acid
  • ACETIC ACID,BENZAMIDE HIPPURIC ACID
  • BENZAMINOACETIC ACID
  • BENZOYLAMINOACETIC ACID
  • BENZOYLGLYCINE
  • BZ-GLY-OH
  • BZO-GLY-OH
  • HIPPURIC ACID
  • Benzamidoessigsaeure
  • Benzoylaminoessigsaeure
  • CPD-425
  • hippurate
  • Hippursaeure
  • HIPURIC ACID
  • N-Benzoylglycine Benzoylglycine Benzoylaminoacetic acid
  • HIPPURIC ACID FREE ACID
  • HippuricAcid,>99%
  • Hippuricacid,98%
  • N-benzoylaminoacetic acid
  • HIPPURICACID,REAGENT
  • N-BENZOYL GLYCINE / HIPPURIC ACID
  • HIPPURIC ACID(RG)
  • N-Benzoylglycine Benzoylglycine
  • Hippuric acid,N-Benzoylglycine, Benzoylaminoacetic acid
  • N-Benzoylglycine, Benzoylaminoacetic acid
  • GLYCINE, N-BENZOYL (HIPPURIC ACID)
  • Hippuric acid, 98% 100GR
  • 2-(BenzoylaMino)acetic Acid
  • HippuricAcid&gt
  • HIPPURIC ACID FOR SYNTHESIS 100 G
  • Hippuric acid USP/EP/BP
  • HIPPURIC ACID For Synthesis
  • Hippuric acid (2-Benzamidoacetic acid)
  • Hippuric Acid 98% For Synthesis
  • 495-69-2
  • 459-69-2