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Merck

T1455

Sigma-Aldrich

TNP-470

≥98% (HPLC)

Sinónimos:

(Chloracetyl) carbamic acid (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5]oct-6-yl ester, AGM-1470, NSC 642492, O-Chloracetyl-carbamoyl fumagillol

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About This Item

Fórmula empírica (notación de Hill):
C19H28ClNO6
Número de CAS:
Peso molecular:
401.88
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >15 mg/mL

originator

Takeda

storage temp.

−20°C

SMILES string

CO[C@@H]1[C@@H](CC[C@]2(CO2)C1[C@@]3(C)O[C@@H]3C\C=C(\C)C)OC(=O)NC(=O)CCl

InChI

1S/C19H28ClNO6/c1-11(2)5-6-13-18(3,27-13)16-15(24-4)12(7-8-19(16)10-25-19)26-17(23)21-14(22)9-20/h5,12-13,15-16H,6-10H2,1-4H3,(H,21,22,23)/t12-,13-,15-,16-,18+,19+/m1/s1

InChI key

MSHZHSPISPJWHW-PVDLLORBSA-N

General description

TNP-470 is a synthetic analogue of fumagillin. It is a natural product of Aspergillus fumigatus. TNP-470 serves as an angiogenesis inhibitor.

Biochem/physiol Actions

TNP-470 is a methionine aminopeptidase-2 (MetAP-2) inhibitor, selective for MetAP-2 over MetAP11. TNP-470 is an antiangiogenic.
Studies have reported that TNP-470 can decrease intimal neovascularization in Apo-E deficient mice. TNP-470 can also prevent tumor growth in human breast and prostate cancer cell lines.

Features and Benefits

This compound was developed by Takeda. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

TNP-470 is soluble in DMSO at a concentration that is greater than 15 mg/ml.

Other Notes

TNP-470 is hygroscopic.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificados de análisis (COA)

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K S Moulton et al.
Circulation, 99(13), 1726-1732 (1999-04-06)
Neovascularization within the intima of human atherosclerotic lesions is well described, but its role in the progression of atherosclerosis is unknown. In this report, we first demonstrate that intimal vessels occur in advanced lesions of apolipoprotein E-deficient (apoE -/-) mice.
An antiangiogenic agent (TNP-470) inhibited reoxygenation during fractionated radiotherapy of murine mammary carcinoma.
Murata R, et al.
Int. J. Radiation Oncology Biol. Phys., 37(5), 1107-1113 (1997)
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Formation of new blood vessels from preexisting vasculature is an indispensable process in tumor initiation, invasion, and metastasis. Novel therapeutic approaches target endothelial cells involved in the process of angiogenesis, due to their genetic stability relative to the rapidly mutating
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