9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 (potassium salt)

Cayman Chemical Item Number 14430

9-deoxy-9-methylene-16,16-dimethyl PGE2 (potassium salt); Metenprost potassium; U-46785b (CAS 122576-55-0)

9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 (potassium salt) (CAS 122576-55-0)

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Description

9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 (metenprost) is a potent analog of PGE2 with an extended half-life in vivo. In combination with various other PG derivatives, metenprost results in the termination of first trimester pregnancy in monkeys. A single intramuscular injection containing 0.5 mg of metenprost and 7.5 mg of 17-phenyl trinor PGF is very effective in terminating early pregnancy.1 This PG mixture is ineffective on monkeys in their third trimester of pregnancy.1 Metenprost, when compared to PGE2 and PGF, in monkey and rat, does not result in unwanted side effects such as fever or gastrointestinal problems.1,2

1 Wilks, J.W. Pregnancy interception with a combination of prostaglandins: Studies in monkeys. Science 221 1407-1409 (1983).

2 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-16,16-dimethyl PGE2 (potassium salt)
  • Metenprost potassium
  • U-46785b
Formal Name 9-​methylene-​11α,​15R-​dihydroxy-​16,​16-​dimethyl-​prosta-​5Z,​13E-​dien-​1-​oic acid,​ potassium salt
CAS Number 122576-55-0
Molecular Formula C23H37O4 • K
Formula Weight 416.6
Formulation A crystalline solid
Purity ≥98%
Stability 6 months
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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C=C1[C@H]​(C/C=C\CCCC([O-]​)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​C(C)​(C)​CCCC)​[C@H]​(O)​C1.[K+]​
InCHI Code
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​1S/C23H38O4.K/c1-5-6-15-23(3,4)​21(25)​14-13-19-18(17(2)​16-20(19)​24)​11-9-7-8-10-12-22(26)​27;/h7,9,13-14,18-21,24-25H,2,5-6,8,10-12,15-16H2,1,3-4H3,(H,26,27)​;/q;+1/p-1/b9-7-,14-13+;/t18-,19+,20+,21+;/m0./s1
InCHI Key
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AWJFDDHQLBRQDS-PWOMVKEHSA-M

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9-deoxy-9-methylene-16,16-dimethyl Prostaglandin E2 (potassium salt) is available in the following screening library:

Size Price Quantity Subtotal
1 mg $59.00 $0.00
5 mg $266.00 $0.00
10 mg $472.00 $0.00
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9-deoxy-9-methylene Prostaglandin E2
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