| Identification | Back Directory | [Name]
LIMAPROST | [CAS]
74397-12-9 | [Synonyms]
op1206
D02722
ono1206
LIMAPROST
n-1-oicacid
,13e,15s,17s)-
17A,20-DIMETHYL-D2-PGE1
17α,20-dimethyl-δ2-PGE1
17S,20-DiMethyl-trans-Δ2-PGE1
17S,20-Dimethyl-trans-D2-PGE1
17s,20-dimethyl-trans-2,3-didehydro-pge1
17ALPHA,20-DIMETHYL-DELTA2-PROSTAGLANDIN E1
11A,15S-DIHYDROXY-17S,20-DIMETHYL-9-OXO-PROSTA-2E,13E-DIEN-1-OIC ACID
11α,15s-dihydroxy-17s,20-dimethyl-9-oxo-prosta-2e,13e-dien-1-oic acid
11ALPHA, 15S-DIHYDROXY-17S,20-DIMETHYL-9-OXO-PROSTA-2E, 13E-DIEN-1-OIC ACID
prost-2,13-dien-1-oicacid,11,15-dihydroxy-17,20-dimethyl-9-oxo-,(2e,11-alpha
9-oxo-11-alpha,15-alpha-dihydroxy-17s,20-dimethylprosta-trans-2,trans-13-die
(2e,11-alpha,13e,15s,17s)-11,15-dihydroxy-17,20-dimethyl-9-oxoprost-2,13-die
(2E,11α,13E,15S,17S)-11,15-Dihydroxy-17,20-dimethyl-9-oxoprosta-2,13-dien-1-oic acid
(2E,11R,13E,15S,17S)-11α,15-Dihydroxy-17,20-dimethyl-9-oxoprosta-2,13-dien-1-oic acid
Prosta-2,13-dien-1-oic acid, 11,15-dihydroxy-17,20-dimethyl-9-oxo-, (2E,11a,13E,15S,17S)-
17α,20-dimethyl-δ2-PGE1, 11α,15S-Dihydroxy-17S,20-dimethyl-9-oxo-prosta-2E,13E-dien-1-oic acid
(2E)-7-[(1R)-2β-[(1E,3S,5S)-3-Hydroxy-5-methyl-1-nonenyl]-3α-hydroxy-5-oxocyclopentan-1α-yl]-2-heptenoic acid
(2E)-7-[(1R,2R,3R)-3-Hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonen-1-yl]-5-oxocyclopentyl]-2-heptenoic acid
2-Heptenoic acid, 7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S,5S)-3-hydroxy-5-methyl-1-nonenyl]-5-oxocyclopentyl]-, (2E)-(9CI) | [Molecular Formula]
C22H36O5 | [MDL Number]
MFCD00868275 | [MOL File]
74397-12-9.mol | [Molecular Weight]
380.52 |
| Chemical Properties | Back Directory | [Melting point ]
97-100° | [Boiling point ]
550.6±50.0 °C(Predicted) | [density ]
1.118 | [storage temp. ]
−20°C
| [solubility ]
DMF: soluble
| [form ]
crystalline
| [pka]
4.78±0.10(Predicted) | [color ]
White to off-white | [InChIKey]
OJZYRQPMEIEQFC-UAWLTFRCSA-N | [SMILES]
C(O)(=O)/C=C/CCCC[C@H]1C(=O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)C[C@@H](C)CCCC |
| Hazard Information | Back Directory | [Usage]
Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal. | [Chemical Properties]
White crystals, melting point 97-100℃. | [Uses]
Limaprost is an analog of Prostaglandin E1 with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is used as an antianginal. | [Definition]
ChEBI: Limaprost is a long-chain fatty acid. | [Biochem/physiol Actions]
Limaprost exhibits cytoprotective, vasodilatory, and antiplatelet activity. Limaprost has the potential to treat lumbar spinal canal stenosis (LSCS) and several ischaemic symptoms of thromboangiitis obliterans (TAO). | [in vivo]
Limaprost (OP1206) given orally at more than 100 μg/kg relieves Argipressin-induced ST depression of rat electrocardiogram (ECG)[1].
Intra-coronary injection of Limaprost (OP1206; 1-100 ng/kg) in dogs results in a remarkable increase of coronary blood flow without any influence on heart rate, blood pressure, myocardial oxygen consumption and redox potential[1].
Resistance in both large and small vessels of dog coronary artery is decreased by intravenous injection of Limaprost (OP1206; 1-3 mg/kg)[1].
Platelet aggregation, adhesiveness, bleeding time, and thrombocytopenia induced by ADP and collagen infusion in guinea-pigs are inhibited by oral administration of Limaprost (OP1206) at the same doses or doses less than those relieving Argipressin-induced ST depression of ECG[1]. |
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