Tìm theo
Penicillin V
Các tên gọi khác (16 ) :
  • (2S,5R,6R)-3,3-DIMETHYL-7-oxo-6-(2-phenoxyacetamido)-4-thia-1- azabicyclo(3.2.0)heptane-2-carboxylic acid
  • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-[(phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-phenoxyacetamidopenicillanic acid
  • Fenospen
  • Fenoximetilpenicilina
  • Oracillin
  • Penicillin Phenoxymethyl
  • Penicillin v
  • Phenoxomethylpenicillin
  • Phenoxymethyl Penicillin
  • Phenoxymethylenepenicillinic acid
  • Phenoxymethylpenicillin
  • Phenoxymethylpenicilline
  • Phenoxymethylpenicillinum
  • PV
  • V-cillin
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 87-08-1
ATC: J01CE02, J01CE10
ĐG : Advanced Pharmaceutical Services Inc.
CTHH: C16H18N2O5S
PTK: 350.39
Penicillin V is narrow spectrum antibiotic used to treat mild to moderate infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered orally. Penicillin V may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (S. agalactiae), S. viridans, and Enterococcus faecalis. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as Bacillus anthracis, Corynebacterium diphtheriae, and Erysipelothrix rhusiopathiae. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by Neisseria meningitidis and Pasteurella. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C16H18N2O5S
Phân tử khối
350.39
Monoisotopic mass
350.093642386
InChI
InChI=1S/C16H18N2O5S/c1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9/h3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22)/t11-,12+,14-/m1/s1
InChI Key
InChIKey=BPLBGHOLXOTWMN-MBNYWOFBSA-N
IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
penicillin V
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)COC1=CC=CC=C1)C(O)=O
Độ tan chảy
120-128 °C
Độ hòa tan
<0.1 g/100mL
logP
2.09
logS
-2.9
pKa (strongest acidic)
3.39
pKa (Strongest Basic)
-4.9
PSA
95.94 Å2
Refractivity
85.77 m3·mol-1
Polarizability
34.37 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
2.79
Dược Lực Học : Penicillin V is a penicillin beta-lactam antibiotic used in the treatment of bacterial infections caused by susceptible, usually gram-positive, organisms. The name "penicillin" can either refer to several variants of penicillin available, or to the group of antibiotics derived from the penicillins. Penicillin V has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of Penicillin V results from the inhibition of cell wall synthesis and is mediated through Penicillin V binding to penicillin binding proteins (PBPs). Penicillin V is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Cơ Chế Tác Dụng : Penicillin V is narrow spectrum antibiotic used to treat mild to moderate infections caused by susceptible bacteria. It is a natural penicillin antibiotic that is administered orally. Penicillin V may also be used in some cases as prophylaxis against susceptible organisms. Natural penicillins are considered the drugs of choice for several infections caused by susceptible gram positive aerobic organisms, such as Streptococcus pneumoniae, groups A, B, C and G streptococci, nonenterococcal group D streptococci, viridans group streptococci, and non-penicillinase producing staphylococcus. Aminoglycosides may be added for synergy against group B streptococcus (S. agalactiae), S. viridans, and Enterococcus faecalis. The natural penicillins may also be used as first or second line agents against susceptible gram positive aerobic bacilli such as Bacillus anthracis, Corynebacterium diphtheriae, and Erysipelothrix rhusiopathiae. Natural penicillins have limited activity against gram negative organisms; however, they may be used in some cases to treat infections caused by Neisseria meningitidis and Pasteurella. They are not generally used to treat anaerobic infections. Resistance patterns, susceptibility and treatment guidelines vary across regions. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, Penicillin V inhibits the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that Penicillin V interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
25% of the dose given is absorbed, 50-60% bioavailable
▧ Protein binding :
80%
▧ Metabolism :
About 35-70% of an oral dose is metabolized to penicilloic acid, an inactive metabolite. Small amounts of 6-aminopenicillanic acid have been recovered in the urine of patients on penicillin G. A small percentage of the drug appears to be hydroxylated into one or more active metabolites, which are also excreted via urine.
▧ Route of Elimination :
Mostly renal. A small percentage is eliminated by feces and the biliary route.
▧ Half Life :
30 to 40 minutes
Độc Tính : LD50 >1040 mg/kg (Orally in rats with Sodium salt); Nausea, vomiting, stomach pain, diarrhea, and, in rare cases, major motor seizures
Chỉ Định : For the treatment of mild to moderately severe infections (e.g. dental infection, infections in the heart, middle ear infections, rheumatic fever, scarlet fever, skin infections, upper and lower respiratory tract infections) due to microorganisms
Tương Tác Thuốc :
  • Demeclocycline Possible antagonism of action
  • Doxycycline Possible antagonism of action
  • Fusidic Acid Fusidic acid may diminish the therapeutic effect of penicillins. To management this interaction, penicillin should be administered 2 hours before fusidic acid.
  • Mestranol This anti-infectious agent could decrease the effect of the oral contraceptive
  • Methacycline Possible antagonism of action
  • Methotrexate The penicillin increases the effect and toxicity of methotrexate
  • Minocycline Possible antagonism of action
  • Oxytetracycline Possible antagonism of action
  • Rolitetracycline Possible antagonism of action
  • Tetracycline Possible antagonism of action
Liều Lượng & Cách Dùng : Powder, for solution - Oral
Suspension - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Apo-Pen-Vk
  • Công ty :
    Sản phẩm biệt dược : Beepen-Vk
  • Công ty :
    Sản phẩm biệt dược : Betapen-Vk
  • Công ty :
    Sản phẩm biệt dược : Crystapen V
  • Công ty :
    Sản phẩm biệt dược : Distaquaine V
  • Công ty :
    Sản phẩm biệt dược : Fenospen
  • Công ty :
    Sản phẩm biệt dược : Fenoxypen
  • Công ty :
    Sản phẩm biệt dược : Ledercillin Vk
  • Công ty :
    Sản phẩm biệt dược : Oratren
  • Công ty :
    Sản phẩm biệt dược : Ospen
  • Công ty :
    Sản phẩm biệt dược : Pen-Oral
  • Công ty :
    Sản phẩm biệt dược : Pen-V
  • Công ty :
    Sản phẩm biệt dược : Pen-Vee
  • Công ty :
    Sản phẩm biệt dược : Pen-Vee K
  • Công ty :
    Sản phẩm biệt dược : Penicillin Vk
  • Công ty :
    Sản phẩm biệt dược : Pfizerpen Vk
  • Công ty :
    Sản phẩm biệt dược : Phenocillin
  • Công ty :
    Sản phẩm biệt dược : Robicillin Vk
  • Công ty :
    Sản phẩm biệt dược : Rocilin
  • Công ty :
    Sản phẩm biệt dược : Uticillin Vk
  • Công ty :
    Sản phẩm biệt dược : V-Cillin
  • Công ty :
    Sản phẩm biệt dược : Veetids
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00417
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6869
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507164
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C08126
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D05411
ChemSpider
http://www.chemspider.com/Chemical-Structure.6607.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0781-1205-01
PharmGKB
http://www.pharmgkb.org/drug/PA164745442
Wikipedia
http://en.wikipedia.org/wiki/Penicillin_V
RxList
http://www.rxlist.com/cgi/generic/penvk.htm
PDRhealth
http://www.pdrhealth.com/drug_info/rxdrugprofiles/drugs/pen1324.shtml
Drugs.com
http://www.drugs.com/penicillin.html
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