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Marimastat (BB-2516) MMP inhibitor

Name: Marimastat (BB-2516)
Brand: Selleck Chemicals
SKU: S7156
Rating: 5 (22 reviews)

Cat.No.S7156

Marimastat (BB-2516, TA2516) is a broad spectrum matrix metalloprotease (MMP) inhibitor with IC50 values of 3 nM, 5 nM, 6 nM, 9 nM and 13 nM for MMP-9, MMP-1, MMP-2, MMP-14 and MMP-7, respectively. This compound has reached Phase 3.

Chemical Structure

Molecular Weight: 331.41

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Quality Control

Batch: Purity: 99.86%

99.86

Related Targets	HDAC Caspase Proteasome Secretase HCV Protease Cysteine Protease DPP Tyrosinase HIV Protease Serine Protease
Other MMP Inhibitors	Ilomastat (GM6001) Batimastat (BB-94) SB-3CT T-5224 Nobiletin MMP-9-IN-1 NSC 405020 1, 10-Phenanthroline monohydrate JNJ0966 Cordycepin

Cell Culture, Treatment & Working Concentration

Cell Lines	Assay Type	Concentration	Incubation Time	Activity Description	PMID
HT1080	Function assay			In vitro inhibitory activity against matrix metalloprotease 2 isolated from human HT1080 fibrosarcoma cells induced with TNF, IC50=0.00085μM.	9873712
THP-1	Function assay			Selective inhibition of the cellular TNF alpha release from LPS-stimulated THP-1 cells, IC50=2.1μM.	11754593
Sf9	Function assay		6 hrs	Inhibition of full length recombinant ADAMTS4 (unknown origin) expressed in insect Sf9 cells after 6 hrs by alkaline phosphatase-based assay, IC50=10μM.	26653735
Sf9	Function assay		6 hrs	Inhibition of full length recombinant ADAMTS5 (unknown origin) expressed in insect Sf9 cells after 6 hrs by alkaline phosphatase-based assay, IC50=10μM.	26653735
A549	Function assay	10 uM	1 hr	Inhibition of ADAM10 in human A549 cells assessed as inhibition of betacellulin shedding at 10 uM after 1 hr by ELISA	26192023
A549	Function assay	10 uM	1 hr	Inhibition of ADAM17 in human A549 cells assessed as decrease in PMA-stimulated soluble TGFalpha level in cell supernatant at 10 uM preincubated for 1 hr followed by PMA stimulation measured after 1 hr by ELISA	26192023
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Chemical Information, Storage & Stability

Molecular Weight	331.41	Formula	C₁₅H₂₉N₃O₅	Storage (From the date of receipt)	3 years-20°Cpowder
CAS No.	154039-60-8	Download SDF		Storage of Stock Solutions	1 year-80°Cin solvent 1 month-20°Cin solvent
Synonyms	TA2516			Smiles	CC(C)CC(C(C(=O)NO)O)C(=O)NC(C(=O)NC)C(C)(C)C

Solubility

In vitro
Batch:

DMSO : 54 mg/mL (162.94 mM)
(Moisture-contaminated DMSO may reduce solubility. Use fresh, anhydrous DMSO.)

Ethanol : 7 mg/mL

Water : Insoluble

Molarity Calculator

Mass	Concentration	Volume	Molecular Weight
=	×	×

Dilution Calculator Molecular Weight Calculator

In vivo Batch:
Homogeneous suspension	CMC-NA	≥5mg/ml	Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.
Homogeneous suspension	CMC-NA	≥5mg/ml	Taking the 1 mL working solution as an example, add 5 mg of this product to 1 ml of CMC-Na solution, mix evenly to obtain a homogeneous suspension with a final concentration of 5 mg/ml.
Clear solution	5%DMSO 1 Corn oil Validated by Selleck labs. Should you need adjustments to this formulation, contact our sales team for custom testing.	1.650mg/ml (4.98mM)	Taking the 1 mL working solution as an example, add 50 μL of 33 mg/ml clear DMSO stock solution to 950 μL of corn oil and mix evenly. The mixed solution should be used immediately for optimal results.

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal making an allowance for loss during the experiment)

Dosage: mg/kg Average weight of animals: g Dosing volume per animal:μL Number of animals:

Step 2: Enter the in vivo formulation (This is only the calculator, not formulation. Please contact us first if there is no in vivo formulation at the solubility Section.)

% DMSO + % + % Tween 80 + % ddH₂O

%DMSO+ %

Calculation results:

Working concentration: mg/ml;

Method for preparing DMSO master liquid: mg drug pre-dissolved in μL DMSO ( Master liquid concentration mg/mL, Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug. )

Method for preparing in vivo formulation: Take μL DMSO master liquid, next addμL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O, mix and clarify.

Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

Note: 1. Please make sure the liquid is clear before adding the next solvent.
2. Be sure to add the solvent(s) in order. You must ensure that the solution obtained, in the previous addition, is a clear solution before proceeding to add the next solvent. Physical methods such as vortex, ultrasound or hot water bath can be used to aid dissolving.

Mechanism of Action

Targets/IC₅₀/Ki	MMP-9 (cell-free assay) 3 nM MMP-1 (cell-free assay) 5 nM MMP-2 (cell-free assay) 6 nM MMP-14 (cell-free assay) 9 nM MMP-7 (cell-free assay) 16 nM MMP-3 (cell-free assay) 230 nM
In vitro	Marimastat (BB-2516) (100 nM) significantly inhibits the expression of MMP14 in U251, U87, GBM39, and GBM43 tumour cells. This compound specifically inhibits the growth of glioma cells and has no effect on normal human astrocytes (NHA). It early down-regulates the expression of Notch target genes, such as Hes1 and Hes5.
Kinase Assay	Inhibitor kinetics
Kinase Assay	Recombinant human MMP2 is activated with 1 mM of 4-aminophenylmercuric acetate for 1 hour at 37°C. In the presence of increasing concentrations of Marimastat (BB-2516), rates of cleavage of 1 μM of the quenched fluorescent MMP substrate (7-methoxycoumarin-4-yl)acetyl-Pro-Leu-Gly-Leu-[3-(2,4-dinitrophenyl)-L-2,3-diaminoproprionyl]-Ala-Arg-NH2 are measured in 96-well fluorimetry plates at 37°C 100 mM Tris-HCl (pH 7.5), 100 mM NaCl, 10 mM CaCl₂, 0.05% Brij 35 using a 320 nm excitation filter and a 405 nm emission filter. Curve-fitting and IC50 calculations are done using GraphPad Prism 5.0 Software.
In vivo	In an orthotopic oral squamous cell carcinoma implantation model, marimastat (BB-2516) (150 mg/kg/day, p.o.) administered by an osmotic pump significantly suppresses the cervical lymph node metastasis and activation of MMP-2, and has a significantly better survival than control group. This compound reduces MMP hyperactivity of polycystic human and rat cholangiocytes and blocks the cystic expansion of PCK cholangiocytes. Chronic treatment of 8-week-old PCK rats with it inhibits hepatic cystogenesis and fibrosis.
References	[1] https://pubmed.ncbi.nlm.nih.gov/9364582/ [2] https://pubmed.ncbi.nlm.nih.gov/20729277/ [3] https://pubmed.ncbi.nlm.nih.gov/24156018/ [4] https://pubmed.ncbi.nlm.nih.gov/23098139/ [5] https://pubmed.ncbi.nlm.nih.gov/12405288/ [6] https://pubmed.ncbi.nlm.nih.gov/24436140/

Tech Support

Handling Instructions

Tel: +1-832-582-8158 Ext:3

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