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Merck
CN

T1455

TNP-470

≥98% (HPLC)

Synonym(s):

(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

Empirical Formula (Hill Notation):
C19H28ClNO6
CAS Number:
129298-91-5
Molecular Weight:
401.88
NACRES:
NA.77
PubChem Substance ID:
329826676
UNSPSC Code:
12352200
MDL number:
MFCD00870281

Key Documents

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Product Name

TNP-470, ≥98% (HPLC)

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

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 key

MSHZHSPISPJWHW-PVDLLORBSA-N

assay

≥98% (HPLC)

form

solid

solubility

DMSO: >15 mg/mL

originator

Takeda

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

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.
TNP-470 is a methionine aminopeptidase-2 (MetAP-2) inhibitor, selective for MetAP-2 over MetAP11. TNP-470 is an antiangiogenic.
TNP-470 is a methionine aminopeptidase-2 (MetAP-2) inhibitor.

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.

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.

Other Notes

TNP-470 is hygroscopic.

Preparation Note

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000180400
0000180401
0000180401
0000180400
0000122954

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Beth Bragdon et al.
Bone, 101, 49-61 (2017-04-17)
Endochondral ossification is the process where cartilage forms prior to ossification and in which new bone forms during both fracture healing and ectopic bone formation. Transitioning to ossification is a highly coordinated process between hypertrophic chondrocytes, vascular endothelial cells, osteoblasts
George K Gilcy et al.
Integrative cancer therapies, 15(4), NP1-NP12 (2016-05-06)
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
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)
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.
Janak Padia et al.
Antimicrobial agents and chemotherapy, 64(10) (2020-08-12)
Giardiasis, caused by the intestinal parasite Giardia lamblia, is a severe diarrheal disease, endemic in poverty-stricken regions of the world, and also a common infection in developed countries. The available therapeutic options are associated with adverse effects, and G. lamblia
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