SB 452533
featured

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

MedKoo CAT#: 532670

CAS#: 459429-39-1

Description: SB 452533 is a potent TRPV1 antagonist against capsaicin (pKb = 7.7), noxious heat and acid-mediated (pIC50 = 7.0) receptor activation (pKi = 6.22 at the recombinant hTRPV1 receptor).


Chemical Structure

img
SB 452533
CAS# 459429-39-1

Theoretical Analysis

MedKoo Cat#: 532670
Name: SB 452533
CAS#: 459429-39-1
Chemical Formula: C18H22BrN3O
Exact Mass: 375.09
Molecular Weight: 376.300
Elemental Analysis: C, 57.45; H, 5.89; Br, 21.23; N, 11.17; O, 4.25

Price and Availability

Size Price Availability Quantity
10mg USD 345 2 Weeks
50mg USD 1135 2 Weeks
Bulk inquiry

Synonym: SB452533; SB 452533; SB-452533.

IUPAC/Chemical Name: 1-(2-bromophenyl)-3-{2-[ethyl(3-methylphenyl)amino]ethyl}urea

InChi Key: IFJYEGJUQIBBQV-UHFFFAOYSA-N

InChi Code: InChI=1S/C18H22BrN3O/c1-3-22(15-8-6-7-14(2)13-15)12-11-20-18(23)21-17-10-5-4-9-16(17)19/h4-10,13H,3,11-12H2,1-2H3,(H2,20,21,23)

SMILES Code: O=C(NCCN(CC)C1=CC=CC(C)=C1)NC2=CC=CC=C2Br

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: >2 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: Special Conditions: No more than 500 mg per individual per year to be sold without prior permission from the license holder, GlaxoSmithKline.

Product Data:
Biological target: SB 452533 is a potent TRPV1 antagonist against capsaicin (pKb = 7.7), noxious heat and acid-mediated (pIC50 = 7.0) receptor activation (pKi = 6.22 at the recombinant hTRPV1 receptor).
In vitro activity: This study found that SB 452533 was an antagonist versus capsaicin, noxious heat and acid mediated activation of TRPV1. Study of a quaternary salt of SB 452533 supports a mode of action in which compounds from this series (ureas) cause inhibition via an extracellularly accessible binding site on the TRPV1 receptor. Reference: Bioorg Med Chem Lett. 2004 Jul 16;14(14):3631-4. https://pubmed.ncbi.nlm.nih.gov/15203132/
In vivo activity: To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 376.30 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: 1. Almaghrabi SY, Geraghty DP, Ahuja KD, Adams MJ. Vanilloid-like agents inhibit aggregation of human platelets. Thromb Res. 2014 Aug;134(2):412-7. doi: 10.1016/j.thromres.2014.05.038. Epub 2014 Jun 6. PMID: 24953906. 2. Rami HK, Thompson M, Wyman P, Jerman JC, Egerton J, Brough S, Stevens AJ, Randall AD, Smart D, Gunthorpe MJ, Davis JB. Discovery of small molecule antagonists of TRPV1. Bioorg Med Chem Lett. 2004 Jul 16;14(14):3631-4. doi: 10.1016/j.bmcl.2004.05.028. PMID: 15203132.
In vitro protocol: 1. Almaghrabi SY, Geraghty DP, Ahuja KD, Adams MJ. Vanilloid-like agents inhibit aggregation of human platelets. Thromb Res. 2014 Aug;134(2):412-7. doi: 10.1016/j.thromres.2014.05.038. Epub 2014 Jun 6. PMID: 24953906. 2. Rami HK, Thompson M, Wyman P, Jerman JC, Egerton J, Brough S, Stevens AJ, Randall AD, Smart D, Gunthorpe MJ, Davis JB. Discovery of small molecule antagonists of TRPV1. Bioorg Med Chem Lett. 2004 Jul 16;14(14):3631-4. doi: 10.1016/j.bmcl.2004.05.028. PMID: 15203132.
In vivo protocol: To be determined

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Omari SA, Adams MJ, Kunde DA, Geraghty DP. Capsaicin-Induced Death of Human Haematological Malignant Cell Lines Is Independent of TRPV1 Activation. Pharmacology. 2016;98(1-2):79-86. doi: 10.1159/000445437. Epub 2016 May 4. PubMed PMID: 27160991.

2: Almaghrabi S, Geraghty D, Ahuja K, Adams M. Inhibition of platelet aggregation by vanilloid-like agents is not mediated by transient receptor potential vanilloid-1 channels or cannabinoid receptors. Clin Exp Pharmacol Physiol. 2016 Jun;43(6):606-11. doi: 10.1111/1440-1681.12569. PubMed PMID: 26991025.