Tìm theo
Azlocillin
Các tên gọi khác (5 ) :
  • (2S,5R,6R)-3,3-Dimethyl-7-oxo-6-{[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • Azlocilina
  • Azlocillin
  • Azlocilline
  • Azlocillinum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 37091-66-0
ATC: J01CA09
CTHH: C20H23N5O6S
PTK: 461.492
A semisynthetic ampicillin-derived acylureido penicillin. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H23N5O6S
Phân tử khối
461.492
Monoisotopic mass
461.136904183
InChI
InChI=1S/C20H23N5O6S/c1-20(2)13(17(28)29)25-15(27)12(16(25)32-20)22-14(26)11(10-6-4-3-5-7-10)23-19(31)24-9-8-21-18(24)30/h3-7,11-13,16H,8-9H2,1-2H3,(H,21,30)(H,22,26)(H,23,31)(H,28,29)/t11-,12-,13+,16-/m1/s1
InChI Key
InChIKey=JTWOMNBEOCYFNV-NFFDBFGFSA-N
IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2R)-2-[(2-oxoimidazolidin-1-yl)carbonylamino]-2-phenylacetamido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@](NC(=O)N1CCNC1=O)(C(=O)N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])C1=CC=CC=C1
Độ hòa tan
Sodium salt is soluble in water (50 mg/ml)
logP
0.2
logS
-3.3
pKa (strongest acidic)
3.49
pKa (Strongest Basic)
-5.9
PSA
148.15 Å2
Refractivity
111.71 m3·mol-1
Polarizability
45.02 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
6
H Bond Donor Count
4
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Azlocillin, similar to mezlocillin and piperacillin, is an acylampicillin with an extended spectrum of activity and greater in vitro potency than the carboxy penicillins. Azlocillin demonstrates antibacterial activity against a broad spectrum of bacteria, including Pseudomonas aeruginosa, and, in contrast to most cephalosporins, exhibits activity against enterococci.
Cơ Chế Tác Dụng : A semisynthetic ampicillin-derived acylureido penicillin. [PubChem] By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, azlocillin 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 azlocillin interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
Not significantly absorbed from the gastrointestinal tract.
▧ Protein binding :
20 to 46% bound to plasma proteins
▧ Metabolism :
Eliminated predominantly by renal mechanisms, but also undergoes biotransformation within body tissues and intraintestinal degradation by bowel bacteria, with high concentrations found in bile.
▧ Half Life :
Mean elimination half-life is 1.3 to 1.5 hours. Longer in neonates, and 2 to 6 hours in patients with renal impairment.
Chỉ Định : For the treatment of infections caused by Pseudomonas aeruginosa, Escherichia coli, and Haemophilus influenzae.
Tương Tác Thuốc :
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Azlin
  • Công ty :
    Sản phẩm biệt dược : Securopen
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01061
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06839
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02339
PharmGKB
http://www.pharmgkb.org/drug/PA164749135
Wikipedia
http://en.wikipedia.org/wiki/Azlocillin
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