Tìm theo
Penciclovir
Các tên gọi khác (7 ) :
  • 9-(4-hydroxy-3-(hydroxymethyl)butyl)guanine
  • 9-(4-hydroxy-3-hydroxymethylbut-1-yl)-guanine
  • 9-[2-hydroxy-1-(hydroxymethyl)-ethoxymethyl]guanine
  • 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine
  • PCV
  • PE2
  • Penciclovirum
antiviral agents
Thuốc Gốc
Small Molecule
CAS: 39809-25-1
ATC: D06BB06, J05AB13
ĐG : GlaxoSmithKline Inc. , http://www.gsk.com
CTHH: C10H15N5O3
PTK: 253.2578
Penciclovir is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections. It is a nucleoside analogue which exhibits low toxicity and good selectivity. [Wikipedia]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C10H15N5O3
Phân tử khối
253.2578
Monoisotopic mass
253.117489371
InChI
InChI=1S/C10H15N5O3/c11-10-13-8-7(9(18)14-10)12-5-15(8)2-1-6(3-16)4-17/h5-6,16-17H,1-4H2,(H3,11,13,14,18)
InChI Key
InChIKey=JNTOCHDNEULJHD-UHFFFAOYSA-N
IUPAC Name
2-amino-9-[4-hydroxy-3-(hydroxymethyl)butyl]-6,9-dihydro-3H-purin-6-one
Traditional IUPAC Name
penciclovir
SMILES
NC1=NC(=O)C2=C(N1)N(CCC(CO)CO)C=N2
Độ tan chảy
275-277 °C
Độ hòa tan
1.7mg/ml
logP
-1.1
logS
-1.5
pKa (strongest acidic)
8.01
pKa (Strongest Basic)
2.84
PSA
125.76 Å2
Refractivity
64.59 m3·mol-1
Polarizability
25.11 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
7
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Dược Lực Học : Penciclovir is the active metabolite of the oral product famciclovir. The more favorable results observed with topical penciclovir versus topical acyclovir for the treatment of herpes labialis may be due to the longer intracellular half-life of penciclovir in HSV-infected cells. The activated drug inhibits the viral DNA polymerase. This impairs the ability of the virus to replicate within the cell.
Cơ Chế Tác Dụng : Penciclovir is a guanine analogue antiviral drug used for the treatment of various herpesvirus infections. It is a nucleoside analogue which exhibits low toxicity and good selectivity. [Wikipedia] Penciclovir has in vitro activity against herpes simplex virus types 1 (HSV-1) and 2 (HSV-2). In cells infected with HSV-1 or HSV-2, viral thymidine kinase phosphorylates penciclovir to a monophosphate form. The monophosphate form of the drug is then converted to penciclovir triphosphate by cellular kinases. The intracellular triphosphate of penciclovir is retained in vitro inside HSV-infected cells for 10-20 hours, compared with 0.7-1 hour for acyclovir. in vitro studies show that penciclovir triphosphate selectively inhibits viral DNA polymerase by competing with deoxyguanosine triphosphate. Inhibition of DNA synthesis of virus-infected cells inhibits viral replication. In cells not infected with HSV, DNA synthesis is unaltered. Resistant mutants of HSV can occur from qualitative changes in viral thymidine kinase or DNA polymerase. The most commonly encountered acyclovir-resistant mutants that are deficient in viral thymidine kinase are also resistant to penciclovir.
Dược Động Học :
▧ Absorption :
Measurable penciclovir concentrations were not detected in plasma or urine of healthy male volunteers (n= 12) following single or repeat application of the 1% cream at a dose of 180 mg penciclovir daily.
▧ Protein binding :
Less than 20%.
▧ Metabolism :
Hepatic
▧ Half Life :
2 hours
Độc Tính : Symptoms of overdose include headache, abdominal pain, increased serum lipase, nausea, dyspepsia, dizziness, and hyperbilirubinemia.
Chỉ Định : Used to treat recurrent cold sores on the lips and face from various herpesvirus invections.
Tương Tác Thuốc :
  • Aluminium The multivalent agent decreases the effect of penicillamine
  • Attapulgite The multivalent agent decreases the effect of penicillamine
  • Digoxin The multivalent agent decreases the effect of penicillamine
  • Iron The multivalent agent decreases the effect of penicillamine
  • Kaolin The multivalent agent decreases the effect of penicillamine
Liều Lượng & Cách Dùng : Cream - Topical
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Denavir
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00299
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4725
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506498
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07417
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D05407
ChemSpider
http://www.chemspider.com/Chemical-Structure.4563.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0067-6024-15
PharmGKB
http://www.pharmgkb.org/drug/PA450839
Wikipedia
http://en.wikipedia.org/wiki/Penciclovir
RxList
http://www.rxlist.com/cgi/generic3/penciclovir.htm
Drugs.com
http://www.drugs.com/cdi/penciclovir.html
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