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HomeProduct name listRaloxifene hydrochloride

Raloxifene hydrochloride

Synonym(s):[6-Hydroxy-2-(4-hydroxyphenyl)benzo[b]thien-3-yl][4-[2-(1-piperidinyl)ethoxy]phenyl]methanone hydrochloride;Keoxifene hydrochloride;LY 156758;Raloxifene hydrochloride

  • CAS NO.:82640-04-8
  • Empirical Formula: C28H28ClNO4S
  • Molecular Weight: 510.04
  • MDL number: MFCD01938233
  • EINECS: 639-789-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-31 18:15:48
Raloxifene hydrochloride Structural

What is Raloxifene hydrochloride?

Description

Raloxifene was launched as Evista in the US for the prevention of postmenopausal osteoporosis. It is noteworthy that this molecule was formerly under development as keoxifene for breast cancer and prostatic hypertrophy. Raloxifene can be prepared by acylation of 6-methoxy-2-(4-methoxyphenyl) benzothiophene followed by simultaneous demethylation of both methoxy groups. Raloxifen is a selective estrogen receptor modulator, exerting antiestrogenic action on certain tissues (breast) and also estrogenic action on bone metabolism or serum lipids. In normal early postmenopausal women, 200 mg daily produced a trend towards suppression of estrogen effects. Raloxifen impeded bone loss in osteoporosis. A two-year study in postmenopausal women with an increased risk for osteoporosis showed that Raloxifen markedly prevented non-traumatic vertebral fractures. Results of several clinical studies demonstrated that Raloxifen appreciably reduced the risk of developing breast cancer. Moreover, it had favourable effect on lipid profiles without having the potential side-effects of estrogen-based therapies. Several extensions for different uses of this molecule are planned, for example growth disorder, obesity, colon tumor and skin atrophy. No serious drug-related events have been reported in the limited number of clinical trials.

Chemical properties

Light-Yellow Solid

Originator

Lilly (US)

The Uses of Raloxifene hydrochloride

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

The Uses of Raloxifene hydrochloride

Labeled Raloxifene, intended for use as an internal standard for the quantification of Raloxifene by GC- or LC-mass spectrometry.

The Uses of Raloxifene hydrochloride

Raloxifene hydrochloride can be used as a nonsteroidal, selective estrogen receptor modulator (SERM). Antiosteoporotic.

Definition

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

What are the applications of Application

Raloxifene hydrochloride is a SERM of ERα and ERβ

brand name

Evista (Lilly).

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

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.

Clinical Use

Treatment and prevention of osteoporosis in post menopausal women

Drug interactions

Potentially hazardous interactions with other drugs
Anticoagulants: antagonism of anticoagulant effect of coumarins.
Colestyramine: reduced absorption of raloxifene - avoid.

Metabolism

Raloxifene undergoes extensive first pass metabolism to the glucuronide conjugates: raloxifene-4'- glucuronide, raloxifene-6-glucuronide, and raloxifene-6, 4′-diglucuronide.
Raloxifene undergoes enterohepatic recycling, and is excreted almost entirely in the faeces. Less than 6% of dose is excreted in the urine.

storage

+4°C (desiccate)

References

[1] obach rs.potent inhibition of human liver aldehyde oxidase by raloxifene.

Properties of Raloxifene hydrochloride

Melting point: 250-253°C
storage temp.  2-8°C
solubility  DMSO: 28 mg/mL, soluble
form  solid
color  light yellow
λmax 286nm(lit.)
Merck  14,8098
CAS DataBase Reference 82640-04-8(CAS DataBase Reference)

Safety information for Raloxifene hydrochloride

Signal word Warning
Pictogram(s)
ghs
Health Hazard
GHS08
GHS Hazard Statements H351:Carcinogenicity
Precautionary Statement Codes P201:Obtain special instructions before use.
P202:Do not handle until all safety precautions have been read and understood.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P308+P313:IF exposed or concerned: Get medical advice/attention.
P405:Store locked up.
P501:Dispose of contents/container to..…

Computed Descriptors for Raloxifene hydrochloride

InChIKey BKXVVCILCIUCLG-UHFFFAOYSA-N
SMILES C1(C(=O)C2C=CC(OCCN3CCCCC3)=CC=2)C2C=CC(O)=CC=2SC=1C1C=CC(O)=CC=1.Cl

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