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NO-Indomethacin Exclusive
Cayman Chemical Item Number 10005705
Description
NO-indomethacin is a hybrid molecule of indomethacin and a nitric oxide (NO) donor. This drug design combines the anti-inflammatory properties of a non-steroidal anti-inflammatory drug (NSAID) with the gastrointestinal protective effects of NO. Compounds of this class retain their anti-inflammatory and analgesic activity, but have reduced gastrointestinal and kidney toxicity compared to the NSAID alone.1↗ NO-indomethacin also enhances the cancer chemopreventative activity of indomethacin. NO-indomethacin exhibits an IC50 of 82 µM, compared to >1,000 µM for indomethacin alone, for the inhibition of pancreatic cancer cell (PaCa-2) growth after 24 hours in culture.2↗
1 Wallace, J.F., Elliott, S.N., Del Soldato, P., et al. Gastrointestinal-sparing anti-inflammatory drugs: The development of nitric oxide-releasing NSAIDs. Drug Dev Res 42 144-149 (1997).
2 Kashfi, K., Ryann, Y., Qiao, L.L., et al. Nitric oxide-donating nonsteroidal anti-inflammatory drugs inhibit the growth of various cultured human cancer cells: Evidence of a tissue type-independent effect. J Pharmacol Exp Ther 303(3) 1273-1282 (2002).
Synonyms NCX 2121
Formal Name N-acetyl-D-cysteine-1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic acid, 4-(nitrooxy)butyl ester
CAS Number 301838-28-8
Molecular Formula C28H30ClN3O9S
Formula Weight 620.1
Formulation A crystalline solid
Purity ≥98%
λmax 322 nm
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES O=C(C1=CC=C(Cl)C=C1)N2C3=C(C=C(OC)C=C3)C(CC(SC[C@H](N(C(C)=O)[H])C(OCCCCO[N+]([O-])=O)=O)=O)=C2C
InCHI Code 1S/C28H30ClN3O9S/c1-17-22(15-26(34)42-16-24(30-18(2)33)28(36)40-12-4-5-13-41-32(37)38)23-14-21(39-3)10-11-25(23)31(17)27(35)19-6-8-20(29)9-7-19/h6-11,14,24H,4-5,12-13,15-16H2,1-3H3,(H,30,33)/t24-/m0/s1
InCHI Key VRJSAIFPCMOTPZ-DEOSSOPVSA-N |