Tìm theo
Acadesine
Các tên gọi khác (1) :
  • AICA-riboside
cardiovascular agents
Thuốc Gốc
Small Molecule
CAS: 2627-69-2
CTHH: C9H14N4O5
PTK: 258.2313
Acadesine (AICA-riboside) is a purine nucleoside analog with anti-ischemic properties that is currently being studied (Phase 3) for the prevention of adverse cardiovascular outcomes in patients undergoing coronary artery bypass graft (CABG) surgery. It is being developed jointly by PeriCor and Schering-Plough. Acadesine has been granted Orphan Drug Designation for B-CLL in the EU.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C9H14N4O5
Phân tử khối
258.2313
Monoisotopic mass
258.096419578
InChI
InChI=1S/C9H14N4O5/c10-7-4(8(11)17)12-2-13(7)9-6(16)5(15)3(1-14)18-9/h2-3,5-6,9,14-16H,1,10H2,(H2,11,17)/t3-,5-,6-,9-/m1/s1
InChI Key
InChIKey=RTRQQBHATOEIAF-UUOKFMHZSA-N
IUPAC Name
5-amino-1-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-imidazole-4-carboxamide
Traditional IUPAC Name
acadesine
SMILES
NC(=O)C1=C(N)N(C=N1)[C@@H]1O[C@H](CO)[C@@H](O)[C@H]1O
Độ tan chảy
213 dec °C
Độ hòa tan
2.50e+01 g/l
logP
-2.6
logS
-1
pKa (strongest acidic)
12.45
pKa (Strongest Basic)
4.82
PSA
156.85 Å2
Refractivity
58.27 m3·mol-1
Polarizability
24.23 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
7
H Bond Donor Count
5
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Dược Lực Học : Acadesine has been shown to induce cell death apoptosis selectively in B-cells taken from healthy subjects and patients with B-CLL, with little effect on T-cells. As T-cells have an important role in fighting infection, it is anticipated that patients treated with acadesine will have a reduced risk of serious infections compared to those on current chemotherapies.
Cơ Chế Tác Dụng : Acadesine (AICA-riboside) is a purine nucleoside analog with anti-ischemic properties that is currently being studied (Phase 3) for the prevention of adverse cardiovascular outcomes in patients undergoing coronary artery bypass graft (CABG) surgery. It is being developed jointly by PeriCor and Schering-Plough. Acadesine has been granted Orphan Drug Designation for B-CLL in the EU. The mechanism by which acadesine selectively kills B-cells is not yet fully elucidated. The action of acadesine does not require the tumour suppressor protein p53 like other treatments. This is important, as p53 is often missing or defective in cancerous B-cells. Studies have shown acadesine activates AMPK and induces apoptosis in B-cell chronic lymphocytic leukemia cells but not in T lymphocytes.
Dược Động Học :

▧ Protein binding :
Negligible (approximately 1%)
▧ Half Life :
1 week
Chỉ Định : Investigated for use/treatment in cardiac reperfusion injury, cardiovascular disorders, and coronary artery disease.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Acadra
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB04944
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=17513
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=14774569
ChemSpider
http://www.chemspider.com/Chemical-Structure.16560.html
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