ARN077 | CAS#unknown | NAAA inhibitor

MedKoo Cat#: 465460 | Name: ARN077

Description:

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

ARN077 is a potent rat NAAA inhibitor.

Chemical Structure

ARN077

CAS#unknown

Theoretical Analysis

MedKoo Cat#: 465460

Name: ARN077

CAS#: unknown

Chemical Formula: C16H21NO4

Exact Mass: 291.1471

Molecular Weight: 291.35

Elemental Analysis: C, 65.96; H, 7.27; N, 4.81; O, 21.97

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.

Bulk Inquiry

Related CAS #

No Data

Synonym

ARN077; ARN 077; ARN-077;

IUPAC/Chemical Name

5-phenylpentyl ((2S,3R)-2-methyl-4-oxooxetan-3-yl)carbamate

InChi Key

PTVDTLVLQXSSEC-GXTWGEPZSA-N

InChi Code

InChI=1S/C16H21NO4/c1-12-14(15(18)21-12)17-16(19)20-11-7-3-6-10-13-8-4-2-5-9-13/h2,4-5,8-9,12,14H,3,6-7,10-11H2,1H3,(H,17,19)/t12-,14+/m0/s1

SMILES Code

C[C@H]1[C@@H](NC(OCCCCCC2=CC=CC=C2)=O)C(O1)=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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 291.35 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.

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: Fotio Y, Ciccocioppo R, Piomelli D. N-acylethanolamine acid amidase (NAAA) inhibition decreases the motivation for alcohol in Marchigian Sardinian alcohol- preferring rats. Psychopharmacology (Berl). 2021 Jan;238(1):249-258. doi: 10.1007/s00213-020-05678-7. Epub 2020 Oct 10. PMID: 33037452; PMCID: PMC7796956. 2: Sasso O, Summa M, Armirotti A, Pontis S, De Mei C, Piomelli D. The N-Acylethanolamine Acid Amidase Inhibitor ARN077 Suppresses Inflammation and Pruritus in a Mouse Model of Allergic Dermatitis. J Invest Dermatol. 2018 Mar;138(3):562-569. doi: 10.1016/j.jid.2017.07.853. Epub 2017 Oct 18. PMID: 29054595. 3: Romeo E, Ponzano S, Armirotti A, Summa M, Bertozzi F, Garau G, Bandiera T, Piomelli D. Activity-Based Probe for N-Acylethanolamine Acid Amidase. ACS Chem Biol. 2015 Sep 18;10(9):2057-2064. doi: 10.1021/acschembio.5b00197. Epub 2015 Jun 23. PMID: 26102511; PMCID: PMC4575644. 4: Ponzano S, Bertozzi F, Mengatto L, Dionisi M, Armirotti A, Romeo E, Berteotti A, Fiorelli C, Tarozzo G, Reggiani A, Duranti A, Tarzia G, Mor M, Cavalli A, Piomelli D, Bandiera T. Synthesis and structure-activity relationship (SAR) of 2-methyl-4-oxo-3-oxetanylcarbamic acid esters, a class of potent N-acylethanolamine acid amidase (NAAA) inhibitors. J Med Chem. 2013 Sep 12;56(17):6917-34. doi: 10.1021/jm400739u. Epub 2013 Aug 30. PMID: 23991897. 5: Taylor BK. N-acylethanolamine acid amidase (NAAA), a new path to unleash PPAR-mediated analgesia. Pain. 2013 Mar;154(3):326-327. doi: 10.1016/j.pain.2012.12.012. Epub 2012 Dec 28. PMID: 23333052; PMCID: PMC4381347. 6: Sasso O, Moreno-Sanz G, Martucci C, Realini N, Dionisi M, Mengatto L, Duranti A, Tarozzo G, Tarzia G, Mor M, Bertorelli R, Reggiani A, Piomelli D. Antinociceptive effects of the N-acylethanolamine acid amidase inhibitor ARN077 in rodent pain models. Pain. 2013 Mar;154(3):350-360. doi: 10.1016/j.pain.2012.10.018. Epub 2012 Nov 2. PMID: 23218523; PMCID: PMC3723234. 7: Khasabova IA, Xiong Y, Coicou LG, Piomelli D, Seybold V. Peroxisome proliferator-activated receptor α mediates acute effects of palmitoylethanolamide on sensory neurons. J Neurosci. 2012 Sep 12;32(37):12735-43. doi: 10.1523/JNEUROSCI.0130-12.2012. PMID: 22972997; PMCID: PMC3462371. 8: Armirotti A, Romeo E, Ponzano S, Mengatto L, Dionisi M, Karacsonyi C, Bertozzi F, Garau G, Tarozzo G, Reggiani A, Bandiera T, Tarzia G, Mor M, Piomelli D. β-Lactones Inhibit N-acylethanolamine Acid Amidase by S-Acylation of the Catalytic N-Terminal Cysteine. ACS Med Chem Lett. 2012 Apr 6;3(5):422-6. doi: 10.1021/ml300056y. PMID: 24900487; PMCID: PMC4025845. 9: Duranti A, Tontini A, Antonietti F, Vacondio F, Fioni A, Silva C, Lodola A, Rivara S, Solorzano C, Piomelli D, Tarzia G, Mor M. N-(2-oxo-3-oxetanyl)carbamic acid esters as N-acylethanolamine acid amidase inhibitors: synthesis and structure-activity and structure-property relationships. J Med Chem. 2012 May 24;55(10):4824-36. doi: 10.1021/jm300349j. Epub 2012 May 10. PMID: 22515328.