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Hippuric acid

Hippuric acid Structure
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
Molecular Weight:
179.17
MOL File:
495-69-2.mol
MSDS File:
SDS
Modify Date:
2024/8/24 19:19:26

Hippuric acid Properties

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
pka 3.62(at 25℃)
form Crystalline Powder
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)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05,GHS07
Signal word  Danger
Hazard statements  H302-H315-H318-H335-H319
Precautionary statements  P280a-P304+P340-P405-P501a-P264-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280-P305+P351+P338
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
3-10
TSCA  Yes
HazardClass  IRRITANT
HS Code  29242990
NFPA 704
1
3 0

Hippuric acid price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 8.20649 Hippuric acid for synthesis 495-69-2 100G ₹5350 2022-06-14 Buy
Sigma-Aldrich(India) 112003 Hippuric acid 98% 495-69-2 5G ₹2045.93 2022-06-14 Buy
Sigma-Aldrich(India) 8.20649 Hippuric acid for synthesis 495-69-2 500G ₹9850.01 2022-06-14 Buy
Sigma-Aldrich(India) 112003 Hippuric acid 98% 495-69-2 100G ₹5444.98 2022-06-14 Buy
Sigma-Aldrich(India) 112003 Hippuric acid 98% 495-69-2 500G ₹5672.3 2022-06-14 Buy
Product number Packaging Price Buy
8.20649 100G ₹5350 Buy
112003 5G ₹2045.93 Buy
8.20649 500G ₹9850.01 Buy
112003 100G ₹5444.98 Buy
112003 500G ₹5672.3 Buy

Hippuric acid Chemical Properties,Uses,Production

Chemical Properties

White crystalline powder

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.

Definition

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

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:
Preparation of Hippuric acid from Glycine
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].

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.]

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  • Physiology of Hippuric acid
  • Hippuric Acid is an acyl glycine produced by the conjugation of benzoic acid and glycine, found as a normal component in urine....
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TIMTEC-BB SBB003759 N-BENZOYLGLYCINE Acetic acid, (benzoylamino)- Acido ippurico acidoippurico Benaamidoacaticacid benzamidoaceticacid Benzenecarboxamide, N-carboxymethyl- Benzoylaminoethanoicacid Benzoylglycin Benzoylglycocoll Glycine,N-benzoyl- 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 BZ-GLY-OH BZO-GLY-OH HIPPURIC ACID Benzamidoessigsaeure Benzoylaminoessigsaeure CPD-425 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 2-benzamidoacetate HippuricAcid> HIPPURIC ACID FOR SYNTHESIS 100 G Hippuric acid USP/EP/BP HIPPURIC ACID For Synthesis AKOS B029712 Benzamidoacetic acid hippuric BENZOYLGLYCINE hippurate Hippursaeure Hippuric acid (2-Benzamidoacetic acid) 495-69-2 459-69-2 C6H5CONHCH2CO2H