Tìm theo
Alprostadil
Các tên gọi khác (17 ) :
  • (11alpha,13e,15S)-11,15-Dihydroxy-9-oxoprost-13-en-1-oic acid
  • (13e)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
  • 11alpha,15alpha-Dihydroxy-9-oxo-13-trans-prostenoic acid
  • Alprostadil
  • Alprostadil
  • Alprostadil
  • Alprostadil Alfadex
  • Alprostadilum
  • Befar
  • Caverject
  • Edex
  • Muse
  • PGE-1
  • PGE₁
  • PGE1 α-CD
  • Prostaglandin e1
  • Prostin vr
Thuốc Gốc
Small Molecule
CAS: 745-65-3
ATC: C01EA01, G04BE01
ĐG : Bedford Labs , http://www.bedfordlabs.com
CTHH: C20H34O5
PTK: 354.481
Alprostadil is produced endogenously and causes vasodilation by means of a direct effect on vascular and ductus arteriosus (DA) smooth muscle, preventing or reversing the functional closure of the DA that occurs shortly after birth. This results in increased pulmonary or systemic blood flow in infants. In infants, it is used for palliative, not definitive, therapy to temporarily maintain the patency of the ductus arteriosus until corrective or palliative surgery can be performed in neonates who have congenital heart defects and who depend upon the patent ductus for survival. In adults, it is used for the treatment of erectile dysfunction due to neurogenic, vasculogenic, psychogenic, or mixed etiology.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H34O5
Phân tử khối
354.481
Monoisotopic mass
354.240624198
InChI
InChI=1S/C20H34O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h12-13,15-17,19,21,23H,2-11,14H2,1H3,(H,24,25)/b13-12+/t15-,16+,17+,19+/m0/s1
InChI Key
InChIKey=GMVPRGQOIOIIMI-DWKJAMRDSA-N
IUPAC Name
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
Traditional IUPAC Name
7-[(1R,2R,3R)-3-hydroxy-2-[(3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]heptanoic acid
SMILES
CCCCC[C@H](O)C=C[C@H]1[C@H](O)CC(=O)[C@@H]1CCCCCCC(O)=O
Độ tan chảy
115-116 °C
Độ hòa tan
26.7 mg/L
logP
3.20
logS
-3.6
pKa (strongest acidic)
4.35
pKa (Strongest Basic)
-1.6
PSA
94.83 Å2
Refractivity
98.32 m3·mol-1
Polarizability
41.88 Å3
Rotatable Bond Count
13
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
4.85 (at 25 °C)
Dược Lực Học : Alprostadil (prostaglandin E1) is produced endogenously to relax vascular smooth muscle and cause vasodilation. In adult males, the vasodilatory effects of alprostadil on the cavernosal arteries and the trabecular smooth muscle of the corpora cavernosa result in rapid arteriolar inflow and expansion of the lacunar spaces within the corpora. As the expanded corporal sinusoids are compressed against the tunica albuginea, venous outflow through the subtunical vessels is impeded and penile rigidity develops. This is referred to as the corporal veno-occlusive mechanism. In infants, the vasodilatory effects of alprostadil increase pulmonary or systemic blood flow.
Cơ Chế Tác Dụng : Alprostadil is produced endogenously and causes vasodilation by means of a direct effect on vascular and ductus arteriosus (DA) smooth muscle, preventing or reversing the functional closure of the DA that occurs shortly after birth. This results in increased pulmonary or systemic blood flow in infants. In infants, it is used for palliative, not definitive, therapy to temporarily maintain the patency of the ductus arteriosus until corrective or palliative surgery can be performed in neonates who have congenital heart defects and who depend upon the patent ductus for survival. In adults, it is used for the treatment of erectile dysfunction due to neurogenic, vasculogenic, psychogenic, or mixed etiology. Alprostadil causes vasodilation by means of a direct effect on vascular and ductus arteriosus (DA) smooth muscle, preventing or reversing the functional closure of the DA that occurs shortly after birth. This is because, as a form of prostaglandinE1 (PGE1) it has multiple effects on blood flow. This results in increased pulmonary or systemic blood flow in infants. In cyanotic congenital heart disease, alprostadil's actions result in an increased oxygen supply to the tissues. In infants with interrupted aortic arch or very severe aortic coarctation, alprostadil maintains distal aortic perfusion by permitting blood flow through the DA from the pulmonary artery to the aorta. In infants with aortic coarctation, alprostadil reduces aortic obstruction either by relaxing ductus tissue in the aortic wall or by increasing effective aortic diameter by dilating the DA. In infants with these aortic arch anomalies, systemic blood flow to the lower body is increased, improving tissue oxygen supply and renal perfusion. When administered by intracavernosal injection or as an intraurethral suppository, alprostadil acts locally to relax the trabecular smooth muscle of the corpora cavernosa and the cavernosal arteries. Swelling, elongation, and rigidity of the penis result when arterial blood rapidly flows into the corpus cavernosum to expand the lacunar spaces. The entrapped blood reduces the venous blood outflow as sinusoids compress against the tunica albuginea.
Dược Động Học :
▧ Absorption :
The absolute bioavailability of alprostadil has not been determined.
▧ Protein binding :
Bound in plasma primarily to albumin (81% bound) and to a lesser extent alpha-globulin IV-4 fraction (55% bound).
▧ Metabolism :
Alprostadil must be infused continuously because it is very rapidly metabolized. As much as 80% of the circulating alprostadil may be metabolized in one pass through the lungs, primarily by beta- and omega-oxidation.
▧ Route of Elimination :
Alprostadil must be infused continuously because it is very rapidly metabolized. As much as 80% of the circulating alprostadil may be metabolized in one pass through the lungs, primarily by β- and ω-oxidation. The metabolites are excreted primarily by the kidney, and excretion is essentially complete within 24 hours after administration.
▧ Half Life :
5 to 10 minutes (after a single dose), in healthy adults and neonates.
Độc Tính : Oral, mouse: LD50 = 186 mg/kg; Oral, rat: LD50 = 228 mg/kg. Apnea, bradycardia, pyrexia, hypotension, and flushing may be signs of drug overdosage.
Chỉ Định : For palliative, not definitive, therapy to temporarily maintain the patency of the ductus arteriosus until corrective or palliative surgery can be performed in neonates who have congenital heart defects and who depend upon the patent ductus for survival. Also for the treatment of erectile dysfunction due to neurogenic, vasculogenic, psychogenic, or mixed etiology.
Liều Lượng & Cách Dùng : Liquid - Intravenous
Solution - Intra-arterial
Suppository - Urethral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Alista
  • Công ty : Bedford
    Sản phẩm biệt dược : Alprostadil
  • Công ty : Zentiva
    Sản phẩm biệt dược : Alprostan
  • Công ty : Closter
    Sản phẩm biệt dược : Alprostapint
  • Công ty : Recordati
    Sản phẩm biệt dược : Alprostar
  • Công ty : Pfizer
    Sản phẩm biệt dược : Alprostin
  • Công ty :
    Sản phẩm biệt dược : Alprox-TD
  • Sản phẩm biệt dược : Altesil
  • Công ty : Fuji Yakuhin
    Sản phẩm biệt dược : Alyprost
  • Công ty : Fuji Yakuhin
    Sản phẩm biệt dược : Apistandin
  • Công ty : Libbs
    Sản phẩm biệt dược : Aplicav
  • Công ty : Nexmed
    Sản phẩm biệt dược : Befar
  • Sản phẩm biệt dược : Bolesi
  • Công ty : Meda
    Sản phẩm biệt dược : Bondil
  • Công ty : Fada
    Sản phẩm biệt dược : Cardiobron
  • Công ty : Pfizer
    Sản phẩm biệt dược : Caverject
  • Công ty : Pfizer
    Sản phẩm biệt dược : Caverject DC
  • Công ty : Pfizer
    Sản phẩm biệt dược : Caverject Dual
  • Công ty : Schwarz
    Sản phẩm biệt dược : Edex
  • Công ty : Welfide
    Sản phẩm biệt dược : Eglandin
  • Công ty :
    Sản phẩm biệt dược : Femprox
  • Sản phẩm biệt dược : Kai Tong
  • Sản phẩm biệt dược : Kaishi
  • Công ty : Zentiva
    Sản phẩm biệt dược : Karon
  • Sản phẩm biệt dược : Liple
  • Công ty : Pfizer
    Sản phẩm biệt dược : Minprog
  • Công ty : AstraZeneca
    Sản phẩm biệt dược : Muse
  • Công ty : Taisho Yakuhin
    Sản phẩm biệt dược : Palux
  • Công ty : Gebro
    Sản phẩm biệt dược : Pridax
  • Sản phẩm biệt dược : Prink
  • Công ty : Pfizer
    Sản phẩm biệt dược : Prolisina VR
  • Công ty : Ono Yakuhin
    Sản phẩm biệt dược : Prostandin
  • Công ty : Schwarz
    Sản phẩm biệt dược : Prostavasin
  • Công ty : Pfizer
    Sản phẩm biệt dược : Prostin VR
  • Công ty : Pfizer
    Sản phẩm biệt dược : Prostin VR Pediatric
  • Công ty : Pfizer
    Sản phẩm biệt dược : Prostivas
  • Công ty : Esteve
    Sản phẩm biệt dược : Sugiran
  • Công ty : Takata Seiyaku
    Sản phẩm biệt dược : Tandetron
  • Công ty :
    Sản phẩm biệt dược : Topiglan
  • Công ty : Bayer
    Sản phẩm biệt dược : Vasaprostan
  • Công ty : UCB
    Sản phẩm biệt dược : Vasoprost
  • Công ty : Kevelt
    Sản phẩm biệt dược : Vasostenoon
  • Công ty : UCB
    Sản phẩm biệt dược : Viridal
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00770
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5280723
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508029
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C04741
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00180
ChemSpider
http://www.chemspider.com/Chemical-Structure.131636.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0703-1501-02
PharmGKB
http://www.pharmgkb.org/drug/PA448334
Wikipedia
http://en.wikipedia.org/wiki/Alprostadil
RxList
http://www.rxlist.com/cgi/generic/alprostadil.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/cav1073.shtml
Drugs.com
http://www.drugs.com/cdi/alprostadil.html
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