| Identification | Back Directory | [Name]
BW 245C | [CAS]
72814-32-5 | [Synonyms]
BW 245C
3-(3-Cyclohexyl-3-hydroxypropyl)-2,5-dioxo-(R*,S*)-(±)-4-imidazolineheptanioc acid
3-(3-CYCLOHEXYL-3-HYDROXYPROPYL)-2,5-DIOXO-(R*,S*)-(+/-)-4-IMIDAZOLINEHEPTANOIC ACID
(4S)-(3-[(3R,S)-3-CYCLOHEXYL-3-HYDROXYPROPYL]-2,5-DIOXO)-4-IMIDAZOLIDINE-HEPTANOIC ACID
4-Imidazolidineheptanoic acid, 3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxo-, (R*,S*)-( -)-
4-Imidazolidineheptanoic acid, 3-[(3S)-3-cyclohexyl-3-hydroxypropyl]-2,5-dioxo-, (4R)-rel-
4-Imidazolidineheptanoic acid, 3-((3R)-3-cyclohexyl-3-hydroxypropyl)-2,5-dioxo-, (4S)-rel- | [Molecular Formula]
C19H32N2O5 | [MDL Number]
MFCD00216042 | [MOL File]
72814-32-5.mol | [Molecular Weight]
368.47 |
| Chemical Properties | Back Directory | [density ]
1.167±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMSO: 30 mg/mL, soluble
| [form ]
solid
| [pka]
4.77±0.10(Predicted) | [color ]
off-white
|
| Hazard Information | Back Directory | [Uses]
BW 245C is a DP agonist, affecting the signaling pathway on primary cultured rat hippocampal neuron injuries. | [Definition]
ChEBI: (3R,4S)-BW 245C is a 7-[3-(3-cyclohexyl-3-hydroxypropyl)-2,5-dioxoimidazolidin-4-yl]heptanoic acid that is the (3R,4S)-enantiomer of BW 245C. It is an enantiomer of a (3S,4R)-BW 245C. | [Biological Activity]
bw 245c is a kind of prostaglandin analogue with stable chemical properties which functions as a potent inhibitor of platelet aggregation. bw 245c could selectively active the dp1 receptor, and inhibit [3h]-pgd2 binding to isolated human platelet membranes, with the ki value of 0.9 nm [1]. | [in vitro]
bw 245c could inhibit the aggregation of human and rat platelets induced by adp in a dose dependent manner, with the ic50 values of 8.7 nm and 9.9 nm, respectively [1]. besides, in hek293 cells stably expressing the hdp receptor, bw 245c could significantly increase camp production, with the ec50 value of 0.7 nm [2]. | [in vivo]
in spontaneously hypertensive rats, intravenous bolus injection with bw 245c at the dose of 250 μg/kg could reduce the systolic and diastolic blood pressure by 23% and 34%, respectively [1]. | [target]
dp1 receptor | [IC 50]
2.5 nm | [storage]
Store at -20°C | [References]
[1] town h c, casalsstenzel j, schillinger e, et al. pharmacological and cardiovascular properties of a hydantoin derivative, bw 245 c, with high affinity and selectivity for pgd2 receptors[j]. prostaglandins, 1983, 25(1): 13-28.
[2] boie y, sawyer n, slipetz d, et al. molecular cloning and characterization of the human prostanoid dp receptor[j]. journal of biological chemistry, 1995, 270(32): 18910-18916.
[3] orchard m a, ritter j m, shepherd g l, et al. cardiovascular and platelet effects in man of bw 245c, a stable mimic of epoprostenol (pgi2)[j]. british journal of clinical pharmacology, 1983, 15(5): 509-511. |
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