Tìm theo
iontophoretic acyclovir
Thuốc Gốc
Small Molecule
CTHH: C8H11N5O3
PTK: 225.2046
Acyclovir which has chemical name as acycloguanosine, is a guanine analogue antiviral drug, marketed under trade names such as Zovirax and Zovir (GSK). One of the most commonly-used antiviral drugs, it is primarily used for the treatment of herpes simplex virus infections, as well as in the treatment of herpes zoster (shingles).
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C8H11N5O3
Phân tử khối
225.2046
Monoisotopic mass
225.086189243
InChI
InChI=1S/C8H11N5O3/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14/h3,14H,1-2,4H2,(H3,9,11,12,15)
InChI Key
InChIKey=MKUXAQIIEYXACX-UHFFFAOYSA-N
IUPAC Name
2-amino-9-[(2-hydroxyethoxy)methyl]-6,9-dihydro-3H-purin-6-one
Traditional IUPAC Name
aciclovir
SMILES
NC1=NC(=O)C2=C(N1)N(COCCO)C=N2
Độ hòa tan
9.08e+00 g/l
logP
-1
logS
-1.4
pKa (strongest acidic)
7.99
pKa (Strongest Basic)
2.63
PSA
114.76 Å2
Refractivity
54.63 m3·mol-1
Polarizability
21.51 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
7
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Cơ Chế Tác Dụng : Acyclovir which has chemical name as acycloguanosine, is a guanine analogue antiviral drug, marketed under trade names such as Zovirax and Zovir (GSK). One of the most commonly-used antiviral drugs, it is primarily used for the treatment of herpes simplex virus infections, as well as in the treatment of herpes zoster (shingles). The nominal efficacy of the topical formulation, acyclovir for the treatment of herpes labialis is due to inadequate penetration of the drug into the target site of infection, basal epidermis. To resolve this problem, a low-voltage, wireless, hand-held, computer-controlled, iontophoretic applicator has been developed to enhance the skin penetration of topical acyclovir. Aciclovir can be considered a prodrug: it is administered in an inactive (or less active form) and is metabolised into a more active species after administration. Acylovir differs from previous nucleoside analogues in that it contains only a partial nucleoside structure: the sugar ring is replaced by an open-chain structure. It is selectively converted into acyclo-guanosine monophosphate (acyclo-GMP) by viral thymidine kinase, which is far more effective (3000 times) in phosphorylation than cellular thymidine kinase. Subsequently, the monophosphate form is further phosphorylated into the active triphosphate form, acyclo-guanosine triphosphate (acyclo-GTP), by cellular kinases. Acyclo-GTP is a very potent inhibitor of viral DNA polymerase; it has approximately 100 times greater affinity for viral than cellular polymerase. As a substrate, acyclo-GMP is incorporated into viral DNA, resulting in chain termination. It has also been shown that viral enzymes cannot remove acyclo-GMP from the chain, which results in inhibition of further activity of DNA polymerase. Acyclo-GTP is fairly rapidly metabolised within the cell, possibly by cellular phosphatases.
Chỉ Định : Investigated for use/treatment in herpes labialis infections (cold sores) and herpes simplex infections.
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB05347
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2022
ChemSpider
http://www.chemspider.com/Chemical-Structure.1945.html
Wikipedia
http://en.wikipedia.org/wiki/Aciclovir
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