A methyl ester derivative of a potent uterine stimulant and abortifacient
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15(S)-15-methyl Prostaglandin F2α methyl ester

Item No. 16744

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, methyl ester
CAS Number
35700-21-1
Synonyms
  • Methyl carboprost
  • 15(S)-15-methyl PGF2α methyl ester
  • U-36384
Molecular Formula
C22H38O5
Formula Weight
382.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: >50 mg/mlDMSO: >50 mg/mlEthanol: >50 mg/mlPBS (pH 7.2): >5 mg/ml
SMILES
O[C@@H]1[C@H](C/C=C\CCCC(OC)=O)[C@@H](/C=C/[C@@](C)(O)CCCCC)[C@H](O)C1
InChi Code
InChI=1S/C22H38O5/c1-4-5-10-14-22(2,26)15-13-18-17(19(23)16-20(18)24)11-8-6-7-9-12-21(25)27-3/h6,8,13,15,17-20,23-24,26H,4-5,7,9-12,14,16H2,1-3H3/b8-6-,15-13+/t17-,18-,19+,20-,22+/m1/s1
InChi Key
QQCOAAFKJZXJFP-XAYIDPIISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    15(S)-15-methyl Prostaglandin F2α methyl ester (15(S)-15-methyl PGF2α methyl ester) is a derivative of 15(S)-15-methyl PGF2α with increased membrane permeability.1,2 Hydrolysis of the methyl ester in vivo releases the biologically active 15(S)-15-methyl PGF2α, which is a potent uterine stimulant and abortifacient.3,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Roseman, T.J., Biermacher, J.J., Bennett, R.M., et al. Design criteria for controlled release delivery systems of carboprost methyl. J. Control. Release 3(1-4), 25-37 (1986).

    2. Halstead, G.W., and Theis, D.L. Drug release testing of a prostaglandin containing controlled-release vaginal device: Development of a semi-automated method. J. Pharm. Sci. 74(10), 1086-1090 (1985).

    3. 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).

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

    5. Adaikan, P.G., Prasad, R.N.V., Kottegoda, S.R., et al. Effect of indomethacin on the injection-abortion interval of 15(S)15 methyl PGF2α-induced mid-trimester abortions - a randomized study. Prostaglandins Leukot. Med. 27(2-3), 161-167 (1987).