(4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one | CAS No. 139264-24-7

(4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one

Basic Information

CAS Number

139264-24-7

Molecular Formula

C16H21N3O2

Molecular Weight

287.36 g/mol

AD

Basic Physical Properties

Density

1.217±0.06 g/cm3 (20 ºC 760 Torr),

CN(C)CCc1c[nH]c2c1cc(cc2)C[C@@H]3COC(=O)N3

InChI

InChI=1S/C16H21N3O2/c1-19(2)6-5-12-9-17-15-4-3-11(8-14(12)15)7-13-10-21-16(20)18-13/h3-4,8-9,13,17H,5-7,10H2,1-2H3,(H,18,20)/t13-/m1/s1

InChIKey

ULSDMUVEXKOYBU-CYBMUJFWSA-N

LogP

1.9228999999999998

Synonyms & References

English

  • (R)-4-((3-(2-(Dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one
  • (R)-4-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-2-oxazolidinone (Zolmitriptan R-Isomer)
  • (4R)-4-[[3-[2-(dimethylamino)ethyl]-1H-indol-5-yl]methyl]-1,3-oxazolidin-2-one
  • (R)-4-[[3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl]methyl]-2-oxazolidinone (Zolmitriptan R-Isomer)
  • Flezol
  • Zolmitriptan RapidFilm
  • Zomig Rapimelt
  • (R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)oxazolidin-2-one
  • (R)-4-((3-(2-(dimethylamino)ethyl)-1H-indol-5-yl)methyl)oxazolidin-2-one

MDL Number

MFCD12546349

FAQ

What are the physical and chemical properties of (4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one (CAS: 139264-24-7)?

(4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one is a crystalline compound with a molecular weight of approximately 414.46 g/mol. It has a low solubility in water but is more soluble in organic solvents like DMSO and THF. The compound is known for its moderate reactivity, particularly in nucleophilic substitution reactions and condensation reactions.

How is (4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one (CAS: 139264-24-7) typically synthesized?

(4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one is synthesized via a multi-step process involving the coupling of an indole derivative with an oxazolidinone via a palladium-catalyzed cross-coupling reaction. The reaction requires careful control of temperature and catalyst loading to achieve high yield and selectivity.

What industries use (4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one (CAS: 139264-24-7)?

(4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one is primarily used in the pharmaceutical industry for its potential as a bioactive molecule. It may also find applications in the polymer industry for its structural properties, though further research is needed to explore its full potential in this area.

What precautions should be taken when handling (4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one (CAS: 139264-24-7)?

When handling (4R)-4-({3-[2-(Dimethylamino)ethyl]-1H-indol-5-yl}methyl)-1,3-oxazolidin-2-one, it is essential to wear appropriate personal protective equipment (PPE) such as gloves, safety goggles, and lab coats. Work should be conducted in a well-ventilated area or a fume hood to prevent inhalation of vapors. In case of a spill, immediately contain the spill and clean it up according to the safety data sheet (SDS).

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