(S)-(+)-ибупрен
(S)-(+)-ибупрен атрибут
| Температура плавления: |
49-53 °C(lit.) |
| альфа: |
57 º (c=2, EtOH) |
| Температура кипения: |
285.14°C (rough estimate) |
| плотность: |
1.0364 (rough estimate) |
| показатель преломления: |
59 ° (C=2, EtOH) |
| Fp: |
>230 °F |
| температура хранения: |
Sealed in dry,Room Temperature |
| растворимость: |
45% (мас./об.) водного раствора 2-гидроксипропил-β-циклодекстрина: 1,5 мг/мл |
| пка: |
4.41±0.10(Predicted) |
| форма: |
Твердый |
| цвет: |
белый |
| оптическая активность: |
[α]20/D +59°, c = 2 in ethanol |
| Растворимость в воде: |
нерастворимый |
| БРН: |
3590022 |
| Стабильность:: |
Стабильный. Несовместим с сильными окислителями. |
| ИнЧИКей: |
HEFNNWSXXWATRW-JTQLQIEISA-N |
| Справочник по базе данных CAS: |
51146-56-6(CAS DataBase Reference) |
| FDA UNII: |
671DKG7P5S |
| Код УВД: |
M01AE14 |
(S)-(+)-ибупрен химические свойства, назначение, производство
Описание
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.
Химические свойства
Colourless, Crystalline Solid
Использование
A nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer
Общее описание
(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.
Биологическая активность
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.
Методы очистки
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)-(+)-ибупрен препаратная продукция и сырье
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