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Safety Information

T1455

Sigma-Aldrich

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
MDL number:
MFCD00870281
UNSPSC Code:
12352200
PubChem Substance ID:
329826676
NACRES:
NA.77

Quality Level

100

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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

T1455-BULK:
T1455-IP:
T1455-25MG:
T1455-5MG:
T1455-VAR:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
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
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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