CAS 87226-41-3|CAS 41340-25-4|Lodine XL|Lodine|Etodolac(Lodine)|[(1R)-1,8-diethyl-3H,4H,9H-pyrano[3,4-b]indol-1-yl]acetic acid|2-[(1R)-1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl]acetic acid|(-)...

General Information

Structure

Molecular Formula

C₁₇H₂₁NO₃

Molecular Mass

287.35354

Exact Mass

287.15214354

Charge

InChI

InChI=1S/C17H21NO3/c1-3-11-6-5-7-12-13-8-9-21-17(4-2,10-14(19)20)16(13)18-15(11)12/h5-7,18H,3-4,8-10H2,1-2H3,(H,19,20)/t17-/m1/s1

InChIKey

NNYBQONXHNTVIJ-QGZVFWFLSA-N

Canonic Smiles

CC[C@@]1(OCCc2c1[nH]c1c2cccc1CC)CC(=O)O

Isomeric Smiles

c12[nH]c3c(c1CCO[C@@]2(CC(=O)O)CC)cccc3CC

Calculated Properties

JChem

Acid pKa

4.726933

H Acceptors

H Donor

LogD (pH = 5.5)

2.603543

LogD (pH = 7.4)

0.82613367

Log P

3.4435265

Molar Refractivity

81.1573

Polarizability

32.41477

Polar Surface Area

62.32

Rotatable Bonds

Lipinski's Rule of Five

true

Data Source

Commercial Catalog

Academic Data

Data Source

Names and Identifiers

IUPAC name

2-[(1R)-1,8-diethyl-1H,3H,4H,9H-pyrano[3,4-b]indol-1-yl]acetic acid

Synonyms

Lodine XLLodineEtodolac(Lodine)1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic acid(R)-(-)-EtodolacRAK 593(-)-Etodolic Acid(-)-(R)-Etodolac(1R)-1,8-Diethyl-1,3,4,9-tetrahydropyrano[3,4-b]indole-1-acetic AcidR-EtodolacSDX 101(-)-Etodolac

IUPAC Traditional name

[(1R)-1,8-diethyl-3H,4H,9H-pyrano[3,4-b]indol-1-yl]acetic acid (-)-etodolac

Names and Identifiers

Registration numbers

CAS Number

PubChem SID

PubChem CID

MDL Number

Registration numbers

Properties

Related Proteins

No Data Available

Click here to submit data

Molecular Spectra

No Data Available

Click here to submit data

Molecule Details

Selleck Chemicals

S1328

Research Area: Inflammation
Biological Activity:
Etodolac (Lodine) is a COX inhibitor with an IC50 of 53.5 nM. Etodolac (Lodine) belongs to a class of compounds called nonsteroidal anti-inflammatory agents (NSAIDs). Etodolac (Lodine) works by reducing the levels of prostaglandins, which are chemicals that are responsible for pain and the fever and tenderness that occur with inflammation. Etodolac (Lodine) blocks the enzyme that makes prostaglandins (cyclooxygenase), resulting in lower concentrations of prostaglandins. As a consequence, inflammation, pain and fever are reduced. [1][2]

TRC

E933090

The R-enantiomer of Etodolac (E933090). Anti-inflammatory; analgesic.

Molecule Details

References

PubChem Literature

From Data Sources

• http://www.rxlist.com/lodine-drug.htm

• Obach, R., et al.: J. Pharmacol. Exp. Ther., 283, 46 (1982)

• Boxenbaum, H., et al.: J. Pharmacokin. Biopharm., 10, 201 (1982)

• Iwatsubo, T., et al.: Biopharm. Drug Dispos., 17, 273 (1982)

References