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(S)-(+)-?????

(S)-(+)-?????
(S)-(+)-????? ??? ???
?? ??:
51146-56-6
???:
(S)-(+)-?????
???(??):
(S)-(+)-?????
???:
(S)-(+)-Ibuprofen
???(??):
DEXIBUPROFEN;(S)-IBUPROFEN;(S)-2-(4-Isobutylphenyl)propanoic acid;Seractil;d-Ibuprofen;Ramelteon-7;exibuprofen;Deibuprofen;Dextroprofen;(+)-Ibuprofen
CBNumber:
CB0699655
???:
C13H18O2
??? ??:
206.28
MOL ??:
51146-56-6.mol
MSDS ??:
SDS

(S)-(+)-????? ??

???
49-53 °C(lit.)
??
57 º (c=2, EtOH)
?? ?
285.14°C (rough estimate)
??
1.0364 (rough estimate)
???
59 ° (C=2, EtOH)
???
>230 °F
?? ??
Sealed in dry,Room Temperature
???
45%(w/v) ?? 2-???????-β-???????: 1.5mg/mL
?? ?? (pKa)
4.41±0.10(Predicted)
??? ??
??
??? ??
??? ??
??
???
optical activity
[α]20/D +59°, c = 2 in ethanol
???
???
BRN
3590022
???
????. ?? ???? ???? ????.
InChIKey
HEFNNWSXXWATRW-JTQLQIEISA-N
CAS ??????
51146-56-6(CAS DataBase Reference)
??
  • ?? ? ?? ??
  • ?? ? ???? ?? (GHS)
??? ?? Xn
?? ???? ?? 63-22
????? 45-36/37
WGK ?? 3
HS ?? 29163990
????(GHS): GHS hazard pictograms
?? ?: Warning
??·?? ??:
?? ??·?? ?? ?? ?? ?? ?? ? ?? ?? P- ??
H315 ??? ??? ??? ????? ?? ????? ?? 2 ?? GHS hazard pictograms P264, P280, P302+P352, P321,P332+P313, P362
H319 ?? ?? ??? ??? ?? ? ?? ?? ??? ?? ?? 2A ?? GHS hazard pictograms P264, P280, P305+P351+P338,P337+P313P
??????:
P264 ?? ??? ?? ??? ????.
P264 ?? ??? ?? ??? ????.
P280 ????/???/???/?????? ?????.
NFPA 704
0
2 0

(S)-(+)-????? C??? ??, ??, ??

??

Dexibuprofen, the S-(+)-isomer of the widely used NSAID agent ibuprofen, was launched in Austria for the treatment of rheumatoid arthritis. While the racemic compound is commonly used clinically, the antiinflammatory activity is mediated via the S-isomer by inhibition of prostaglandin synthesis. It has also been demonstrated that the R-isomer is converted to the Santipode in vivo via a CoA thioester intermediate. Since CoA plays a pivotal role in intermediary metabolism and maintenance of the [acyl-CoA], generation of R-ibuprofen-CoA competitively inhibits many CoA-dependent reactions, which consequently produces perturbations of hepatocyte Intermediary metabolism and mitocondrial function. Pure S-ibuprofen usage, therefore, is preferred allowing a reduction in dosage level and an improved side effect profile.

??? ??

Colourless, Crystalline Solid

??

A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer

?? ??

(S)-(+)-Ibuprofen is the enantiomer associated with the anti-inflammatory action of ibuprofen, which is widely used as a nonsteroidal anti-inflammatory drug in racemic form.

???? ??

Non-steroidal anti-inflammatory drug (NSAID) that inhibits cyclooxygenase 1 and cyclooxygenase 2 (IC 50 values are 12 and 80 μ M respectively). Active isomer of ibuprofen.

Purification Methods

Crystallise the (+) and (-) acids from EtOH or aqueous EtOH. The racemate which crystallises from pet ether with m 75-77o is sparingly soluble in H2O and has IR (film) 1705 (C=O), 2300—3700 (OH broad)cm-1. It is used as a non-steroidal anti-inflammatory. [Shiori et al. J Org Chem 43 2936 1978, Kaiser et al. J Pharm Sci 65 269 1976, J Pharm Sci 81 221 1992, Freer Acta Cryst (C) 49 1378 1993 for the (S+)-enantiomer.]

(S)-(+)-????? ?? ?? ? ???

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(S)-(+)-????? ?? ??

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