Tìm theo
Iloprost
Thuốc tim mạch
Thuốc Gốc
Small Molecule
CAS: 78919-13-8
ATC: B01AC11
ĐG : Actelion Pharmaceuticals Inc. , http://www.actelion.com
CTHH: C30H38O5
PTK: 478.6197
Iloprost is a synthetic analogue of prostacyclin PGI2. Iloprost dilates systemic and pulmonary arterial vascular beds. It is used to treat pulmonary arterial hypertension (PAH).
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C30H38O5
Phân tử khối
478.6197
Monoisotopic mass
478.271924326
InChI
InChI=1S/C30H38O5/c1-3-4-10-21(2)27(31)16-15-25-26-18-22(17-24(26)19-28(25)32)11-8-9-14-30(34)35-20-29(33)23-12-6-5-7-13-23/h5-7,11-13,15-16,21,24-28,31-32H,8-10,14,17-20H2,1-2H3/b16-15+,22-11-
InChI Key
InChIKey=CZUMMMDKQYRZDP-JCAXBLPDSA-N
IUPAC Name
2-oxo-2-phenylethyl 5-[(2Z)-5-hydroxy-4-[(1E)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-octahydropentalen-2-ylidene]pentanoate
Traditional IUPAC Name
2-oxo-2-phenylethyl 5-[(2Z)-5-hydroxy-4-[(1E)-3-hydroxy-4-methyloct-1-en-6-yn-1-yl]-hexahydro-1H-pentalen-2-ylidene]pentanoate
SMILES
CC#CCC(C)C(O)\C=C\C1C(O)CC2C\C(CC12)=C\CCCC(=O)OCC(=O)C1=CC=CC=C1
Độ hòa tan
Very slightly soluble
logP
4.8
logS
-5.4
pKa (strongest acidic)
13.72
pKa (Strongest Basic)
-0.87
PSA
83.83 Å2
Refractivity
139.85 m3·mol-1
Polarizability
55.4 Å3
Rotatable Bond Count
13
H Bond Acceptor Count
4
H Bond Donor Count
2
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
MDDR-Like Rule
true
Dược Lực Học : Iloprost is a synthetic analogue of prostacyclin PGI2. Iloprost dilates systemic and pulmonary arterial vascular beds. It also affects platelet aggregation but the relevance of this effect to the treatment of pulmonary hypertension is unknown. The two diastereoisomers of iloprost differ in their potency in dilating blood vessels, with the 4S isomer substantially more potent than the 4R isomer.
Cơ Chế Tác Dụng : Iloprost is a synthetic analogue of prostacyclin PGI2. Iloprost dilates systemic and pulmonary arterial vascular beds. It is used to treat pulmonary arterial hypertension (PAH). Iloprost is a second generation structural analog of prostacyclin (PGI) with about ten-fold greater potency than the first generation stable analogs, such as carbaprostacyclin. Iloprost binds with equal affinity to human prostacyclin (Prostanoid IP) and prostaglandin EP1 receptors. Iloprost constricts the ilium and fundus circular smooth muscle as strongly as prostaglandin E2 (PGE2) itself. Iloprost inhibits the ADP, thrombin, and collagen-induced aggregation of human platelets. In whole animals, iloprost acts as a vasodilator, hypotensive, antidiuretic, and prolongs bleeding time. All of these properties help to antagonize the pathological changes that take place in the small pulmonary arteries of patients with pulmonary hypertension.
Dược Động Học :
▧ Absorption :
Rapidly absorbed with bioavailability of 63%
▧ Volume of Distribution :
* 0.7 to 0.8 L/kg
▧ Protein binding :
60%
▧ Metabolism :
Primarily hepatic. Iloprost is metabolized principally via beta-oxidation of the carboxyl side chain.
▧ Half Life :
20-30 minutes
▧ Clearance :
* 20 mL/min/kg [Normal subjects]
Độc Tính : Overdoses can lead to hypotension, headache, flushing, nausea, vomiting, and diarrhea.
Chỉ Định : Used for the treatment of pulmonary arterial hypertension.
Tương Tác Thuốc :
  • Trandolapril The prostacyclin analogue, Iloprost, may increase the hypotensive effect of Trandolapril.
Liều Lượng & Cách Dùng : Solution - Respiratory (inhalation)
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Ventavis
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01088
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6443959
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507818
ChemSpider
http://www.chemspider.com/Chemical-Structure.4947911.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/66215-302-30
PharmGKB
http://www.pharmgkb.org/drug/PA164746843
Wikipedia
http://en.wikipedia.org/wiki/Iloprost
RxList
http://www.rxlist.com/cgi/generic4/ventavis.htm
Drugs.com
http://www.drugs.com/cdi/iloprost.html
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