Synonym
Ethyl phenylglyoxylate; Ethyl oxophenylacetate; Ethyl benzoylformate; NSC-6766; NSC6766; NSC 6766
IUPAC/Chemical Name
Benzeneacetic acid, alpha-oxo-, ethyl ester
InChi Key
QKLCQKPAECHXCQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H10O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7H,2H2,1H3
SMILES Code
O=C(OCC)C(C1=CC=CC=C1)=O
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
178.19
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Bentabed-Ababsa G, Derdour A, Roisnel T, Sáez JA, Domingo LR, Mongin F. Polar [3 + 2] cycloaddition of ketones with electrophilically activated carbonyl ylides. Synthesis of spirocyclic dioxolane indolinones. Org Biomol Chem. 2008 Sep 7;6(17):3144-57. doi: 10.1039/b804856h. Epub 2008 Jul 3. PubMed PMID: 18698474.
2: Tokuda O, Kano T, Gao WG, Ikemoto T, Maruoka K. A practical synthesis of (S)-2-cyclohexyl-2-phenylglycolic acid via organocatalytic asymmetric construction of a tetrasubstituted carbon center. Org Lett. 2005 Oct 27;7(22):5103-5. PubMed PMID: 16235968.
3: Sztanke K. Synthesis of new derivatives of 8-aryl-3-phenyl-6,7-dihydro-4H-imidazo[2, 1-c][1,2,4]triazin-4-one. Acta Pol Pharm. 2004 Sep-Oct;61(5):373-7. PubMed PMID: 15747694.
4: Hu S, Neckers DC. Photochemical Reactions of Alkyl Phenylglyoxylates(1). J Org Chem. 1996 Sep 6;61(18):6407-6415. PubMed PMID: 11667484.
5: Nakamura K, Ochi T, Matsuo M. [Stereoselective synthesis and pharmacological properties of metabolites of new antiinflammatory agent. 4'-Acetyl-2'-(2,4-difluorophenoxy)methanesulfonanilide (FK3311)]. Yakugaku Zasshi. 1995 Nov;115(11):928-36. Japanese. PubMed PMID: 8568636.
6: Berndt MC, de Jersey J, Zerner B. Ethyl phenylglyoxylate, a simultaneous inhibitor and substrate of chicken liver carboxylesterase (EC 3.1.1.1). Enzyme-catalyzed fragmentation of (E)-benzil monoxime O-2,4-dinitrophenyl ether. J Am Chem Soc. 1977 Dec 7;99(25):8334-5. PubMed PMID: 925269.
