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AGM-1470

Product Name
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
Formula Weight
401.88
MOL File
129298-91-5.mol
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AGM-1470 Property

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
form 
White to light yellow solid
pka
7.19±0.46(Predicted)
color 
White to Pale Yellow Waxy
Stability:
Hygroscopic
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26
WGK Germany 
2
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T1455
Product name
TNP-470
Purity
≥98% (HPLC)
Packaging
5mg
Price
$93.2
Updated
2024/03/01
Sigma-Aldrich
Product number
654270
Product name
TNP-470
Packaging
10mg
Price
$239
Updated
2024/03/01
Cayman Chemical
Product number
16449
Product name
TNP-470
Purity
≥98%
Packaging
5mg
Price
$91
Updated
2024/03/01
Cayman Chemical
Product number
16449
Product name
TNP-470
Purity
≥98%
Packaging
10mg
Price
$173
Updated
2024/03/01
Cayman Chemical
Product number
16449
Product name
TNP-470
Purity
≥98%
Packaging
1 mg
Price
$61
Updated
2023/06/20
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AGM-1470 Chemical Properties,Usage,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

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AGM-1470 Suppliers

3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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69
Guangzhou Isun Pharmaceutical Co., Ltd
Tel
020-39119399 18927568969
Fax
020-39119999
Email
isunpharm@qq.com
Country
China
ProdList
4674
Advantage
55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
Tel
025-66113011 18112977050
Email
cb6@aikonchem.com
Country
China
ProdList
16684
Advantage
50
Sigma-Aldrich
Tel
021-61415566 800-8193336
Email
orderCN@merckgroup.com
Country
China
ProdList
51456
Advantage
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Hubei Yangxin Medical Technology Co., Ltd.
Tel
15374522761
Fax
QQ:2853117752
Email
3003392093@qq.com
Country
China
ProdList
8705
Advantage
55
Jinan Yaoyan Pharmaceutical Co., Ltd.
Tel
Fax
-
Email
jnyaoyan@163.com
Country
China
ProdList
3069
Advantage
58
Nanjing Meihao Pharmaceutical Technology Co., Ltd.
Tel
meitaochem@126.com
Email
meitaochem@126.com
Country
China
ProdList
19103
Advantage
58
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
32161
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HANGZHOU CLAP TECHNOLOGY CO.,LTD
Tel
86-571-88216897,88216896 13588875226
Fax
86-571-88216895
Email
sales@hzclap.com
Country
CHINA
ProdList
6312
Advantage
58
ChemeGen(Shanghai) Biotechnology Co.,Ltd.
Tel
18818260767
Fax
QQ 3610331285
Email
sales@chemegen.com
Country
China
ProdList
11218
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58

129298-91-5, AGM-1470Related Search:


  • 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
  • 6-O-chloroacetylcarbamoylfumagillol
  • TNP-470 - CAS 129298-91-5 - Calbiochem
  • 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
  • TNP470,TNP 470
  • Fumagillin Impurity 1
  • 129298-91-5
  • C19H28CINO6