Tìm theo
Amoxicillin
Các tên gọi khác (19 ) :
  • (2S,5R,6R)-6-{[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • 6-(P-Hydroxy-alpha-aminophenylacetamido)penicillanic acid
  • 6-(p-hydroxy-α-aminophenylacetamido)penicillanic acid
  • alpha-amino-P-Hydroxybenzylpenicillin
  • Amolin
  • Amopenixin
  • Amox
  • Amoxicilina
  • Amoxicillin
  • Amoxicillin anhydrous
  • Amoxicilline
  • Amoxicillinum
  • Amoxycillin
  • AMPC
  • AX
  • Clamoxyl
  • Moxal
  • p-Hydroxyampicillin
  • α-amino-p-hydroxybenzylpenicillin
Thuốc trị ký sinh trùng, chống nhiễm khuẩn
Thuốc Gốc
Small Molecule
CAS: 26787-78-0
ATC: J01CA04
ĐG : Altura Pharmaceuticals Inc. , http://www.alturapharma.com
CTHH: C16H19N3O5S
PTK: 365.404
A broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. Amoxicillin is commonly prescribed with clauvanic acid (a beta lactamase inhibitor) as it is susceptible to beta-lacatamase degradation. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C16H19N3O5S
Phân tử khối
365.404
Monoisotopic mass
365.104541423
InChI
InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChI Key
InChIKey=LSQZJLSUYDQPKJ-NJBDSQKTSA-N
IUPAC Name
(2S,5R,6R)-6-[(2R)-2-amino-2-(4-hydroxyphenyl)acetamido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Traditional IUPAC Name
amoxicillin
SMILES
[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C1=CC=C(O)C=C1)C(O)=O
Độ tan chảy
194 °C
Độ hòa tan
3430 mg/L
logP
0.87
logS
-2.6
pKa (strongest acidic)
3.23
pKa (Strongest Basic)
7.43
PSA
132.96 Å2
Refractivity
89.5 m3·mol-1
Polarizability
35.53 Å3
Rotatable Bond Count
4
H Bond Acceptor Count
6
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
3
Bioavailability
1
Rule of Five
true
caco2 Permeability
-6.1
Dược Lực Học : Amoxicillin is a moderate-spectrum antibiotic active against a wide range of Gram-positive, and a limited range of Gram-negative organisms. It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other beta-lactam antibiotics. Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to increase its susceptability. The incidence of β-lactamase-producing resistant organisms, including E. coli, appears to be increasing. Amoxicillin is sometimes combined with clavulanic acid, a β-lactamase inhibitor, to increase the spectrum of action against Gram-negative organisms, and to overcome bacterial antibiotic resistance mediated through β-lactamase production.
Cơ Chế Tác Dụng : A broad-spectrum semisynthetic antibiotic similar to ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. Amoxicillin is commonly prescribed with clauvanic acid (a beta lactamase inhibitor) as it is susceptible to beta-lacatamase degradation. [PubChem] Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell well. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting 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 amoxicllin interferes with an autolysin inhibitor.
Dược Động Học :
▧ Absorption :
Rapidly absorbed after oral administration.
▧ Protein binding :
In blood serum, amoxicillin is approximately 20% protein-bound
▧ Metabolism :
Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins
▧ Route of Elimination :
Most of the amoxicillin is excreted unchanged in the urine; its excretion can be delayed by concurrent administration of probenecid.
▧ Half Life :
61.3 minutes
Độc Tính : Serious toxicity is unlikely following large doses of amoxicillin. Acute ingestion of large doses of amoxicillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses.
Chỉ Định : For the treatment of infections of the ear, nose, and throat, the genitourinary tract, the skin and skin structure, and the lower respiratory tract due to susceptible (only b-lactamase-negative) strains of Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., H. influenzae, E. coli, P. mirabilis, or E. faecalis. Also for the treatment of acute, uncomplicated gonorrhea (ano-genital and urethral infections) due to N. gonorrhoeae (males and females).
Tương Tác Thuốc :
Liều Lượng & Cách Dùng : Capsule - Oral
Powder, for solution - Oral
Powder, for suspension - Oral
Suspension - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Actimoxi
  • Công ty :
    Sản phẩm biệt dược : Amoclen
  • Công ty :
    Sản phẩm biệt dược : Amolin
  • Công ty :
    Sản phẩm biệt dược : Amopen
  • Công ty :
    Sản phẩm biệt dược : Amopenixin
  • Công ty :
    Sản phẩm biệt dược : Amoxibiotic
  • Công ty : GlaxoSmithKline
    Sản phẩm biệt dược : Amoxil
  • Công ty :
    Sản phẩm biệt dược : AMPC
  • Công ty :
    Sản phẩm biệt dược : Apo-Amoxi
  • Công ty :
    Sản phẩm biệt dược : AugmentinXR
  • Công ty :
    Sản phẩm biệt dược : Clamoxyl
  • Công ty :
    Sản phẩm biệt dược : Dispermox
  • Công ty :
    Sản phẩm biệt dược : Efpenix
  • Công ty :
    Sản phẩm biệt dược : Flemoxin
  • Công ty :
    Sản phẩm biệt dược : Hiconcil
  • Công ty :
    Sản phẩm biệt dược : Ibiamox
  • Công ty :
    Sản phẩm biệt dược : Imacillin
  • Công ty : Roche
    Sản phẩm biệt dược : Larotid
  • Công ty :
    Sản phẩm biệt dược : Moxacin
  • Công ty :
    Sản phẩm biệt dược : Moxal
  • Công ty :
    Sản phẩm biệt dược : Moxatag
  • Công ty :
    Sản phẩm biệt dược : Ospamox
  • Công ty :
    Sản phẩm biệt dược : Pamoxicillin
  • Công ty :
    Sản phẩm biệt dược : Polymox
  • Công ty :
    Sản phẩm biệt dược : Trimox
  • Công ty :
    Sản phẩm biệt dược : Wymox
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01060
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=33613
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46507578
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06827
ChemSpider
http://www.chemspider.com/Chemical-Structure.31006.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0781-6039-58
PharmGKB
http://www.pharmgkb.org/drug/PA448406
Wikipedia
http://en.wikipedia.org/wiki/Amoxicillin
RxList
http://www.rxlist.com/cgi/generic/amox.htm
Drugs.com
http://www.drugs.com/amoxicillin.html
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