Tìm theo
Valaciclovir
Các tên gọi khác (4 ) :
  • L-Valine ester with 9-((2-hydroxyethoxy)methyl)guanine
  • L-Valine, 2-((2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy)ethyl ester
  • Valaciclovirum
  • Valacyclovir
antiviral agents, prodrugs
Thuốc Gốc
Small Molecule
CAS: 124832-26-4
ATC: J05AB11
ĐG : Apotheca Inc.
CTHH: C13H20N6O4
PTK: 324.3357
Valaciclovir (INN) or valacyclovir (USAN) is an antiviral drug used in the management of herpes simplex and herpes zoster (shingles). It is a prodrug, being converted in vivo to aciclovir. It is marketed by GlaxoSmithKline under the trade name Valtrex or Zelitrex. [Wikipedia]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C13H20N6O4
Phân tử khối
324.3357
Monoisotopic mass
324.154603158
InChI
InChI=1S/C13H20N6O4/c1-7(2)8(14)12(21)23-4-3-22-6-19-5-16-9-10(19)17-13(15)18-11(9)20/h5,7-8H,3-4,6,14H2,1-2H3,(H3,15,17,18,20)/t8-/m0/s1
InChI Key
InChIKey=HDOVUKNUBWVHOX-QMMMGPOBSA-N
IUPAC Name
2-[(2-amino-6-oxo-6,9-dihydro-3H-purin-9-yl)methoxy]ethyl (2S)-2-amino-3-methylbutanoate
Traditional IUPAC Name
valaciclovir
SMILES
CC(C)[C@H](N)C(=O)OCCOCN1C=NC2=C1NC(N)=NC2=O
Độ hòa tan
3.55e+00 g/l
logP
-0.3
logS
-2
pKa (strongest acidic)
8.1
pKa (Strongest Basic)
7.36
PSA
146.85 Å2
Refractivity
80.63 m3·mol-1
Polarizability
31.96 Å3
Rotatable Bond Count
8
H Bond Acceptor Count
8
H Bond Donor Count
3
Physiological Charge
1
Number of Rings
2
Bioavailability
1
Rule of Five
true
Dược Lực Học : Valaciclovir (INN) or Valacyclovir (USAN) is a prodrug and synthetic purine nucleoside analogue with inhibitory activity against herpes simplex virus types 1 (HSV-1), 2 (HSV-2), varicella-zoster virus (VZV), Epstein-Barr virus (EBV), and cytomegalovirus (CMV). Valaciclovir is almost completely converted to acyclovir and L-valine. The inhibitory activity of valaciclovir is highly selective due to its affinity for the enzyme thymidine kinase (TK) encoded by HSV and VZV. This viral enzyme converts acyclovir into acyclovir monophosphate, which is then converted into acyclovir diphosphate and triphosphate by cellular enzymes. Acyclovir is selectively converted to the active triphosphate form by cells infected with herpes viruses.
Cơ Chế Tác Dụng : Valaciclovir (INN) or valacyclovir (USAN) is an antiviral drug used in the management of herpes simplex and herpes zoster (shingles). It is a prodrug, being converted in vivo to aciclovir. It is marketed by GlaxoSmithKline under the trade name Valtrex or Zelitrex. [Wikipedia] Valaciclovir is phosphorylated by viral thymidine kinase to acyclovir triphosphate (the active metabolite) which then inhibits herpes viral DNA replication by competitive inhibition of viral DNA polymerase, and by incorporation into and termination of the growing viral DNA chain. When used as a substrate for viral DNA polymerase, acyclovir triphosphate competitively inhibits dATP leading to the formation of 'faulty' DNA. This is where acyclovir triphosphate is incorporated into the DNA strand replacing many of the adenosine bases. This results in the prevention of DNA synthesis, as phosphodiester bridges can longer to be built, destabilizing the strand.
Dược Động Học :
▧ Absorption :
After oral administration, valaciclovir hydrochloride is rapidly absorbed from the gastrointestinal tract. The absolute bioavailability of acyclovir after administration of valaciclovir is 54.5% ± 9.1%.
▧ Protein binding :
13-18%
▧ Metabolism :
Valaciclovir is rapidly and almost entirely (~99%) converted to the active compound, acyclovir, and L-valine by first-pass intestinal and hepatic metabolism by enzymatic hydrolysis. Neither valaciclovir nor acyclovir is metabolized by cytochrome P450 enzymes.
▧ Route of Elimination :
Acyclovir accounted for 89% of the radioactivity excreted in the urine.
▧ Half Life :
2.5-3.3 hours
▧ Clearance :
* Renal cl=255 +/-  86 mL/min [healthy] * apparent cl=86.3 +/- 21.3 mL/min/1.73 m2 [dialysis patients] * apparent cl=679.16 +/- 162.76 mL/min/1.73 m2 [healthy]
Độc Tính : Adverse effects of overexposure might include headache and nausea.
Chỉ Định : For the treatment or suppression of cold sores (herpes labialis), herpes zoster (shingles), genital herpes in immunocompetent individuals, and recurrent genital herpes in HIV-infected individuals.
Liều Lượng & Cách Dùng : Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty : Bago
    Sản phẩm biệt dược : Bagovir
  • Công ty : GMP
    Sản phẩm biệt dược : Cycloval
  • Công ty : Aversi
    Sản phẩm biệt dược : Mitanga
  • Công ty : Beximco
    Sản phẩm biệt dược : Ovalac
  • Công ty : Royal Pharma
    Sản phẩm biệt dược : Pervioral
  • Công ty : Square
    Sản phẩm biệt dược : Revira
  • Công ty : Yung Shin
    Sản phẩm biệt dược : Vacyless
  • Công ty : Gynopharm
    Sản phẩm biệt dược : Vadiral
  • Công ty : Actavis
    Sản phẩm biệt dược : Valdacir
  • Công ty : Rowex
    Sản phẩm biệt dược : Valotix
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Valtrex
  • Công ty : Soho
    Sản phẩm biệt dược : Valvir
  • Công ty : Northia
    Sản phẩm biệt dược : Valztrex
  • Công ty : Panalab
    Sản phẩm biệt dược : Viramixal
  • Công ty : Pelpharma
    Sản phẩm biệt dược : Viropel
  • Công ty : Pharmathen
    Sản phẩm biệt dược : Vociflon
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Zelitrex
  • Công ty : Ranbaxy
    Sản phẩm biệt dược : Zelivire
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00577
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=60773
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508197
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07184
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00398
ChemSpider
http://www.chemspider.com/Chemical-Structure.54770.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=50162073
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0173-0933-08
PharmGKB
http://www.pharmgkb.org/drug/PA451839
Wikipedia
http://en.wikipedia.org/wiki/Valaciclovir
RxList
http://www.rxlist.com/cgi/generic3/valacyclovir.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/val1474.shtml
Drugs.com
http://www.drugs.com/valacyclovir.html
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