MedKoo Cat#: 465462 | Name: ARN16186

Description:

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

ARN16186 is a potent rat NAAA inhibitor. Preventive chronic treatment with ARN16186 was efficacious in slowing disease progression and preserving locomotor activity in EAE mice. Furthermore, NAAA inhibition reduced the number of immune cells infiltrating the spinal cord and modulated the overactivation of NF-kB and STAT3 transcription factors, leading to less expansion of Th17 cells over the course of the disease. Note: Sci-finder mistakenly listed CAS#2840633-45-4 for ARN16186 ( in which the pyrazol-ring is hully reduced). The correct structure is listed in https://www.sciencedirect.com/science/article/abs/pii/S104366182100400X.

Chemical Structure

ARN16186
CAS#2320555-85-7

Theoretical Analysis

MedKoo Cat#: 465462

Name: ARN16186

CAS#: 2320555-85-7

Chemical Formula: C22H31N3O3S

Exact Mass: 417.2086

Molecular Weight: 417.57

Elemental Analysis: C, 63.28; H, 7.48; N, 10.06; O, 11.49; S, 7.68

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
2320555-85-7 2840633-45-4 (scifinder listed)
Synonym
ARN16186; ARN 16186; ARN-16186; US10364242; US-10364242; US 10364242;
IUPAC/Chemical Name
(1R,3r,5S)-3-(4-butylphenoxy)-8-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)-8-azabicyclo[3.2.1]octane
InChi Key
KFNOXWKDOQOBKO-KXTWHKPSSA-N
InChi Code
InChI=1S/C22H31N3O3S/c1-4-5-6-17-7-11-20(12-8-17)28-21-13-18-9-10-19(14-21)25(18)29(26,27)22-15(2)23-24-16(22)3/h7-8,11-12,18-19,21H,4-6,9-10,13-14H2,1-3H3,(H,23,24)/t18-,19+,21+
SMILES Code
CC1=NNC(C)=C1S(=O)(N2[C@@H]3C[C@@H](OC4=CC=C(CCCC)C=C4)C[C@H]2CC3)=O
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
Experimental autoimmune encephalomyelitis (EAE) is an animal model of multiple sclerosis (MS), in which myeloid cells sustain inflammation, take part in priming, differentiation, and reactivation of myelin-specific T cells, and cause direct myelin damage. N-Acylethanolamine-hydrolyzing acid amidase (NAAA) is a proinflammatory enzyme induced by phlogosis and overexpressed in macrophages and microglia of EAE mice. Targeting these cell populations by inhibiting NAAA may be a promising pharmacological strategy to modulate the inflammatory aspect of MS and manage disease progression

Preparing Stock Solutions

The following data is based on the product molecular weight 417.57 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
1: Sgroi S, Romeo E, Fruscia PD, Porceddu PF, Russo D, Realini N, Albanesi E, Bandiera T, Bertozzi F, Reggiani A. Inhibition of N-acylethanolamine-hydrolyzing acid amidase reduces T cell infiltration in a mouse model of multiple sclerosis. Pharmacol Res. 2021 Aug 12;172:105816. doi: 10.1016/j.phrs.2021.105816. Epub ahead of print. PMID: 34391933.