Name | Viaminate |
Synonyms | Hestidate Viaminate ViaMinati VIAMINATE 4-(carboethoxyphenyl)retinamide N-(4-CARBETHOXYPHENYL)RETINAMIDE N-(4-Ethoxycarbophenyl)retinamide n-(4-ethoxycarbophenyl)retinamide RetinaMide, N-[4-(ethoxycarbonyl)phenyl]- Ethyl 4-(3,7-diMethyl-9-(2,6,6-triMethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenaMido)benzoate |
CAS | 53839-71-7 |
EINECS | 000-000-0 |
InChI | InChI=1/C29H37NO3/c1-7-33-28(32)24-14-16-25(17-15-24)30-27(31)20-22(3)11-8-10-21(2)13-18-26-23(4)12-9-19-29(26,5)6/h8,10-11,13-18,20H,7,9,12,19H2,1-6H3,(H,30,31)/b11-8+,18-13+,21-10+,22-20+ |
Molecular Formula | C29H37NO3 |
Molar Mass | 447.61 |
Density | 1.071±0.06 g/cm3(Predicted) |
Melting Point | 125 - 172°C |
Boling Point | 619.4±47.0 °C(Predicted) |
Solubility | Easily soluble in water, almost insoluble in ethanol, acetone, and chloroform |
Appearance | Yellow crystalline powder |
Color | Pale Yellow to Light Yellow |
pKa | 12.49±0.70(Predicted) |
Storage Condition | 2-8°C |
Stability | Light Sensitive |
MDL | MFCD01684778 |
Use | For the treatment of acne, intractable skin diseases |
Introduction | Viamine ester is a derivative of tretinoin with a structural formula similar to all-trans tretinoin. The mechanism of action is similar to 13-cis-tretinoin and aromatic tretinoin, but the side effects are lighter than all-trans tretinoin. Oral administration can regulate and control the differentiation and growth of epithelial cells, inhibit keratinization, reduce sebum secretion, inhibit the keratinization process of keratinocytes, restore abnormal keratinization to normal, inhibit the growth of Propionibacterium acnes, and regulate immunity and Anti-inflammatory effect. It is clinically suitable for the treatment of acne, and can also be used for facial disseminated miliary lupus, pityriasis rubra, follicular keratosis, various types of ichthyosis, metacarpal toe keratosis, oral mucosal leukoplakia and mycosis fungoides. The picture shows the structural formula of viaminate |
Physical and chemical properties | Yellow crystals, insoluble in water, easily soluble in chloroform, alcohol, ether and other organic solvents, sensitive to light, and can promote epithelial cell differentiation and Normal keratinization process, inhibit excessive keratinization of sebaceous duct epithelium, reduce sebum secretion, inhibit the growth of Propionibacterium acnes, and have immunomodulatory and anti-inflammatory effects, so as to block multiple links of acne formation, it is an effective drug for the treatment of moderate and severe acne. |
Pharmacological effects | Viamine ester is a derivative of retinoic acid, the structural formula is similar to all-trans retinoic acid, and the mechanism of action is more similar to 13-cis-retinoic acid and aromatic retinoic acid, but the side effects are lighter than all-trans retinoic acid. Oral administration can regulate and control the differentiation and growth of epithelial cells, inhibit keratinization, reduce sebum secretion, inhibit the keratinization process of keratinocytes, restore abnormal keratinization to normal, inhibit the growth of Propionibacterium acnes, and regulate immunity and Anti-inflammatory effect. It also has the effect of removing wrinkles, reducing stains and increasing skin elasticity. |
pharmacokinetics | most of this product is absorbed through intestinal tract after oral administration, and excreted from urine and stool after metabolism by liver and gallbladder. Healthy men take this product 10mg orally on an empty stomach, the peak time is 2.612±0.778 hours, the blood peak concentration is 17.496±8.992 μg/ml, and the half-life (t1/2) is 2.378±0.871 hours. |
drug interaction | 1. when combined with isotretinoin and tetracycline, it can cause "pseudo brain tumor" to cause increased intracranial pressure, headache and visual impairment. 2. When combined with vitamin A, it can produce similar symptoms of vitamin A overdose and should not be used together. 3. The combination with methotrexate can increase the blood concentration of the latter and cause poisoning. |
Indications | Viaminate is the first generation of retinoic acid drugs developed and produced by my country. It is used to treat moderate to severe acne and is effective against ichthyosis, Psoriasis, lichen skin diseases and certain keratotic abnormal skin diseases also have certain curative effects. Viaminate capsules are widely used clinically as a classic drug for the treatment of acne. It has a good effect on moderate to severe acne, including acne with nodules and cysts, because acne is in the critical stage of growth and development. There is a higher incidence in young women of childbearing age. |
usage and dosage | oral administration: adults take 25 mg once, 3 times a day, continuously or at a dose of 1.2~2.0 mg/kg per day. For intractable skin diseases, 4 months is generally a course of treatment. |
taboo | 1. Pregnant and lactating women are prohibited. 2. Those who are allergic to this product are prohibited. 3. Severe diabetes, lipid metabolism disorders, vitamin A excess is prohibited. 4. Severe liver and kidney dysfunction is prohibited. |
precautions | 1. this product has strong teratogenicity. pregnancy is strictly prohibited for female patients during medication and within half a year after drug withdrawal. 2. It is forbidden to take with vitamin A. 3. Alcoholics use with caution. 4. Avoid excessive exposure to strong sunlight or ultraviolet light. 5. Not suitable for acute and subacute dermatitis, eczema skin diseases and skin folds. 6. Avoid contact with eyes and mucous membranes. |
preparation | 240kg of dichloromethane, 17kg(105.4mol) of benzocaine and 20kg of triethylamine are put into the reaction tank, 42kg of formyl chloride (131.7mol) is diluted with appropriate amount of dichloromethane, slowly added into the reaction tank at -3 ℃ ~ 5, after addition, reacted at 30~35 ℃ for 2 hours, and distilled under reduced pressure, after a large amount of solid is precipitated in the tank, 60kg of 95% ethanol is added, stirred, cooled and crystallified, centrifuged, washed and dried to obtain 48.9kg of viaminate finished product with 83.0% yield and 99.0% purity. |