Lipophilic analog of (+)-cloprostenol
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(+)-Cloprostenol methyl amide

Item No. 10010495

Technical Information
Formal Name
(+)-9α,11α,15R-trihydroxy-16-(3-chlorophenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid, methyl amide
Synonyms
  • D-Cloprostenol methyl amide
  • (+)-16-m-Chlorophenoxy tetranor PGF methyl amide
Molecular Formula
C23H32ClNO5
Formula Weight
Purity
≥98%
Formulation
A 10 mg/ml solution in ethanol
DMF: 100 mg/mlDMSO: 100 mg/mlEthanol: 100 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(NC)=O)[C@@H](/C=C/[C@@H](O)COC2=CC=CC(Cl)=C2)[C@H](O)C1
InChi Code
InChI=1S/C23H32ClNO5/c1-25-23(29)10-5-3-2-4-9-19-20(22(28)14-21(19)27)12-11-17(26)15-30-18-8-6-7-16(24)13-18/h2,4,6-8,11-13,17,19-22,26-28H,3,5,9-10,14-15H2,1H3,(H,25,29)/b4-2-,12-11+/t17-,19-,20-,21+,22-/m1/s1
InChi Key
IFOQFZVPFCRSLM-OWEKAKITSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    (+)-Cloprostenol is a synthetic analog of prostaglandin F (PGF). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. It is 200 times and 100 times more potent than PGF in terminating pregnancy in hamsters and rats, respectively, without the side effects associated with PGF.1 Cloprostenol is also used in veterinary medicine as a luteolytic agent for the induction of estrus and the treatment of reproductive disorders in cattle, swine, and horses. (+)-Cloprostenol is a synthetic analog of prostaglandin F (PGF). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. It is 200 times and 100 times more potent than PGF in terminating pregnancy in hamsters and rats, respectively, without the side effects associated with PGF.1 Cloprostenol is also used in veterinary medicine as a luteolytic agent for the induction of estrus and the treatment of reproductive disorders in cattle, swine, and horses. (+)-Cloprostenol methyl amide is a more lipid soluble form of (+)-cloprostenol. Amides of PGs may serve as prodrugs, under the condition they are hydrolyzed appropriately in certain tissues to generate the bioactive free acid.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dukes, M., Russell, W., and Walpole, A.L. Potent luteolytic agents related to prostaglandin F. Nature 250(464), 330-331 (1974).