Tìm theo
Tazarotene
Các tên gọi khác (6 ) :
  • Avage
  • Tazarotene
  • Tazaroteno
  • Tazarotenum
  • Tazorac
  • Zorac
dermatologic agents, keratolytic agents, teratogens, prodrugs
Thuốc Gốc
Small Molecule
CAS: 118292-40-3
ATC: D05AX05
ĐG : Allergan Inc. , http://www.allergan.com
CTHH: C21H21NO2S
PTK: 351.462
Tazarotene (marketed as Tazorac®, Avage® and Zorac®) is a prescription topical retinoid sold as a cream or gel. This medication is approved for treatment of psoriasis, acne, and sun damaged skin (photodamage). [Wikipedia]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H21NO2S
Phân tử khối
351.462
Monoisotopic mass
351.129299611
InChI
InChI=1S/C21H21NO2S/c1-4-24-20(23)16-7-9-17(22-14-16)8-5-15-6-10-19-18(13-15)21(2,3)11-12-25-19/h6-7,9-10,13-14H,4,11-12H2,1-3H3
InChI Key
InChIKey=OGQICQVSFDPSEI-UHFFFAOYSA-N
IUPAC Name
ethyl 6-[2-(4,4-dimethyl-3,4-dihydro-2H-1-benzothiopyran-6-yl)ethynyl]pyridine-3-carboxylate
Traditional IUPAC Name
tazarotene
SMILES
CCOC(=O)C1=CN=C(C=C1)C#CC1=CC2=C(SCCC2(C)C)C=C1
Độ hòa tan
Soluble
logP
5.6
logS
-5.7
pKa (Strongest Basic)
1.23
PSA
39.19 Å2
Refractivity
97.88 m3·mol-1
Polarizability
40.31 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
2
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Tazarotene is a prodrug and a member of the acetylenic class of retinoids. Following topical application, tazarotene undergoes esterase hydrolysis to form its active metabolite, tazarotenic acid. When treating acne tazarotene may be taken in conjunction with an oral antibiotic. Tazarotene has been shown in peer-reviewed double blinded studies to reduce: mottling and hyperpigmentation, sallowness, fine wrinkling and coarse wrinkling in sun damaged skin. Histological studies have shown that long term (greater than 1 year) use of Tazarotene is associated with a significant reduction in atypical melanocytes and keratocytes - cells considered to be precursors of skin cancer. Some studies have shown long term use of Tazarotene to be associated with increased collagen production and better organization of skin collagen bundles.
Cơ Chế Tác Dụng : Tazarotene (marketed as Tazorac®, Avage® and Zorac®) is a prescription topical retinoid sold as a cream or gel. This medication is approved for treatment of psoriasis, acne, and sun damaged skin (photodamage). [Wikipedia] Although the exact mechanism of tazarotene action is not known, studies have shown that the active form of the drug (tazarotenic acid) binds to all three members of the retinoic acid receptor (RAR) family: RARa, RARb, and RARg, but shows relative selectivity for RARb, and RARg and may modify gene expression. It also has affinity for RXR receptors.
Dược Động Học :
▧ Absorption :
Minimal systemic absorption of tazarotene occurs due to its rapid metabolism in the skin to the active metabolite, tazarotenic acid, which can be systemically absorbed and further metabolized. Gender had no influence on the systemic bioavailability of tazarotenic acid.
▧ Protein binding :
The active form of the drug, tazarotenic acid, is highly bound to plasma proteins (>99%).
▧ Metabolism :
Undergoes esterase hydrolysis in skin to form its active metabolite, tazarotenic acid. Tazarotenic acid is further metabolized in skin and, after systemic absorption, hepatically metabolized to sulfoxides, sulfones, and other polar products for elimination.
▧ Route of Elimination :
Tazarotene and tazarotenic acid were metabolized to sulfoxides, sulfones and other polar metabolites which were eliminated through urinary and fecal pathways.
▧ Half Life :
The half-life of the active form of the drug, tazarotenic acid, is approximately 18 hours in normal and psoriatic patients.
Độc Tính : Excessive topical use may lead to marked redness, peeling, or discomfort. Oral ingestion of the drug may affect liver function causing hypertriglyceridemia. Other symptoms may include conjunctival irritation, hair loss, headache, edema, fatigue, dermatitis, nausea, and visual disturbances. Oral administration of this material to rats and rabbits at doses of 0.20 mg/kg/day (rabbits) and 0.25 mg/kg/day (rats) resulted in developmental toxicity. A no effect level of 0.05 mg/kg/day was established. Similar teratogenic effects have been reported for other retinoid compounds.
Chỉ Định : Used to treat psoriasis, acne and sun damaged skin (photodamage).
Liều Lượng & Cách Dùng : Cream - Topical
Gel - Topical
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Fabior
  • Công ty :
    Sản phẩm biệt dược : Tazorac
  • Công ty :
    Sản phẩm biệt dược : Zorac
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00799
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5381
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508992
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C12531
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D01132
ChemSpider
http://www.chemspider.com/Chemical-Structure.5188.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0023-9236-30
PharmGKB
http://www.pharmgkb.org/drug/PA164746821
Wikipedia
http://en.wikipedia.org/wiki/Tazarotene
RxList
http://www.rxlist.com/cgi/generic3/avage.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/taz1429.shtml
Drugs.com
http://www.drugs.com/cdi/tazarotene-cream.html
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