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AGM-1470

CAS No.
129298-91-5
Chemical Name:
AGM-1470
Synonyms
Tnp-470;AGM-1470;NSC642492;TNP470,TNP 470;Fumagillin Impurity 1;O-Chloracetyl-carbamoyl fumagillol;O-(chloroacetylcarbamoyl)fumagillol;6-O-chloroacetylcarbamoylfumagillol;TNP-470 - CAS 129298-91-5 - Calbiochem;O-(chloroacetyl-carbaMoyl) fuMagillol,TNP-470
CBNumber:
CB11251062
Molecular Formula:
C19H28ClNO6
Molecular Weight:
401.88
MDL Number:
MFCD00870281
MOL File:
129298-91-5.mol
MSDS File:
SDS
Last updated:2023-06-08 09:02:17

AGM-1470 Properties

Melting point 90-93°C
alpha D24 -46.6° (c = 0.44 in CHCl3)
Density 1.26±0.1 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: >15mg/mL
pka 7.19±0.46(Predicted)
form White to light yellow solid
color White to Pale Yellow Waxy
Stability Hygroscopic
FDA UNII X47GR46481
NCI Dictionary of Cancer Terms TNP-470
NCI Drug Dictionary TNP-470

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26
WGK Germany  2
NFPA 704
0
2 0

AGM-1470 price More Price(20)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich T1455 TNP-470 ≥98% (HPLC) 129298-91-5 5mg $93.2 2024-03-01 Buy
Sigma-Aldrich 654270 TNP-470 129298-91-5 10mg $239 2024-03-01 Buy
Cayman Chemical 16449 TNP-470 ≥98% 129298-91-5 5mg $91 2024-03-01 Buy
Cayman Chemical 16449 TNP-470 ≥98% 129298-91-5 10mg $173 2024-03-01 Buy
Cayman Chemical 16449 TNP-470 ≥98% 129298-91-5 1 mg $61 2023-06-20 Buy
Product number Packaging Price Buy
T1455 5mg $93.2 Buy
654270 10mg $239 Buy
16449 5mg $91 Buy
16449 10mg $173 Buy
16449 1 mg $61 Buy

AGM-1470 Chemical Properties,Uses,Production

Description

TNP-470 is a synthetic analog of fumagillin that inhibits angiogenesis. It irreversibly inactivates methionine aminopeptidase-2 (MetAP2; IC50 = 2 μM), blocking endothelial cell proliferation in vitro and angiogenesis in vivo. It is without effect on MetAP1. TNP-470 has therapeutic potential in cancer and microsporidiosis.

Uses

TNP-470 is a synthetic analog of fumagillin that inhibits angiogenesis. It irreversibly inactivates methionine aminopeptidase-2 (MetAP2; IC50 = 2 μM), blocking endothelial cell proliferation in vitro and angiogenesis in vivo. It is without effect on MetAP1. TNP-470 has therapeutic potential in cancer and microsporidiosis.

Uses

TNP-470 is a synthetic analog of Fumagillin (F862650); a compound isolated from the fungus Aspergillus fumigatus. Fumagillin is an antimicrobial agent used in the treatment of microsporidiosis and shows promise as both an anti-infective and antiangiogenic agent.

Definition

ChEBI: A carbamate ester that is fumagillol in which the hydroxy group has been converted to the corresponding N-(chloroacetyl)carbamate derivative.

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.

Biological Activity

Analog of Fumagillin ((2E,4E,6E,8E)-Mono[(3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2 -methyl-3-(3-methyl-2-butenyl)oxiranyl]-1-oxaspiro[2.5] oct-6-yl] 2,4,6,8-decatetraenedioic acid ester) that displays potent antiangiogenic activity in vitro and in vivo . Inhibits methionine aminopeptidase type II (MetAP2).

Biochem/physiol Actions

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

in vitro

antitumor activity of tnp-470 was evaluated in eight human cultured cell lines derived from choriocarcinoma; ovarian cancer; tyk and nakajima; and uterine endometrial cancer. results showed that after 7-day culture with tnp-470, in medium at the concentration of 10 to 10-2 μg/ml, the inhibition of growth was observed in all of the eight cell lines. the half inhibitory concentration of choriocarcinoma cell lines was at an extremely low level compared to that of e uterine endometrial cancer and pithelial ovarian cancer [1].

in vivo

the anti-tumor effect of tnp-470 was studied using nude mice with tumors of gch-1(m), nuc-1, or nakajima cells. when the size of the transplanted tumor reached 100–200 mm3, 3, 10, or 30 mg/kg of tnp-470 was injected every other day. it was found that the inhibitory effect of tnp-470 was obtained by the administration of 10 and 30 mg/kg in gch-1(m) and nuc-1 cells, respectively, while in nakajima cells there was no significant effect. in addition, in nude mice treated with 30 mg/kg of tnp-470, lung metastasis of gch-1(m) cells was greatly inhibited both in the number and the size of tumor nodules, suggesting that the capillary growth in the originally developed tumor was also reduced [1].

IC 50

2 μm

References

[1] t. yanase, m. tamura, k. rujita, et al. inhibitory effect of angiogenesis inhibitor tnp-470 on tumor growth and metastasis of human cell lines in vitro and in vivo. cancer research 53(11), 2566-2570 (1993).
[2] c j logothetis et al. phase i trial of the angiogenesis inhibitor tnp-470 for progressive androgen-independent prostate cancer. clinical cancer research 7(5):1198-203.

AGM-1470 Preparation Products And Raw materials

Raw materials

Preparation Products

AGM-1470 Suppliers

Global( 57)Suppliers
Supplier Tel Email Country ProdList Advantage
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
HANGZHOU CLAP TECHNOLOGY CO.,LTD
86-571-88216897,88216896 13588875226 sales@hzclap.com CHINA 6313 58
LEAPCHEM CO., LTD.
+86-852-30606658 market18@leapchem.com China 43348 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
3B Pharmachem (Wuhan) International Co.,Ltd. 821-50328103-801 18930552037 3bsc@sina.com China 15848 69
Guangzhou Isun Pharmaceutical Co., Ltd 020-39119399 18927568969 isunpharm@qq.com China 4428 55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 18112977050 cb6@aikonchem.com China 16687 50
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Hubei Yangxin Medical Technology Co., Ltd. 15374522761 3003392093@qq.com China 7851 55
NSC642492 O-(chloroacetylcarbamoyl)fumagillol O-(CHLOROACETYLCARBAMOYL)FUMAGILLOLTNP-470 AGM-1470 [(3R,4S,5S,6R)-5-Methoxy-4-[(2R,3R)-2-methyl-3-(3-methylbut-2-enyl)oxiran-2-yl]-1-oxaspiro[2.5]octan-6-yl] N-(2-chloroacetyl)carbamate AGM-1470 Carbamic acid, (chloroacetyl)-, (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 Tnp-470 N-(2-Chloroacetyl)carbamicacid(3R,4S,5S,6R)-5-Methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-ylester O-(chloroacetyl-carbaMoyl) fuMagillol,TNP-470 (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 O-Chloracetyl-carbamoyl fumagillol (3R,4S,5S,6R)-5-Methoxy-4-((2R,3R)-2-methyl-3-(3-methylbut-2-en-1-yl)oxiran-2-yl)-1-oxaspiro[2 Carbamic acid, N-(2-chloroacetyl)-, (3R,4S,5S,6R)-5-methoxy-4-[(2R,3R)-2-methyl-3-(3-methyl-2-buten-1-yl)-2-oxiranyl]-1-oxaspiro[2.5]oct-6-yl ester TNP-470 - CAS 129298-91-5 - Calbiochem 6-O-chloroacetylcarbamoylfumagillol TNP470,TNP 470 Fumagillin Impurity 1 129298-91-5 C19H28CINO6