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9-deoxy-9-methylene Prostaglandin E2

Cayman Chemical Item Number 14410

9-deoxy-9-methylene PGE2 (CAS 61263-32-9)

9-deoxy-9-methylene Prostaglandin E2 (CAS 61263-32-9)

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Description

9-deoxy-9-methylene PGE2 is a stable, isosteric analog of PGE2. 9-deoxy-9-methylene PGE2 retains the biological profile of PGE2 with fewer side effects. In the rat 9-deoxy-9-methylene PGE2 is equipotent to PGE2 in decreasing blood pressure. It also stimulates the gerbil colon and primate uterus at the same potency as PGE2.1

1 Bundy, G.L., Kimball, F.A., Robert, A., et al. Synthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins. Adv Prostaglandin Thromboxane Res 6 355-363 (1980).

Synonyms
  • 9-deoxy-9-methylene PGE2
Formal Name 9-​methylene-​11α,​15S-​dihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 61263-32-9
Molecular Formula C21H34O4
Formula Weight 350.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@H]​1[C@H]​(/C=C/[C@@H]​(O)​CCCCC)​[C@@H]​(C/C=C\CCCC(O)​=O)​C(C1)​=C

Background Reading

Bundy, G.L., Kimball, F.A., Robert, A., et al. Synthesis and biological activity of 9-deoxo-9-methylene and related prostaglandins. Adv Prostaglandin Thromboxane Res 6 355-363 (1980).

Takasuka, M., Kishi, M., and Yamakawa, M. FTIR spectral study of intramolecular hydrogen bonding in thromboxane A2 receptor agonist (U-46619), prostaglandin (PG)E2, PGD2, PGF, prostacyclin receptor agonist (carbacyclin), and their related compounds in dilute CCl4 solution: Structure-activity relationships. J Med Chem 37 47-56 (1994).

Karim, S.M.M., Adaikan, P.G., and Kottegoda, S.R. Prostaglandins and human respiratory tract smooth muscle: Structure activity relationship. Adv Prostaglandin Thromboxane Res 7 969-980 (1980).

Steffenrud, S. Metabolism of prostaglandin E analogs in the guinea pig liver mitrochondrial fraction. Biochem Med 32 161-180 (1984).

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9-deoxy-9-methylene Prostaglandin E2 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $54.00 $0.00
5 mg $243.00 $0.00
10 mg $432.00 $0.00
100 mg $3,240.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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