MedKoo Cat#: 464769 | Name: SMU-C80

Description:

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

SMU-C80 is a TLR2 agonist (EC50 = 31.02 ± 1.01 nM). SMU-C80, through TLR1/2, recruits the adaptor protein MyD88 and triggers the NF-κB pathway to release cytokines such as TNF-α and IL-1β from human, but not murine, cells. To the best of our knowledge, it is the first species-specific TLR1/2 agonist reported until now. Moreover, SMU-C80 increased the percentage of T, B, and NK cells ex vivo and activated the immune cells, which suppressed cancer cell growth in vitro.

Chemical Structure

SMU-C80
SMU-C80
CAS#2649309-05-5

Theoretical Analysis

MedKoo Cat#: 464769

Name: SMU-C80

CAS#: 2649309-05-5

Chemical Formula: C22H21FN2O2S2

Exact Mass: 428.1028

Molecular Weight: 428.54

Elemental Analysis: C, 61.66; H, 4.94; F, 4.43; N, 6.54; O, 7.47; S, 14.96

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.
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Related CAS #
No Data
Synonym
SMU-C80; SMUC80; SMU C80;
IUPAC/Chemical Name
isopropyl 2-(3-(4-fluoronaphthalen-1-yl)thioureido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
InChi Key
DPIZCURGUHTZEV-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H21FN2O2S2/c1-12(2)27-21(26)19-15-8-5-9-18(15)29-20(19)25-22(28)24-17-11-10-16(23)13-6-3-4-7-14(13)17/h3-4,6-7,10-12H,5,8-9H2,1-2H3,(H2,24,25,28)
SMILES Code
FC1=C2C(C=CC=C2)=C(NC(NC3=C(C(OC(C)C)=O)C(CCC4)=C4S3)=S)C=C1
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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 428.54 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: Chen Z, Zhang L, Yang J, Zheng L, Hu F, Duan S, Nandakumar KS, Liu S, Yin H, Cheng K. Design, Synthesis, and Structure-Activity Relationship of N-Aryl-N'-(thiophen-2-yl)thiourea Derivatives as Novel and Specific Human TLR1/2 Agonists for Potential Cancer Immunotherapy. J Med Chem. 2021 Jun 10;64(11):7371-7389. doi: 10.1021/acs.jmedchem.0c02266. Epub 2021 May 24. PMID: 34029463.