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S1RA - 98%, high purity , CAS No.878141-96-9, Antagonist of sigma non-opioid intracellular receptor 1

  • Moligand™
  • ≥98%
Item Number
S413619
Grouped product items
SKUSizeAvailabilityPrice Qty
S413619-5mg
5mg
In stock
$345.90
S413619-10mg
10mg
In stock
$543.90
S413619-25mg
25mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$1,224.90
S413619-50mg
50mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$2,203.90
S413619-100mg
100mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$3,965.90
S413619-250mg
250mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$8,922.90

Sigma Receptor Antagonists

Basic Description

SynonymsS1RA|878141-96-9|E-52862|ZW18DSD1H4|4-(2-((5-methyl-1-(naphthalen-2-yl)-1H-pyrazol-3-yl)oxy)ethyl)morpholine|UNII-ZW18DSD1H4|4-[2-(5-methyl-1-naphthalen-2-ylpyrazol-3-yl)oxyethyl]morpholine|CHEMBL2170062|API-001|4-(2-(5-Methyl-1-(naphthalen-2-yl)-1H-pyraz
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsS1RA (E-52862) is a selective sigma-1 receptor (σ1R) antagonist with a reported binding affinity of Ki = 17.0 ± 7.0 nM for human σ1 receptor , selective over the sigma-2 receptor and against a panel of other 170 receptors, enzymes, transporters and ion ch
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeANTAGONIST
Mechanism of actionAntagonist of sigma non-opioid intracellular receptor 1

Product Properties

ALogP3.459
Rotatable Bond5

Associated Targets

CYP1A2 Tchem Cytochrome P450 1A2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2D6 Tclin Cytochrome P450 2D6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2C8 Tchem Cytochrome P450 2C8 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2C19 Tchem Cytochrome P450 2C19 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP3A4 Tclin Cytochrome P450 3A4 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2B6 Tchem Cytochrome P450 2B6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2C9 Tchem Cytochrome P450 2C9 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

CYP2E1 Tchem Cytochrome P450 2E1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

TMEM97 Tchem Sigma intracellular receptor 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 12 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

HTR2B Tclin 5-hydroxytryptamine receptor 2B 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

OPRM1 Tclin Mu-type opioid receptor 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name 4-[2-(5-methyl-1-naphthalen-2-ylpyrazol-3-yl)oxyethyl]morpholine
INCHI InChI=1S/C20H23N3O2/c1-16-14-20(25-13-10-22-8-11-24-12-9-22)21-23(16)19-7-6-17-4-2-3-5-18(17)15-19/h2-7,14-15H,8-13H2,1H3
InChi Key DGPGXHRHNRYVDH-UHFFFAOYSA-N
Canonical SMILES CC1=CC(=NN1C2=CC3=CC=CC=C3C=C2)OCCN4CCOCC4
Isomeric SMILES CC1=CC(=NN1C2=CC3=CC=CC=C3C=C2)OCCN4CCOCC4
PubChem CID 44247568
Molecular Weight 337.42

Certificates

Certificate of Analysis(COA)

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6 results found

Lot NumberCertificate TypeDateItem
C2306179Certificate of AnalysisNov 07, 2022 S413619
C2306182Certificate of AnalysisNov 07, 2022 S413619
C2306183Certificate of AnalysisNov 07, 2022 S413619
C2306184Certificate of AnalysisNov 07, 2022 S413619
C2306186Certificate of AnalysisNov 07, 2022 S413619
C2306188Certificate of AnalysisNov 07, 2022 S413619

Chemical and Physical Properties

SolubilitySolubility (25°C) In vitro DMSO: 67 mg/mL (198.56 mM); Water: 67 mg/mL (198.56 mM); Ethanol: 19 mg/mL (56.3 mM);
DMSO(mg / mL) Max Solubility67
DMSO(mM) Max Solubility198.565585916662
Water(mg / mL) Max Solubility67
Water(mM) Max Solubility198.565585916662

Related Documents

References

1. Romero L, Zamanillo D, Nadal X, Sánchez-Arroyos R, Rivera-Arconada I, Dordal A, Montero A, Muro A, Bura A, Segalés C et al..  (2012)  Pharmacological properties of S1RA, a new sigma-1 receptor antagonist that inhibits neuropathic pain and activity-induced spinal sensitization..  Br J Pharmacol,  166  (8): (2289-306).  [PMID:22404321]
2. Díaz JL, Cuberes R, Berrocal J, Contijoch M, Christmann U, Fernández A, Port A, Holenz J, Buschmann H, Laggner C et al..  (2012)  Synthesis and biological evaluation of the 1-arylpyrazole class of σ(1) receptor antagonists: identification of 4-{2-[5-methyl-1-(naphthalen-2-yl)-1H-pyrazol-3-yloxy]ethyl}morpholine (S1RA, E-52862)..  J Med Chem,  55  (19): (8211-24).  [PMID:22784008]
3. Wünsch B.  (2012)  The σ(1) receptor antagonist S1RA is a promising candidate for the treatment of neurogenic pain..  J Med Chem,  55  (19): (8209-10).  [PMID:22951043]
4. Nieto FR, Cendán CM, Sánchez-Fernández C, Cobos EJ, Entrena JM, Tejada MA, Zamanillo D, Vela JM, Baeyens JM.  (2012)  Role of sigma-1 receptors in paclitaxel-induced neuropathic pain in mice..  J Pain,  13  (11): (1107-21).  [PMID:23063344]
5. Vidal-Torres A, de la Puente B, Rocasalbas M, Touriño C, Bura SA, Fernández-Pastor B, Romero L, Codony X, Zamanillo D, Buschmann H et al..  (2013)  Sigma-1 receptor antagonism as opioid adjuvant strategy: enhancement of opioid antinociception without increasing adverse effects..  Eur J Pharmacol,  711  (1-3): (63-72).  [PMID:23632394]
6. Sánchez-Fernández C, Montilla-García Á, González-Cano R, Nieto FR, Romero L, Artacho-Cordón A, Montes R, Fernández-Pastor B, Merlos M, Baeyens JM et al..  (2014)  Modulation of peripheral μ-opioid analgesia by σ1 receptors..  J Pharmacol Exp Ther,  348  (1): (32-45).  [PMID:24155346]
7. Gris G, Merlos M, Vela JM, Zamanillo D, Portillo-Salido E.  (2014)  S1RA, a selective sigma-1 receptor antagonist, inhibits inflammatory pain in the carrageenan and complete Freund's adjuvant models in mice..  Behav Pharmacol,  25  (3): (226-35).  [PMID:24776490]
8. Merlos M, Burgueño J, Portillo-Salido E, Plata-Salamán CR, Vela JM.  (2017)  Pharmacological Modulation of the Sigma 1 Receptor and the Treatment of Pain..  Adv Exp Med Biol,  964  (3): (85-107).  [PMID:28315267]
9. Täubel J, Ferber G, Lorch U, Wang D, Sust M, Camm AJ.  (2015)  Single Doses up to 800 mg of E-52862 Do Not Prolong the QTc Interval--A Retrospective Validation by Pharmacokinetic-Pharmacodynamic Modelling of Electrocardiography Data Utilising the Effects of a Meal on QTc to Demonstrate ECG Assay Sensitivity..  PLoS ONE,  10  (8): (e0136369).  [PMID:26291080]
10. Tejada MA, Montilla-García A, Cronin SJ, Cikes D, Sánchez-Fernández C, González-Cano R, Ruiz-Cantero MC, Penninger JM, Vela JM, Baeyens JM et al..  (2017)  Sigma-1 receptors control immune-driven peripheral opioid analgesia during inflammation in mice..  Proc Natl Acad Sci USA,  114  (31): (8396-8401).  [PMID:28716934]
11. Bruna J, Videla S, Argyriou AA, Velasco R, Villoria J, Santos C, Nadal C, Cavaletti G, Alberti P, Briani C et al..  (2018)  Efficacy of a Novel Sigma-1 Receptor Antagonist for Oxaliplatin-Induced Neuropathy: A Randomized, Double-Blind, Placebo-Controlled Phase IIa Clinical Trial..  Neurotherapeutics,  15  (1): (178-189).  [PMID:28924870]
12. Dorsey SG.  (2018)  Selective Blockade of the Sigma 1 Receptor Has Beneficial Effects on Both Acute and Chronic Oxaliplatin-Induced Peripheral Neuropathy..  Neurotherapeutics,  15  (1): (176-177).  [PMID:29110212]
13. Bruna J, Velasco R.  (2018)  Sigma-1 receptor: a new player in neuroprotection against chemotherapy-induced peripheral neuropathy..  Neural Regen Res,  13  (5): (775-778).  [PMID:29862996]
14. Castany S, Codony X, Zamanillo D, Merlos M, Verdú E, Boadas-Vaello P.  (2019)  Repeated Sigma-1 Receptor Antagonist MR309 Administration Modulates Central Neuropathic Pain Development After Spinal Cord Injury in Mice..  Front Pharmacol,  10  (3): (222).  [PMID:30967775]
15. Vidal-Torres A, Fernández-Pastor B, Carceller A, Vela JM, Merlos M, Zamanillo D.  (2019)  Supraspinal and Peripheral, but Not Intrathecal, σ1R Blockade by S1RA Enhances Morphine Antinociception..  Front Pharmacol,  10  (3): (422).  [PMID:31068818]
16. Carcolé M, Zamanillo D, Merlos M, Fernández-Pastor B, Cabañero D, Maldonado R.  (2019)  Blockade of the Sigma-1 Receptor Relieves Cognitive and Emotional Impairments Associated to Chronic Osteoarthritis Pain..  Front Pharmacol,  10  (3): (468).  [PMID:31130863]

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