4-Methylhippuric acid

Base Information

• Chemical Name: 4-Methylhippuric acid
• CAS No.: 27115-50-0
• Molecular Formula: C10H11NO3
• Molecular Weight: 193.202
• Hs Code.: 2924299090
• European Community (EC) Number: 248-231-8
• NSC Number: 126814
• UNII: 9QOX0DSK6F
• DSSTox Substance ID: DTXSID00181580
• Nikkaji Number: J47.330H
• Wikidata: Q22132817
• NCI Thesaurus Code: C173417
• Metabolomics Workbench ID: 42282
• ChEMBL ID: CHEMBL274877
• Mol file: 27115-50-0.mol

Synonyms:4-methylhippuric acid;p-methylhippuric acid;para-methylhippuric acid

Chemical Property of 4-Methylhippuric acid

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.58E-08mmHg at 25°C
• Melting Point: 163-165 °C(lit.)
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 435.8 °C at 760 mmHg
• PKA: 3.72±0.10(Predicted)
• Flash Point: 217.3 °C
• PSA: 66.40000
• Density: 1.229 g/cm³
• LogP: 1.20030
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methylhippuric acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)NCC(=O)O
• Uses: A substituted hippurate analog as substrate and inhibitor of peptidylglycine α-hydroxylating monooxygenase (PHM).

Technology Process of 4-Methylhippuric acid

There total 10 articles about 4-Methylhippuric acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 84.0%

4-[1-Dimethylamino-meth-(Z)-ylidene]-2-p-tolyl-4H-oxazol-5-one → N-(4-methylbenzoyl)glycine (27115-50-0)

Guidance literature:

With sodium ethanolate; In ethanol; for 0.25h; Heating;

Reference yield: 80.0%

N-(2-hydroxyethyl)-4-methylbenzamide (42469-26-1) → N-(4-methylbenzoyl)glycine (27115-50-0)

Guidance literature:

With styrene oxide; (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); In toluene; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1055/s-0032-1317676

Reference yield: 77.0%

4-methyl-benzoyl chloride (874-60-2) + glycine (56-40-6,18875-39-3,25718-94-9) → N-(4-methylbenzoyl)glycine (27115-50-0)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃;

DOI:10.1002/jhet.2786

upstream raw materials:

N-(4-methyl)benzoyl glycine ethylester

4-methyl-benzoyl chloride

glycine

2-p-tolyl-4H-oxazol-5-one

Downstream raw materials:

4-benzo[1,3]dioxol-5-ylmethylene-2-p-tolyl-4H-oxazol-5-one

4-(2-chloro-benzylidene)-2-p-tolyl-4H-oxazol-5-one

4-(4-dimethylamino benzylidene)-2-p-tolyloxazol-5(4H)-one

3-(4-Methyl-benzoylamino)-2-oxo-1,2-dihydro-quinoline-4-carboxylic acid (4-methoxy-phenyl)-amide

Refernces

• 1、 Chen, Jianzhong,Gridnev, Ilya D.,Hu, Yawen,Li, Bowen,Zhang, Wanbin,Zhang, Zhenfeng. "Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates". supporting information. p. 5371 - 5375. Retrieved 2020/02/15.
• 2、 Beloglazkina,Skvortsov,Tafeenko,Majouga,Zyk,Beloglazkina. "Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction". . p. 562 - 569. Retrieved 2018/07/06.