2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE

Product Name: 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;2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE;propionitrile,2,3-bis(p-hydroxyphenyl);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
Formula Weight: 239.27
MOL File: 1428-67-7.mol

More

Less

2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE Property

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
pka: 9.41±0.26(Predicted)
form: powder
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.

More

Less

Safety

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

More

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H319Causes serious eye irritation

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

More

Less

N-Bromosuccinimide Price

Sigma-Aldrich

Product number: H5915
Product name: 2,3-Bis(4-hydroxyphenyl)propionitrile
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $51.6
Updated: 2024/03/01

Sigma-Aldrich

Product number: H5915
Product name: 2,3-Bis(4-hydroxyphenyl)propionitrile
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $347
Updated: 2024/03/01

TCI Chemical

Product number: B4385
Product name: 2,3-Bis(4-hydroxyphenyl)propionitrile
Purity: >98.0%(GC)
Packaging: 10mg
Price: $82
Updated: 2024/03/01

TCI Chemical

Product number: B4385
Product name: 2,3-Bis(4-hydroxyphenyl)propionitrile
Purity: >98.0%(GC)
Packaging: 50mg
Price: $280
Updated: 2024/03/01

Cayman Chemical

Product number: 10008842
Product name: 2,3-bis (4-Hydroxyphenyl) Propionitrile
Purity: ≥98%
Packaging: 5mg
Price: $39
Updated: 2024/03/01

More

Less

2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE Chemical Properties,Usage,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

Raw materials

Preparation Products

More

Less

2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE Suppliers

Americas 1 Canada 1 China 55 Europe 2 Germany 3 India 3 Japan 1 United Kingdom 4 United States 14 Global 84

Shanghai Boyle Chemical Co., Ltd.

Tel: 021-50182298 021-50180596
Fax: +86-21-57758967
Email: sales@boylechem.com
Country: China
ProdList: 2208
Advantage: 55

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 96815
Advantage: 76

3B Pharmachem (Wuhan) International Co.,Ltd.

Tel: 821-50328103-801 18930552037
Fax: 86-21-50328109
Email: 3bsc@sina.com
Country: China
ProdList: 15839
Advantage: 69

TCI (Shanghai) Development Co., Ltd.

Tel: 021-67121386
Fax: 021-67121385
Email: Sales-CN@TCIchemicals.com
Country: China
ProdList: 24529
Advantage: 81

Ascent Scientific

Tel: 4401179829988
Fax: 4402030 700 369
Email: customerservice@ascentscientific.co.uk
Country: United Kingdom
ProdList: 279
Advantage: 60

Adamas Reagent, Ltd.

Tel: 400-6009262 16621234537
Fax: 021-64823266
Email: chenyj@titansci.com
Country: China
ProdList: 14103
Advantage: 59

VDM Biochemicals

Tel: 0330-2528181
Fax: 0330-2528171
Email: sales@vdmbio.com
Country: United States
ProdList: 510
Advantage: 64

Shanghai Topbiochem Technology Co., Ltd

Tel: 021-58170097
Email: info@topbiochem.com
Country: China
ProdList: 9459
Advantage: 58

TOKYO CHEMICAL INDUSTRY CO., LTD.

Tel: 03-36680489
Fax: 03-3668-0520
Email: Sales-JP@TCIchemicals.com
Country: Japan
ProdList: 28387
Advantage: 80

TCI Europe

Tel: 320-37350700
Fax: +32 (0)37350701
Email: sales@tcieurope.eu
Country: Europe
ProdList: 23671
Advantage: 75

1428-67-7, 2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILERelated Search:

Tamoxifen citrate Astemizole SC-51089 Palmitoylethanolamide Sodium propylparaben 2,3-diphenylpropiononitrile 2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE

2,3-BIS(4-HYDROXYPHENYL)-PROPIONITRILE

DPN

2,3-bis(p-hydroxyphenyl)propionitrile

4-Hydroxy-alpha-(4-hydroxyphenyl)benzenepropanenitrile

propionitrile,2,3-bis(p-hydroxyphenyl)

SC-4473

Diarylpropionitrile

2,3-Bis(4-hydroxyphenyl)propanenitrile

2,3-Bis(4-hydroxyphenyl)propiononitrile

2,3-Bis(4-hydroxyphenyl)propionitrile &gt

Benzenepropanenitrile, 4-hydroxy-α-(4-hydroxyphenyl)-

inhibit,neuroprotection,estrogen,beta,anti-inflammation,receptor,Autophagy,peptide,amyloid,DPN,Inhibitor,anxiety-like,Estrogen Receptor/ERR,Alzheimer's,Apoptosis,antioxidant,disease,behaviors

1428-67-7

Miscellaneous

Intracellular receptor

Nuclear Receptors

Diarylpropionitrile