heptyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate

• ChemBase ID: 155591
• Molecular Formular: C26H30ClNO4
• Molecular Mass: 455.9737
• Monoisotopic Mass: 455.18633613
• SMILES: CCCCCCCOC(=O)Cc1c(n(c2c1cc(cc2)OC)C(=O)c1ccc(cc1)Cl)C
• Canonical SMILES: CCCCCCCOC(=O)Cc1c2cc(OC)ccc2n(c1C)C(=O)c1ccc(cc1)Cl
• InChI: InChI=1S/C26H30ClNO4/c1-4-5-6-7-8-15-32-25(29)17-22-18(2)28(24-14-13-21(31-3)16-23(22)24)26(30)19-9-11-20(27)12-10-19/h9-14,16H,4-8,15,17H2,1-3H3
• InChIKey: PYBCHCVNKGZCOH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: heptyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetate
• IUPAC Traditional name: heptyl 2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetate
• Synonyms: Indomethacin heptyl ester

Database IDs

• MDL Number: MFCD03412025
• PubChem SID: 162249729
• PubChem CID: 10389320

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 6.3331733
• LogD (pH = 7.4): 6.3331733
• Log P: 6.3331733
• Molar Refractivity: 127.2563 cm^3
• Polarizability: 50.478233 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: methyl acetate solution
• Flash Point: -16 °C; 3 °F

Safety Information

• RTECS: AI9100000
• European Hazard Symbols: Flammable (F); Irritant (Xi)
• UN Number: 1231
• German water hazard class: 1
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-36-66-67
• Safety Statements: 16-26-29-33-36
• RID/ADR: UN 1231 3/PG 2
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Potency: 0.04 μM IC50 (for human recombinat COX-2)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C26H30ClNO4

DETAILS

Sigma Aldrich - I7904

Application
Used to inhibit COX-1 and COX-2. To achieve 50% inhibition of human recombinant COX-2 use I7904 at 0.04 uM/mL .
Biochem/physiol Actions
Potent cyclooxygenase-2 inhibitor. 1700 times greater activity against COX-2 than COX-1.
Other Notes
Derivatized indomethacin.