Tìm theo
Dicloxacillin
Các tên gọi khác (6 ) :
  • (2S,5R,6R)-6-({[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazol-4-yl]carbonyl}amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Dicloxacilina
  • Dicloxacillin
  • Dicloxacillina
  • Dicloxacilline
  • Dicloxacillinum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 3116-76-5
ATC: J01CF01
ĐG : Apotheca Inc.
CTHH: C19H17Cl2N3O5S
PTK: 470.326
One of the penicillins which is resistant to penicillinase. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
Phân tử khối
470.326
Monoisotopic mass
469.026596773
InChI
InChI=1S/C19H17Cl2N3O5S/c1-7-10(12(23-29-7)11-8(20)5-4-6-9(11)21)15(25)22-13-16(26)24-14(18(27)28)19(2,3)30-17(13)24/h4-6,13-14,17H,1-3H3,(H,22,25)(H,27,28)/t13-,14+,17-/m1/s1
InChI Key
InChIKey=YFAGHNZHGGCZAX-JKIFEVAISA-N
IUPAC Name
(2S,5R,6R)-6-[3-(2,6-dichlorophenyl)-5-methyl-1,2-oxazole-4-amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
dicloxacillin
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C1=C(C)ON=C1C1=C(Cl)C=CC=C1Cl)C(O)=O
Độ hòa tan
3.63 mg/L
logP
2.91
logS
-4.2
pKa (strongest acidic)
3.75
pKa (Strongest Basic)
-0.71
PSA
112.74 Å2
Refractivity
111.44 m3·mol-1
Polarizability
42.86 Å3
Rotatable Bond Count
3
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 : Dicloxacillin is a beta-lactamase resistant penicillin similar to oxacillin. Dicloxacillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of dicloxacillin results from the inhibition of cell wall synthesis and is mediated through dicloxacillin binding to penicillin binding proteins (PBPs). Dicloxacillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases.
Cơ Chế Tác Dụng : One of the penicillins which is resistant to penicillinase. [PubChem] Dicloxacillin exerts a bactericidal action against penicillin-susceptible microorganisms during the state of active multiplication. All penicillins inhibit the biosynthesis of the bacterial cell wall. By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, dicloxacillin 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 dicloxacillin interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
Absorption of the isoxazolyl penicillins after oral administration is rapid but incomplete: peak blood levels are achieved in 1-1.5 hours. Oral absorption of cloxacillin, dicloxacillin, oxacillin and nafcillin is delayed when the drugs are administered after meals.
▧ Protein binding :
Binds to serum protein, mainly albumin.
▧ Route of Elimination :
Dicloxacillin sodium is rapidly excreted as unchanged drug in the urine by glomerular filtration and active tubular secretion.
▧ Half Life :
The elimination half-life for dicloxacillin is about 0.7 hour.
Độc Tính : Oral LD50 in rat is 3579 mg/kg. Symptoms of overexposure include irritation, rash, labored breathing, hives, itching, wheezing, nausea, chills, and fever.
Chỉ Định : Used to treat infections caused by penicillinase-producing staphylococci which have demonstrated susceptibility to the drug.
Tương Tác Thuốc :
  • Acenocoumarol Dicloxacillin may decrease the anticoagulant effect of acenocoumarol.
  • Anisindione Dicloxacillin may decrease the anticoagulant effect of anisindione.
  • Demeclocycline Possible antagonism of action
  • Dicoumarol Dicloxacillin may decrease the anticoagulant effect of dicumarol.
  • Doxycycline Possible antagonism of action
  • Ethinyl Estradiol This anti-infectious agent could decrease the effect of the oral contraceptive
  • 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
  • Warfarin Dicloxacillin may decrease the anticoagulant effect of warfarin.
Liều Lượng & Cách Dùng : Capsule - Oral
Powder, for solution - Oral
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