Tìm theo
Hydroxystilbamidine Isethionate
Các tên gọi khác (1) :
  • HSB
antimalarials, anti trypanosomal agents, antimycotic agents
Thuốc Gốc
Small Molecule
CAS: 533-22-2
CTHH: C20H28N4O9S2
PTK: 532.588
Hydroxystilbamidine Isethionate is used in the therapy of some patients with nonprogressive blastomycosis of the skin, and pulmonary or systemic blastomycosis in children, with fewer side effects than amphotericin B. Hydroxystilbamidine Isethionate is also used in pathology for diagnostic purposes.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H28N4O9S2
Phân tử khối
532.588
Monoisotopic mass
532.129769894
InChI
InChI=1S/C16H16N4O.2C2H6O4S/c17-15(18)12-5-2-10(3-6-12)1-4-11-7-8-13(16(19)20)9-14(11)21;2*3-1-2-7(4,5)6/h1-9H,17-18H2,(H3,19,20);2*3H,1-2H2,(H,4,5,6)/b11-4-;;
InChI Key
InChIKey=VIDDZUWWPMDEHU-LTTFOTGMSA-N
IUPAC Name
(4Z)-4-{2-[4-(diaminomethylidene)cyclohexa-2,5-dien-1-ylidene]ethylidene}-3-oxocyclohexa-1,5-diene-1-carboximidamide; bis(2-hydroxyethane-1-sulfonic acid)
Traditional IUPAC Name
(4Z)-4-{2-[4-(diaminomethylidene)cyclohexa-2,5-dien-1-ylidene]ethylidene}-3-oxocyclohexa-1,5-diene-1-carboximidamide; bis(isethionic acid)
SMILES
OCCS(O)(=O)=O.OCCS(O)(=O)=O.NC(N)=C1C=CC(=C\C=C2\C=CC(=CC2=O)C(N)=N)C=C1
Độ tan chảy
286
logP
1.679
pKa (Strongest Basic)
11.08
PSA
118.98 Å2
Refractivity
110.66 m3·mol-1
Polarizability
30.93 Å3
Rotatable Bond Count
6
H Bond Acceptor Count
5
H Bond Donor Count
4
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Dược Lực Học : Hydroxystilbamidine isethionate is a member of the diamidines, a large family of biochemially and pharmacologically interesting compounds. It has a rather unusual combination of properties, exhibiting antitrypanosomal, antimaliarial, antifungal and carcinostatic activities. It also appears to act as an immunosuppressant. This drug may be used in the treatment of blastomycosis, a disease cased by the dimorphic fungus or mold called Blastomyces dermatitids. Blastomycosis is a pulmonary infection that can lead to fever, cough and (rarely) symptoms similar to tuberculosis. Hydroxystilbamidine has largely been replaced with amphotericin B.
Cơ Chế Tác Dụng : Hydroxystilbamidine Isethionate is used in the therapy of some patients with nonprogressive blastomycosis of the skin, and pulmonary or systemic blastomycosis in children, with fewer side effects than amphotericin B. Hydroxystilbamidine Isethionate is also used in pathology for diagnostic purposes. Hydroxystilbamidine isethionate (HSB) acts on extracellular DNA and lysosomes. In Trypanosomes there is extensive and selective binding of HSB to the kinetoplastic DNA. This inhibits cell division and reproduction. In yeast there is evidence of binding to extranuclear DNA causing numerous mutations. HSB is also taken up in the lysosomes and leads to a significant increase in the number of lysosome-like bodies and secretion granules in trypanosomal organisms. HSB may also stabilize lysosomal membranes. HSB has also been found to bind RNA and is a powerful inhibitor of cellular ribonucleases.
Chỉ Định : Used in the treatment of nonprogressive blastomycosis of the skin and other mycoses.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty : Merrell-National
    Sản phẩm biệt dược : Hydroxystilbamidin lsethionate
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01040
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=16051924
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508302
ChemSpider
http://www.chemspider.com/Chemical-Structure.13180289.html
PharmGKB
http://www.pharmgkb.org/drug/PA164745514
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