A potential metabolite of Bimatoprost
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15-keto-17-phenyl trinor Prostaglandin F2α ethyl amide

Item No. 10010405

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-ethyl-9α,11α-dihydroxy-15-keto-17-phenyl-18,19,20-trinor-prost-5Z,13E-dien-1-amide
CAS Number
1163135-96-3
Synonyms
  • 15-keto-Bimatoprost
  • 17-phenyl trinor PGF2α ethyl amide
Molecular Formula
C25H35NO4
Formula Weight
413.5
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in methyl acetate
Solubility(Learn about Variance in Solubility)
DMF: 2.5 mg/mlDMSO: 2 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 0.5 mg/ml
λmax
234 nm
SMILES
CCNC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1\C=C\C(=O)CCc1ccccc1
InChi Code
InChI=1S/C25H35NO4/c1-2-26-25(30)13-9-4-3-8-12-21-22(24(29)18-23(21)28)17-16-20(27)15-14-19-10-6-5-7-11-19/h3,5-8,10-11,16-17,21-24,28-29H,2,4,9,12-15,18H2,1H3,(H,26,30)/b8-3-,17-16+/t21-,22-,23+,24-/m1/s1
InChi Key
OZCBJWOYRKMMPF-QWPROEHNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $72

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    5 mg

    $286

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    10 mg

    $501

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    25 mg

    $1,073

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    Product Description

    Bimatoprost is the Allergan trade name for 17-phenyl trinor prostaglandin F2α ethyl amide (17-phenyl trinor PGF2α ethyl amide), an F-series PG analog which has been approved for use as an ocular hypotensive drug.1 Oxidation of the C-15 hydroxyl group produces 15-keto-17-phenyl trinor PGF2α ethyl amide. 15-keto-17-phenyl trinor PGF2α ethyl amide is a potential metabolite of 17-phenyl trinor PGF2α ethyl amide when 17-phenyl trinor PGF2α ethyl amide is administered to intact animals. No pharmacological studies on 15-keto-17-phenyl trinor PGF2α ethyl amide have been reported.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of bimatoprost (Lumigan™). Surv. Ophthalmol. 45(Suppl. 4), S337-S345 (2001).

    Product Citations

    Zezula, M., Ruszczak, M., Maruszak, W., et al. Development and validation of the stability indicating RP-UHPLC method for the determination of the chemical purity and assay of bimatoprost. J. Pharm. Biomed. Anal. 174, 348-359 (2019).