CAS 524684-52-4 Prinaberel (HCID 656954)

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Basic information

CAS: 524684-52-4
Standard SMILES: C=Cc1cc(O)cc2nc(-c3ccc(O)c(F)c3)oc12
InChIKey: MQIMZDXIAHJKQP-UHFFFAOYSA-N
Molecular formula: C15H10FNO3
Average molar mass: 271.24 g/mol
Monoisotopic mass: 271.0644714

Overview

Prinaberel is an estrogen receptor beta agonist.

Names & identifiers

Preferred name: Prinaberel
IUPAC: 7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-ol
English name: Prinaberel
Molecular formula: C15H10FNO3
Molecular weight: 271.24

Names & synonyms

Prinaberel524684-52-4ERB 041ERB-041Prinaberel [USAN:INN]A9C8MNF7CAPrinaberel [USAN]2-(3-FLUORO-4-HYDROXYPHENYL)-7-VINYL-1,3-BENZOXAZOL-5-OLPF-00913086PRINABEREL [INN]7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-1,3-benzoxazol-5-olDTXSID301030354

Show more names

WAY-202041Prinaberel (ERB 041)2-(3-Fluoro-4-hydroxyphenyl)- 7-vinylbenzoxazol-5-ol7-Ethenyl-2-(3-fluoro-4-hydroxyphenyl)-5-benzoxazolol

prinaberelumERB041RefChem:868517DTXCID4015154482-(3-fluoro-4-hydroxyphenyl)-7-vinylbenzo[d]oxazol-5-olUNII-A9C8MNF7CA5-Benzoxazolol, 7-ethenyl-2-(3-fluoro-4-hydroxyphenyl)-CHEMBL450940

Database identifiers

CAS: 524684-52-4
PubChem CID: 656954
DTXSID: DTXSID301030354
ChEMBL: CHEMBL450940
UNII: A9C8MNF7CA
EC Number

Properties

Computed structural properties

XLogP: 3.6
Topological polar surface area: 66.5 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 5
Rotatable bonds: 2
Heavy atoms: 20
Formal charge: 0
Complexity: 367

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

Physicochemical properties

Melting point: 250 · 250-252 ºC
Boiling point: 451.6 · 451.6±45.0 °C(Predicted)
Density: 1.413 · 1.413
storage temp.: room temp
solubility: 25 mg/mL · DMSO: ≥25mg/mL
pka: 7.5 · 7.50±0.20(Predicted)
form: powder
color: white to tan
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
InChIKey: MQIMZDXIAHJKQP-UHFFFAOYSA-N
SMILES: OC(C=C1)=C(F)C=C1C2=NC3=CC(O)=CC(C=C)=C3O2
FDA UNII: 9 C8MNF7CA · A9C8MNF7CA
UNSPSC Code: 51111800 · 51111800

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P330, P337+P317, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

wgk: 3
risk_code: 22-36
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 26
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H319
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2
Precautionary statements: P264-P270-P280-P301+P312-P305+P351+P338-P337+P313

Chemistry & industry

Applications

UsesERB 041 is a potent ERβ agonist; displays >200-fold selectivity for ERβ over ERα (IC50 values are 5 and 1216 nM for human ERβ and ERα; 3.1 and 620 nM for rat ERβ and ERα; and 3.7 and 750 nM for mouse ERβ and ERα respectively).

UsesPrinaberel is a potent ERβ agonist; displays >200-fold selectivity for ERβ over ERα (IC50 values are 5 and 1216 nM for human ERβ and ERα; 3.1 and 620 nM for rat ERβ and ERα; and 3.7 and 750 nM for mouse ERβ and ERα respectively).