4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide

Product Name: 4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide
CAS No.: 844442-38-2
Chemical Name: 4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide
Synonyms: Domnin;CS-1664;AT7519, >=99%;AT7519 Multi-CDK inhibitor AT-7519;4-(2,6-dichlorobenzamido)-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide;4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide;N-(4-Piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide;1H-Pyrazole-3-carboxamide, 4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl-;4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide USP/EP/BP;AT 7519 N-(4-Piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide
CBNumber: CB82473862
Molecular Formula: C16H17Cl2N5O2
Formula Weight: 382.24
MOL File: 844442-38-2.mol

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4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide Property

Boiling point:: 586.0±50.0 °C(Predicted)
Density: 1.48±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: insoluble in H2O; ≥3.99 mg/mL in EtOH with ultrasonic; ≥9.55 mg/mL in DMSO with gentle warming
form: solid
pka: 11.10±0.70(Predicted)
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

TRC

Product number: A790555
Product name: AT-7519
Packaging: 10mg
Price: $90
Updated: 2021/12/16

TRC

Product number: A790555
Product name: AT-7519
Packaging: 5mg
Price: $55
Updated: 2021/12/16

ChemScene

Product number: CS-0017
Product name: AT7519
Purity: 99.40%
Packaging: 5mg
Price: $60
Updated: 2021/12/16

ApexBio Technology

Product number: A5719
Product name: AT7519
Packaging: 5mg
Price: $80
Updated: 2021/12/16

ApexBio Technology

Product number: A5719
Product name: AT7519
Packaging: 10mg
Price: $125
Updated: 2021/12/16

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4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide Chemical Properties,Usage,Production

Uses

AT-7519 is a small-molecule inhibitor of cyclin-dependent kinases (CDK). AT-7519 caused cell cycle arrest followed by apoptosis in human tumor cells and inhibited tumor growth in human tumor xenograft models. AT-7519 is being studied for its potential therapeutic benefits in cancer patients.

Definition

ChEBI: 4-(2,6-dichlorobenzamido)-N-(piperidin-4-yl)-pyrazole-3-carboxamide is a member of the class of pryrazoles that is 4-amino-1H-pyrazole-3-carboxylic acid in which the primary amino group has been acylated by a 2,6-dichlorobenzoyl group and in which the carboxylic acid has been converted into a carboxamide by formal condensation with the primary amino group of 4-aminopiperidine. It has a role as an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor and an antineoplastic agent. It is a secondary carboxamide, a member of pyrazoles, a dichlorobenzene and a member of piperidines.

Biological Activity

at7519 is a small-molecule inhibitor of cyclin-dependent kinases (cdks) with ic50 values of 210, 47, 100, 13, 170 and <10 nm for cdk1, cdk2, cdk4, cdk5, cdk6 and cdk9, respectively [1].at7519 showed no inhibition activity against cdk3, 7 and other non-cdk kinases. it inhibited cdk1 in an atp- competitive manner with ki value of 38 nm. at7519 potently inhibited the proliferation of various human tumor cell lines and this activity is cell cycle related. at7519 was also effective in cell lines with p53 mutants or suppression, suggesting that the anti-proliferation efficacy is p53-independent. in hct116 cells, 24 h-treatment of at7519 resulted in a remarkable induction of g0-g1 and g2-m cell cycle arrest. besides that, at7519 at concentrations relating to ic50 induced cell apoptosis (24 h) in hct116, a2780 and ht29 cells with 52%, 3% and 94% survival, respectively. moreover, in hct116 tumor-bearing mice, 10 mg/kg at7519 with intraperitoneal injection caused inhibition of npm phosphorylation and induced apoptosis [1, 2].

target

CDK9/CyclinT

References

[1] squires m s, feltell r e, wallis n g, et al. biological characterization of at7519, a small-molecule inhibitor of cyclin-dependent kinases, in human tumor cell lines. molecular cancer therapeutics, 2009, 8(2): 324-332.
[2] wyatt p g, woodhead a j, berdini v, et al. identification of n-(4-piperidinyl)-4-(2, 6-dichlorobenzoylamino)-1 h-pyrazole-3-carboxamide (at7519), a novel cyclin dependent kinase inhibitor using fragment-based x-ray crystallography and structure based drug design†. journal of medicinal chemistry, 2008, 51(16): 4986-4999.

4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide Preparation Products And Raw materials

Raw materials

Preparation Products

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4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide Suppliers

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844442-38-2, 4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamideRelated Search:

N-(4-piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide Hcl 3-Dimethylamino-1-propanol Carbon tetrachloride Dichloroethane Thionyl chloride Xylene CAL-101 PD 0332991 HCl (2S)-1-[3-Ethyl-7-[[(1-oxido-3-pyridinyl)methyl]amino]pyrazolo[1,5-a]pyrimidin-5-yl]-2-piperidineethanol Flavopiridol (Alvocidib) HCl PD0332991 Isethionate Barasertib (AZD1152-HQPA)

4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide

4-(2,6-dichlorobenzamido)-N-(piperidin-4-yl)-1H-pyrazole-3-carboxamide

AT 7519 N-(4-Piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide

N-(4-Piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide AT 7519

AT7519, >=99%

N-(4-Piperidinyl)-4-(2,6-dichlorobenzoylamino)-1H-pyrazole-3-carboxamide

CS-1664

1H-Pyrazole-3-carboxamide, 4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl-

4-[(2,6-dichlorobenzoyl)amino]-N-4-piperidinyl1H-pyrazole-3-carboxamide USP/EP/BP

Domnin

AT7519 Multi-CDK inhibitor AT-7519

844442-38-2

C16H17Cl2N5O2

Inhibitors