Isotretinoin
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Molecular Structure
Detailed Description
CAS 4759-48-2 Isotretinoin
Product Name: Isotretinoin (Roaccutane),Accutane
Synonyms: 13-cis retinoic acid ;Isoretinoin;isotrex;neovitaminaacid;roaccutane;teriosal;Lsotretinoin
CAS No.: 4759-48-2
EINECS No.: 225-296-0
Molecular Formula: C20H28O2
Molecular Weight: 300.44
Melting point: 172-175 °C(lit.)
Appearance: orange red crystal
Grade:Pharmaceutical grade
Application: drug for skin use
Isotretinoin,also known as 13-cis retinoic acid and first marketed as Accutane by Hoffmann-La Roche, is an oral pharmaceutical drug primarily used to treat cystic acne. Rarely, it is also used to prevent certain skin cancers (squamous-cell carcinoma), and in the treatment of other cancers. It is used to treat harlequin-type ichthyosis, a usually lethal skin disease, and lamellar ichthyosis. It is a retinoid, meaning it is related to vitamin A, and is found in small quantities naturally in the body. Its isomer, tretinoin, is also an acne drug.
Isotretinoin is primarily used as a treatment for severe acne. The most common adverse effects are a transient worsening of acne (lasting 2-3 weeks), dry lips (cheilitis), dry and fragile skin, and an increased susceptibility to sunburn. Uncommon and rare side effects include: muscle aches and pains (myalgias), and headaches. Isotretinoin is known to cause birth defects due to in utero exposure because of the molecule's close resemblance to retinoic acid, a natural vitamin A derivative which controls normal embryonic development.
In the United States a special procedure is required to obtain the pharmaceutical. In most other countries a consent form is required which explains these risks. Women taking isotretinoin must not get pregnant during, and for 1 month after isotretinoin therapy. Sexual abstinence, or effective contraception is mandatory during this period. Barrier methods by themselves (such as condoms) are not considered adequate due to the unacceptable failure rates of approximately 3%. Women who fall pregnant whilst on isotretinoin therapy are generally counselled to have a termination. Isotretinoin has no effect on male reproduction.
Isotretinoin is used primarily for severe cystic acne and acne that has not responded to other treatments.Acne treatment usually begins with topical retinoids ,in combination with topical antibiotics or antiseptics , followed by oral antibiotics .In women a cyproterone acetate-containing contraceptive pill can be useful if there are no contraindications.
In cases of hormonal acne, such as in women in their 20s and 30s with cyclical acne, often a course of isotretinoin can permanently improve acne obviating the need for lifelong hormonal manipulation.
- Isotretinoin