27115-50-0

Basic information

• Product Name: 4-METHYLHIPPURIC ACID
• Synonyms: PARA-METHYLHIPPURICACID;4-METHYLHIPPURIC ACID 98%;N-(4-Methylbenzoyl)glycine, p-Toluric acid;p-Methylbenzoylaminoacetic acid;4-Methylhippuric acid,98%;N-(p-Methylbenzoyl)glycine;NSC 126814;N-(4-Methylbenzoyl)glycine-d7
• CAS NO: 27115-50-0
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.2
• EINECS: 248-231-8
• Product Categories: Amines;Aromatics
• Mol File: 27115-50-0.mol
• Article Data: 27

Chemical Properties

• Melting Point: 163-165 °C(lit.)
• Boiling Point: 329.41°C (rough estimate)
• Flash Point: 217.3 °C
• Appearance: White crystalline powder
• Density: 1.2307 (rough estimate)
• Vapor Pressure: 1.58E-08mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 3.72±0.10(Predicted)
• CAS DataBase Reference: 4-METHYLHIPPURIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHYLHIPPURIC ACID(27115-50-0)
• EPA Substance Registry System: 4-METHYLHIPPURIC ACID(27115-50-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• Hazardous Substances Data: 27115-50-0(Hazardous Substances Data)

Usage

Chemical Properties

WHITE CRYSTALLINE POWDER

Uses

A substituted hippurate analog as substrate and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM).

Definition

ChEBI: An N-acylglycine in which the acyl group is specified as 4-methylbenzoyl.

General Description

4-Methylhippuric acid is the major metabolite of xylene and has been determined in urine by gas chromatography.

InChI:InChI=1/C10H17NO3/c1-7-2-4-8(5-3-7)10(14)11-6-9(12)13/h7-8H,2-6H2,1H3,(H,11,14)(H,12,13)/p-1

Upstream product

• 122081-29-2 N-(4-methyl)benzoyl glycine ethylester 
• 874-60-2 4-methyl-benzoyl chloride 
• 56-40-6 glycine 
• 75152-18-0 2-p-tolyl-4H-oxazol-5-one 
• 99-94-5 p-Toluic acid 
• 22198-21-6 N-p-toluoyl-glycine nitrile 
• 42469-26-1 N-(2-hydroxyethyl)-4-methylbenzamide 

Downstream Products

• 122081-29-2 N-(4-methyl)benzoyl glycine ethylester 
• 16352-80-0 4-furfurylidene-2-p-tolyl-4H-oxazol-5-one 
• 16352-78-6 4-benzo[1,3]dioxol-5-ylmethylene-2-p-tolyl-4H-oxazol-5-one 
• 16352-74-2 4-(2-chloro-benzylidene)-2-p-tolyl-4H-oxazol-5-one 
• 116222-16-3 3-(4-Methyl-benzoylamino)-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid cyclohexylamide 
• 103369-12-6 N-formyl-4-methylbenzamide 
• 103369-10-4 [(4-methylbenzoyl)amino]methyl acetate 
• 116222-17-4 3-(4-Methyl-benzoylamino)-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid (4-methoxy-phenyl)-amide 
• 57427-79-9 (Z)-4-(4-methylbenzylidene)-2-phenyloxazol-5(4H)-one 
• 72615-45-3 2-o-Tolyl-4-[1-p-tolyl-meth-(Z)-ylidene]-4H-oxazol-5-one 
• 72615-46-4 (Z)-4-(4-methylbenzylidene)-2-(m-tolyl)oxazol-5(4H)-one 
• 68661-25-6 4-Hydroxy-1-(p-toluoyl)-3-pyrrolin-2-on 
• 1123761-52-3 N-(fomamidomethyl)-4-methylbenzamide 
• 1268161-51-8 5-chloro-2-p-tolyloxazole-4-carbaldehyde 

Relevant articles and documents

Synthesis and evaluation of new phenyl acrylamide derivatives as potent non-nucleoside anti-HBV agents

As a continuation of our previous work, a series of new phenyl acrylamide derivatives (4Aa-g, 4Ba-t, 5 and 6a-c) were designed and synthesized as non-nucleoside anti-HBV agents. Among them, compound 4Bs could potently inhibit HBV DNA replication in wild-type and lamivudine (3TC)/entecavir resistant HBV mutant strains with IC50 values of 0.19 and 0.18 μM, respectively. Notably, the selective index value of 4Bs was above 526, indicating the favorable safety profile. Interestingly, unlike nucleoside analogue 3TC, 4Bs could significantly inhibit 3.5 kb pgRNA expression. Molecular docking study revealed that 4Bs could fit well into the dimer-dimer interface of HBV core protein by hydrophobic, π–π and H-bond interactions. Considering the potent anti-HBV activity, low toxicity and diverse anti-HBV mechanism from that of nucleoside anti-HBV agent 3TC, compound 4Bs might be a promising lead to develop novel non-nucleoside anti-HBV therapeutic agents, and warranted further investigation.

Synthesis, Spectroscopic Characterization and Polymerization Abilities of Blue and Green Light Emitting Oxazol-5-one Fluorophores

New fluorescent thiophenyl group containing oxazol-5-one fluorophores of 3a (4-(3-thiophenylmethylene)-2-phenyloxazol-5-one), 3b (4-(3-thiophenylmethylene)-2-(4-tolyl)oxazol-5-one) and 3c (4-(3-thiophenylmethylene)-2-(4-nitrophenyl)oxazol-5-one) were synthesized and characterized. The newly synthesized oxazol-5-ones absorption and fluorescence characteristics were studied in some solvents of varying polarities. The heterocyclic chromophores were fluorescent, with two of them, 3a and 3b, emitting blue light, whilst the other one, 3c, emitting green light. The emission maxima of the derivatives varied between 415 and 572?nm according as the extent of conjugation and solvent polarity. As solvent polarity increased, 3c derivatives emission spectra displayed a large bathochromic shift, which revealed the considerable change of the dipole moment of the fluorescent structure because of an intramolecular charge transfer interaction. Furthermore, oxazolones polymerization ability via the thiophenyl group linked to the oxazol-5-one heterocycle showed that copolymerization of 3a was achieved, but homopolymerization was not observed.

Supported ruthenium hydride catalysts for direct conversion of alcohols to carboxylic acids using styrene oxide as oxidant

In the present work, the ability of two ruthenium hydride catalysts supported on multiwall carbon nanotubes, [Ru–H@EDT–MWCNT], and gold nanoparticles cored triazine dendrimer, [Ru–H@AuNPs–TD], in the direct conversion of alcohols to carboxylic acids via transfer hydrogenation using styrene oxide as oxidant is reported. Different alcohols were successfully converted to their corresponding carboxylic acids. The results showed that these two heterogeneous catalysts are more efficient than the homogeneous counterpart. In addition, the catalysts were reused several times.