WOBE437

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

MedKoo CAT#: 208391

CAS#: 2108100-73-6

Description: WOBE437 is a selective endocannabinoid reuptake inhibitor which reduces disease progression in a mouse model of multiple sclerosis

Chemical Structure

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WOBE437
CAS# 2108100-73-6
Instruction

Theoretical Analysis

MedKoo Cat#: 208391
Name: WOBE437
CAS#: 2108100-73-6
Chemical Formula: C22H33NO3
Exact Mass: 359.25
Molecular Weight: 359.510
Elemental Analysis: C, 73.50; H, 9.25; N, 3.90; O, 13.35

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Synonym: WOBE-437, wobe437

IUPAC/Chemical Name: (2E,4E)-N-[2-(3,4-Dimethoxyphenyl)ethyl]dodeca-2,4-dienamide

InChi Key: LAHLFCSEHHJQRN-AQASXUMVSA-N

InChi Code: InChI=1S/C22H33NO3/c1-4-5-6-7-8-9-10-11-12-13-22(24)23-17-16-19-14-15-20(25-2)21(18-19)26-3/h10-15,18H,4-9,16-17H2,1-3H3,(H,23,24)/b11-10+,13-12+

SMILES Code: CCCCCCC/C=C/C=C/C(NCCC1=CC=C(OC)C(OC)=C1)=O

Appearance: To be determined

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 359.51 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:
In vitro protocol:
In vivo protocol:

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1: Reynoso-Moreno I, Tietz S, Vallini E, Engelhardt B, Gertsch J, Chicca A. Selective Endocannabinoid Reuptake Inhibitor WOBE437 Reduces Disease Progression in a Mouse Model of Multiple Sclerosis. ACS Pharmacol Transl Sci. 2021 Mar 26;4(2):765-779. doi: 10.1021/acsptsci.0c00214. PMID: 33860200; PMCID: PMC8033750.


2: Mäder P, Bartholomäus R, Nicolussi S, Baumann A, Weis M, Chicca A, Rau M, Simão AC, Gertsch J, Altmann KH. Synthesis and Biological Evaluation of Endocannabinoid Uptake Inhibitors Derived from WOBE437. ChemMedChem. 2021 Jan 8;16(1):145-154. doi: 10.1002/cmdc.202000153. Epub 2020 May 26. PMID: 32369259.


3: Reynoso-Moreno I, Chicca A, Flores-Soto ME, Viveros-Paredes JM, Gertsch J. The Endocannabinoid Reuptake Inhibitor WOBE437 Is Orally Bioavailable and Exerts Indirect Polypharmacological Effects via Different Endocannabinoid Receptors. Front Mol Neurosci. 2018 May 28;11:180. doi: 10.3389/fnmol.2018.00180. PMID: 29910713; PMCID: PMC5992379.


4: Gagestein B, Stevens AF, Fazio D, Florea BI, van der Wel T, Bakker AT, Fezza F, Dulk HD, Overkleeft HS, Maccarrone M, van der Stelt M. Chemical Proteomics Reveals Off-Targets of the Anandamide Reuptake Inhibitor WOBE437. ACS Chem Biol. 2022 May 20;17(5):1174-1183. doi: 10.1021/acschembio.2c00122. Epub 2022 Apr 28. PMID: 35482948; PMCID: PMC9127799.


5: Chicca A, Nicolussi S, Bartholomäus R, Blunder M, Aparisi Rey A, Petrucci V, Reynoso-Moreno IDC, Viveros-Paredes JM, Dalghi Gens M, Lutz B, Schiöth HB, Soeberdt M, Abels C, Charles RP, Altmann KH, Gertsch J. Chemical probes to potently and selectively inhibit endocannabinoid cellular reuptake. Proc Natl Acad Sci U S A. 2017 Jun 20;114(25):E5006-E5015. doi: 10.1073/pnas.1704065114. Epub 2017 Jun 5. PMID: 28584105; PMCID: PMC5488949.


6: Miller S, Daily L, Dharla V, Gertsch J, Malamas MS, Ojima I, Kaczocha M, Ogasawara D, Straiker A. Endocannabinoid metabolism and transport as targets to regulate intraocular pressure. Exp Eye Res. 2020 Dec;201:108266. doi: 10.1016/j.exer.2020.108266. Epub 2020 Sep 23. PMID: 32979397; PMCID: PMC8054225.