| Identification | Back Directory | [Name]
Piriprost | [CAS]
79672-88-1 | [Synonyms]
U-60257
Piriprost
Piriprostium
Unii-R802o5nilk
Piriprostium [latin]
(4R)-1,4,5,6-Tetrahydro-5α-hydroxy-4β-[(E,S)-3-hydroxy-1-octenyl]-1-phenylcyclopenta[b]pyrrole-2-pentanoic acid
(4R)-1,4,5,6-Tetrahydro-5α-hydroxy-4β-[(1E,3S)-3-hydroxy-1-octenyl]-1-phenylcyclopenta[b]pyrrole-2-pentanoic acid
Cyclopenta(B)pyrrole-2-pentanoic acid, 1,4,5,6-tetrahydro-5-hydroxy-4-((1E,3S)-3-hydroxy-1-octenyl)-1-phenyl-, (4R,5R)-
Cyclopenta(B)pyrrole-2-pentanoic acid, 1,4,5,6-tetrahydro-5-hydroxy-4-(3-hydroxy-1-octenyl)-1-phenyl-, (4R-(4alpha(1E,3S*),5beta))- | [Molecular Formula]
C26H35NO4 | [MDL Number]
MFCD00864807 | [MOL File]
79672-88-1.mol | [Molecular Weight]
425.56 |
| Chemical Properties | Back Directory | [Boiling point ]
618.589±55.00 °C(Press: 760.00 Torr)(predicted) | [density ]
1.168±0.14 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted) | [pka]
4.762±0.10(predicted) |
| Hazard Information | Back Directory | [Uses]
Anti-asthmatic. | [Enzyme inhibitor]
This lipoxygenase-inhibiting pyrrole analogue of prostacyclin (FWpotassium salt = 463.66 g/mol; CAS 79672-88-1), also known as U60257B and 6,9- deepoxy-6,9-(phenylimino)-D6,8-prostaglandin I1, [4R-[4a(1E,3S*),5b]]- 1,4,5,6-tetrahydro-5-hydroxy-4-(3-hydroxy-1-octenyl)-1-phenylcyclopenta[ b]pyrrole-2-pentanoate, inhibits leukotriene C and D formation.1-5 Piriprost also inhibits the release of histamine and leukotrienes from isolated porcine lung cells.6 Note that both priprost and its methyl ester (U-56467) inhibit leukotriene biosynthesis: ID50 = 4.6 and 0.31 μM, respectively. Target(s): glutathione S-transferase; and 5- lipoxygenase, or arachidonate 5-lipoxygenase. |
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