CAS 524684-52-4|Prinaberel

Introduction：Basic information about CAS 524684-52-4|Prinaberel, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Prinaberel BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles4
6. Synonyms

Common Name	Prinaberel
CAS Number	524684-52-4	Molecular Weight	271.243
Density	1.4±0.1 g/cm3	Boiling Point	451.6±45.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₀FNO₃	Melting Point	250-252ºC
MSDS	ChineseUSA	Flash Point	226.9±28.7 °C
Symbol	GHS07	Signal Word	Warning

Names

Name	(4Z)-4-(7-ethenyl-5-hydroxy-3H-1,3-benzoxazol-2-ylidene)-2-fluorocyclohexa-2,5-dien-1-one
Synonym	More Synonyms

Prinaberel BiologicalActivity

Description	Prinaberel(ERB-041) is a potent and selective ERbeta agonist; being >200-fold selective for ERbeta.IC50 value:Target: ERbeta agonistin vitro: Treatment with ERβ selective estrogen agonists liquiritigenin and ERB-041 reduced the ability to invade a reconstituted basement membrane and to migrate in response to the cellular stimulus [1]. Pretreatment the PMs with ERB-041 resulted in a significant inhibition of LPS-induced iNOS expression and NF-kappaB activation by preventing its nuclear translocation [3].in vivo: Tumor numbers and volume were reduced by 60% and 84%, respectively, in the Erb-041-treated group as compared with UVB (alone) control. This inhibition in tumorigenesis was accompanied by the decrease in proliferating cell nuclear antigen (PCNA), cyclin D1, VEGF, and CD31, and an increase in apoptosis [2].
Related Catalog	Signaling Pathways >>Others >>Estrogen Receptor/ERRResearch Areas >>Cancer
References	[1]. Hinsche O, et al. Estrogen receptor β selective agonists reduce invasiveness of triple-negative breast cancer cells. Int J Oncol. 2015 Feb;46(2):878-84. [2]. Chaudhary SC, et al. Erb-041, an estrogen receptor-β agonist, inhibits skin photocarcinogenesis in SKH-1 hairless mice by downregulating the WNT signaling pathway. Cancer Prev Res (Phila). 2014 Feb;7(2):186-98. [3]. Xiu-li W, et al. ERB-041, a selective ER beta agonist, inhibits iNOS production in LPS-activated peritoneal macrophages of endometriosis via suppression of NF-kappaB activation. Mol Immunol. 2009 Jul;46(11-12):2413-8.

Description

Prinaberel(ERB-041) is a potent and selective ERbeta agonist; being >200-fold selective for ERbeta.IC50 value:Target: ERbeta agonistin vitro: Treatment with ERβ selective estrogen agonists liquiritigenin and ERB-041 reduced the ability to invade a reconstituted basement membrane and to migrate in response to the cellular stimulus [1]. Pretreatment the PMs with ERB-041 resulted in a significant inhibition of LPS-induced iNOS expression and NF-kappaB activation by preventing its nuclear translocation [3].in vivo: Tumor numbers and volume were reduced by 60% and 84%, respectively, in the Erb-041-treated group as compared with UVB (alone) control. This inhibition in tumorigenesis was accompanied by the decrease in proliferating cell nuclear antigen (PCNA), cyclin D1, VEGF, and CD31, and an increase in apoptosis [2].

Related Catalog

Signaling Pathways >>Others >>Estrogen Receptor/ERRResearch Areas >>Cancer

References

[1]. Hinsche O, et al. Estrogen receptor β selective agonists reduce invasiveness of triple-negative breast cancer cells. Int J Oncol. 2015 Feb;46(2):878-84.

[2]. Chaudhary SC, et al. Erb-041, an estrogen receptor-β agonist, inhibits skin photocarcinogenesis in SKH-1 hairless mice by downregulating the WNT signaling pathway. Cancer Prev Res (Phila). 2014 Feb;7(2):186-98.

[3]. Xiu-li W, et al. ERB-041, a selective ER beta agonist, inhibits iNOS production in LPS-activated peritoneal macrophages of endometriosis via suppression of NF-kappaB activation. Mol Immunol. 2009 Jul;46(11-12):2413-8.

Chemical & Physical Properties

Density	1.4±0.1 g/cm3
Boiling Point	451.6±45.0 °C at 760 mmHg
Melting Point	250-252ºC
Molecular Formula	C₁₅H₁₀FNO₃
Molecular Weight	271.243
Flash Point	226.9±28.7 °C
Exact Mass	271.064484
PSA	66.49000
LogP	3.97
Vapour Pressure	0.0±1.1 mmHg at 25°C
Index of Refraction	1.695
InChIKey	MQIMZDXIAHJKQP-UHFFFAOYSA-N
SMILES	C=Cc1cc(O)cc2nc(-c3ccc(O)c(F)c3)oc12
Storage condition	2-8℃

Safety Information

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302-H319
Precautionary Statements	P305 + P351 + P338
RIDADR	NONH for all modes of transport

Articles4

Genistein increases estrogen receptor beta expression in prostate cancer via reducing its promoter methylation.

J. Steroid Biochem. Mol. Biol. 152 , 62-75, (2015)

Genistein has protective effects against prostate cancer (PCa) but whether this protection involves an estrogen receptor (ER) β dependent mechanism has yet to be elucidated. ER-β has a tumor suppresso...

Drug and cell type-specific regulation of genes with different classes of estrogen receptor beta-selective agonists.

PLoS ONE 7 , (2009)

Estrogens produce biological effects by interacting with two estrogen receptors, ERalpha and ERbeta. Drugs that selectively target ERalpha or ERbeta might be safer for conditions that have been tradit...

Mouse leydig cells with different androgen production potential are resistant to estrogenic stimuli but responsive to bisphenol a which attenuates testosterone metabolism.

PLoS ONE 8 , e71722, (2013)

It is well known that estrogens and estrogen-like endocrine disruptors can suppress steroidogenic gene expression, attenuate androgen production and decrease differentiation of adult Leydig cell linea...

Synonyms

BIDD:ER0139

SDZ 205-557 hydrochloride

UNII-A9C8MNF7CA

2-(3-Fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol

1x7b

5-Benzoxazolol, 7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-

Prinaberel

ERB 041

Recommended......