CAS Number524684-52-4
SynonymsBIDD:ER0139; SDZ 205-557 hydrochloride; 2-(3-Fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol; 1x7b; Prinaberel; ERB 041
Molecular FormulaC15H10FNO3
Molecular Weight271.24
Purity≥98 (HPLC)%
Density1.4±0.1 g/cm3
Boiling Point451.6±45.0 °C at 760 mmHg
Melting Point250-252ºC
Appearancepowder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 524684-52-4 |
| Catalog No. | 2A-9057562 |
| Chinese Name | 普林贝瑞 |
| Synonyms | BIDD:ER0139; SDZ 205-557 hydrochloride; 2-(3-Fluoro-4-hydroxyphenyl)-7-vinyl-1,3-benzoxazol-5-ol; 1x7b; Prinaberel; ERB 041 |
| Molecular Formula | C15H10FNO3 |
| Molecular Weight | 271.24 |
| Purity | ≥98 (HPLC) |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 451.6±45.0 °C at 760 mmHg |
| Melting Point | 250-252ºC |
| Appearance | powder |
| Storage Condition | 2-8℃ |
| Application | Prinaberel (ERB-041) is a selective and highly effective agonist of the estrogen receptor ERbeta. |
| PubChem ID | 329823757 |
| MDL Number | MFCD09954141 |
| SMILES | OC(C=C1)=C(F)C=C1C2=NC3=CC(O)=CC(C=C)=C3O2 |
| InChI | 1S/C15H10FNO3/c1-2-8-5-10(18)7-12-14(8)20-15(17-12)9-3-4-13(19)11(16)6-9/h2-7,18-19H,1H2 |
| InChI Key | MQIMZDXIAHJKQP-UHFFFAOYSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 51111800 |
| MSDS | msds/57562_1_524684_52_4.pdf |
| Bioactivity | 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/ERR Research 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℃ |
| Use of | 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]. Properties Name (4Z)-4-(7-ethenyl-5-hydroxy-3H-1,3-benzoxazol-2-ylidene)-2-fluorocyclohexa-2,5-dien-1-one Synonym More Synonyms Prinaberel Biological Activity 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/ERR Research 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 Molecular Formula C15H10FNO3 Exact Mass 271.064484 PSA 66.49000 Index of Refraction 1.695 InChIKey MQIMZDXIAHJKQP-UHFFFAOYSA-N Storage condition 2-8℃ |
| Transport Info | Product Name: Prinberry |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| (5-Methyl-pyridin-2-yl)-piperidin-4-yl-amine | 518285-55-7 | 2A-9057546 |
| Tasisulam | 519055-62-0 | 2A-9057555 |
| Piperidin-4-ylmethyl-pyrimidin-2-yl-amine | 521273-76-7 | 2A-9057557 |
| 5,28-Dihydro-29H,31H-phthalocyanine | 521983-41-5 | 2A-9057558 |
| 3,6,9,12,15-Pentaoxahexadecane-1-thiol | 524030-00-0 | 2A-9057559 |
| 3-(1,1,2,2-Tetrafluoroethoxy)bromobenzene | 527751-45-7 | 2A-9057566 |
| 2-Amino-5-methylnicotinic acid | 532440-94-1 | 2A-9057571 |
| 6,7-Dihydro-5H-cyclopenta[b]pyridin-5-amine | 535935-84-3 | 2A-9057575 |
| 4-Chloro-2,6-difluorobenzyl bromide | 537013-52-8 | 2A-9057577 |
| 4-Chloro-2,6-difluorophenylacetic acid | 537033-55-9 | 2A-9057578 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS