An internal standard for the quantification of limaprost
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Unlabeled Version(s)
13810Limaprost
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Limaprost-d3

Item No. 25416

Technical Information
Formal Name
(E)-7-((1R,2R,3R)-3-hydroxy-2-((3S,5S,E)-3-hydroxy-5-(methyl-d3)non-1-en-1-yl)-5-oxocyclopentyl)hept-2-enoic acid
CAS Number
1263190-37-9
Synonyms
  • 17α,20-dimethyl-Δ2-PGE1-d3
  • 17α,20-dimethyl-Δ2-Prostaglandin E1-d3
Molecular Formula
C22H33D3O5
Formula Weight
Purity
≥99% deuterated forms (d1-d3)
Formulation
A solid
Methanol: Soluble
SMILES
O[C@H]1[C@H](/C=C/[C@@H](O)C[C@@H](C([2H])([2H])[2H])CCCC)[C@@H](CCCC/C=C/C(O)=O)C(C1)=O
InChi Code
InChI=1S/C22H36O5/c1-3-4-9-16(2)14-17(23)12-13-19-18(20(24)15-21(19)25)10-7-5-6-8-11-22(26)27/h8,11-13,16-19,21,23,25H,3-7,9-10,14-15H2,1-2H3,(H,26,27)/b11-8+,13-12+/t16-,17+,18+,19+,21+/m0/s1/i2D3
InChi Key
OJZYRQPMEIEQFC-JVRYLNEOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Limaprost-d3 is intended for use as an internal standard for the quantification of limaprost (Item No. 13810) by GC- or LC-MS. Limaprost is an analog of prostaglandin E1 (PGE1; Item No. 13010) with structural modifications intended to give it a prolonged half-life and greater potency. Limaprost is orally active in both rats and guinea pigs at doses of 100 µg/kg as an inhibitor of ADP and collagen-induced platelet aggregation. Limaprost is 10-1,000 times more potent than PGE1 as an inhibitor of platelet adhesiveness measured in vitro. Intra-coronary injection (100 ng/kg) or intravenous injection (3 µg/kg) in anesthetized dogs causes vasodilation and increased coronary blood flow by 60-80%. Significant hypotensive effects were seen at 100 and 300 µg/kg orally in rats.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tsuboi, T., Hatano, N., Nakatsuji, K., et alPharmacological evaluation of OP 1206, a prostaglandin E1 derivative, as an antianginal agent. Arch. Int. Pharmacodyn. Ther. 247(1), 89-102 (1980).