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MedKoo Cat#: 461494 | Name: Fenprostalene

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Fenprostalene is a long-acting prostaglandin F2alpha analogue.

Chemical Structure

Fenprostalene
Fenprostalene
CAS#69381-94-8

Theoretical Analysis

MedKoo Cat#: 461494

Name: Fenprostalene

CAS#: 69381-94-8

Chemical Formula: C23H30O6

Exact Mass: 402.2042

Molecular Weight: 402.48

Elemental Analysis: C, 68.64; H, 7.51; O, 23.85

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Fenprostalene; Bovilene; Synchrocept B; RS-84043; RS 84043; RS84043;
IUPAC/Chemical Name
methyl (E)-7-(3,5-dihydroxy-2-(3-hydroxy-4-phenoxybut-1-en-1-yl)cyclopentyl)hepta-4,5-dienoate
InChi Key
BYNHBQROLKAEDQ-BUHFOSPRSA-N
InChi Code
InChI=1S/C23H30O6/c1-28-23(27)12-8-3-2-7-11-19-20(22(26)15-21(19)25)14-13-17(24)16-29-18-9-5-4-6-10-18/h3-7,9-10,13-14,17,19-22,24-26H,8,11-12,15-16H2,1H3/b14-13+
SMILES Code
O=C(OC)CCC=C=CCC1C(/C=C/C(O)COC2=CC=CC=C2)C(O)CC1O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 402.48 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Rasmussen FE, Wiltbank MC, Christensen JO, Grummer RR. Effects of fenprostalene and estradiol-17 beta benzoate on parturition and retained placenta in dairy cows and heifers. J Dairy Sci. 1996 Feb;79(2):227-34. PubMed PMID: 8708084. 2: Stevens RD, Dinsmore RP, Cattell MB. Evaluation of the use of intrauterine infusions of oxytetracycline, subcutaneous injections of fenprostalene, or a combination of both, for the treatment of retained fetal membranes in dairy cows. J Am Vet Med Assoc. 1995 Dec 15;207(12):1612-5. PubMed PMID: 7493902. 3: Stephens S, Boland MP, Roche JF, Reid JF, Bourke S. Induction of parturition in swine with the prostaglandin analogue fenprostalene. Vet Rec. 1988 Mar 26;122(13):296-9. PubMed PMID: 3381422. 4: Garcia-Villar R, Marnet PG, Laurentie MP, Toutain PL. Relative oxytocic properties of fenprostalene compared with cloprostenol, prostaglandin F2 alpha, and oxytocin in the ovariectomized ewe. Am J Vet Res. 1985 Apr;46(4):841-4. PubMed PMID: 3860030. 5: Moriyoshi M, Maruyama Y, Iseki H, Nakada K, Nakao T. Induction of parturition in bitches with minimal side effects by two injections of a low dose of fenprostalene, a prostaglandin F2alpha analogue, and pretreatment with prifinium bromide. J Vet Med Sci. 1999 Jul;61(7):781-6. PubMed PMID: 10458101. 6: Hori T, Akikawa T, Kawakami E, Tsutsui T. Fenprostalene-induced abortion in bitches. J Vet Med Sci. 2002 Nov;64(11):993-8. PubMed PMID: 12499683. 7: Tomlinson RV, Spires HR, Bowen JL. Absorption and elimination of a prostaglandin F analog, fenprostalene, in lactating dairy cows. J Dairy Sci. 1985 Aug;68(8):2072-7. PubMed PMID: 4044970. 8: Spires HR, Bowen JL, Tomlinson RV, Donahue DJ. Pharmacokinetic and tissue residue characteristics of fenprostalene, a prostaglandin F2 alpha analog, in swine. Am J Vet Res. 1990 Mar;51(3):386-90. PubMed PMID: 2316915. 9: Tomlinson RV, Spires HR, Kent JS. Absorption, excretion and tissue residue in feedlot heifers injected with the synthetic prostaglandin, fenprostalene. J Anim Sci. 1984 Jul;59(1):164-9. PubMed PMID: 6746451. 10: Nakao T, Gamal A, Osawa T, Nakada K, Moriyoshi M, Kawata K. Postpartum plasma PGF metabolite profile in cows with dystocia and/or retained placenta, and effect of fenprostalene on uterine involution and reproductive performance. J Vet Med Sci. 1997 Sep;59(9):791-4. PubMed PMID: 9342703. 11: Herschler RC, Peltier LS, Duffy J, Kushinsky S. Effect of fenprostalene, a PGF(2)alpha analogue, on plasma levels of estradiol-17beta and progesterone in cyclic heifers. Theriogenology. 1986 Mar;25(3):463-72. PubMed PMID: 16726138. 12: Hori T, Akikawa T, Kawakami E, Tsutsui T. Effects of administration of prostagrandin F(2)(alpha)-analogue fenprostalene on canine corpus luteum and subsequent recurrence of estrus and fecundity. J Vet Med Sci. 2002 Sep;64(9):807-11. PubMed PMID: 12399606. 13: Leslie KE, Bosu WT. Plasma progesterone concentrations in dairy cows with cystic ovaries and clinical responses following treatment with fenprostalene. Can Vet J. 1983 Nov;24(11):352-6. PubMed PMID: 17422330; PubMed Central PMCID: PMC1790459. 14: Bosu WT, McKinnon AO, Lissemore K, Kelton D. Clinical and Luteolytic Effects of Fenprostalene (A Prostaglandin F(2)alpha Analogue) in Mares. Can Vet J. 1983 Nov;24(11):347-51. PubMed PMID: 17422329; PubMed Central PMCID: PMC1790450. 15: Eiler H, Byrd WH, Hopkins FM. Uterokinetic activity of fenprostalene (a prostaglandin F2alpha analog) in vivo and in vitro in the bovine. Theriogenology. 1989 Nov;32(5):755-65. PubMed PMID: 16726722. 16: Garcia-Villar R, Marnet PG, Laurentie MP, Toutain PL. Fenprostalene in cattle: Evaluation of oxytocic effects in ovariectomized cows and abortion potential in a 100-day pregnant cow. Theriogenology. 1987 Oct;28(4):467-80. PubMed PMID: 16726329. 17: Boland MP, MacDonnell HF, Ahmed TS, Reid JF. Use of fenprostalene in superovulated beef heifers. Vet Rec. 1986 Sep 6;119(10):241-2. PubMed PMID: 3765302. 18: Johnson DM, Taylor WF. Degradation of fenprostalene in polyethylene glycol 400 solution. J Pharm Sci. 1984 Oct;73(10):1414-7. PubMed PMID: 6502492. 19: Turner TB, Peterson GA, Davis ME, Wilson GR, Irvin KM, Forry JT. Synchronization of estrus in beef cows and heifers with fenprostalene, cloprostenol sodium, and prostaglandin F2 alpha. Theriogenology. 1987 Jul;28(1):15-24. PubMed PMID: 16726288. 20: Burton MJ, Herschler RC, Dziuk HE, Fahning ML, Zemjanis R. Effect of fenprostalene on postpartum myometrial activity in dairy cows with normal or delayed placental expulsion. Br Vet J. 1987 Nov-Dec;143(6):549-54. PubMed PMID: 3427391.