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T1455

Sigma-Aldrich

TNP-470

≥98% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C19H28ClNO6
Numéro CAS:
129298-91-5
Poids moléculaire :
401.88
Numéro MDL:
MFCD00870281
Code UNSPSC :
12352200
ID de substance PubChem :
329826676
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

solid

Solubilité

DMSO: >15 mg/mL

Auteur

Takeda

Température de stockage

−20°C

Chaîne SMILES 

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

Clé InChI

MSHZHSPISPJWHW-PVDLLORBSA-N

Description générale

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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

Notes préparatoires

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

Autres remarques

TNP-470 is hygroscopic.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

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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