TMN 355

cyclophilin A inhibitor CAS# 1186372-20-2

TMN 355

Catalog No. BCC6121----Order now to get a substantial discount!

Product Name & Size Price Stock
TMN 355: 5mg $81 In Stock
TMN 355: 10mg Please Inquire In Stock
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Quality Control of TMN 355

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Chemical structure

TMN 355

3D structure

Chemical Properties of TMN 355

Cas No. 1186372-20-2 SDF Download SDF
PubChem ID 44249042 Appearance Powder
Formula C21H14ClFN2O2 M.Wt 380.8
Type of Compound N/A Storage Desiccate at -20°C
Solubility Soluble to 40 mM in DMSO
Chemical Name 2-chloro-N-(9H-fluoren-9-ylcarbamoyl)-6-fluorobenzamide
SMILES C1=CC=C2C(=C1)C(C3=CC=CC=C32)NC(=O)NC(=O)C4=C(C=CC=C4Cl)F
Standard InChIKey SFNLLCUAISZNRV-UHFFFAOYSA-N
Standard InChI InChI=1S/C21H14ClFN2O2/c22-16-10-5-11-17(23)18(16)20(26)25-21(27)24-19-14-8-3-1-6-12(14)13-7-2-4-9-15(13)19/h1-11,19H,(H2,24,25,26,27)
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of TMN 355

DescriptionPotent cyclophilin A inhibitor (IC50 = 1.52 nM). Approximately 27 times more potent than cyclosporin A.

TMN 355 Dilution Calculator

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TMN 355 Molarity Calculator

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Preparing Stock Solutions of TMN 355

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.6261 mL 13.1303 mL 26.2605 mL 52.521 mL 65.6513 mL
5 mM 0.5252 mL 2.6261 mL 5.2521 mL 10.5042 mL 13.1303 mL
10 mM 0.2626 mL 1.313 mL 2.6261 mL 5.2521 mL 6.5651 mL
50 mM 0.0525 mL 0.2626 mL 0.5252 mL 1.0504 mL 1.313 mL
100 mM 0.0263 mL 0.1313 mL 0.2626 mL 0.5252 mL 0.6565 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on TMN 355

IC50: 1.52 nM

TMN 355 is a potent cyclophilin A inhibitor, approximately 27 times more potent than cyclosporin A.

In vitro: Remarkably, the PPIase inhibitory activities of derivative TMN 355 has increased up to 1.52 nM, , which are about 27 times more potent than that of CsA. The binding models the most potent inhibitor TMN 355 to CypA was generated by using AUTODOCK 324 and applying a Lamarckian genetic algorithm with a grid space set to be 0.375. Obviously, the binding model of compound 1 to CypA is very similar to that of TMN 355 to CypA, the planar fluorene ring inserts vertically into the hydrophobic gorge area in site A and then forms favorable hydrophobic interactions on account of these two types of appropriate terminal fragments, the acylurea linker of compounds 1 and TMN 355 adopted properly an orientation and interacted well with the saddle site. The interaction models also exhibited that both compounds 1 and TMN 355 form seven hydrogen bonds with residues Arg55, Gln63, and Asn102 in the saddle site. Furthermore, TMN 355 contains a chlorine atom that may impart hydrophobic interaction. The additional interaction was regarded as one of the key factors leading to 20 times potency improvement of TMN 355 compared with compound 1.

In vivo: So far, no study in vivo has been conducted.

Clinical trial: So far, no clinical study has been conducted.

Reference:
[1].  Ni S, Yuan Y, Huang J, Mao X, Lv M, Zhu J, Shen X, Pei J, Lai L, Jiang H, Li J. Discovering potent small molecule inhibitors of cyclophilin A using de novo drug design approach. J Med Chem. 2009 Sep 10;52(17):5295-8. doi: 10.1021/jm9008295.

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References on TMN 355

Discovering potent small molecule inhibitors of cyclophilin A using de novo drug design approach.[Pubmed:19691347]

J Med Chem. 2009 Sep 10;52(17):5295-8.

This work describes an integrated approach of de novo drug design, chemical synthesis, and bioassay for quick identification of a series of novel small molecule cyclophilin A (CypA) inhibitors (1-3). The activities of the two most potent CypA inhibitors (3h and 3i) are 2.59 and 1.52 nM, respectively, which are about 16 and 27 times more potent than that of cyclosporin A. This study clearly demonstrates the power of our de novo drug design strategy and the related program LigBuilder 2.0 in drug discovery.

Description

TMN355 is a potent chemical cyclophilin A inhibitor and reduces foam cell formation and cytokine secretion. TMN355 is used for atherosclerosis.

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