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 Structure](CAS/GIF/1160514-60-2.gif)
- 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
- Molecular Weight:
- 456.63
- MDL Number:
- MFCD00178741
- MOL File:
- 1160514-60-2.mol
1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Properties
| 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. |
1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid price More Price(23)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 648490 | TRPC3 Channel Inhibitor, Pyr3 | 1160514-60-2 | 10mg | $208 | 2024-03-01 | Buy |
| Sigma-Aldrich | P0032 | Pyr3 ≥98% (HPLC) | 1160514-60-2 | 5MG | $219 | 2023-06-20 | Buy |
| Sigma-Aldrich | P0032 | Pyr3 ≥98% (HPLC) | 1160514-60-2 | 25MG | $853 | 2023-06-20 | Buy |
| Cayman Chemical | 16888 | Pyr3 ≥98% | 1160514-60-2 | 1mg | $32 | 2024-03-01 | Buy |
| Cayman Chemical | 16888 | Pyr3 ≥98% | 1160514-60-2 | 5mg | $116 | 2024-03-01 | Buy |
1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Chemical Properties,Uses,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 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
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
1-[4-[(2,3,3-Trichloro-1-oxo-2-propen-1-yl)amino]phenyl]-5-(trifluoromethyl)-1H-pyrazole-4-carboxylicacid Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15848 | 69 |
| BOC Sciences | 1-631-485-4226; 16314854226 | info@bocsci.com | United States | 14059 | 65 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8449 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9709 | 58 |
| Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 3444 | 55 |
| Yantai ShengKailun Chemical Technology Co., Ltd. | 13356901049 | 3119594100@qq.com | China | 7783 | 55 |
| Fan De(Beijing) Biotechnology Co., Ltd. | 15911056312 | liming@bio-fount.com | China | 9730 | 58 |