Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H16O3 |
Molecular Weight | 244.2857 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)[C@@H](C)C1=CC=C2C=C(OC)C=CC2=C1
InChI
InChIKey=ZFYFBPCRUQZGJE-JTQLQIEISA-N
InChI=1S/C15H16O3/c1-10(15(16)18-3)11-4-5-13-9-14(17-2)7-6-12(13)8-11/h4-10H,1-3H3/t10-/m0/s1
Molecular Formula | C15H16O3 |
Molecular Weight | 244.2857 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 1 / 1 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
Naproxen methyl ester, a mixture of two isomers R and S, is the precursor of therapeutically important nonsteroidal anti-inflammatory drug naproxen. Naproxen methyl ester can be enantioselectively hydrolyzed by lipases or (S)-enantioselective esterase could catalyze the selective hydrolysis of the (S)-Naproxen methyl ester, giving optically pure (S)-naproxen. In addition, S-naproxen methyl ester is used as a tool for identification and determination of new stereo selective carboxylesterase activities.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: esterase Sso-Est1 from S. solfataricus P1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19544040 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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PubMed
Title | Date | PubMed |
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Investigation of lipase-catalysed hydrolysis of naproxen methyl ester: use of NMR spectroscopy methods to study substrate-enzyme interaction. | 2002 Aug |
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Use of stable emulsion to improve stability, activity, and enantioselectivity of lipase immobilized in a membrane reactor. | 2003 Dec 20 |
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Effect of immobilization site and membrane materials on multiphasic enantiocatalytic enzyme membrane reactors. | 2003 Mar |
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A parametric study on biphasic medium conditions for the enantioselective production of naproxen by Candida rugosa lipase. | 2007 Apr |
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Effects of alcohol and buffer treatments on the activity and enantioselectivity of Candida rugosa lipase. | 2009 |
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Carboxylic ester hydrolases from hyperthermophiles. | 2009 Jul |
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Efficient production of (S)-naproxen with (R)-substrate recycling using an overexpressed carboxylesterase BsE-NP01. | 2010 Nov |
Patents
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:34:57 GMT 2023
by
admin
on
Sat Dec 16 08:34:57 GMT 2023
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Record UNII |
571OJX4PDN
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Record Status |
Validated (UNII)
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Record Version |
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9899603
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DTXSID50180780
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26159-35-3
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Related Record | Type | Details | ||
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PARENT -> IMPURITY |
UNSPECIFIED
EP
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PARENT -> IMPURITY |
UNSPECIFIED
EP
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