Batimastat - ≥98%, high purity , CAS No.130370-60-4, Inhibitor of MMP1;Inhibitor of MMP13;Inhibitor of MMP3

Item Number
B125646
Grouped product items
SKUSizeAvailabilityPrice Qty
B125646-1mg
1mg
In stock
$33.90
B125646-5mg
5mg
In stock
$137.90
B125646-25mg
25mg
In stock
$434.90

Potent, broad-spectrum MMP inhibitor

Basic Description

Synonymsbatimastat | 130370-60-4 | BB-94 | Batimastat (BB-94) | BB94 | BB 94 | Batimastat (MMP Inhibitor) | Batimastat(BB-94) | Butanediamide, N4-hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]-, (2R,3S)- | CHEMBL279786 | (2
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsBatimastat is a potent, broad spectrum matrix metalloprotease (MMP) inhibitor. Batimastat is hydroxamate-type inhibitor of matrix metalloproteinases (MMP).It inhibits the growth and spread of lung tumors,breast cancer regrowth and human colon tumor growth
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeINHIBITOR
Mechanism of actionInhibitor of MMP1;Inhibitor of MMP13;Inhibitor of MMP3
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

Batimastat is a potent broad spectrum MMP inhibitor with IC50 of 3, 4, 4, 6, and 20 nM for MMP-1, MMP-2, MMP-9, MMP-7 and MMP-3, respectively.
Batimastat was used to study the role of MMP in proteolytic release of EGF in human follicular thyroid carcinoma cell line FTC-133.

Associated Targets(Human)

FCER2 Tchem Low affinity immunoglobulin epsilon Fc receptor (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP1 Tchem Interstitial collagenase (8 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP7 Tchem Matrilysin (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP13 Tchem Collagenase 3 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP14 Tchem Matrix metalloproteinase-14 (4 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP9 Tchem Matrix metalloproteinase-9 (4 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP2 Tchem 72 kDa type IV collagenase (6 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ADAM17 Tchem Disintegrin and metalloproteinase domain-containing protein 17 (2 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
MMP3 Tchem Stromelysin-1 (5 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ANPEP Tchem Aminopeptidase N (863 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
FCER2 Tchem Immunoglobulin epsilon Fc receptor (92 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BMP1 Tchem Bone morphogenetic protein 1 (1282 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC8 Tclin Histone deacetylase 8 (4516 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP3 Tchem Matrix metalloproteinase 3 (3433 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP8 Tchem Matrix metalloproteinase 8 (1942 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP14 Tchem Matrix metalloproteinase 14 (1592 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HDAC3 Tclin Histone deacetylase 3 (3654 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LAP3 Tchem Leucine aminopeptidase (179 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP7 Tchem Matrix metalloproteinase 7 (1073 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MMP1 Tchem Matrix metalloproteinase-1 (7046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mmp13 Matrix metalloproteinase 13 (19 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Adam17 ADAM17 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mmp2 Matrix metalloproteinase-2 (12 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mmp9 Matrix metalloproteinase 9 (38 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Snake venom metalloproteinase Bap1 (31 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Names and Identifiers

Pubchem Sid488195427
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/488195427
IUPAC Name (2S,3R)-N-hydroxy-N'-[(2S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl]-3-(2-methylpropyl)-2-(thiophen-2-ylsulfanylmethyl)butanediamide
INCHI InChI=1S/C23H31N3O4S2/c1-15(2)12-17(18(22(28)26-30)14-32-20-10-7-11-31-20)21(27)25-19(23(29)24-3)13-16-8-5-4-6-9-16/h4-11,15,17-19,30H,12-14H2,1-3H3,(H,24,29)(H,25,27)(H,26,28)/t17-,18+,19+/m1/s1
InChi Key XFILPEOLDIKJHX-QYZOEREBSA-N
Canonical SMILES CC(C)CC(C(CSC1=CC=CS1)C(=O)NO)C(=O)NC(CC2=CC=CC=C2)C(=O)NC
Isomeric SMILES CC(C)C[C@H]([C@H](CSC1=CC=CS1)C(=O)NO)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)NC
WGK Germany 3
PubChem CID 5362422
Molecular Weight 477.64

Certificates

Certificate of Analysis(COA)

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7 results found

Lot NumberCertificate TypeDateItem
K1813128Certificate of AnalysisApr 02, 2024 B125646
B2317336Certificate of AnalysisJan 06, 2023 B125646
B2317341Certificate of AnalysisJan 06, 2023 B125646
B2317342Certificate of AnalysisJan 06, 2023 B125646
B2317366Certificate of AnalysisJan 06, 2023 B125646
B2317376Certificate of AnalysisJan 06, 2023 B125646
K1813127Certificate of AnalysisJul 18, 2022 B125646

Chemical and Physical Properties

SolubilityDMSO 96 mg/mL Water <1 mg/mL Ethanol <1 mg/mL

Safety and Hazards(GHS)

Pictogram(s) GHS07
Signal Warning
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P271:Use only outdoors or in a well-ventilated area.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P319:Get medical help if you feel unwell.

WGK Germany 3

Related Documents

References

1. Wojtowicz-Praga S, Low J, Marshall J, Ness E, Dickson R, Barter J, Sale M, McCann P, Moore J, Cole A et al..  (1996)  Phase I trial of a novel matrix metalloproteinase inhibitor batimastat (BB-94) in patients with advanced cancer..  Invest New Drugs,  14  (2): (193-202).  [PMID:8913840]
2. Parsons SL, Watson SA, Steele RJ.  (1997)  Phase I/II trial of batimastat, a matrix metalloproteinase inhibitor, in patients with malignant ascites..  Eur J Surg Oncol,  23  (6): (526-31).  [PMID:9484924]
3. Beattie GJ, Smyth JF.  (1998)  Phase I study of intraperitoneal metalloproteinase inhibitor BB94 in patients with malignant ascites..  Clin Cancer Res,  (8): (1899-902).  [PMID:9717817]
4. Oda SK et al..  (2020)  A Fas-4-1BB fusion protein converts a death to a pro-survival signal and enhances T cell therapy..  J Exp Med,  217  (12):   [PMID:32860705]
5. Paschkowsky S et al..  (2016)  Alternative Processing of the Amyloid Precursor Protein Family by Rhomboid Protease RHBDL4..  J Biol Chem,  291  (42): (21903-21912).  [PMID:27563067]
6. McColl R et al..  (2016)  Analysis and quantification of in vitro myoblast fusion using the LADD Multiple Stain..  Biotechniques,  61  (6): (323-326).  [PMID:27938324]
7. Cremasco V et al..  (2014)  B cell homeostasis and follicle confines are governed by fibroblastic reticular cells..  Nat Immunol,  15  (10): (973-81).  [PMID:25151489]
8. Beltramo E et al..  (2014)  Extracellular vesicles derived from mesenchymal stem cells induce features of diabetic retinopathy in vitro..  Acta Diabetol,  51  (6): (1055-64).  [PMID:25374383]
9. Ambite I et al..  (2016)  Molecular Basis of Acute Cystitis Reveals Susceptibility Genes and Immunotherapeutic Targets..  PLoS Pathog,  12  (10): (e1005848).  [PMID:27732661]
10. Keppie SJ et al..  (2021)  Matrix-Bound Growth Factors are Released upon Cartilage Compression by an Aggrecan-Dependent Sodium Flux that is Lost in Osteoarthritis..  Function (Oxf),  (5): (zqab037).  [PMID:34423304]

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