MedKoo Cat#: 574809 | Name: NCX-466
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

NCX-466 is a Cyclooxygenase (COX)-inhibiting nitric oxide (NO) donor (CINOD) that inhibits COX-1 and COX-2 while releasing NO with higher efficacy than Naproxen, its congener drug, in reducing levels of profibrotic cytokine transforming growth factor-β and oxidative stress in a mouse model of bleomycin-induced lung fibrosis.

Chemical Structure

NCX-466
NCX-466
CAS#1262956-64-8

Theoretical Analysis

MedKoo Cat#: 574809

Name: NCX-466

CAS#: 1262956-64-8

Chemical Formula: C20H24N2O9

Exact Mass: 436.1482

Molecular Weight: 436.42

Elemental Analysis: C, 55.04; H, 5.54; N, 6.42; O, 32.99

Price and Availability

Size Price Availability Quantity
10mg USD 355.00 2 Weeks
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Related CAS #
No Data
Synonym
NCX-466; NCX466; NCX 466
IUPAC/Chemical Name
(S)-5,6-bis(nitrooxy)hexyl (S)-2-(6-methoxynaphthalen-2-yl)propanoate
InChi Key
QTUSNUCZIUBIBF-LIRRHRJNSA-N
InChi Code
InChI=1S/C20H24N2O9/c1-14(15-6-7-17-12-18(28-2)9-8-16(17)11-15)20(23)29-10-4-3-5-19(31-22(26)27)13-30-21(24)25/h6-9,11-12,14,19H,3-5,10,13H2,1-2H3/t14-,19-/m0/s1
SMILES Code
O=C(OCCCC[C@H](O[N+]([O-])=O)CO[N+]([O-])=O)[C@@H](C)C2=CC1=CC=C(OC)C=C1C=C2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
NCX-466 is a Cyclooxygenase (COX)-inhibiting nitric oxide (NO) donor (CINOD).
In vitro activity:
TBD
In vivo activity:
NCX 466, at the highest dose, was significantly more effective than naproxen in reducing the levels of the profibrotic cytokine transforming growth factor-β and the oxidative stress markers thiobarbituric acid reactive substance and 8-hydroxy-2'-deoxyguanosine. NCX 466 also decreased myeloperoxidase activity, a leukocyte recruitment index, to a greater extent than naproxen. A similar inhibition of prostaglandin E₂ was achieved by both compounds. In conclusion, NCX 466 has shown a significantly higher efficacy than naproxen in reducing lung inflammation and preventing collagen accumulation. Reference: J Pharmacol Exp Ther. 2012 May;341(2):493-9. https://pubmed.ncbi.nlm.nih.gov/22344408/

Preparing Stock Solutions

The following data is based on the product molecular weight 436.42 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
Pini A, Viappiani S, Bolla M, Masini E, Bani D. Prevention of bleomycin-induced lung fibrosis in mice by a novel approach of parallel inhibition of cyclooxygenase and nitric-oxide donation using NCX 466, a prototype cyclooxygenase inhibitor and nitric-oxide donor. J Pharmacol Exp Ther. 2012 May;341(2):493-9. doi: 10.1124/jpet.111.190660. Epub 2012 Feb 16. PMID: 22344408.
In vitro protocol:
TBD
In vivo protocol:
Pini A, Viappiani S, Bolla M, Masini E, Bani D. Prevention of bleomycin-induced lung fibrosis in mice by a novel approach of parallel inhibition of cyclooxygenase and nitric-oxide donation using NCX 466, a prototype cyclooxygenase inhibitor and nitric-oxide donor. J Pharmacol Exp Ther. 2012 May;341(2):493-9. doi: 10.1124/jpet.111.190660. Epub 2012 Feb 16. PMID: 22344408.
1. Pini et al (2012) Prevention of bleomycin-induced lung fibrosis in mice by a novel approach of parallel inhibition of cyclooxygenase and nitric-oxide donation using NCX 466, a prototype cyclooxygenase inhibitor and nitric-oxide donor. J.Pharmacol.Exp.Ther. 341 493 PMID: 22344408