Oxfenicine

Base Information

• Chemical Name: Oxfenicine
• CAS No.: 32462-30-9
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Hs Code.: 2922509090
• European Community (EC) Number: 251-061-7
• UNII: 9YH0WH2Z02
• DSSTox Substance ID: DTXSID3046403
• Nikkaji Number: J17.730J
• Wikidata: Q27095113
• NCI Thesaurus Code: C91030
• Metabolomics Workbench ID: 54450
• ChEMBL ID: CHEMBL1232077
• Mol file: 32462-30-9.mol

Synonyms:(R,S)-3HPG;4-hydroxyphenylglycine;4-hydroxyphenylglycine hydrobromide, (+-)-isomer;4-hydroxyphenylglycine hydrochloride, (R)-isomer;4-hydroxyphenylglycine perchlorate, (+-)-isomer;4-hydroxyphenylglycine, (+-)-isomer;4-hydroxyphenylglycine, (R)-isomer;4-hydroxyphenylglycine, (S)-isomer;4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomer;4-hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (R)-isomer;4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomer;4-hydroxyphenylglycine, 4-methylbenzenesulfonate, (S)-isomer;4-hydroxyphenylglycine, monosodium salt;4-hydroxyphenylglycine, monosodium salt, (R)-isomer;D-p-hydroxyphenylglycine;L-4-hydroxyphenylglycine;oxfenicine;p-hydroxyphenylglycine;UK 25842;UK-25842

Chemical Property of Oxfenicine

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 5.4E-06mmHg at 25°C
• Melting Point: 240 °C
• Refractive Index: 1.633
• Boiling Point: 365.8 °C at 760 mmHg
• PKA: 2.15±0.10(Predicted)
• Flash Point: 175 °C
• PSA: 69.56000
• Density: 1.396 g/cm³
• LogP: 0.96170
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Aquous Acid (Slightly), DMSO (Slightly, Heated, Sonicated), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 164

Purity/Quality:

99% ^*data from raw suppliers

4-Hydroxy-L-(+)-2-phenylglycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(C(=O)O)N)O
• Isomeric SMILES: C1=CC(=CC=C1[C@@H](C(=O)O)N)O
• Uses: Vasodilator. 4-Hydroxy-L-(+)-2-phenylglycine is a carnitine palmitoyltransferase-1 inhibitor. 4-Hydroxy-L-(+)-2-phenylglycine improves whole-body glucose tolerance and insulin sensitivity in high-fat diet-induced obese mouse with insulin resistance.

Technology Process of Oxfenicine

There total 16 articles about Oxfenicine 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: 80.0%

(3S,5S,6R)-3-(4-hydroxyphenyl)-5,6-diphenylmorpholin-2-one (670256-97-0) → (S)-hydroxyphenylglycine (32462-30-9)

Guidance literature:

With hydrogen; trifluoroacetic acid; palladium dihydroxide; In methanol; water; at 20 ℃; under 760 Torr;

DOI:10.1016/S0040-4020(03)01142-6

Reference yield: 60.0%

(2S)-2-amino-2-(4-methoxyphenyl)acetic acid (24593-48-4,19789-59-4) → (S)-hydroxyphenylglycine (32462-30-9)

Guidance literature:

With hydrogen bromide; for 5h; Heating;

DOI:10.1021/jm00136a009

Reference yield:

p-hydroxyphenylglycine (6324-01-2) → D-4-hydroxyphenylglycine (22818-40-2) + (S)-hydroxyphenylglycine (32462-30-9)

Guidance literature:

With hydrogenchloride; C₁₅H₁₃O₄S^(1-)*K⁽¹⁺⁾; C₁₅H₁₂ClO₄S^(1-)*K⁽¹⁺⁾; In water; isopropyl alcohol; Resolution of racemate;

upstream raw materials:

(S)-methyl 2-amino-2-(4-hydroxyphenyl)acetate

p-hydroxyphenylglycine

(2S)-2-amino-2-(4-methoxyphenyl)acetic acid

pisolithin A

Downstream raw materials:

L-HPG*(-)-PES

(S)-(4-Chloro-benzylamino)-(4-hydroxy-phenyl)-acetic acid

(S)-N-benzyloxycarbonyl-4-hydroxyphenylglycine

(S)-methyl 2-amino-2-(4-hydroxyphenyl)acetate