Tìm theo
Amdinocillin
Các tên gọi khác (2) :
  • Mecillinam
  • Penicillin HX
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 32887-01-7
ATC: J01CA11
CTHH: C15H23N3O3S
PTK: 325.426
Amidinopenicillanic acid derivative with broad spectrum antibacterial action. It is poorly absorbed if given orally and is used in urinary infections and typhus. Amdinocillin is not available in the United States.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C15H23N3O3S
Phân tử khối
325.426
Monoisotopic mass
325.146012307
InChI
InChI=1S/C15H23N3O3S/c1-15(2)11(14(20)21)18-12(19)10(13(18)22-15)16-9-17-7-5-3-4-6-8-17/h9-11,13H,3-8H2,1-2H3,(H,20,21)/b16-9+/t10-,11+,13-/m1/s1
InChI Key
InChIKey=BWWVAEOLVKTZFQ-ISVUSNJMSA-N
IUPAC Name
(2S,5R,6R)-6-[(azepan-1-ylmethylidene)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
mecillinam
SMILES
[H]C(=N[C@@H]1C(=O)N2[C@@H](C(O)=O)C(C)(C)S[C@]12[H])N1CCCCCC1
Độ tan chảy
156 dec °C
Độ hòa tan
0.0103 mg/mL at 25 °C
logP
1.3
logS
-2.5
pKa (strongest acidic)
3.3
pKa (Strongest Basic)
7.92
PSA
73.21 Å2
Refractivity
84.31 m3·mol-1
Polarizability
34.18 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
5
H Bond Donor Count
1
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
Dược Lực Học : Amdinocillin is a novel, semisynthetic penicillin effective against many gram-negative bacteria. The antibacterial activity of amdinocillin is derived from its ability to bind specifically and avidly to Penicillin Binding Protein-2 (PBP 2). Amdinocillin is active alone against many gram-negative organisms. Pseudomonas and non-fermenting gram-negative bacteria, however, are usually resistant. Amdinocillin, in combination with many beta-lactams, exhibits marked synergy against many enterobacteriaceae. No such synergy can be demonstrated for gram-positive organisms or pseudomonas species. Amdinocillin is not beta-lactamase stable. Organisms which produce high levels of plasma-mediated beta-lactamase are resistant to the drug. Co-administration of probenecid results in markedly elevated plasma levels of amdinocillin and delays its excretion.
Cơ Chế Tác Dụng : Amidinopenicillanic acid derivative with broad spectrum antibacterial action. It is poorly absorbed if given orally and is used in urinary infections and typhus. Amdinocillin is not available in the United States. Amdinocillin is a stong and specific antagonist of Penicillin Binding Protein-2 (PBP 2). It is active against gram negative bacteria, preventing cell wall synthesis by inhibiting the activity of PBP2. PBP2 is a peptidoglycan elongation initiating enzyme. Peptidoglycan is a polymer of sugars and amino acids that is the main component of bacterial cell walls.
Dược Động Học :
▧ Absorption :
Poorly absorbed if given orally.
▧ Half Life :
Approximately 1 hour in patients with normal renal function. Increases to 3 to 6 hours in anephric patients.
Chỉ Định : Used in the treatment of urinary tract infections caused by some strains of E. coli and klebsiella and enterobacter species. Used mainly against Gram negative organisms.
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Coactin
  • Công ty : Leo
    Sản phẩm biệt dược : Selexid
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01163
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D02888
PharmGKB
http://www.pharmgkb.org/drug/PA164754807
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