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Artikel Digital
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Profil Sekolah - Kampus
Dokumen 123
Informasi Kampus
Keyword
Keyword 2
Keyword 3
Keyword 4
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Azidocillin
Chemical compound
Pharmaceutical compound
Azidocillin
Clinical data
Routes of
administration
Oral,
IV
,
IM
ATC code
J01CE04
(
WHO
)
Pharmacokinetic
data
Bioavailability
57–64%
Elimination
half-life
0.6-1.1 hrs
Excretion
37–50% active substance in urine
Identifiers
IUPAC name
6-[(2-azido-2-phenylacetyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number
17243-38-8
Y
PubChem
CID
71886
DrugBank
DB08795
Y
ChemSpider
16735689
Y
UNII
R8XDP7L3SL
KEGG
D07235
Y
ChEBI
CHEBI:51758
Y
ChEMBL
ChEMBL2105907
N
CompTox Dashboard
(
EPA
)
DTXSID20938154
ECHA InfoCard
100.037.510
Chemical and physical data
Formula
C
16
H
17
N
5
O
4
S
Molar mass
375.40
g·mol
−1
3D model (
JSmol
)
Interactive image
SMILES
O=C(O)[C@@H]2N3C(=O)[C@@H](NC(=O)[C@H](\N=[N+]=[N-])c1ccccc1)[C@H]3SC2(C)C
InChI
InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1
Y
Key:ODFHGIPNGIAMDK-NJBDSQKTSA-N
Y
N
Y
(what is this?)
(verify)
Azidocillin
is a type of
penicillin
.
[
1
]
[
2
]
References
^
Axelsson A, Jensen C, Melin O, Singer F, von Sydow C (1981). "Treatment of acute maxillary sinusitis. V. Amoxicillin azidocillin, phenylpropanolamine and pivampicillin".
Acta Oto-Laryngologica
.
91
(
3–
4):
313–
8.
doi
:
10.3109/00016488109138513
.
PMID
6894819
.
^
Bergan T, Sørensen G (1980). "Pharmacokinetics of azidocillin in healthy adults".
Arzneimittel-Forschung
.
30
(12):
2185–
91.
PMID
6894241
.
v
t
e
Antibacterials
active on the
cell wall
and
envelope
(
J01C
-
J01D
)
β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs
, a group of
D
-alanyl-
D
-alanine
transpeptidases
)
Penicillins
(
Penams
)
Narrow
spectrum
β-lactamase sensitive
(1st generation)
Benzylpenicillin (G)
#
Benzathine benzylpenicillin
#
Procaine benzylpenicillin
#
Phenoxymethylpenicillin (V)
#
Propicillin
‡
Pheneticillin
‡
Azidocillin
‡
Clometocillin
‡
Penamecillin
‡
β-lactamase resistant
(2nd generation)
Cloxacillin
#
(
Dicloxacillin
Flucloxacillin
)
Oxacillin
Nafcillin
Methicillin
‡
Extended
spectrum
Aminopenicillins
(3rd generation)
Amoxicillin
#
Ampicillin
#
(
Pivampicillin
Hetacillin
‡
Bacampicillin
‡
Lenampicillin
Metampicillin
‡
Talampicillin
‡
)
Epicillin
‡
Carboxypenicillins
(4th generation)
Ticarcillin
Carbenicillin
‡
/
Carindacillin
‡
Temocillin
‡
Ureidopenicillins
(4th generation)
Piperacillin
Azlocillin
‡
Mezlocillin
‡
Other
Mecillinam
(
Pivmecillinam
)
Sulbenicillin
‡
Carbapenems
/
Penems
Carbapenems (
Ertapenem
Antipseudomonal
(
Doripenem
Imipenem
Meropenem
)
Biapenem
‡
Panipenem
)
Penems (
Faropenem
Ritipenem
§
Sulopenem
)
Cephems
Cephalosporins
Cephamycins
Carbacephems
1st generation
Cefazolin
#
Cefalexin
#
Cefadroxil
Cefapirin
Cefazedone
‡
Cefazaflur
‡
Cefradine
‡
Cefroxadine
‡
Ceftezole
‡
Cefaloglycin
‡
Cefacetrile
‡
Cefalonium
‡
Cefaloridine
‡
Cefalotin
Cefatrizine
‡
2nd generation
Cefaclor
Cefprozil
Cefuroxime
Cefuroxime axetil
Cefamandole
‡
Cefonicid
‡
Ceforanide
‡
Cefuzonam
‡
Cephamycin
(
Cefoxitin
Cefotetan
Cefminox
‡
Cefbuperazone
‡
Cefmetazole
‡
)
Carbacephem
(
Loracarbef
‡
)
3rd generation
Cefixime
#
Ceftriaxone
#
Cefotaxime
#
Antipseudomonal (
Ceftazidime
#
Cefoperazone
)
Cefdinir
Cefcapene
Cefdaloxime
Ceftizoxime
Cefmenoxime
Cefpiramide
Cefpodoxime
Ceftibuten
Cefditoren
Cefotiam
‡
Cefetamet
‡
Cefodizime
‡
Cefpimizole
‡
Cefsulodin
‡
Cefteram
‡
Ceftiolene
‡
Oxacephem
(
Flomoxef
Latamoxef
‡
)
4th generation
Cefepime
Cefozopran
‡
Cefpirome
Cefquinome
‡
5th generation
Ceftaroline fosamil
Ceftolozane
Ceftobiprole
Siderophore
Cefiderocol
#
Veterinary
Ceftiofur
Cefquinome
Cefovecin
Monobactams
Aztreonam
Tigemonam
‡
Carumonam
‡
Nocardicin A
‡
β-lactamase inhibitors
Penam
(
Sulbactam
Tazobactam
)
Clavam
(
Clavulanic acid
)
non-β-lactam (
Avibactam
Durlobactam
Relebactam
Vaborbactam
)
Combinations
Amoxicillin/clavulanic acid
#
Ampicillin/flucloxacillin
Ampicillin/sulbactam
(
Sultamicillin
)
Aztreonam/avibactam
Benzathine benzylpenicillin/procaine benzylpenicillin
Cefepime/enmetazobactam
Cefoperazone/sulbactam
Ceftazidime/avibactam
Ceftolozane/tazobactam
Imipenem/cilastatin
#
Imipenem/cilastatin/relebactam
Meropenem/vaborbactam
Panipenem/betamipron
Piperacillin/tazobactam
Sulbactam/durlobactam
Sulopenem/probenecid
Ticarcillin/clavulanic acid
Polypeptides
Lipopeptides
Insert into bacterial cell wall causing perforation and depolarization:
Daptomycin
Surfactin
Other
Inhibits PG elongation and crosslinking:
Ramoplanin
§
Intracellular
Inhibit
PG
subunit synthesis and transport:
NAM
synthesis inhibition (
Fosfomycin
)
DADAL
/
AR
inhibitors (
Cycloserine
)
bactoprenol
inhibitors (
Bacitracin
)
Other
Hydrolyze NAM-NAG
lysozyme
Tyrothricin
Gramicidin
Tyrocidine
Isoniazid
#
Teixobactin
#
WHO-EM
‡
Withdrawn
from market
Clinical trials
:
†
Phase III
§
Never to phase III
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