My watch list
my.chemeurope.com  
Login  

Ormeloxifene



Ormeloxifene
Background
B.C. type Anti-estrogen
First use 1988
Failure rates (first year)
Perfect use 2%
Typical use 9%
Usage
Duration effect One week
Reversibility Immediate
User reminders Taken twice weekly for first 13 weeks
Clinic review Annually
Advantages and Disadvantages
STD protection No
Periods May disrupt
Weight No proven effect
Medical notes
Only approved as a contraceptive in India
Ormeloxifene
Systematic (IUPAC) name
1-[2-[4-[(3S,4R)-7-methoxy-2,2- dimethyl-3-phenyl-chroman-4-yl] phenoxy] ethyl] pyrrolidine
Identifiers
CAS number 78994-24-8
ATC code  ?
PubChem 154413
Chemical data
Formula C30H35NO3 
Mol. mass 457.604 g/mol
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life 7 days
Excretion  ?
Therapeutic considerations
Pregnancy cat.

?

Legal status
Routes Oral

Ormeloxifene (also known as Centchroman) is one of the selective estrogen receptor modulators, or SERMs, a class of medication which acts on the estrogen receptor. It is best known as a non-hormonal, non-steroidal oral contraceptive which is taken once per week. In India, ormeloxifene has been available as birth control since the early 1990s, and it is currently marketed there under the trade name Saheli. Ormeloxifene has also been licensed under the trade names Centron and Sevista.

Additional recommended knowledge

Contents

Method of action

Ormeloxifene is a SERM, or selective estrogen receptor modulator. In some parts of the body, its action is estrogenic (e.g, bones), in other parts of the body, its action is anti-estrogenic (e.g., uterus, breasts).[citation needed] It causes an asynchrony in the menstrual cycle between ovulation and the development of the uterine lining, although its exact mode of action is not well defined. In clinical trials, it caused ovulation to occur later than it normally would in some women (Singh 2001), but did not affect ovulation in the majority of women, while causing the lining of the uterus to build more slowly. It speeds the transport of any fertilized egg through the fallopian tubes more quickly than is normal (Singh 2001). Presumably, this combination of effects creates an environment such that if fertilization occurs, implantation will not be possible.[1]

Usage

Ormeloxifene may be used as a contraceptive or as a treatment for dysfunctional uterine bleeding.

As birth control

Ormeloxifene may be used as a weekly oral contraceptive. This is touted as a major advantage by its developer and its manufacturer. Hormonal birth control pills should be taken at approximately the same time each day. In the case of progestogen only pills other than Cerazette that do not consistently inhibit ovulation, a delay of as little as three hours can increase the risk of pregnancy because of the limited duration of their effect on the cervical mucus. Ormeloxifene's weekly schedule is an advantage for women who prefer an oral contraceptive, but find it difficult or impractical to adhere to a daily schedule.

For the first twelve weeks of use, it is advised to take the ormeloxifene pill twice per week. From the thirteenth week on, it is taken once per week. The consensus is that backup protection in the first month is a cautious but sensible choice.[citation needed]

Effectiveness

One Phase III multicenter trial of ormeloxifene 30 mg weekly by 898 women for an average of 15 months found a method failure Pearl Index of 2.84.[2]

A second Phase III multicenter trial of ormeloxifene 30 mg twice-a-week for 3 months followed by 30 mg weekly by 376 women for an average of 10.5 months found a method failure Pearl Index of 1.83 and a 12-month life-table method failure pregnancy rate of 1.63% ±0.74%.[3]

The overall actual use (method failure plus user failure) Pearl Index was 9 in both Phase III multicenter trials of ormeloxifene — an order of magnitude less effective than found in Phase III multicenter trials of combined oral contraceptive pills.[1]

Manufacture and marketing

Ormeloxifene has been tested and licensed as a form of birth control, as well as a treatment for dysfunctional uterine bleeding. It was first manufactured by Torrent Pharmaceuticals, and marketed as birth control under the trade name Centron. Centron was discontinued. A new license for ormeloxifene was issued to Hindustan Latex Ltd., which now manufactures ormeloxifene as birth control under the trade name Saheli. Torrent Pharmaceuticals has resumed manufacture of ormeloxifene under the trade name Sevista, as a treatment for dysfunctional uterine bleeding.

See also

References

  1. ^ a b Singh M (2001). "Centchroman, a selective estrogen receptor modulator, as a contraceptive and for the management of hormone-related clinical disorders.". Med Res Rev 21 (4): 302-47. PMID 11410933.
  2. ^ Puri V, et al. (1988). "Results of multicentric trial of Centchroman", in Dhwan B. N., et al. (eds.): Pharmacology for Health in Asia : Proceedings of Asian Congress of Pharmacology, 15-19 January 1985, New Delhi, India. Ahmedabad: Allied Publishers. 
  3. ^ Nityanand S, et al. (1990). "Clinical evaluation of Centchroman: a new oral contraceptive", in Puri, Chander P.; Van Look, Paul F. A. (eds.): Hormone Antagonists for Fertility Regulation. Bombay: Indian Society for the Study of Reproduction and Fertility. 
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Ormeloxifene". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE