Analog of 15(S)-15-methyl PGF2α methyl ester
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15(S)-15-methyl Prostaglandin F2α ethyl amide

Item No. 10010064

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-15-methyl-prosta-5Z,13E-dien-1-oic acid, ethyl amide
Synonyms
  • 15(S)-15-methyl PGF2α ethyl amide
Molecular Formula
C23H41NO4
Formula Weight
395.6
Purity
≥95%
Formulation (Request formulation change)
A 5 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.5 mg/ml
SMILES
O[C@@H]1C[C@H](O)[C@H](C/C=C\CCCC(NCC)=O)[C@H]1/C=C/[C@](O)(C)CCCCC
InChi Code
InChI=1S/C23H41NO4/c1-4-6-11-15-23(3,28)16-14-19-18(20(25)17-21(19)26)12-9-7-8-10-13-22(27)24-5-2/h7,9,14,16,18-21,25-26,28H,4-6,8,10-13,15,17H2,1-3H3,(H,24,27)/b9-7-,16-14+/t18-,19-,20+,21-,23+/m1/s1
InChi Key
IYZNFEULIFISHM-OGWYLLAHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    1 mg

    $96

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    5 mg

    $406

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    10 mg

    $764

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    Product Description

    15(S)-15-methyl Prostaglandin F2α has been shown to have potent uterine stimulant and abortifacient properties when administered intramuscularly to induce labor.1,2 15(S)-15-methyl PGF2α ethyl amide is a lipophilic analog of 15(S)-15-methyl PGF2α methyl ester. Prostaglandin esters are generally hydrolyzed to the free acid upon in vivo administration, making the methyl esters useful prodrugs.3 Hydrolysis of prostaglandin amides in vivo is not thoroughly established.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carlan, S.J., Gushwa, J.P., O'Brien, W.F., et al. Effect of intramuscular 15-methyl prostaglandin F2α after second-trimester delivery. Obstet. Gynecol. 89(1), 5-9 (1997).

    2. Lindblom, B., Källfelt, B., Hahlin, M., et al. Local prostaglandin F2α injection for termination of ectopic pregnancy. Lancet 1(8536), 776-777 (1987).

    3. Miller, W.L., and Sutton, M.J. Relative biological activity of certain prostaglandins and their enantiomers. Prostaglandins 11(1), 77-84 (1976).