ChemicalBook > CAS DataBase List > 5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Product Name
5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
CAS No.
849550-05-6
Chemical Name
5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
Synonyms
TTI237;TTI 237;D06576.;CS-1680;Cevipabulin;TTI237; D06576;Unii-p14m0dws2j;Cevipabulin (TTI-237);Cevipabulin (free base);Cevipabulin, 10 mM in DMSO
CBNumber
CB12128710
Molecular Formula
C18H18ClF5N6O
Formula Weight
464.82
MOL File
849550-05-6.mol
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5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Property

Density 
1.52
storage temp. 
Store at -20°C
solubility 
Soluble in DMSO
form 
Powder
color 
White to off-white
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

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

ChemScene
Product number
CS-4196
Product name
Cevipabulin
Purity
99.03%
Packaging
5mg
Price
$168
Updated
2021/12/16
ChemScene
Product number
CS-4196
Product name
Cevipabulin
Purity
99.03%
Packaging
10mg
Price
$288
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0013853
Product name
CEVIPABULIN
Purity
95.00%
Packaging
5MG
Price
$330
Updated
2021/12/16
ChemScene
Product number
CS-4196
Product name
Cevipabulin
Purity
99.03%
Packaging
50mg
Price
$888
Updated
2021/12/16
ChemScene
Product number
CS-4196
Product name
Cevipabulin
Purity
99.03%
Packaging
100mg
Price
$1140
Updated
2021/12/16
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5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Chemical Properties,Usage,Production

Uses

Cevipabulin (TTI-237) is an oral, microtubule-active antitumor compound and inhibits the binding of [3H] vinblastine to tubulin, with an IC50 of 18-40 nM for cytotoxicity in human tumor cell line[1][2].

Biological Activity

cevipabulin (tti-237) is a new anti-microtubule agent [1][2][3][4].microtubules are a component of the cytoskeleton that participate in many crucial cellular functions, include maintaining the structure of the cell, forming the cytoskeleton and chromosome separation.cevipabulin (tti-237) is a new anti-microtubule agent with antitumor activity. in colo 205 cells, tti-237 inhibited cell proliferation with ic50 value of 31 nm [1]. at low ratios of tti-237: tubulin heterodimer (about 1:30), tti-237 increased depolymerization kinetics in response to low temperature, but stabilized the aggregates at high ratios (about 1:4). tti-237 inhibited the exchange of [3h]gtp at the exchangeable nucleotide site of the tubulin heterodimer [2]. cevipabulin (tti-237) increased tubulin polymerization. cevipabulin was stable and water-soluble, and could be administered i.v. or p.o. in saline [3]. tti-237 inhibited the binding of [3h]vinblastine to tubulin, but significantly increased turbidity development that more closely resembled the effect of docetaxel. in hela cells, tti-237 (34 nmol/l) induced multiple spindle poles and multi-nuclear cells. at 20-40 nmol/l, tti-237 produced sub-g1 nuclei, while at > 50 nmol/l, tti-237 induced g2-m block.in athymic mice bearing lovo human colon adenocarcinoma, tti-237 exhibited good antitumor activity in a dose-dependent way. in mice bearing u87-mg human glioblastoma, tti-237 (25 mg/kg) given both i.v. and p.o. were equally effective [4].

in vivo

Cevipabulin (TTI-2370)( 5, 10, 15, and 20 mg/kg, every 4 days for 4 cycles, in mice) is active by i.v. and p.o. administration against human tumor xenografts, showing dose-dependent effects, with good antitumor activity at 20 and 15 mg/kg[1].

Animal Model:Athymic nu/nu female mice implanted s.c. in the flank with 1×107 LoVo human colon adenocarcinoma cells[1]
Dosage:5, 10, 15, and 20 mg/kg
Administration:I.V. injection every 4 days for 4 cycles.
Result:The compound showed dose-dependent effects, with good antitumor activity at 20 and 15 mg/kg.
Animal Model:Athymic nu/nu female mice implanted s.c. in the flank with 1×106 U87-MG human glioblastoma cells[1].
Dosage:25 mg/kg
Administration:P.O. or I.V.
Result:The compound was active by p.o. or i.v. administration against human tumor xenografts.

References

[1]. zhang n, ayral-kaloustian s, nguyen t, et al. 2-cyanoaminopyrimidines as a class of antitumor agents that promote tubulin polymerization. bioorg med chem lett, 2007, 17(11): 3003-3005.
[2]. beyer cf, zhang n, hernandez r, et al. the microtubule-active antitumor compound tti-237 has both paclitaxel-like and vincristine-like properties. cancer chemother pharmacol, 2009, 64(4): 681-689.
[3]. ayral-kaloustian s, zhang n, beyer c. cevipabulin (tti-237): preclinical and clinical results for a novel antimicrotubule agent. methods find exp clin pharmacol, 2009, 31(7): 443-447.
[4]. beyer cf, zhang n, hernandez r, et al. tti-237: a novel microtubule-active compound with in vivo antitumor activity. cancer res, 2008, 68(7): 2292-2300.

5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Preparation Products And Raw materials

Raw materials

Preparation Products

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5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine Suppliers

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View Lastest Price from 5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
Cevipabulin 849550-05-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Cevipabulin 849550-05-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-08
Career Henan Chemical Co
Product
Cevipabulin 849550-05-6
Price
US $1.00/KG
Min. Order
1KG
Purity
Min98% HPLC
Supply Ability
g/kg/ton
Release date
2019-12-30

849550-05-6, 5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amineRelated Search:


  • 5-Chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-((1S)-2,2,2-trifluoro-1-methylethyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
  • Cevipabulin
  • Unii-p14m0dws2j
  • Cevipabulin (TTI-237)
  • TTI237; D06576
  • CS-1680
  • D06576.
  • TTI 237
  • TTI 237; TTI237; TTI237; D06576.
  • TTI237
  • [1,2,4]Triazolo[1,5-a]pyrimidin-7-amine, 5-chloro-6-[2,6-difluoro-4-[3-(methylamino)propoxy]phenyl]-N-[(1S)-2,2,2-trifluoro-1-methylethyl]-
  • Cevipabulin (free base)
  • 5-chloro-6-{2,6-difluoro-4-[3-(methylamino)propoxy]phenyl}-N-[(2S)-1,1,1-trifluoropropan-2-yl]-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
  • Cevipabulin, 10 mM in DMSO
  • 849550-05-6
  • C18H18ClF5N6O