2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE
- CAS No.
- 1428-67-7
- Chemical Name:
- 2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE
- Synonyms
- DPN;SC-4473;Diarylpropionitrile;2,3-bis(p-hydroxyphenyl)propionitrile;propionitrile,2,3-bis(p-hydroxyphenyl);2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE;2,3-Bis(4-hydroxyphenyl)propanenitrile;2,3-Bis(4-hydroxyphenyl)propiononitrile;2,3-Bis(4-hydroxyphenyl)propionitrile >Benzenepropanenitrile, 4-hydroxy-α-(4-hydroxyphenyl)-
- CBNumber:
- CB2379797
- Molecular Formula:
- C15H13NO2
- Molecular Weight:
- 239.27
- MDL Number:
- MFCD01695412
- MOL File:
- 1428-67-7.mol
- MSDS File:
- SDS
| Melting point | 200.0 to 204.0 °C |
|---|---|
| Boiling point | 449.4±35.0 °C(Predicted) |
| Density | 1.256±0.06 g/cm3(Predicted) |
| RTECS | UG0900000 |
| storage temp. | -20°C |
| solubility | DMSO: soluble10mg/mL, clear |
| form | powder |
| pka | 9.41±0.26(Predicted) |
| color | white to beige |
| Water Solubility | Soluble in 1eq. NaOH (30 mM), ethanol (100 mM), DMSO (100 mM), DMF (~30 mg/ml), and water (0.5 mg/ml at 25°C). |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 1 month. |
| FDA UNII | 52XWB8Q4V8 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS07,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H319-H400 | |||||||||
| Precautionary statements | P273-P305+P351+P338 | |||||||||
| Hazard Codes | Xi,N | |||||||||
| Risk Statements | 36-50 | |||||||||
| Safety Statements | 26-61 | |||||||||
| RIDADR | UN 3077 9 / PGIII | |||||||||
| WGK Germany | 3 | |||||||||
| HS Code | 2926.90.4801 | |||||||||
| HazardClass | 9 | |||||||||
| NFPA 704 |
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2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | H5915 | 2,3-Bis(4-hydroxyphenyl)propionitrile ≥98% (HPLC) | 1428-67-7 | 5mg | $51.6 | 2024-03-01 | Buy |
| Sigma-Aldrich | H5915 | 2,3-Bis(4-hydroxyphenyl)propionitrile ≥98% (HPLC) | 1428-67-7 | 25mg | $347 | 2024-03-01 | Buy |
| TCI Chemical | B4385 | 2,3-Bis(4-hydroxyphenyl)propionitrile >98.0%(GC) | 1428-67-7 | 10mg | $82 | 2024-03-01 | Buy |
| TCI Chemical | B4385 | 2,3-Bis(4-hydroxyphenyl)propionitrile >98.0%(GC) | 1428-67-7 | 50mg | $280 | 2024-03-01 | Buy |
| Cayman Chemical | 10008842 | 2,3-bis (4-Hydroxyphenyl) Propionitrile ≥98% | 1428-67-7 | 5mg | $39 | 2024-03-01 | Buy |
2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE Chemical Properties,Uses,Production
Description
DPN (1428-67-7) is a potent estrogen ERβ receptor agonist. Displays a 70-fold selectivity over ERα, EC50 = 0.85 and 66 nM, respectively.1 Regulates expression of GluR1, 2 and 3 in rat hippocampus.2 Ameliorates portal hypertension in a carbon tetrachloride-induced liver cirrhosis rat model.3 Stimulates proliferation of androgen-independent prostate cancer cell line PC-3 via a novel pathway involving ERβ-mediated activation of β-catenin.4 A useful tool for elucidating the biological function of ERβ.5
Uses
2,3-Bis(4-hydroxyphenyl)propionitrile is an estrogen receptor β and α specific with pro- and anti-nociceptive actions in mice.
Definition
ChEBI: A nitrile that is acetonitrile in which one of the hydrogens is replaced by a 4-hydroxyphenyl group while a second hydrogen is replaced by a 4-hydroxybenzyl group. It is a specific agonist for estrogen receptor beta (ERbeta).
Biological Activity
Highly potent estrogen ER β receptor agonist with a 70-fold selectivity over ER α (EC 50 values are 0.85 and 66 nM respectively). Relaxes mesenteric arteries in vitro .
Biochem/physiol Actions
2,3-Bis(4-hydroxyphenyl)-propionitrile (Diarylprepionitrile, DPN) is an ERβ-selective agonist; IC50 = 15nM. DPN protects WT and ARKO mice and significantly decreases IL-1β following LPS treatment in young adult-derived microglia. PPT (Cat. No.H6036, ERa agonist) enhances cell proliferation, while DPN inhibits it. PPT increases Bcl-2 expression, while DPN decreases it. DPN also elevates Bax expression. DPN induces a dose-dependent increase on vitellogenin synthesis. PPT and DPN are effective in dynamically, but differentially regulating intracellular calcium signaling in hippocampal neurons. DPN is more efficacious than PPT in potentiating a physiological concentration of glutamate-induced intracellular Ca2+ rise in these neurons. DPN prevents the development of prostatic hyperplasia and inflammation in testosterone-treated LuRKO mice.
storage
-20°C (desiccate)
References
1) Meyers et al. (2001), Estrogen receptor-beta potency-selective ligands: structure-activity relationship studies of diarylpropionitriles and their acetylene and polar analogues; J. Med. Chem., 44 4230 2) Waters et al. (2009), Estrogen receptor alpha and beta specific agonists regulate expression of synaptic proteins in rat hippocampus; Brain Res., 1290 1 3) Zhang et al. (2016), Role of estrogen receptor beta selective agonist in ameliorating portal hypertension in rats with CC14-induced liver cirrhosis; World J. Gastroenterol., 22 4484 4) Lombardi et al. (2016), Estrogen receptor beta (ERβ) mediates expression of β-catenin and proliferation in prostate cancer cell line PC-3; Mol. Cell. Endocrin. 430 12 5) Harrington et al. (2003), Activities of estrogen receptor alpha- and beta-selective ligands at diverse estrogen responsive gene sites mediating transactivation and transrepression; Mol. Cell. Endocrinol., 206 13
2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32957 | 60 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32165 | 58 |
| Career Henan Chemica Co | +86-0371-86658258 +8613203830695 | laboratory@coreychem.com | China | 30240 | 58 |
| HANGZHOU CLAP TECHNOLOGY CO.,LTD | 86-571-88216897,88216896 13588875226 | sales@hzclap.com | CHINA | 6312 | 58 |
| Hangzhou MolCore BioPharmatech Co.,Ltd. | +86-057181025280; +8617767106207 | sales@molcore.com | China | 49734 | 58 |
| Nantong HI-FUTURE Biology Co., Ltd. | +undefined18051384581 | sales@chemhifuture.com | China | 3135 | 58 |
| Hebei Weibang Biotechnology Co., Ltd | +8617732866630 | bess@weibangbio.com | China | 18153 | 58 |
| TargetMol Chemicals Inc. | support@targetmol.com | United States | 38632 | 58 | |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43340 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57505 | 58 |
