Tìm theo
Meticillin
Các tên gọi khác (11 ) :
  • (2,6-Dimethoxyphenyl)penicillin
  • (2S,5R,6R)-6-[(2,6-Dimethoxybenzoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-(2,6-Dimethoxybenzamido)penicillanic acid
  • 6beta-(2,6-Dimethoxybenzamido)penicillanic acid
  • Methicillin
  • Methicillinum
  • Methycillin
  • Meticilina
  • Meticillin
  • Meticilline
  • Meticillinum
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 61-32-5
ATC: J01CF03
CTHH: C17H20N2O6S
PTK: 380.415
One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C17H20N2O6S
Phân tử khối
380.415
Monoisotopic mass
380.104207072
InChI
InChI=1S/C17H20N2O6S/c1-17(2)12(16(22)23)19-14(21)11(15(19)26-17)18-13(20)10-8(24-3)6-5-7-9(10)25-4/h5-7,11-12,15H,1-4H3,(H,18,20)(H,22,23)/t11-,12+,15-/m1/s1
InChI Key
InChIKey=RJQXTJLFIWVMTO-TYNCELHUSA-N
IUPAC Name
(2S,5R,6R)-6-[(2,6-dimethoxybenzene)amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
(2S,5R,6R)-6-(2,6-dimethoxybenzamido)-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)C1=C(OC)C=CC=C1OC)C(O)=O
Độ hòa tan
3.10e-01 g/l
logP
1.22
logS
-3.1
pKa (strongest acidic)
2.96
pKa (Strongest Basic)
-1.8
PSA
105.17 Å2
Refractivity
93.4 m3·mol-1
Polarizability
37.27 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
6
H Bond Donor Count
2
Physiological Charge
-1
Number of Rings
3
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
2.77
Dược Lực Học : Meticillin (INN, BAN) or methicillin (USAN) is a narrow spectrum beta-lactam antibiotic of the penicillin class. It is no longer clinically used. Its role in therapy has been largely replaced by flucloxacillin and dicloxacillin, however the term methicillin-resistant Staphylococcus aureus (MRSA) continues to be used to describe Staphylococcus aureus strains resistant to all penicillins.
Cơ Chế Tác Dụng : One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem] Like other beta-lactam antibiotics, meticillin acts by inhibiting the synthesis of bacterial cell walls. It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell wall of Gram-positive bacteria. It does this by binding to and competitively inhibiting the transpeptidase enzyme used by bacteria to cross-link the peptide (D-alanyl-alanine) used in peptidogylcan synthesis.
Dược Động Học :
▧ Absorption :
Not absorbed following oral administration.
▧ Metabolism :
Hepatic (20-40%).
▧ Half Life :
25-60 minutes
Chỉ Định : Used to treat infections caused by susceptible Gram-positive bacteria, particularly beta-lactamase-producing organisms such as Staphylococcus aureus that would otherwise be resistant to most penicillins.
Tương Tác Thuốc :
Liều Lượng & Cách Dùng : Solution - Parenteral
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Dimocillin
  • Công ty :
    Sản phẩm biệt dược : Metacillin
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01603
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=6087
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508973
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07177
ChemSpider
http://www.chemspider.com/Chemical-Structure.5862.html
PharmGKB
http://www.pharmgkb.org/drug/PA164777034
Wikipedia
http://en.wikipedia.org/wiki/Methicillin
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