2,3-bis(4-hydroxyphenyl)propionitrile
Modify Date: 2024-01-01 17:39:01
2,3-bis(4-hydroxyphenyl)propionitrile structure
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Common Name | 2,3-bis(4-hydroxyphenyl)propionitrile | ||
|---|---|---|---|---|
| CAS Number | 1428-67-7 | Molecular Weight | 239.269 | |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 449.4±35.0 °C at 760 mmHg | |
| Molecular Formula | C15H13NO2 | Melting Point | 203°C | |
| MSDS | USA | Flash Point | 225.6±25.9 °C | |
| Symbol |
GHS07, GHS09 |
Signal Word | Warning | |
Use of 2,3-bis(4-hydroxyphenyl)propionitrileDiarylpropionitrile(DPN) is a non-steroidal estrogen receptor β(ER β) selective ligand.IC50 value:Target: ER β ligandin vitro: Pre-treatment with 1-100 nM DPN significantly decreased neuronal cell death by increasing cell viability through a significant attenuation in the reactive oxygen species level, downregulation of pro-apoptotic activated caspase-3 and Bax, and upregulation of anti-apoptotic Bcl-2, thereby mitigating apoptotic morphological alterations. DPN pre-treatment decreased the expression levels of pro-inflammatory cytokines IL-1β and IL-6 through attenuation of Aβ1-42-induced phosphorylation of mitogen-activated protein kinases JNK and p38. In addition, DPN enhanced ERK1/2 and Akt phosphorylation depressed by Aβ1-42 [1]. ERβ was expressed in RAW264.7 cells, and DPN statistically significantly decreased LPS-induced RANTES production in RAW264.7 cells. Small interfering RNA targeting the ERβ gene inhibited the effect of DPN on RANTES production. In addition, DPN inhibited nuclear translocation and phosphorylation of p65 by inhibiting IκB degradation and thus prohibited the activation of nuclear factor κB (NF-κB) [3].in vivo: DPN treatment during EAE did not attenuate demyelination, only partially improved axon conduction, and did not activate the phosphatidylinositol 3-kinase/serine-threonine-specific protein kinase/mammalian target of rapamycin signaling pathway in ERβ CKO mice [2]. |
| Name | 2,3-bis(4-hydroxyphenyl)propionitrile |
|---|---|
| Synonym | More Synonyms |
| Description | Diarylpropionitrile(DPN) is a non-steroidal estrogen receptor β(ER β) selective ligand.IC50 value:Target: ER β ligandin vitro: Pre-treatment with 1-100 nM DPN significantly decreased neuronal cell death by increasing cell viability through a significant attenuation in the reactive oxygen species level, downregulation of pro-apoptotic activated caspase-3 and Bax, and upregulation of anti-apoptotic Bcl-2, thereby mitigating apoptotic morphological alterations. DPN pre-treatment decreased the expression levels of pro-inflammatory cytokines IL-1β and IL-6 through attenuation of Aβ1-42-induced phosphorylation of mitogen-activated protein kinases JNK and p38. In addition, DPN enhanced ERK1/2 and Akt phosphorylation depressed by Aβ1-42 [1]. ERβ was expressed in RAW264.7 cells, and DPN statistically significantly decreased LPS-induced RANTES production in RAW264.7 cells. Small interfering RNA targeting the ERβ gene inhibited the effect of DPN on RANTES production. In addition, DPN inhibited nuclear translocation and phosphorylation of p65 by inhibiting IκB degradation and thus prohibited the activation of nuclear factor κB (NF-κB) [3].in vivo: DPN treatment during EAE did not attenuate demyelination, only partially improved axon conduction, and did not activate the phosphatidylinositol 3-kinase/serine-threonine-specific protein kinase/mammalian target of rapamycin signaling pathway in ERβ CKO mice [2]. |
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| Related Catalog | |
| References |
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 449.4±35.0 °C at 760 mmHg |
| Melting Point | 203°C |
| Molecular Formula | C15H13NO2 |
| Molecular Weight | 239.269 |
| Flash Point | 225.6±25.9 °C |
| Exact Mass | 239.094635 |
| PSA | 64.25000 |
| LogP | 2.06 |
| Vapour Pressure | 0.0±1.1 mmHg at 25°C |
| Index of Refraction | 1.640 |
| Storage condition | -20°C |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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| Symbol |
GHS07, GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H319-H400 |
| Precautionary Statements | P273-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| RIDADR | UN 3077 9 / PGIII |
|
~80%
2,3-bis(4-hydro... CAS#:1428-67-7 |
| Literature: Carroll, Vincent M.; Jeyakumar; Carlson, Kathryn E.; Katzenellenbogen, John A. Journal of Medicinal Chemistry, 2012 , vol. 55, # 1 p. 528 - 537 |
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~%
2,3-bis(4-hydro... CAS#:1428-67-7 |
| Literature: Journal of Medicinal Chemistry, , vol. 55, # 1 p. 528 - 537 |
| Precursor 3 | |
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| DownStream 0 | |
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| 2,3-bis(4-hydroxyphenyl)propionitrile |
| DPN Diarylpropionitrile SC-4473 |
| 2,3-Bis(4-hydroxyphenyl)propanenitrile |
| Benzenepropanenitrile, 4-hydroxy-α-(4-hydroxyphenyl)- |
| DPN |