Tìm theo
Nafcillin
Các tên gọi khác (8 ) :
  • (2-Ethoxy-1-naphthalenyl)penicillin
  • (2-Ethoxy-1-naphthyl)penicillin
  • (2S,5R,6R)-6-{[(2-ethoxynaphthalen-1-yl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-(2-Ethoxy-1-naphthamido)penicillanic acid
  • Nafcilina
  • Nafcilline
  • Nafcillinum
  • Naphcillin
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 147-52-4
ĐG : Baxter International Inc. , http://www.baxter.com
CTHH: C21H22N2O5S
PTK: 414.475
A semi-synthetic antibiotic related to penicillin. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H22N2O5S
Phân tử khối
414.475
Monoisotopic mass
414.124942514
InChI
InChI=1S/C21H22N2O5S/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27)/t15-,16+,19-/m1/s1
InChI Key
InChIKey=GPXLMGHLHQJAGZ-JTDSTZFVSA-N
IUPAC Name
(2S,5R,6R)-6-(2-ethoxynaphthalene-1-amido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
nafcillin
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(OCC)C=CC2=CC=CC=C12)C(O)=O
Độ hòa tan
Soluble
logP
3.3
logS
-4.4
pKa (strongest acidic)
3.31
pKa (Strongest Basic)
-1.6
PSA
95.94 Å2
Refractivity
108.14 m3·mol-1
Polarizability
42.22 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
5
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Nafcillin is a semisynthetic antibiotic substance derived from 6-amino-penicillanic acid. The drugs in this class are highly resistant to inactivation by staphylococcal penicillinase and are active against penicillinase-producing and non penicillinase-producing strains of Staphylococcus aureus. The penicillinase- resistant penicillins are active in vitro against a variety of other bacteria.
Cơ Chế Tác Dụng : A semi-synthetic antibiotic related to penicillin. [PubChem] Penicillinase-resistant penicillins exert a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall.
Dược Động Học :

▧ Protein binding :
89.9 ±1.5%
▧ Metabolism :
Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins.
▧ Route of Elimination :
Nafcillin is primarily eliminated by nonrenal routes, namely hepatic inactivation and excretion in the bile.
▧ Half Life :
The serum half-life of nafcillin administered by the intravenous route ranged from 33 to 61 minutes as measured in three separate studies.
Độc Tính : Serious toxicity is unlikely following large doses of nafcillin. Acute ingestion of large doses of nafcillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.
Chỉ Định : For the treatment of infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drugs.
Tương Tác Thuốc :
  • Cyclosporine Nafcillin alters serum levels of cyclosporine
  • Demeclocycline Possible antagonism of action
  • Doxycycline Possible antagonism of action
  • Estradiol valerate/Dienogest Affects CYP3A4 metabolism, decreases or effects levels of Estradiol valerate/Dienogest.
  • Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
  • Lurasidone Concomitant therapy will decrease levels of lurasidone via effects on CYP 3A4. Concomitant therapy is contraindicated.
  • Methotrexate The penicillin increases the effect and toxicity of methotrexate
  • Minocycline Possible antagonism of action
  • Roflumilast Affects CYP3A4 metabolism, decreases level or effect of roflumilast.
  • Telithromycin Nafcillin may decrease the plasma concentration of Telithromycin. Consider alternate therapy.
  • Temsirolimus Nafcillin may increase the metabolism of Temsirolimus decreasing its efficacy. Concomitant therapy should be avoided.
  • Tetracycline Possible antagonism of action
  • Tramadol Nafcillin may decrease the effect of Tramadol by increasing Tramadol metabolism and clearance.
  • Trazodone The CYP3A4 inducer, Nafcillin, may decrease Trazodone efficacy by increasing Trazodone metabolism and clearance. Monitor for changes in Trazodone efficacy/toxicity if Nafcillin is initiated, discontinued or dose changed.
  • Vandetanib Decreases levels of vandetanib by affecting CYP3A4 metabolism. Contraindicated.
  • Verapamil Nafcillin may decrease the serum concentration of Verapamil by increasing its metabolism via CYP3A4. Monitor for changes in the therapeutic/adverse effects of Verapamil if Nafcillin is initiated, discontinued or dose changed.
  • Warfarin Nafcillin may increase the anticoagulant effect of warfarin increasing the risk of bleeding. Consider alternate therapy or monitor for changes in the therapeutic and adverse effects of warfarin if nafcillin is initiated, discontinued or dose changed.
Liều Lượng & Cách Dùng : Solution - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Nafcillin 1 gm vial
    Giá bán buôn : USD >12.41
    Đơn vị tính : vial
  • Biệt dược thương mại : Nafcillin 2 gm vial
    Giá bán buôn : USD >24.08
    Đơn vị tính : vial
  • Biệt dược thương mại : Nafcillin 10 gm vial
    Giá bán buôn : USD >118.01
    Đơn vị tính : vial
  • Biệt dược thương mại : Nafcillin 1 gm/ 50 ml inj
    Giá bán buôn : USD >0.43
    Đơn vị tính : ml
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Nallpen
  • Công ty :
    Sản phẩm biệt dược : Unipen
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00607
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=8982
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508100
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07250
ChemSpider
http://www.chemspider.com/Chemical-Structure.8634.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0781-3128-92
PharmGKB
http://www.pharmgkb.org/drug/PA450576
Wikipedia
http://en.wikipedia.org/wiki/Nafcillin
RxList
http://www.rxlist.com/cgi/generic3/nafcillin.htm
Drugs.com
http://www.drugs.com/cdi/nafcillin.html
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