U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C22H43N5O13
Molecular Weight 585.6025
Optical Activity UNSPECIFIED
Defined Stereocenters 16 / 16
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMIKACIN

SMILES

[H][C@]3(O[C@H]1[C@@H](C[C@H](N)[C@@H](O[C@@]2([H])O[C@H](CN)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O)NC(=O)[C@@H](O)CCN)O[C@H](CO)[C@@H](O)[C@H](N)[C@H]3O

InChI

InChIKey=LKCWBDHBTVXHDL-RMDFUYIESA-N
InChI=1S/C22H43N5O13/c23-2-1-8(29)20(36)27-7-3-6(25)18(39-22-16(34)15(33)13(31)9(4-24)37-22)17(35)19(7)40-21-14(32)11(26)12(30)10(5-28)38-21/h6-19,21-22,28-35H,1-5,23-26H2,(H,27,36)/t6-,7+,8-,9+,10+,11-,12+,13+,14+,15-,16+,17-,18+,19-,21+,22+/m0/s1

HIDE SMILES / InChI
Molecular Formula C22H43N5O13
Molecular Weight 585.6025
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 16 / 16
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://www.drugbank.ca/drugs/DB00479

Amikacin, USP (as the sulfate) is a semi-synthetic aminoglycoside antibiotic derived from kanamycin. Amikacin "irreversibly" binds to specific 30S-subunit proteins and 16S rRNA. Amikacin inhibits protein synthesis by binding to the 30S ribosomal subunit to prevent the formation of an initiation complex with messenger RNA. Specifically Amikacin binds to four nucleotides of 16S rRNA and a single amino acid of protein S12. This interferes with decoding site in the vicinity of nucleotide 1400 in 16S rRNA of 30S subunit. This region interacts with the wobble base in the anticodon of tRNA. This leads to interference with the initiation complex, misreading of mRNA so incorrect amino acids are inserted into the polypeptide leading to nonfunctional or toxic peptides and the breakup of polysomes into nonfunctional monosomes. Amikacin is used for short-term treatment of serious infections due to susceptible strains of Gram-negative bacteria, including Pseudomonas species, Escherichia coli, species of indole-positive and indole-negative Proteus, Providencia species, Klebsiella-Enterobacter-Serratia species, and Acinetobacter (Mima-Herellea) species. Amikacin may also be used to treat Mycobacterium avium and Mycobacterium tuberculosis infections. Amikacin was used for the treatment of gram-negative pneumonia.

CNS Activity

Originator

Bristol-Myers Squibb
145
Curator's Comment: # Bristol-Myers Squibb

Approval Year

1976
91
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
 5.27 mM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Phase III
656
Unknown

Approved Use

Unknown
Primary
Phase III
656
Unknown

Approved Use

Unknown
Curative
Approved
8429
AMIKACIN SULFATE

Approved Use

Amikacin sulfate injection is indicated in the short-term treatment of serious infections due to susceptible strains of Gram-negative bacteria, including Pseudomonas species, Escherichia coli, species of indole-positive and indole-negative Proteus, Providencia species, Klebsiella-Enterobacter-Serratia species, and Acinetobacter (Mima-Herellea) species. Amikacin sulfate is effective in bacterial septicemia (including neonatal sepsis).

Launch Date

7.4917439E11
Curative
Approved
8429
AMIKACIN SULFATE

Approved Use

Amikacin sulfate injection is indicated in the short-term treatment of serious infections due to susceptible strains of Gram-negative bacteria, including Pseudomonas species, Escherichia coli, species of indole-positive and indole-negative Proteus, Providencia species, Klebsiella-Enterobacter-Serratia species, and Acinetobacter (Mima-Herellea) species. Amikacin sulfate is effective in central nervous system infections (including meningitis)

Launch Date

7.4917439E11
Curative
Approved
8429
AMIKACIN SULFATE

Approved Use

Amikacin sulfate injection is indicated in the short-term treatment of serious infections due to susceptible strains of Gram-negative bacteria, including Pseudomonas species, Escherichia coli, species of indole-positive and indole-negative Proteus, Providencia species, Klebsiella-Enterobacter-Serratia species, and Acinetobacter (Mima-Herellea) species. Amikacin sulfate is effective in serious complicated and recurrent urinary tract infections due to these organisms.

Launch Date

7.4917439E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2.8 μg/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
590 mg 1 times / day steady-state, respiratory
dose: 590 mg
route of administration: Respiratory
experiment type: STEADY-STATE
co-administered:
AMIKACIN serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
23.5 μg × h/mL
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
590 mg 1 times / day steady-state, respiratory
dose: 590 mg
route of administration: Respiratory
experiment type: STEADY-STATE
co-administered:
AMIKACIN serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
5.9 h
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
590 mg 1 times / day steady-state, respiratory
dose: 590 mg
route of administration: Respiratory
experiment type: STEADY-STATE
co-administered:
AMIKACIN serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
90%
DRUG LABEL
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
590 mg 1 times / day steady-state, respiratory
dose: 590 mg
route of administration: Respiratory
experiment type: STEADY-STATE
co-administered:
AMIKACIN serum
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
15 mg/kg single, intravenous
Highest studied dose
Dose: 15 mg/kg
Route: intravenous
Route: single
Dose: 15 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
healthy, 21-30 years
n = 6
Health Status: healthy
Age Group: 21-30 years
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
60 mg/kg single, respiratory
Highest studied dose
Dose: 60 mg/kg
Route: respiratory
Route: single
Dose: 60 mg/kg
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
healthy, 21-30 years
n = 6
Health Status: healthy
Age Group: 21-30 years
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
Sources:
https://pubmed.ncbi.nlm.nih.gov/18046534
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Disc. AE: Infective exacerbation of bronchiectasis, Dyspnea...
AEs leading to
discontinuation/dose reduction:
Infective exacerbation of bronchiectasis (6.8%)
Dyspnea (4.5%)
Cough (1 patient)
Oropharyngeal pain (1 patient)
Respiratory disorder (1 patient)
Pneumonia (1 patient)
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
15 mg/kg 1 times / day multiple, intramuscular
Highest studied dose
Dose: 15 mg/kg, 1 times / day
Route: intramuscular
Route: multiple
Dose: 15 mg/kg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/11409580
unhealthy, adult
n = 15
Health Status: unhealthy
Condition: pulmonary tuberculosis
Age Group: adult
Population Size: 15
Sources:
https://pubmed.ncbi.nlm.nih.gov/11409580
Sources:
https://pubmed.ncbi.nlm.nih.gov/11409580
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
Other AEs: Hypersensitivity pneumonitis, Hemoptysis...
Other AEs:
Hypersensitivity pneumonitis
Hemoptysis
Bronchospasm
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
AEs

AEs

AESignificanceDosePopulation
Cough 1 patient
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Oropharyngeal pain 1 patient
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Pneumonia 1 patient
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Respiratory disorder 1 patient
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Dyspnea 4.5%
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Infective exacerbation of bronchiectasis 6.8%
Disc. AE
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
unhealthy, 58.0 years (range: 16 - 61 years)
n = 44
Health Status: unhealthy
Age Group: 58.0 years (range: 16 - 61 years)
Sex: M+F
Population Size: 44
Sources:
https://pubmed.ncbi.nlm.nih.gov/27748623
Bronchospasm
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
Hemoptysis
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
Hypersensitivity pneumonitis
590 mg 1 times / day multiple, respiratory
Recommended
Dose: 590 mg, 1 times / day
Route: respiratory
Route: multiple
Dose: 590 mg, 1 times / day
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sources:
https://www.accessdata.fda.gov/drugsatfda_docs/label/2018/207356s000lbl.pdf
Sourcing

Sourcing

Vendor/AggregatorIDURL
ChEBI
CHEBI:2637
https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:2637
ChemicalBook
CB8146049
https://www.chemicalbook.com/ChemicalProductProperty_EN_CB8146049
MolPort
MolPort-000-761-900
https://www.molport.com/shop/molecule-link/MolPort-000-761-900
ZINC
ZINC000008214483
http://zinc15.docking.org/substances/ZINC000008214483
eMolecules
36519241
https://www.emolecules.com/cgi-bin/more?vid=36519241
PubMed

PubMed

TitleDatePubMed
[Evaluation of ototoxicity of amikacin (BB-K8) by animal test (author's transl)].
1975 Jun
Antimicrobial susceptibility of Mycobacterium marinum determined by E-test and agar dilution.
2001
Occurrence of variants with temperature-dependent susceptibility (TDS) to antibiotics among Stenotrophomonas maltophilia clinical strains.
2001
[Criteria of low risk of mortality in children with neutropenia and fever during cancer chemotherapy].
2001
Molecular diagnosis of a Mycobacterium chelonae infection.
2001
Antimicrobial effect of protein(s) isolated from a marine mollusc Telescopium telescopium.
2001 Apr
Aeromonas sobria sepsis in a neutropenic patient.
2001 Apr
[Combination therapy of antibiotics and intravenous immunoglobulin].
2001 Apr
Oral ciprofloxacin in the management of children with cancer with lower risk febrile neutropenia.
2001 Apr 15
Monotherapy with meropenem versus combination therapy with piperacillin plus amikacin as empiric therapy for neutropenic fever in children with lymphoma and solid tumors.
2001 Apr-Jun
Urinary excretion reflects lung deposition of aminoglycoside aerosols in cystic fibrosis.
2001 Aug
Comparison of 2 techniques for regional antibiotic delivery to the equine forelimb: intraosseous perfusion vs. intravenous perfusion.
2001 Aug
Optimizing antibiotic therapy in the intensive care unit setting.
2001 Aug
Serum pharmacokinetics and sputum penetration of amikacin 30 mg/kg once daily and of ceftazidime 200 mg/kg/day as a continuous infusion in cystic fibrosis patients.
2001 Aug
Role of megalin in renal handling of aminoglycosides.
2001 Aug
[Antibiotic resistance of Staphylococcus aureus in urban experience: 6 month study in Aquitaine].
2001 Feb
[Correlation between sensitivity to fosfomycin and the presence of penicillinase PSE-1 in Pseudomonas aeruginosa].
2001 Feb
Objective method for differentiating between drug-induced vestibulotoxicity and cochleotoxicity.
2001 Jan
Prevalence and characteristics of Pasteurella multocida in commercial turkeys.
2001 Jan-Mar
Changes in electrovestibular brainstem responses after aminoglycoside intoxication in guinea pigs.
2001 Jul
Intravitreal antibiotics: the emergency kit.
2001 Jul
Treatment and outcome of nocardia keratitis.
2001 Jul
Penetration of amikacin into aqueous humor of rabbits.
2001 Jul-Aug
In vitro effect of amikacin, imipenem, cefodizime, IFNalpha-2a alone and combinations of antibiotics with IFNalpha-2a on polymorphonuclear leukocyte function in chronic hepatitis patients.
2001 Jul-Aug
Antibiotic susceptibility and phage typing of methicillin-resistant and -sensitive Staphylococcus aureus clinical isolates at three periods during 1991-1997.
2001 Jun
Blood stream infections in a medical intensive care unit: spectrum and antibiotic susceptibility pattern.
2001 Jun
[Neonatal bacterial infections at the CUH of Dakar].
2001 Jun
Cost-effectiveness of cefepime + netilmicin or ceftazidime + amikacin or meropenem monotherapy in febrile neutropenic children with malignancy in Turkey.
2001 Jun
Antibiotic resistance among Gram-negative non-fermentative bacteria at a teaching hospital in Saudi Arabia.
2001 Jun
Changing antibiotic sensitivity patterns at a university hospital, 1992 through 1999.
2001 Jun
Madura foot: treatment of Nocardia nova infection with antibiotics alone.
2001 Jun
The early bactericidal activity of amikacin in pulmonary tuberculosis.
2001 Jun
Antimicrobial susceptibility of Pseudomonas aeruginosa: results of a UK survey and evaluation of the British Society for Antimicrobial Chemotherapy disc susceptibility test.
2001 Jun
Retinal vasculitis and posterior pole "hypopyons" as early signs of acute bacterial endophthalmitis.
2001 Jun
Nephrotoxicants induce endothelin release and signaling in renal proximal tubules: effect on drug efflux.
2001 Jun
Mycobacterium fortuitum wound infection following laparoscopy.
2001 Mar
Study on antimicrobial susceptibility of bacteria causing neonatal infections: a 12 year study (1987-1998).
2001 Mar
Efficacy and tolerability of piperacillin/tazobactam versus ceftazidime in association with amikacin for treating nosocomial pneumonia in intensive care patients: a prospective randomized multicenter trial.
2001 Mar
Characterization of nonfermenters from clinical samples.
2001 Mar
Treatment of nosocomial postoperative pneumonia in cancer patients: a prospective randomized study.
2001 Mar
[Mycobacterium xenopi: epidemiological and bacteriological features].
2001 Mar-Apr
Ocular nocardia infections with special emphasis on the cornea.
2001 Mar-Apr
[Functional characterization of a multiple-antibiotic resistant plasmid from clinical isolates of methicillin-resistant Staphylococcus aureus].
2001 May
Streptococcus agalactiae endocarditis and giant pyomyoma simulating ovarian cancer.
2001 May
In vitro susceptibility to 15 antibiotics of vibrios isolated from penaeid shrimps in Northwestern Mexico.
2001 May
In vivo efficacy of continuous infusion versus intermittent dosing of ceftazidime alone or in combination with amikacin relative to human kinetic profiles in a Pseudomonas aeruginosa rabbit endocarditis model.
2001 May
Clinical applications of a novel sustained-release injectable drug delivery system: DepoFoam technology.
2001 May-Jun
Liposome-encapsulated aminoglycosides in pre-clinical and clinical studies.
2001 Sep
A simple tool for monitoring nebulized amikacin treatments based on a single urine assay.
2001 Spring
Trends in antimicrobial resistance of Salmonella isolated from animals, foods of animal origin, and the environment of animal production in Canada, 1994-1997.
2001 Summer
Patents

Patents

050618-002
2
062311-001
2
062562-002
2
JP2000219621A
2
JP2002520120A
2
JP2002541233A
400
JP2009541210A
79
JP2011510954A
143
JPS5446840A
2
JPS6293297A
2

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Intravenous Administration The individual dose, the total daily dose, and the total cumulative dose of amikacin sulfate are identical to the dose recommended for intramuscular administration. The solution for intravenous use is prepared by adding the contents of a 500 mg vial to 100 or 200 mL of sterile diluent such as 0.9% sodium chloride injection or 5% dextrose injection or any other compatible solutions listed below. The solution is administered to adults over a 30 to 60 minute period. The total daily dose should not exceed 15 mg/kg/day and may be divided into either 2 or 3 equally-divided doses at equally-divided intervals. Amikacin can also be given by inhalation - The usual dose for adults with CF is 250-500mg twice a day via nebulizer. http://torontoadultcf.com/medications/inhaled-amikacin
The recommended dosage for adults, children and older infants with normal renal function is 15 mg/kg/day divided into 2 or 3 equal doses administered at equally divided intervals, i.e., 7.5 mg/kg q12h or 5 mg/kg q8h. Treatment of patients in the heavier weight classes should not exceed 1.5 grams/day. When amikacin is indicated in newborns, it is recommended that a loading dose of 10 mg/kg be administered initially to be followed with 7.5 mg/kg every 12 hours. The usual duration of treatment is 7 to 10 days. It is desirable to limit the duration of treatment to short-term whenever feasible. The total daily dose by all routes of administration should not exceed 15 mg/kg/day.
Route of Administration: Intramuscular
In Vitro Use Guide
Curator's Comment: Eight P. aeruginosa isolates obtained from clinical samples of burned patients and standard strain ATCC 27853 were used. Amikacin at 4 ug/mL concentration induced lower rate of coccoid bacteria (55.05%). Amikacin had a strong bactericidal effect on coccoid bacteria at 8 ug/mL concentration.
Amikacin had a strong bactericidal effect on coccoid bacteria at 8 ug/mL concentration.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:06:41 UTC 2023
Edited
by admin
on Fri Dec 15 15:06:41 UTC 2023
Record UNII
84319SGC3C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMIKACIN
EP   HSDB   INN   MART.   MI   USP   USP-RS   VANDF   WHO-DD   WHO-IP  
INN  
Official Name English
AMIKACIN [USP MONOGRAPH]
Common Name English
AMIKACIN [VANDF]
Common Name English
AMIKACIN [JAN]
Common Name English
LUKADIN
Common Name English
AMIKACIN [WHO-IP]
Common Name English
NSC-177001
Code English
AMIKACIN [MART.]
Common Name English
AMIKACIN [HSDB]
Common Name English
BAY 41-6551
Code English
O-3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4)-O-(6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->6))-N(SUP 3)-(4-AMINO-L-2-HYDROXYBUTYRYL)-2-DEOXY-L-STREPTAMINE
Common Name English
Amikacin [WHO-DD]
Common Name English
AMIKACIN [MI]
Common Name English
AMIKACIN [USP-RS]
Common Name English
AMIKACINUM [WHO-IP LATIN]
Common Name English
AMIKACIN [EP MONOGRAPH]
Common Name English
amikacin [INN]
Common Name English
POTENTOX
Common Name English
D-STREPTAMINE, O-3-AMINO-3-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->6)-O-(6-AMINO-6-DEOXY-.ALPHA.-D-GLUCOPYRANOSYL-(1->4))-N(SUP 1)-(4-AMINO-2-HYDROXY-1-OXOBUTYL)-2-DEOXY-, (S)-
Common Name English
Classification Tree Code System Code
NDF-RT N0000175477
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
CFR 21 CFR 522.56
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-ATC D06AX12
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
FDA ORPHAN DRUG 342011
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-VATC QJ01GB06
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
LIVERTOX NBK548695
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
NDF-RT N0000007853
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
FDA ORPHAN DRUG 217305
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-VATC QD06AX12
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 6.2.4
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
FDA ORPHAN DRUG 507715
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
CFR 21 CFR 862.3035
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-ATC J01GB06
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
FDA ORPHAN DRUG 282109
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-ATC S01AA21
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-ATC J01RA06
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
NCI_THESAURUS C2363
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
WHO-VATC QS01AA21
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
Code System Code Type Description
WHO INTERNATIONAL PHARMACOPEIA
AMIKACIN
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY Description: White or almost white powder. Solubility: Freely soluble in water, practically insoluble in acetone R or ethanol (~750 g/l) TS. Category: Antibacterial. Storage: Amikacin should be kept in a tightly closed container, or if sterile, in a hermetically closed container. Labelling: The label states:- where applicable, that the substances is free from bacterial endotoxins,- where applicable, that the substance is sterile. Definition: Amikacin is a semi-synthetic product derived from a fermentation product, kanamycin A. Amikacin contains not less than 96.5% and not more than 102.0% (Assay, Method A) or not less than 98.5% and not more than 101.0% (Assay, Method B) of amikacin (C22H43N5O13), calculated with reference to the anhydrous substance.
NCI_THESAURUS
C61615
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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DRUG CENTRAL
157
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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WIKIPEDIA
AMIKACIN
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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ChEMBL
CHEMBL177
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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CAS
37517-28-5
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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RS_ITEM_NUM
1019508
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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SMS_ID
100000092483
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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MESH
D000583
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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HSDB
3583
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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EPA CompTox
DTXSID3022586
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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ECHA (EC/EINECS)
253-538-5
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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FDA UNII
84319SGC3C
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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NSC
177001
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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PUBCHEM
37768
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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LACTMED
Amikacin
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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EVMPD
SUB05431MIG
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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INN
3492
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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RXCUI
641
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY RxNorm
CHEBI
2637
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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DRUG BANK
DB00479
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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MERCK INDEX
m1670
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
PRIMARY Merck Index
DAILYMED
84319SGC3C
Created by admin on Fri Dec 15 15:06:41 UTC 2023 , Edited by admin on Fri Dec 15 15:06:41 UTC 2023
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Related Record Type Details
Structure of AMIKACIN SULFATE
SALT/SOLVATE -> PARENT
PLASMA PROTEIN FRACTION (HUMAN)
BINDER->LIGAND
BINDING
Related Record Type Details
Structure of 4-AMINO-2-HYDROXYBUTYRIC ACID, (S)-(-)-
IMPURITY -> PARENT
Structure of KANAMYCIN A
IMPURITY -> PARENT
Amikacin is a semi-synthetic product derived from a fermentation product, kanamycin A. Amikacin contains not less than 96.5% and not more than 102.0% (Assay, Method A) or not less than 98.5% and not more than 101.0% (Assay, Method B) of amikacin (C22H43N5O13), calculated with reference to the anhydrous substance.
Related Record Type Details
Structure of AMIKACIN
ACTIVE MOIETY
Name Property Type Amount Referenced Substance Defining Parameters References
Volume of Distribution PHARMACOKINETIC
Biological Half-life PHARMACOKINETIC
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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