Batimastat
- CAS No.
- 130370-60-4
- Chemical Name:
- Batimastat
- Synonyms
- BB 94;Batimastat;BB94;BB 94;BatiMastat (MMP Inhibitor);Batimastat - CAS 130370-60-4 - Calbiochem;InSolution Batimastat - CAS 130370-60-4 - Calbiochem;N4-hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]-, (2R,3S)-;(2S,3R)-N1-Hydroxy-3-isobutyl-N4-((S)-1-(methylamino)-1-oxo-3-phenylpropan-2-yl)-2-((thiophen-2-ylthio)methyl)succinamide;(2R,3S)-N4-Hydroxy-N1-[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl)ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide;(2S,3R)-N-Hydroxy-N'-[(2S)-1-methylamino-1-oxo-3-phenylpropan-2-yl]-3-(2-methylpropyl)-2-(thiophen-2-ylsulfanylmethyl)butanediamide
- CBNumber:
- CB1874927
- Molecular Formula:
- C23H31N3O4S2
- Molecular Weight:
- 477.64
- MDL Number:
- MFCD00866533
- MOL File:
- 130370-60-4.mol
- MSDS File:
- SDS
Melting point | 236-238° |
---|---|
Density | 1.25±0.1 g/cm3(Predicted) |
storage temp. | -20°C |
solubility | DMSO: ≥15mg/mL |
form | powder |
pka | 9.04±0.40(Predicted) |
color | white to tan |
Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month. |
InChIKey | XFILPEOLDIKJHX-QYZOEREBSA-N |
NCI Dictionary of Cancer Terms | batimastat |
FDA UNII | BK349F52C9 |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P305+P351+P338 | |||||||||
WGK Germany | 3 | |||||||||
HS Code | 29349990 | |||||||||
NFPA 704 |
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Batimastat price More Price(33)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich | SML0041 | Batimastat ≥98% (HPLC) | 130370-60-4 | 5mg | $227 | 2024-03-01 | Buy |
Sigma-Aldrich | 5.08408 | InSolution Batimastat - CAS 130370-60-4 - Calbiochem | 130370-60-4 | 2mg | $132 | 2024-03-01 | Buy |
Sigma-Aldrich | 196440 | Batimastat | 130370-60-4 | 5mg | $272 | 2024-03-01 | Buy |
Cayman Chemical | 14742 | Batimastat ≥98% | 130370-60-4 | 1mg | $62 | 2024-03-01 | Buy |
Cayman Chemical | 14742 | Batimastat ≥98% | 130370-60-4 | 5mg | $166 | 2024-03-01 | Buy |
Batimastat Chemical Properties,Uses,Production
Description
Batimastat (130370-60-4) is a potent, broad spectrum MMP inhibitor (IC50 =3, 4, 4, 6 and 20 nM for MMPs -1, -2, -9, -7 and -3 respectively). Exhibits antiproliferative, anti-invasive and antimetastatic activity in human colon1, ovarian2 and prostate3 xenografts in vivo. Attenuates neuroinflammation following focal cerebral ischemia in mice.4 Inhibits α-secretase.5 Inhibits snake venom (Bothrops asper) lethality.6
Originator
Batimastat,British Biotech
Uses
Antineoplastic.
Uses
Batimastat has been used to inhibit matrix metalloproteinases (MMPs) activity in various studies.
Therapeutic Function
Antineoplastic
General Description
A Marimastat (Cat. No. 444289) type of peptidyl hydroxamate-based inhibitor that potently inhibits a broad-spectrum of metalloproteinases, including MMP-1, MMP-2, MMP-3/stromelysin, MMP-7/matrilysin, MMP-9, ΔMT1 (MMP-14 without TM domain), ADAM8, and ADAM17/TACE (IC50 = 3, 4, 20, 6, 4, 2.08, 51.3, and 19 nM, respectively), by targeting both the substrate binding site and the active-site Zn2+, while being much less potent toward ACE (Angiotensin Converting Enzyme) or α-secretase (IC50 = 1.6 and 3.3 μM, respectively). Batimastat is widely used in studying the involvement of MMPs in cancinogenesis and non-cancer pathological processes both in cultures in vitro and in animals in vivo.
Biological Activity
Potent, broad spectrum matrix metalloprotease (MMP) inhibitor (IC 50 values are 3, 4, 4, 6 and 20 nM for MMP -1, -2, -9, -7 and -3 respectively). Exhibits antiproliferative, anti-invasive and antimetastatic activity in human ovarian carcinoma xenografts in vivo .
Biochem/physiol Actions
Cell permeable: yes
Enzyme inhibitor
This potent, broad-spectrum matrix metalloprotease, or MMP, inhibitor (FW = 477.64 g/mol; CAS 130370-60-4; Solubility: 96 mg/mL DMSO, <1 mg/mL H2O), also known by its code name BB-94 and its systematic name (2R,3S)-N4 -hydroxy-N1 -[(1S)-2-(methylamino)-2-oxo-1-(phenylmethyl) ethyl]-2-(2-methylpropyl)-3-[(2-thienylthio)methyl]butanediamide, targets MMP-1 (IC50 = 3 nM), MMP-2 (IC50 = 4 nM), MMP-9 (IC50 = 4 nM), MMP-7 (IC50 = 6 nM) and MMP-3 (IC50 = 22 nM). Matrix metalloproteinases have been implicated in the growth and spread of metastatic tumors, and Batimastat not only prevents colonization of secondary organs by B16-BL6 cells, but limits the growth of solid tumors. Animals receiving BB-94 (30 mg/kg, i.p., once daily for 60 days, followed by 3 times weekly) show a reduction in the median primary tumor weight from 293 mg in the control group to 144 mg in the treated group. BB-94 treatment also reduces the incidence of local and regional invasion. Batimastat also reduces in vivo growth of experimental hemangiomas, most probably by blocking endothelial cell recruitment by the transformed cells or by interfering with cell organization in vascular structures. Target(s): Trimeresurus mucrosquamatus (Taiwan habu) venom metalloproteinases; matrix metalloproteinases; interstitial collagenase, or MMP1; stromelysin, or MMP3; matrilysin, or MMP7; gelatinase A, or or MMP2; gelatinase B, or or MMP9; neutrophil collagenase, or MMP8; atrolysin C, or Crotalus atrox metalloendopeptidase c; membrane-type 1 matrix metalloproteinase, or MMP14; membrane-type 3 matrix metalloproteinase, or MMP-16; ADAM 17 endopeptidase, or tumor necrosis factor-a converting enzyme; TACE (13- 15); a-secretase; ADAM TS-4 endopeptidase, or aggrecanase; macrophage elastase, or MMP12.
storage
Store at -20°C
References
1) Wang et al. (1994), Matrix metalloproteinase inhibitor BB-94 (batimastat) inhibits human colon tumor growth and spread in a patient-like orthotopic model in nude mice; Cancer Res., 54 4726 2) Davies et al. (1993), A synthetic matrix metalloproteinase inhibitor decreases tumor burden and prolongs survival of mice bearing human ovarian carcinoma zenografts; Cancer Res., 53 2087 3) Lein et al. (2000), Synthetic inhibitor of matrix metalloproteinase (batimastat) reduces prostate cancer growth in an orthotopic rat model; Prostate, 43 77 4) Park et al. (2011), Matrix metalloproteinase inhibitors attenuate neuroinflammation following focal cerebral ischemia in mice; Korean J. Physiol. Pharmacol., 15 115 5) Dubrovskaya et al. (2006), Effects of an inhibitor of alpha-secretase, which metabolizes the amyloid peptide precursor, on memory formation in rats; Neurosci. Behav. Physiol., 36 911 6) Rucavado et al. (2004), Effects of the metalloproteinase inhibitor batimastat in the systemic toxicity induced by Bothrops asper snake venom: understanding the role of metalloproteinases in envenomation; Toxicon, 43 417
Batimastat Preparation Products And Raw materials
Raw materials
1of3
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Alpha Biopharmaceuticals Co., Ltd | +86-15542445688 | sales@alabiochem.com | China | 888 | 58 |
ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32836 | 60 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28180 | 58 |
BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49392 | 58 |
HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6313 | 58 |
Baoji Guokang Bio-Technology Co., Ltd. | 0917-3909592 13892490616 | gksales1@gk-bio.com | China | 9316 | 58 |
Hefei Hirisun Pharmatech Co., Ltd | +8615056975894 | shawn@hirisunpharm.com | CHINA | 9923 | 58 |
Nextpeptide Inc | +86-0571-81612335 +8613336028439 | sales@nextpeptide.com | China | 19915 | 58 |
InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
View Lastest Price from Batimastat manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2021-07-13 | Batimastat
130370-60-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd | ||
2021-07-10 | Batimastat
130370-60-4
|
US $15.00-10.00 / KG | 1KG | 99%+ HPLC | Monthly supply of 1 ton | Zhuozhou Wenxi import and Export Co., Ltd |
- Batimastat
130370-60-4
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
- Batimastat
130370-60-4
- US $15.00-10.00 / KG
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd