1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid

ChemicalBook > CAS DataBase List > 1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid

1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid

Product Name: 1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid
CAS No.: 1160514-60-2
Chemical Name: 1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid
Synonyms: Pyr3;Pyr3,Pyr-3;TRPC3 Channel Inhibitor, Pyr3;TRPC3 Channel Inhibitor, Pyr3 - CAS 1160514-60-2 - Calbiochem;Ethyl 1-(4-(2,3,3-trichloroacrylamido)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate;Ethyl-1-(4-(2,3,3-trichloroacrylamide)phenyl)-5-(trifluoromethyl)-1H-pyrazole-4-carboxylate;1-[4-(2,3,3-Trichloro-acryloylamino)-phenyl]-5-trifluoromethyl-1H-pyrazole-4-carboxylic acid ethyl ester;1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid;1H-Pyrazole-4-carboxylic acid, 1-[4-[(2,3,3-trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-, ethyl ester
CBNumber: CB72518795
Molecular Formula: C16H11Cl3F3N3O3
Formula Weight: 456.63
MOL File: 1160514-60-2.mol

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1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Property

Melting point:: 151-153 °C(Solv: toluene (108-88-3))
Boiling point:: 534.0±50.0 °C(Predicted)
Density: 1.54±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C
solubility: Soluble in DMSO (up to 40 mg/ml).
form: powder
pka: 9.97±0.70(Predicted)
color: white to beige
Stability:: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 648490
Product name: TRPC3 Channel Inhibitor, Pyr3
Packaging: 10mg
Price: $208
Updated: 2024/03/01

Sigma-Aldrich

Product number: P0032
Product name: Pyr3
Purity: ≥98% (HPLC)
Packaging: 5MG
Price: $219
Updated: 2023/06/20

Sigma-Aldrich

Product number: P0032
Product name: Pyr3
Purity: ≥98% (HPLC)
Packaging: 25MG
Price: $853
Updated: 2023/06/20

Cayman Chemical

Product number: 16888
Product name: Pyr3
Purity: ≥98%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 16888
Product name: Pyr3
Purity: ≥98%
Packaging: 5mg
Price: $116
Updated: 2024/03/01

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1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Chemical Properties,Usage,Production

Description

Pyr3 (1160514-60-2) is a selective blocker of the TRP canonical 3 channel (TRPC3)1 which can function as a receptor-operated channel2. A useful tool for dissecting GPCR-downstream signaling mechanisms.3 Pyr3 may be effective in reducing cardiac hypertrophy.2

Uses

Pyr3 is a pyrazole derivative that is used to discriminate between (transient receptor potential cation) TRPC4 mediated receptor operated calcium entry and STIM1/Ora1 mediated store operated calcium entry pathway in human embryonic kidney and rat mast cells.

General Description

A cell-permeable pyrazole that acts as an equally potent blocker of Stim1 and Orai1-coupled CRAC (Ca²⁺ release-activated Ca²⁺) channel-mediated SOCE (store-operated Ca²⁺ entry) in RBL-2H3 cells (IC₅₀ = 540 nM by Fura-2; peak current density pA/pF = -1.45 and -7.50, respectively, with or without 3 μM BTP2/Pyr3 by whole cell clamp) and the transient receptor potential cation channel TRPC3-mediated ROCE (receptor-operated Ca²⁺ entry) in TRPC3-expressing HEK293 cells (IC₅₀ = 540 nM; by Fura-2; pA/pF = -2.27 and -18.50, respectively, with or without 3 μM BTP2/Pyr3). Pyr3 is also demonstrated to alleviate pressure overload-induced cardiac hypertrophy following TAC (transverse aortic constriction) operation in mice (0.1 mg/kg/day via i.p. osmotic pump) in vivo. A great complement to Pyr 2 (Cat. No. 203890), Pyr6, and Pyr10 in Ca^{2+ signaling studies.}

Biochem/physiol Actions

Pyr3 is a pyrazole compound that potently and selectively antagonizes TRPC3. Pyr3 inhibits TRPC3 by binding to the extracellular side of the receptor, resulting in suppression of B cell activation and cardiac hypertrophy.Members of the canonical transient receptor potential (TRPC) channel family are ion channels which conduct Ca+2 and are activated by membrane receptor-mediated stimulation of phospholipase C (PLC) activity. However, TRPC3 and other family members are also activated by membrane-independent diacylglycerol (DAG). BTP1 and BTP2 are pyrazoles that block TRPC channels, but they are not specific for TRPC subtypes. This channel is implicated in various processes, including B cell receptor (BCR)-mediated Ca+2 oscillations, activation of nuclear factor of activated T cells (NFAT), and promotion of cardiac hypertrophy.

storage

Store at -20°C

References

1) Kiyonaka et al. (2009), Selective and direct inhibition of TRPC3 channels underlies biological activities of a pyrazole compound; Proc. Natl. Acad. Sci. USA., 106 5400 2) Eder and Molkentin (2011), TRPC channels as effectors of cardiac hypertrophy; Circ. Res., 108 265 3) Sabourin et al. (2012), Activation of transient receptors potential canonical 3 (TRPC3)-mediated CA2+ entry by A1 adenosine receptor in cardiomyocytes disturbs atrioventricular conduction; J. Biol. Chem., 287 26688

1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Preparation Products And Raw materials

Raw materials

Preparation Products

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1160514-60-2, 1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacidRelated Search:

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1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid

Pyr3

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TRPC3 Channel Inhibitor, Pyr3

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TRPC3 Channel Inhibitor, Pyr3 - CAS 1160514-60-2 - Calbiochem

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1160514-60-2