| Identification | Back Directory | [Name]
1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid | [CAS]
1160514-60-2 | [Synonyms]
Pyr3
TRPC3 Channel Inhibitor, Pyr3
TRPC3 Channel Inhibitor, Pyr3 - CAS 1160514-60-2 - Calbiochem
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 | [Molecular Formula]
C16H11Cl3F3N3O3 | [MDL Number]
MFCD00178741 | [MOL File]
1160514-60-2.mol | [Molecular Weight]
456.63 |
| Chemical Properties | Back Directory | [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. |
| Hazard Information | Back Directory | [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 Ca2+ 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 |
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Sigma-Aldrich
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021-61415566 800-8193336 |
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Energy Chemical
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021-58432009 400-005-6266 |
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http://www.energy-chemical.com |
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