CAS 82640-04-8|Evista(Raloxifene Hydrochloride|2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride|Raloxifene Hydrochloride|2-(4-hydroxyphenyl)-3-{4-[2-(pi...

General Information

Structure

Molecular Formula

C₂₈H₂₈ClNO₄S

Molecular Mass

510.04422

Exact Mass

509.14275706

Charge

InChI

InChI=1S/C28H27NO4S.ClH/c30-21-8-4-20(5-9-21)28-26(24-13-10-22(31)18-25(24)34-28)27(32)19-6-11-23(12-7-19)33-17-16-29-14-2-1-3-15-29;/h4-13,18,30-31H,1-3,14-17H2;1H

InChIKey

BKXVVCILCIUCLG-UHFFFAOYSA-N

Canonic Smiles

Oc1ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O.Cl

Isomeric Smiles

c1(ccc2c(c1)sc(c2C(=O)c1ccc(cc1)OCCN1CCCCC1)c1ccc(cc1)O)O.Cl

Calculated Properties

JChem

LogD (pH = 7.4)

4.80

LogD (pH = 5.5)

3.09

Log P

5.46

Rotatable Bonds

H Donor

H Acceptors

Lipinski's Rule of Five

false

Acid pKa

8.42

Polar Surface Area

70.00

Polarizability

52.51

Molar Refractivity

135.48

LOG S

-6.63

Data Source

Names and Identifiers

Synonyms

Evista(Raloxifene HydrochloridekeoxifeneRaloxifene HydrochlorideKeoxifene hydrochloride[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochlorideLY 156758Raloxifene hydrochloride(6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)(4-(2-(piperidin-1-yl)ethoxy)phenyl)methanone hydrochloride2-(4-hydroxyphenyl)-3-({4-[2-(piperidin-1-yl)ethoxy]phenyl}carbonyl)-1-benzothiophen-6-ol hydrochlorideLY-139481[6-Hydroxy-2-(4-hydroxyphenyl)-benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone HydrochlorideRaloxifene HydrochlorideEvista6-Hydroxy-2-(p-hydroxyphenyl)benzo(b)thien-3-yl-p-(2-piperidinoethoxy)phenyl ketone, hydrochlorideraloxifene hydrochloride

IUPAC Traditional name

2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride raloxifene hydrochloride

IUPAC name

2-(4-hydroxyphenyl)-3-{4-[2-(piperidin-1-yl)ethoxy]benzoyl}-1-benzothiophen-6-ol hydrochloride

API Name

Raloxifene hydrochloride

Brand Name

Evista

Names and Identifiers

Registration numbers

Properties

Pharmacology Properties

Target

estrogen receptor

Product Information

Salt Data

Hydrochloride

Empirical Formula (Hill Notation)

C28H27NO4S · HCl

Certificate of Analysis

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Purity

95%

95+%

Safety Information

Storage Condition

-20°C

-20°C Freezer

Personal Protective Equipment

Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

MSDS Link

Download link

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S1227

Research Area: Cancer
Biological Activity:
Raloxifene has estrogen and tamoxifen-like effects on bone and serum cholesterol levels in ovariectomized rats. At 5 weeks, ovariectomy induced a 9% and 18% decrease in the bone mineral density of the lumbar vertebrae L1-4 and proximal tibiae, respectively. Raloxifene prevented this loss of bone with EC50=0.3 mg/kg/day for both the axial and appendicular skeleton. [1]Raloxifene, which demonstrated an extremely low IC50 value of 2.9 nM for phthalazine oxidase in human liver cytosol. [2]References on Evista(Raloxifene HCl)[] DMD, 2004, 32:89–97

Sigma Aldrich

R1402

Biochem/physiol Actions
Raloxifene is a selective estrogen receptor modulator (SERM); acts as an anti-estrogen in both breast and uterine tissue while being estrogenic in bone. May have efficacy against estrogen-sensitive cancers.

TRC

R100000

A nonsteroidal, selective estrogen receptor modulator (SERM). Antiosteoporotic.Insoluble in water.

ChEBI

CHEBI:50740

A hydrochloride salt resulting from the reaction of equimolar amounts of raloxifene and hydrogen chloride.

Molecule Details

References

PubChem Literature

From Data Sources

• Masahiko Sato et al. J Bone Miner Met. 1994

• Jone, C.D., et al.: J. Med. Chem., 27, 1057 (1984)