Tìm theo
Mezlocillin
Các tên gọi khác (7 ) :
  • (2S,5R,6R)-3,3-Dimethyl-6-{[(2R)-2-({[3-(methylsulfonyl)-2-oxoimidazolidin-1-yl]carbonyl}amino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}penicillanic acid
  • Mezlin
  • Mezlocilina
  • Mezlocillin
  • Mezlocilline
  • Mezlocillinum
penicillins
Thuốc Gốc
Small Molecule
CAS: 51481-65-3
ATC: J01CA10
CTHH: C21H25N5O8S2
PTK: 539.582
Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C21H25N5O8S2
Phân tử khối
539.582
Monoisotopic mass
539.114454181
InChI
InChI=1S/C21H25N5O8S2/c1-21(2)14(18(29)30)26-16(28)13(17(26)35-21)22-15(27)12(11-7-5-4-6-8-11)23-19(31)24-9-10-25(20(24)32)36(3,33)34/h4-8,12-14,17H,9-10H2,1-3H3,(H,22,27)(H,23,31)(H,29,30)/t12-,13-,14+,17-/m1/s1
InChI Key
InChIKey=YPBATNHYBCGSSN-VWPFQQQWSA-N
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-{[(3-methanesulfonyl-2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
(2S,5R,6R)-6-[(2R)-2-[(3-methanesulfonyl-2-oxoimidazolidin-1-yl)carbonylamino]-2-phenylacetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](NC(=O)N1CCN(C1=O)S(C)(=O)=O)C1=CC=CC=C1)C(O)=O
Độ hòa tan
4.71e-01 g/l
logS
-3.1
pKa (strongest acidic)
3.49
pKa (Strongest Basic)
-5.9
PSA
173.5 Å2
Refractivity
124.88 m3·mol-1
Polarizability
51.5 Å3
logP
0
Rotatable Bond Count
5
H Bond Acceptor Count
8
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
4
Bioavailability
1
Dược Lực Học : Mezlocillin 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. Mezlocillin has in vitro activity against gram-positive and gram-negative aerobic and anaerobic bacteria. The bactericidal activity of mezlocillin results from the inhibition of cell wall synthesis and is mediated through mezlocillin binding to penicillin binding proteins (PBPs). Mezlocillin is stable against hydrolysis by a variety of beta-lactamases, including penicillinases, and cephalosporinases and extended spectrum beta-lactamases. Mezlocillin can be used to treat susceptible strains of H. influenzae, Klebsiella species, Pseudomonas species, Proteus mirabilis, E. coli, Enterobacter species, Streptococcus faecelis, Peptococcus species, Peptostreptococcus species, Bacteriodes species (including B. fragilis), Morganella morganii, Serratia species, N. gonorrhoeae, P. vulgaris, and Providencia rettgeri. This drug is discontinued in the U.S.
Cơ Chế Tác Dụng : Semisynthetic ampicillin-derived acylureido penicillin. It has been proposed for infections with certain anaerobes and may be useful in inner ear, bile, and CNS infections. [PubChem] By binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, mezlocillin 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 mezlocillin interferes with an autolysin inhibitor.
Dược Động Học :

▧ Protein binding :
16-59%
▧ Metabolism :
Unlike many other penicillins, mezlocillin is either extensively metabolized or is subject to biliary excretion, as only about 50% of the dose was accounted for in normal urine.
▧ Half Life :
1.3 to 4.4 hours
Độc Tính : Symptoms of overdose include rash, fever, chills, and peeling skin.
Chỉ Định : Used to treat serious gram–negative infections of the lungs, urinary tract, and skin.
Tương Tác Thuốc :
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Mezlin
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00948
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=656511
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506692
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07221
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D05021
ChemSpider
http://www.chemspider.com/Chemical-Structure.570894.html
PharmGKB
http://www.pharmgkb.org/drug/PA164750540
Wikipedia
http://en.wikipedia.org/wiki/Mezlocillin
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