Cyclofenil Property

Melting point:

135-136°

Boiling point:

415.62°C (rough estimate)

Density 

1.0986 (rough estimate)

refractive index 

1.4433 (estimate)

storage temp. 

2-8°C

solubility 

DMSO: 10 mg/mL at 60 °C, soluble

form 

solid

color 

White to Off-White

CAS DataBase Reference

2624-43-3(CAS DataBase Reference)

Safety

WGK Germany 

2

RTECS 

GO7550000

Toxicity

LD50 oral in rat: > 12gm/kg

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

Cyclofenil Chemical Properties,Usage,Production

Chemical Properties

White Solid

Originator

Ondogyne,Roussel,France,1970

Uses

Cyclofenil is a weak nonsteroidal estrogen with ovulation induction properties. Mammalian hormone.

Definition

ChEBI: Cyclofenil is an organic molecular entity.

Manufacturing Process

(A) Preparation of p-Hydroxy-p'-Methoxybenzhydrylidenecyclohexane: To a Grignard solution prepared from 110 g of magnesium (4.5 mols) and 840 g of p-bromoanisole (4.5 mols) in one liter of anhydrous ether, there was added dropwise with vigorous agitation 307 g of p-hydroxyphenyl cyclohexyl ketone (1.5 mols) dissolved in one liter of anhydrous ether. Upon completion of the addition the reaction mixture was refluxed for 2.5 hours with agitation, and was then cooled. Thereupon 15 mols of ammonium chloride dissolved in 3 liters of water were added. The ethereal layer was separated, washed with water, dried over anhydrous sodium sulfate and distilled. Yield: 370 g. BP 180° to 190°C at 0.1 mm. The substance was recrystallized from a mixture of carbon tetrachloride and petroleum ether. MP 145° to 146°C.
(B)Preparation of p,p'-Dihydroxybenzhydrylidenecyclohexane: A mixture of 118 g of p-hydroxy-p'-methoxybenzhydrylidenecyclohexane (0.4 mol), 120 g of potassium hydroxide pellets and 500 ml of triethylene glycol was stirred 4 hours at 220°C. When the reaction mixture was poured into water the substance crystallized, and the crystals were filtered off and washed with water. The substance was then recrystallized from a mixture of ethanol and petroleum ether. Yield: 104 g. MP 235° to 236°C.
(C) Preparation of p,p'-Diacetoxybenzhydrylidenecyclohexane: 56 g of p,p'- dihydroxybenzhydrylidenecyclohexane (0.2 mol) was mixed with 250 ml of acetic anhydride and 500 ml of pyridine. The mixture was refluxed for 2 hours and was then poured into water, the substance crystallizing out. The crystals were filtered off and washed with water. Finally the substance was recrystallized from ethanol. Yield: 62 g. MP 135° to 136°C.

Therapeutic Function

Ovulation stimulant