Tìm theo
Azelaic Acid
Các tên gọi khác (19 ) :
  • 1,7-Dicarboxyheptane
  • 1,7-Heptanedicarboxylic acid
  • 1,9-Nonanedioic acid
  • Acide azélaïque
  • Ácido azelaico
  • Acidum acelaicum
  • Acidum azelaicum
  • Anchoic acid
  • Azelaic acid
  • Azelainsaeure
  • Azelainsäure
  • Azelex
  • Finacea
  • Lepargylic acid
  • N-Nonanedioic acid
  • Nonandisaeure
  • Nonandisäure
  • Nonanedioic acid
  • Skinoren
Thuốc điều trị bệnh da liễu
Thuốc Gốc
Small Molecule
CAS: 123-99-9
ATC: D10AX03
ĐG : Allergan Inc. , http://www.allergan.com
CTHH: C9H16O4
PTK: 188.2209
Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and barley. It is a natural substance that is produced by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. It is effective against a number of skin conditions, such as mild to moderate acne, when applied topically in a cream formulation of 20%. It works in part by stopping the growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C9H16O4
Phân tử khối
188.2209
Monoisotopic mass
188.104859
InChI
InChI=1S/C9H16O4/c10-8(11)6-4-2-1-3-5-7-9(12)13/h1-7H2,(H,10,11)(H,12,13)
InChI Key
InChIKey=BDJRBEYXGGNYIS-UHFFFAOYSA-N
IUPAC Name
nonanedioic acid
Traditional IUPAC Name
azelaic acid
SMILES
OC(=O)CCCCCCCC(O)=O
Độ tan chảy
106.5 °C
Độ sôi
286.5 °C at 1.00E+02 mm Hg
Độ hòa tan
2400 mg/L (at 20 °C)
logP
1.57
logS
-1.89
pKa (strongest acidic)
4.15
PSA
74.6 Å2
Refractivity
46.54 m3·mol-1
Polarizability
20.5 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
-2
Number of Rings
0
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
4.55 (at 25 °C)
Dược Lực Học : Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and barley. It is a natural substance that is produced by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. It is effective against a number of skin conditions, such as mild to moderate acne, when applied topically in a cream formulation of 20%. It works in part by stopping the growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis.
Cơ Chế Tác Dụng : Azelaic acid is a saturated dicarboxylic acid found naturally in wheat, rye, and barley. It is a natural substance that is produced by Malassezia furfur (also known as Pityrosporum ovale), a yeast that lives on normal skin. It is effective against a number of skin conditions, such as mild to moderate acne, when applied topically in a cream formulation of 20%. It works in part by stopping the growth of skin bacteria that cause acne, and by keeping skin pores clear. Azelaic acid's antimicrobial action may be attributable to inhibition of microbial cellular protein synthesis. The exact mechanism of action of azelaic acid is not known. It is thought that azelaic acid manifests its antibacterial effects by inhibiting the synthesis of cellular protein in anaerobic and aerobic bacteria, especially Staphylococcus epidermidis and Propionibacterium acnes. In aerobic bacteria, azelaic acid reversibly inhibits several oxidoreductive enzymes including tyrosinase, mitochondrial enzymes of the respiratory chain, thioredoxin reductase, 5-alpha-reductase, and DNA polymerases. In anaerobic bacteria, azelaic acid impedes glycolysis. Along with these actions, azelaic acid also improves acne vulgaris by normalizing the keratin process and decreasing microcomedo formation. Azelaic acid may be effective against both inflamed and noninflamed lesions. Specifically, azelaic acid reduces the thickness of the stratum corneum, shrinks keratohyalin granules by reducing the amount and distribution of filaggrin (a component of keratohyalin) in epidermal layers, and lowers the number of keratohyalin granules.
Dược Động Học :
▧ Absorption :
Approximately 4% of the topically applied azelaic acid is systemically absorbed.
▧ Metabolism :
Mainly excreted unchanged in the urine but undergoes some b-oxidation to shorter chain dicarboxylic acids.
▧ Route of Elimination :
Azelaic acid is mainly excreted unchanged in the urine, but undergoes some ß-oxidation to shorter chain dicarboxylic acids.
▧ Half Life :
The observed half-lives in healthy subjects are approximately 45 minutes after oral dosing and 12 hours after topical dosing, indicating percutaneous absorption rate-limited kinetics.
Độc Tính : Oral LD50 in rat: >5 g/kg
Chỉ Định : For the topical treatment of mild-to-moderate inflammatory acne vulgaris.
Liều Lượng & Cách Dùng : Cream - Topical
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Azelaic acid flakes
    Giá bán buôn : USD >1.05
    Đơn vị tính : g
  • Biệt dược thương mại : Finacea 15% gel
    Giá bán buôn : USD >2.86
    Đơn vị tính : g
  • Biệt dược thương mại : Azelex 20% cream
    Giá bán buôn : USD >5.21
    Đơn vị tính : g
  • Biệt dược thương mại : Finacea plus kit
    Giá bán buôn : USD >143.15
    Đơn vị tính : kit
  • Biệt dược thương mại : Finacea 15% Gel 50 gm Tube
    Giá bán buôn : USD >162.28
    Đơn vị tính : tube
  • Biệt dược thương mại : Azelex 20% Cream 30 gm Tube
    Giá bán buôn : USD >181.32
    Đơn vị tính : tube
  • Biệt dược thương mại : Azelex 20% Cream 50 gm Tube
    Giá bán buôn : USD >262.74
    Đơn vị tính : tube
Nhà Sản Xuất
  • Công ty : Unia
    Sản phẩm biệt dược : Acne-Derm
  • Công ty : Newai Chem
    Sản phẩm biệt dược : Acnean
  • Công ty : Ego
    Sản phẩm biệt dược : Acnederm
  • Công ty : Z-Jans Pharma
    Sản phẩm biệt dược : Acnesafe
  • Sản phẩm biệt dược : Aknoren
  • Công ty : Everest
    Sản phẩm biệt dược : Ami
  • Công ty : Intermed
    Sản phẩm biệt dược : Arbonid
  • Công ty : Allergan
    Sản phẩm biệt dược : Azelex
  • Công ty : Berlex
    Sản phẩm biệt dược : Finacea
  • Công ty : Berlex
    Sản phẩm biệt dược : Finevin
  • Công ty : Bayer
    Sản phẩm biệt dược : Skinoren
  • Công ty : Farmedia
    Sản phẩm biệt dược : Zumilin
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00548
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2266
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506284
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C08261
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D03034
ChemSpider
http://www.chemspider.com/Chemical-Structure.2179.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/10922-825-02
PharmGKB
http://www.pharmgkb.org/drug/PA164754850
RxList
http://www.rxlist.com/cgi/generic3/azelex.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/aze1043.shtml
Drugs.com
http://www.drugs.com/cdi/azelaic-acid-cream.html
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