Cyclofenil

Alias: Cyclofenil; H 3452; F 6066; AI3-52271
Cat No.:V18948 Purity: ≥98%
Cyclofenil (F-6066; AI3-52271) is a novel and potent gonadal stimulant and inducer of ovulation.
Cyclofenil Chemical Structure CAS No.: 2624-43-3
Product category: Influenza Virus
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Cyclofenil (F-6066; AI3-52271) is a novel and potent gonadal stimulant and inducer of ovulation. It can be used in the treatment of infertility and amenorrhea. It has anti-dengue-virus activity.

Biological Activity I Assay Protocols (From Reference)
Targets
Estrogen receptor; Dengue virus
ln Vitro
Dengue virus (DENV) replication in mammalian cells is inhibited by clofenil, but not in mosquito cells[1].
Additionally, clofenil prevents the Zika virus from replicating. Cyclofenil may disrupt the translation-RNA synthesis and assembly-maturation phases of the Dengue virus (DENV) life cycle, according to a time-of-addition experiment. After treatment with clofenil, the amount of intracellular infectious particles dropped more sharply than the amount of viral RNA, suggesting that the assembly-maturation stage may be the primary target of clofenil[1].
ln Vivo
In intact rats, the number of ERα (estrogen receptor) and ERβ (estrogen receptor)-immunoreactive (-ir) cells is counted at each stage of the estrous cycle. Furthermore, the effects of microinjecting methyl-piperidino-pyrazole (MPP) or clofenil on either side of the preoptic-anterior hypothalamic area (POA-AHA) to block ERα and ERβ on the rate of ovulation on diestrus-2 or proestrus day are assessed. In POA-AHA, the quantity of ERα-ir and ERβ-ir cells varied throughout the estrous cycle.On diestrus-2 day, the ovulation rate was decreased in rats treated with MPP on either side and with Cyclofenil on the left side of POA-AHA. On proestrus day, the ovulation rate was decreased in rats treated with MPP on either side. Progesterone and follicle stimulating hormone (FSH) increased while luteinizing hormone (LH) surge was reduced when MPP or clofenil was administered[2].
References

[1].Tohma D, et al. An estrogen antagonist, cyclofenil, has anti-dengue-virus activity. Arch Virol. 2019 Jan;164(1):225-234.

[2].Arrieta-Cruz I, et al. Estrogen Receptors Alpha and Beta in POA-AHA Region Regulate Asymmetrically Ovulation. Cell Mol Neurobiol. 2019 Nov;39(8):1139-1149

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C23H24O4
Molecular Weight
364.441
Exact Mass
364.1675
Elemental Analysis
C, 75.80; H, 6.64; O, 17.56
CAS #
2624-43-3
Related CAS #
5189-40-2 (diphenol);2624-43-3;
Appearance
Solid powder
SMILES
O(C(C([H])([H])[H])=O)C1C([H])=C([H])C(=C([H])C=1[H])/C(/C1C([H])=C([H])C(=C([H])C=1[H])OC(C([H])([H])[H])=O)=C1\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C\1([H])[H]
InChi Key
GVOUFPWUYJWQSK-UHFFFAOYSA-N
InChi Code
InChI=1S/C23H24O4/c1-16(24)26-21-12-8-19(9-13-21)23(18-6-4-3-5-7-18)20-10-14-22(15-11-20)27-17(2)25/h8-15H,3-7H2,1-2H3
Chemical Name
4,4'-(Cyclohexylidenemethylene)diphenol diacetate ester
Synonyms
Cyclofenil; H 3452; F 6066; AI3-52271
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 21~100 mg/mL (57.62~274.39 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.86 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

Solubility in Formulation 2: 10% DMSO+90% Corn Oil: ≥ 2.5 mg/mL (6.86 mM)

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.7439 mL 13.7197 mL 27.4394 mL
5 mM 0.5488 mL 2.7439 mL 5.4879 mL
10 mM 0.2744 mL 1.3720 mL 2.7439 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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