J-2156 | SST4 Agonist

MedKoo Cat#: 574069 | Name: J-2156

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Description:

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

J-2156 is a high affinity human somatostatin receptor 4 (sst4) agonist that reduces inflammatory airway hyperresponsiveness in acute and chronic airway inflammation. J-2156 also exhibits anxiolytic effects.

Chemical Structure

J-2156

CAS#2387505-73-7

Theoretical Analysis

MedKoo Cat#: 574069

Name: J-2156

CAS#: 2387505-73-7

Chemical Formula: C26H29F3N4O6S

Exact Mass: 582.1760

Molecular Weight: 582.60

Elemental Analysis: C, 53.60; H, 5.02; F, 9.78; N, 9.62; O, 16.48; S, 5.50

Price and Availability

Size	Price	Availability	Quantity
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks

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Related CAS #

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Synonym

J-2156, J2156, J 2156

IUPAC/Chemical Name

(1'S,2S)-4-Amino-N-(1'-carbamoyl-2'-phenylethyl)-2-(4"-methyl-1"-naphthalenesulfonylamino)butanamide trifluoroacetate

InChi Key

OCEMIQKESMKGAP-GUTACTQSSA-N

InChi Code

InChI=1S/C24H28N4O4S.C2HF3O2/c1-16-11-12-22(19-10-6-5-9-18(16)19)33(31,32)28-20(13-14-25)24(30)27-21(23(26)29)15-17-7-3-2-4-8-17;3-2(4,5)1(6)7/h2-12,20-21,28H,13-15,25H2,1H3,(H2,26,29)(H,27,30);(H,6,7)/t20-,21-;/m0./s1

SMILES Code

O=C(N[C@H](C(N)=O)CC1=CC=CC=C1)[C@@H](NS(=O)(C2=C3C=CC=CC3=C(C)C=C2)=O)CCN.O=C(O)C(F)(F)F

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

Product Data

Instruction

View handling instruction

Biological target:

J-2156 TFA is a high potent, selective somatostatin receptor type 4 (SST4 receptor) agonist with IC50s of 0.05 nM and 0.07 nM for human and rat SST4 receptors, respectively.

In vitro activity:

J-2156 (10–2000 nm) significantly inhibited the stimulation-evoked release of all the three measured sensory neuropeptides in a concentration-dependent manner, although it did not influence basal, nonstimulated peptide release. Reference: Br J Pharmacol. 2006 Oct;149(4):405-15. https://pubmed.ncbi.nlm.nih.gov/16953190/

In vivo activity:

In LBP-rats, single intraperitoneal (i.p.) injection of J-2156 (3, 10, 30 mg kg-1) alleviated primary and secondary hyperalgesia in the lumbar axial deep tissues at L4/L5 and L1, respectively. This was accompanied by a reduction in the otherwise augmented lumbar (L4-L6) dorsal root ganglia expression levels of the pro-nociceptive mediators: phosphorylated p38 (pp38) mitogen-activated protein kinase (MAPK) and phosphorylated p44/p42 MAPK and a reduction in pp38 MAPK in the lumbar enlargement of the spinal cord. Reference: Biomed Pharmacother. 2019 Sep;117:109056. https://pubmed.ncbi.nlm.nih.gov/31181441/

	Solvent	mg/mL	mM
Solubility
	DMSO	79.1	135.82
	Water	79.1	135.82

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 582.60 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

Formulation protocol:

1. Helyes Z, Pintér E, Németh J, Sándor K, Elekes K, Szabó A, Pozsgai G, Keszthelyi D, Kereskai L, Engström M, Wurster S, Szolcsányi J. Effects of the somatostatin receptor subtype 4 selective agonist J-2156 on sensory neuropeptide release and inflammatory reactions in rodents. Br J Pharmacol. 2006 Oct;149(4):405-15. doi: 10.1038/sj.bjp.0706876. Epub 2006 Sep 4. PMID: 16953190; PMCID: PMC1978437. 2. Park TSW, Khan N, Kuo A, Nicholson JR, Corradini L, Smith MT. J-2156, a somatostatin receptor type 4 agonist, alleviates mechanical hyperalgesia in a rat model of chronic low back pain. Biomed Pharmacother. 2019 Sep;117:109056. doi: 10.1016/j.biopha.2019.109056. Epub 2019 Jun 7. PMID: 31181441. 3. Shenoy PA, Kuo A, Khan N, Gorham L, Nicholson JR, Corradini L, Vetter I, Smith MT. The Somatostatin Receptor-4 Agonist J-2156 Alleviates Mechanical Hypersensitivity in a Rat Model of Breast Cancer Induced Bone Pain. Front Pharmacol. 2018 May 15;9:495. doi: 10.3389/fphar.2018.00495. PMID: 29867498; PMCID: PMC5962878.

In vitro protocol:

In vivo protocol:

1. Park TSW, Khan N, Kuo A, Nicholson JR, Corradini L, Smith MT. J-2156, a somatostatin receptor type 4 agonist, alleviates mechanical hyperalgesia in a rat model of chronic low back pain. Biomed Pharmacother. 2019 Sep;117:109056. doi: 10.1016/j.biopha.2019.109056. Epub 2019 Jun 7. PMID: 31181441. 2. Shenoy PA, Kuo A, Khan N, Gorham L, Nicholson JR, Corradini L, Vetter I, Smith MT. The Somatostatin Receptor-4 Agonist J-2156 Alleviates Mechanical Hypersensitivity in a Rat Model of Breast Cancer Induced Bone Pain. Front Pharmacol. 2018 May 15;9:495. doi: 10.3389/fphar.2018.00495. PMID: 29867498; PMCID: PMC5962878.

Engström et al (2005) Superagonism at the human somatostatin receptor subtype 4. J.Pharmacol.Exp.Ther. 312 332 PMID: 15333679 Elekes et al (2008) Inhibitory effects of synthetic somatostatin receptor subtype 4 agonists on acute and chronic airway inflammation and hyperreactivity in the mouse. Eur.J.Pharmacol. 578 313 PMID: 17961545 Scheich et al (2016) Somatostatin receptor subtype 4 activation is involved in anxiety and depression-like behavior in mouse models. Neuropharmacology. 101 204 PMID: 26387439