Prostaglandin F ethyl amide

Cayman Chemical Item Number 16016

PGF-NEt; Dinoprost ethyl amide (CAS 54130-36-8)

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Description

Prostaglandin F ethyl amide (PGF-NEt) is an analog of PGF in which the C-1 carboxyl group has been modified to an N-ethyl amide. PG esters have been shown to have ocular hypotensive activity.1 PG N-ethyl amides were recently introduced as alternative prostaglandin ocular hypotensive prodrugs.2 Although it has been claimed that PG ethyl amides are not converted to the free acids in vivo,2 studies in our laboratories have shown that bovine and human corneal tissue converts the N-ethyl amides of various prostaglandins to the free acids with a conversion rate of about 2.5 µg/g corneal tissue/hr.3 PGF-NEt would be expected to show the typical intraocular effects of PGF free acid, but with the much slower hydrolysis pharmacokinetics of the PG N-amides.

1. Bito, L.Z. Comparison of the ocular hypotensive efficacy of eicosanoids and related compounds. Exp Eye Res 38 181-184 (1984).

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

3. Maxey, K.M., Johnson, J., Camras, C.B., et al. The hydrolysis of bimatoprost in corneal tissue generates a potent prostanoid FP receptor agonist. Surv Ophthalmol 47(4) 34-40 (2002).

Synonyms
  • PGF-NEt
  • Dinoprost ethyl amide
Formal Name N-​ethyl-​9α,​11α,​15S-​trihydroxy-​prosta-​5Z,​13E-​dien-​1-​amide
CAS Number 54130-36-8
Molecular Formula C22H39NO4
Formula Weight 381.6
Formulation A solution in methyl acetate
Purity >98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@@H]​(CCCCC)​/C=C/[C@H]​1[C@H]​(O)​C[C@H]​(O)​[C@@H]​1C/C=C\CCCC(N([H]​)​CC)​=O
InCHI Code
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​1S/C22H39NO4/c1-3-5-8-11-17(24)​14-15-19-18(20(25)​16-21(19)​26)​12-9-6-7-10-13-22(27)​23-4-2/h6,9,14-15,17-21,24-26H,3-5,7-8,10-13,16H2,1-2H3,(H,23,27)​/b9-6-,15-14+/t17-,18+,19+,20-,21+/m0/s1
InCHI Key
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HLETUMXUCSCVPL-GWSKAPOCSA-N

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Prostaglandin F ethyl amide is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $42.00 $0.00
5 mg $189.00 $0.00
10 mg $336.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2015-03-29. Prices are subject to change without notice.

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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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Ann Arbor, Michigan 48108 USA

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