Basic information
- CAS
87249-11-4- Standard SMILES
CCc1cccc2c3c([nH]c12)[C@](CC)(CC(=O)O)OCC3- InChIKey
NNYBQONXHNTVIJ-KRWDZBQOSA-N- Molecular formula
- C17H21NO3
- Average molar mass
- 287.35 g/mol
- Monoisotopic mass
- 287.15214353
Overview
(S)-etodolac is the S-enantiomer of etodolac. It is a preferential inhibitor of cyclo-oxygenase 2 and a non-steroidal anti-inflammatory, whereas the enantiomer, (R)-etodolac, is inactive. The racemate is commonly used for the treatment of rheumatoid arthritis and osteoarthritis, and for the alleviation of postoperative pain. It has a role as a non-narcotic analgesic and a cyclooxygenase 2 inhibitor. It is an enantiomer of a (R)-etodolac.
Names & identifiers
- Preferred name
- (+)-Etodolac
- IUPAC
- 2-[(1S)-1,8-diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl]acetic acid
- English name
- S-Etodolac
- Molecular formula
- C17H21NO3
- Molecular weight
- 287.35
Names & synonyms
87249-11-4(+)-etodolacEtodolac, (S)-RAK-5921046G5D6YDRefChem:905460(S)-etodolac(S)-(+)-etodolac(+)-Etodolic acidUNII-1046G5D6YDBRN 5761988[(1S)-1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid
Show more names
RAK 592Etodolac Impurity 15 ((S)-(+)-Etodolac)(1S)-1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acidPyrano[3,4-b]indole-1-acetic acid, 1,8-diethyl-1,3,4,9-tetrahydro-, (S)-
2-[(1S)-1,8-diethyl-4,9-dihydro-3H-pyrano[3,4-b]indol-1-yl]acetic acidPyrano(3,4-b)indole-1-acetic acid, 1,3,4,9-tetrahydro-1,8-diethyl-, (S)-(+)-1,8-Diethyl-1,3,4,9-tetrahydropyrano(3,4-b)indole-1-acetic acidS-Etodolac(S)-2-(1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl)acetic acid(+)-[1,8-diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indol-1-yl]acetic acid(+)-(S)-Etodolac(S)-(+)-Etodolic Acid
Database identifiers
- CAS
87249-11-4- PubChem CID
- 688461
- DTXSID
DTXSID201043544
Properties
Computed structural properties
- XLogP
- 2.8
- Topological polar surface area
- 62.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 21
- Formal charge
- 0
- Complexity
- 399
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 133 °C · >133°C (dec.)
- storage temp.
- -20 °C · -20°C Freezer
- solubility
- Chloroform (Sparingly), DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- FDA UNII
- 1046 G5D6YD · 1046G5D6YD
- HS Code
- 9999999999 · 9999999999
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- hs_code
- 9999999999
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.
A subclass of cyclooxygenase inhibitors with specificity for CYCLOOXYGENASE-2.
Applications
UsesThe S-enantiomer of Etodolac (E933090). Anti-inflammatory; analgesic.
Suppliers12 total
梯希爱（上海）化工贸易有限公司021-61109150 · [email protected]
上海维亦特生物科技有限公司15317051735 · [email protected]
凯试(上海)科技有限公司021-50135380 · [email protected]
石家庄州昆医药科技有限公司0311-83784138 18633934202 · [email protected]
普善实业（陕西）有限公司029-81310890 18165209495 · [email protected]
BOC Sciences16314854226; +8616314854226 · [email protected]
艾吉析科技（上海）有限公司17717235263 17717235263 · [email protected]
BOC Sciences
Related reactions
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Compound notes
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