Tìm theo
Acitretin
Các tên gọi khác (10 ) :
  • (all-e)-9-(4-Methoxy-2,3,6-trimethylphenyl)-3,7-dimethyl-2,4,6,8-nonatetraenoic acid
  • Acetretin
  • Acitretin
  • Acitretina
  • Acitretine
  • Acitretinum
  • all-trans-3,7-Dimethyl-9-(4-methoxy-2,3,6-trimethylphenyl)-2,4,6,8-nonatetraenoic acid
  • Etretin
  • Neotigason
  • Soriatane
keratolytic agents
Thuốc Gốc
Small Molecule
CAS: 55079-83-9
ATC: D05BB02
ĐG : Murfreesboro Pharmaceutical Nursing Supply , http://www.unitdosesupply.com
CTHH: C21H26O3
PTK: 326.4293
An oral retinoid effective in the treatment of psoriasis. It is the major metabolite of etretinate with the advantage of a much shorter half-life when compared with etretinate. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H26O3
Phân tử khối
326.4293
Monoisotopic mass
326.188194698
InChI
InChI=1S/C21H26O3/c1-14(8-7-9-15(2)12-21(22)23)10-11-19-16(3)13-20(24-6)18(5)17(19)4/h7-13H,1-6H3,(H,22,23)/b9-7+,11-10+,14-8+,15-12+
InChI Key
InChIKey=IHUNBGSDBOWDMA-AQFIFDHZSA-N
IUPAC Name
(2E,4E,6E,8E)-9-(4-methoxy-2,3,6-trimethylphenyl)-3,7-dimethylnona-2,4,6,8-tetraenoic acid
Traditional IUPAC Name
acitretin
SMILES
COC1=C(C)C(C)=C(\C=C\C(\C)=C\C=C\C(\C)=C\C(O)=O)C(C)=C1
Độ tan chảy
228-230 °C
Độ hòa tan
0.0729 mg/L
logP
6.40
logS
-5.8
pKa (strongest acidic)
5.01
pKa (Strongest Basic)
-4.8
PSA
46.53 Å2
Refractivity
104.17 m3·mol-1
Polarizability
38.54 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
3
H Bond Donor Count
1
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Ghose Filter
true
Dược Lực Học : Acitretin is a retinoid. Retinoids have a structure similar to vitamin A and are involved in the normal growth of skin cells. Acitretin works by inhibiting the excessive cell growth and keratinisation (process by which skin cells become thickened due to the deposition of a protein within them) seen in psoriasis. It therefore reduces the thickening of the skin, plaque formation and scaling.
Cơ Chế Tác Dụng : An oral retinoid effective in the treatment of psoriasis. It is the major metabolite of etretinate with the advantage of a much shorter half-life when compared with etretinate. [PubChem] The mechanism of action of acitretin is unknown, however it is believed to work by targeting specific receptors (retinoid receptors such as RXR and RAR) in the skin which help normalize the growth cycle of skin cells.
Dược Động Học :
▧ Absorption :
Oral absorption of acitretin is optimal when given with food, and is linear and proportional with increasing doses from 25 to 100 mg. Approximately 72% (range 47% to 109%) of the administered dose was absorbed after a single 50 mg dose of acitretin was given to 12 healthy subjects.
▧ Protein binding :
Over 99.9% bound to plasma proteins, primarily albumin.
▧ Metabolism :
Following oral absorption, acitretin undergoes extensive metabolism and interconversion by simple isomerization to its 13-cis form (cis-acitretin). Both parent compound and isomer are further metabolized into chain-shortened breakdown products and conjugates, which are excreted.
▧ Route of Elimination :
Both parent compound and isomer are further metabolized into chain-shortened breakdown products and conjugates, which are excreted. The chain-shortened metabolites and conjugates of acitretin and cis-acitretin are ultimately excreted in the feces (34% to 54%) and urine (16% to 53%).
▧ Half Life :
49 hours (range 33 to 96 hours)
Độc Tính : Oral, rat: LD50 = >4000 mg/kg. Symptoms of overdose include headache and vertigo.
Chỉ Định : For the treatment of severe psoriasis in adults.
Tương Tác Thuốc :
  • Demeclocycline Increased risk of intracranial hypertension
  • Doxycycline Increased risk of intracranial hypertension
  • Methacycline Increased risk of intracranial hypertension
  • Methotrexate Acitretin/etretinate increases the effect and toxicity of methotrexate
  • Minocycline Increased risk of intracranial hypertension.
  • Norethindrone Acitretine may cause a loss of contraceptive effect
  • Oxytetracycline Increased risk of intracranial hypertension
  • Rolitetracycline Increased risk of intracranial hypertension
  • Tetracycline Increased risk of intracranial hypertension
  • Vitamin A Acitretin increases the risk of vitamin A toxicity. Avoid vitamin A supplementation while taking acitretin.
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Neotigason
  • Công ty :
    Sản phẩm biệt dược : Soriatane
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00459
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02754
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0145-0090-25
PharmGKB
http://www.pharmgkb.org/drug/PA448039
Wikipedia
http://en.wikipedia.org/wiki/Acitretin
RxList
http://www.rxlist.com/cgi/generic3/acitretin.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/sor1698.shtml
Drugs.com
http://www.drugs.com/cdi/acitretin.html
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