Bexarotene | CAS No. 153559-49-0

Bexarotene

Basic Information

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CAS Number

153559-49-0

Molecular Formula

C24H28O2

Molecular Weight

348.49 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

220.0 to 225.0 deg-C

Boiling Point

489.7°C at 760 mmHg

Flash Point

229.5±23.1 °C

Solubility

Soluble in DMSO and ethanol

Refractive Index

1.555

SMILES

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CC1=CC2=C(C=C1C(=C)C3=CC=C(C=C3)C(=O)O)C(CCC2(C)C)(C)C

InChI

InChI=1S/C24H28O2/c1-15-13-20-21(24(5,6)12-11-23(20,3)4)14-19(15)16(2)17-7-9-18(10-8-17)22(25)26/h7-10,13-14H,2,11-12H2,1,3-6H3,(H,25,26)

InChIKey

NAVMQTYZDKMPEU-UHFFFAOYSA-N

LogP

6.103720000000006

Topological Polar Surface Area

37.3 Å²

Hydrogen Bond Donor/Acceptor

1 / 2

Complexity

551

Safety Information

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GHS Hazard Pictograms

H361

Hazard Statement

H361 Suspected of damaging fertility or the unborn child
Reproductive toxicity

Synonyms & References

English

Bexarotene- Bio-X
DB00307
Targretyn
CAS-153559-49-0
Bexarotene [USAN]
4-(1-(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)vinyl)benzoic acid
MLS006010146
SS-4628
HMS3655D19
J-519847
LG 100069
BEXAROTENE [WHO-DD]
NCGC00181016-20
HMS3747C21
B4798
LG 1069
J-009026
3-methyl-TTNEB
BEXAROTENE [ORANGE BOOK]
NCGC00181016-08
4-[1-(3,5,5,8,8-pentamethyltetralin-2-yl)ethenyl]benzoic acid
AC-24569
Bexarotene oral(targretin)
4-[1-(3,5,5,8,8-Pentamethyl-2-5,8-dihydronaphthyl)vinyl]benzoic acid
4-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]benzoic acid
NCGC00181016-03
NSC-747528
NAVMQTYZDKMPEU-UHFFFAOYSA-N
BEXAROTENE [JAN]
EN300-19769221
Targretin (TN)

MDL Number

MFCD00932428

FAQ

What are the physical and chemical properties of Bexarotene (CAS: 153559-49-0)?

Bexarotene is a crystalline compound with a molecular weight of approximately 322.32 g/mol. It has a low solubility in water but is soluble in organic solvents like chloroform and methanol. Bexarotene is relatively stable under normal conditions but can react with strong oxidizing agents. It is also known for its poor reactivity with common laboratory reagents.

How is Bexarotene (CAS: 153559-49-0) typically synthesized?

Bexarotene is typically synthesized through a multistep process involving acylation of a primary alcohol followed by oxidation and reduction. Commonly used catalysts include molecular sieves and various transition metals. The overall yield is around 50%, with good selectivity towards the desired product.

What industries use Bexarotene (CAS: 153559-49-0)?

Bexarotene is primarily used in the pharmaceutical industry due to its anti-tumor properties. It has applications in treating cutaneous T-cell lymphoma. Additionally, it can be used in research and development for studying retinoid signaling pathways and gene expression regulation.

What precautions should be taken when handling Bexarotene (CAS: 153559-49-0)?

When handling Bexarotene, appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat is essential. Work should be conducted in a well-ventilated area or fume hood to minimize inhalation risks. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always consult the Safety Data Sheet (SDS) for detailed handling and disposal information.