MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 530410 | Name: SMM-189

Description:

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

SMM-189 is a potent and selective CB2 inverse agonist, which acts as a noncompetitive inhibitor of CP 55,940. The ability of SMM-189 to regulate microglial activation, in terms of chemokine expression and cell morphology, has been determined. SMM-189 possesses acceptable biopharmaceutical properties. Cannabinoid receptor 2 agonists and inverse agonists are emerging as new therapeutic options for a spectrum of autoimmune-related disease. Of particular interest, is the ability of CB2 ligands to regulate microglia function in neurodegenerative diseases and traumatic brain injury.

Chemical Structure

SMM-189
SMM-189
CAS#1054451-07-8

Theoretical Analysis

MedKoo Cat#: 530410

Name: SMM-189

CAS#: 1054451-07-8

Chemical Formula: C19H12Cl2O3

Exact Mass: 358.0163

Molecular Weight: 359.20

Elemental Analysis: C, 63.53; H, 3.37; Cl, 19.74; O, 13.36

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
SMM-189; SMM 189; SMM189.
IUPAC/Chemical Name
[4-(3，5-dichlorophenyl)-3，5-dihydroxy-phenyl]-phenyl-methanone
InChi Key
CRNLOOZHRPDURJ-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H12Cl2O3/c20-14-6-12(7-15(21)10-14)18-16(22)8-13(9-17(18)23)19(24)11-4-2-1-3-5-11/h1-10,22-23H
SMILES Code
O=C(C1=CC(O)=C(C2=CC(Cl)=CC(Cl)=C2)C(O)=C1)C3=CC=CC=C3
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

Preparing Stock Solutions

The following data is based on the product molecular weight 359.20 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
1: Bu W, Ren H, Deng Y, Del Mar N, Guley NM, Moore BM, Honig MG, Reiner A. Mild Traumatic Brain Injury Produces Neuron Loss That Can Be Rescued by Modulating Microglial Activation Using a CB2 Receptor Inverse Agonist. Front Neurosci. 2016 Oct 6;10:449. PubMed PMID: 27766068; PubMed Central PMCID: PMC5052277. 2: Presley C, Abidi A, Suryawanshi S, Mustafa S, Meibohm B, Moore BM. Preclinical evaluation of SMM-189, a cannabinoid receptor 2-specific inverse agonist. Pharmacol Res Perspect. 2015 Aug;3(4):e00159. doi: 10.1002/prp2.159. PubMed PMID: 26196013; PubMed Central PMCID: PMC4506688. 3: Reiner A, Heldt SA, Presley CS, Guley NH, Elberger AJ, Deng Y, D'Surney L, Rogers JT, Ferrell J, Bu W, Del Mar N, Honig MG, Gurley SN, Moore BM 2nd. Motor, visual and emotional deficits in mice after closed-head mild traumatic brain injury are alleviated by the novel CB2 inverse agonist SMM-189. Int J Mol Sci. 2014 Dec 31;16(1):758-87. doi: 10.3390/ijms16010758. PubMed PMID: 25561230; PubMed Central PMCID: PMC4307274. 4: Bhattacharjee H, Gurley SN, Moore BM 2nd. Design and synthesis of novel tri-aryl CB2 selective cannabinoid ligands. Bioorg Med Chem Lett. 2009 Mar 15;19(6):1691-3. doi: 10.1016/j.bmcl.2009.01.100. PubMed PMID: 19230659.