Page last updated: 2024-12-08

azd2563

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

posizolid: an antitubercular agent; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	213049
CHEMBL ID	131854
SCHEMBL ID	374786
MeSH ID	M0422632

Synonyms (27)

Synonym
azd2563
CHEMBL131854
posizolid
azd-5847
azd-2563
252260-02-9
(5r)-3-[4-[1-[(2s)-2,3-dihydroxypropanoyl]-3,6-dihydro-2h-pyridin-4-yl]-3,5-difluorophenyl]-5-(1,2-oxazol-3-yloxymethyl)-1,3-oxazolidin-2-one
azd5847
posizolid [inn:ban]
azd 5847
82v2m8k24r ,
(5r)-3-(4-(1-((2s)-2,3-dihydroxypropanoyl)-1,2,3,6-tetrahydro-4-pyridyl)-3,5-difluorophenyl)-5-(1,2-oxazol-3-yloxymethyl)-1,3-oxazolidin-2-one
azd 2563
unii-82v2m8k24r
(5r)-3-(4-(1-((2s)-2,3-dihydroxypropanoyl)-1,2,3,6-tetrahydro-4-pyridyl)-3,5-difluorophenyl)-5-(1,2-oxazol-3-yloxymethyl)-1,3-oxazolan-2-one
posizolid [inn]
posizolid [who-dd]
DB04850
(5r)-3-[4-[1-[(2s)-2,3-dihydroxypropanoyl]-3,6-dihydro-2h-pyridin-4-yl]-3,5-difluoro-phenyl]-5-(isoxazol-3-yloxymethyl)oxazolidin-2-one
SCHEMBL374786
gtpl12762
Q7233326
2-oxazolidinone, 3-[4-[1-[(2s)-2,3-dihydroxy-1-oxopropyl]-1,2,3,6-tetrahydro-4-pyridinyl]-3,5-difluorophenyl]-5-[(3-isoxazolyloxy)methyl]-, (5r)-
DTXSID40870284
CS-0010094
HY-15993
AKOS040753599

Research Excerpts

Overview

AZD2563 is a new, long-acting oxazolidinone that possesses potent antimicrobial activity against Gram-positive organisms.

Excerpt	Reference	Relevance
"AZD2563 is a new oxazolidinone that has targeted activity against Gram-positive bacteria. "	( In vitro activity of AZD2563, a novel oxazolidinone, against European Gram-positive cocci. Fluit, AC; Milatovic, D; Schmitz, FJ; Verhoef, J, 2002)	2.08
"AZD2563 is a new, long-acting oxazolidinone that possesses potent antimicrobial activity against Gram-positive organisms. "	( Determination of disk diffusion and MIC quality control parameters for AZD2563, a novel long-acting oxazolidinone. Anderegg, TR; Jones, RN, 2003)	1.99
"AZD2563 is a novel oxazolidinone that has activity similar to linezolid and the potential for extended dosing intervals."	( Preliminary susceptibility testing guidelines for AZD2563, a long-acting oxazolidinone. Anderegg, TR; Jones, RN, 2004)	1.3

Compound-Compound Interactions

Excerpt	Reference	Relevance
" When combined with gentamicin (MIC/4 concentration), rapid bactericidal action was observed against all streptococci tested, but not against the staphylococci."	( AZD2563, a new oxazolidinone: bactericidal activity and synergy studies combined with gentamicin or vancomycin against staphylococci and streptococcal strains. Anderegg, TR; Deshpande, LM; Jones, RN, 2002)	1.76

Dosage Studied

Excerpt	Relevance	Reference
" AZD2563 is a novel oxazolidinone that has activity similar to linezolid and the potential for extended dosing intervals."	( Preliminary susceptibility testing guidelines for AZD2563, a long-acting oxazolidinone. Anderegg, TR; Jones, RN, 2004)	1.49

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (13)

Assay ID	Title	Year	Journal	Article
AID207216	In vitro minimum inhibitory concentration against Staphylococcus aureus Oxford	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID209622	In vitro minimum inhibitory concentration against Streptococcus pyogenes penicillin sensitive	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID1432970	Antitubercular activity against Mycobacterium tuberculosis H37Rv after 7 days by microplate alamar blue assay
AID1162166	Antitubercular activity against Mycobacterium tuberculosis H37Rv assessed as growth inhibition	2014	European journal of medicinal chemistry, Oct-30, Volume: 86	SAR analysis of new anti-TB drugs currently in pre-clinical and clinical development.
AID1432971	Cytotoxicity against African green monkey Vero cells assessed as growth inhibition after 48 hrs by MTT assay
AID207215	In vitro minimum inhibitory concentration against Staphylococcus aureus MRQR	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID67565	In vitro minimum inhibitory concentration against Enterococcus faecalis	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID1432972	Selectivity index, ratio of IC50 for African green monkey Vero cells to MIC for Mycobacterium tuberculosis H37Rv
AID698837	Bioavailability in human at 1200 mg	2012	European journal of medicinal chemistry, May, Volume: 51	Tuberculosis: the drug development pipeline at a glance.
AID110692	In vivo antibacterial activity against Staphylococcus aureus after intramuscular administration (5 mg/kg) in mice using (MTT) mouse thigh test	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID110691	In vivo antibacterial activity against Staphylococcus aureus after intramuscular administration (10 mg/kg) in mice using (MTT) mouse thigh test	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
AID698840	Bioavailability in human at 50 mg	2012	European journal of medicinal chemistry, May, Volume: 51	Tuberculosis: the drug development pipeline at a glance.
AID207213	In vitro minimum inhibitory concentration against coagulase negative Staphylococcus aureus methicillin resistant (CNSMR)	2003	Bioorganic & medicinal chemistry letters, Dec-01, Volume: 13, Issue:23	New classes of antibacterial oxazolidinones with C-5, methylene O-linked heterocyclic side chains.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (29)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	19 (65.52)	29.6817
2010's	9 (31.03)	24.3611
2020's	1 (3.45)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	5 (17.24%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	24 (82.76%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
methane Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).	2.01	1	alkane; gas molecular entity; mononuclear parent hydride; one-carbon compound	bacterial metabolite; fossil fuel; greenhouse gas
pyrazinamide pyrazinecarboxamide : A monocarboxylic acid amide resulting from the formal condensation of the carboxy group of pyrazinoic acid (pyrazine-2-carboxylic acid) with ammonia. A prodrug for pyrazinoic acid, pyrazinecarboxamide is used as part of multidrug regimens for the treatment of tuberculosis.	2.13	1	monocarboxylic acid amide; N-acylammonia; pyrazines	antitubercular agent; prodrug
clofazimine Clofazimine: A fat-soluble riminophenazine dye used for the treatment of leprosy. It has been used investigationally in combination with other antimycobacterial drugs to treat Mycobacterium avium infections in AIDS patients. Clofazimine also has a marked anti-inflammatory effect and is given to control the leprosy reaction, erythema nodosum leprosum. (From AMA Drug Evaluations Annual, 1993, p1619). clofazimine : 3-Isopropylimino-3,5-dihydro-phenazine in which the hydrogen at position 5 is substituted substituted by a 4-chlorophenyl group, and that at position 2 is substituted by a (4-chlorophenyl)amino group. A dark red crystalline solid, clofazimine is an antimycobacterial and is one of the main drugs used for the treatment of multi-bacillary leprosy. However, it can cause red/brown discolouration of the skin, so other treatments are often preferred in light-skinned patients.	3.19	1	monochlorobenzenes; phenazines	dye; leprostatic drug; non-steroidal anti-inflammatory drug
gentamicin Gentamicins: A complex of closely related aminoglycosides obtained from MICROMONOSPORA purpurea and related species. They are broad-spectrum antibiotics, but may cause ear and kidney damage. They act to inhibit PROTEIN BIOSYNTHESIS.	7.01	1
isoniazid Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).	4.1	2	carbohydrazide	antitubercular agent; drug allergen
gatifloxacin Gatifloxacin: A fluoroquinolone antibacterial agent and DNA TOPOISOMERASE II inhibitor that is used as an ophthalmic solution for the treatment of BACTERIAL CONJUNCTIVITIS.. gatifloxacin : A monocarboxylic acid that is 4-oxo-1,4-dihydroquinoline-3-carboxylic acid which is substituted on the nitrogen by a cyclopropyl group and at positions 6, 7, and 8 by fluoro, 3-methylpiperazin-1-yl, and methoxy groups, respectively. Gatifloxacin is an antibiotic of the fourth-generation fluoroquinolone family, that like other members of that family, inhibits the bacterial topoisomerase type-II enzymes.	3.17	1	N-arylpiperazine; organofluorine compound; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone	antiinfective agent; antimicrobial agent; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor
uridine [no description available]	3.41	1	uridines	drug metabolite; fundamental metabolite; human metabolite
pyrroles 1H-pyrrole : A tautomer of pyrrole that has the double bonds at positions 2 and 4.. pyrrole : A five-membered monocyclic heteroarene comprising one NH and four CH units which forms the parent compound of the pyrrole group of compounds. Its five-membered ring structure has three tautomers. A 'closed class'.. azole : Any monocyclic heteroarene consisting of a five-membered ring containing nitrogen. Azoles can also contain one or more other non-carbon atoms, such as nitrogen, sulfur or oxygen.	3.41	1	pyrrole; secondary amine
adamantane Adamantane: A tricyclo bridged hydrocarbon.	4.18	2	adamantanes; polycyclic alkane
oxazoles Oxazoles: Five-membered heterocyclic ring structures containing an oxygen in the 1-position and a nitrogen in the 3-position, in distinction from ISOXAZOLES where they are at the 1,2 positions.. 1,3-oxazole : A five-membered monocyclic heteroarene that is an analogue of cyclopentadiene with O in place of CH2 at position 1 and N in place of CH at position 3.. oxazole : An azole based on a five-membered heterocyclic aromatic skeleton containing one N and one O atom.	3.85	3	1,3-oxazoles; mancude organic heteromonocyclic parent; monocyclic heteroarene
azomycin azomycin: RN given refers to parent cpd with specified locant; structure	3.61	2	C-nitro compound; imidazoles	antitubercular agent
vancomycin Vancomycin: Antibacterial obtained from Streptomyces orientalis. It is a glycopeptide related to RISTOCETIN that inhibits bacterial cell wall assembly and is toxic to kidneys and the inner ear.. vancomycin : A complex glycopeptide from Streptomyces orientalis. It inhibits a specific step in the synthesis of the peptidoglycan layer in the Gram-positive bacteria Staphylococcus aureus and Clostridium difficile.	7.01	1	glycopeptide	antibacterial drug; antimicrobial agent; bacterial metabolite
amoxicillin Amoxicillin: A broad-spectrum semisynthetic antibiotic similar to AMPICILLIN except that its resistance to gastric acid permits higher serum levels with oral administration.. amoxicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-(4-hydroxyphenyl)acetamido group.	3.19	1	penicillin allergen; penicillin	antibacterial drug
dup 105 4-methylsulfinylphenyloxooxazolidinylmethylacetamide: structure given in first source	3.17	1
fluorodeoxyglucose f18 Fluorodeoxyglucose F18: The compound is given by intravenous injection to do POSITRON-EMISSION TOMOGRAPHY for the assessment of cerebral and myocardial glucose metabolism in various physiological or pathological states including stroke and myocardial ischemia. It is also employed for the detection of malignant tumors including those of the brain, liver, and thyroid gland. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1162)	2.1	1	2-deoxy-2-((18)F)fluoro-D-glucose; 2-deoxy-2-fluoro-aldehydo-D-glucose
oxazolidin-2-one Oxazolidinones: Derivatives of oxazolidin-2-one. They represent an important class of synthetic antibiotic agents.. oxazolidin-2-one : An oxazolidinone that is 1,3-oxazolidine with an oxo substituent at position 2.. oxazolidinone : An oxazolidine containing one or more oxo groups.	6.58	26	carbamate ester; oxazolidinone	metabolite
carbene carbene: electrically neutral species H2C: and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons; carbene is the name of the parent hydride :CH2 ; hence, the name dichlorocarbene for :CCl2. However, names for acyclic and cyclic hydrocarbons containing one or more divalent carbon atoms are derived from the name of the corresponding all-4-hydrocarbon using the suffix -ylidene; methylene carbene also available. carbene : The electrically neutral species H2C(2.) and its derivatives, in which the carbon is covalently bonded to two univalent groups of any kind or a divalent group and bears two nonbonding electrons, which may be spin-paired (singlet state) or spin-non-paired (triplet state).	2.01	1	carbene; methanediyl
levofloxacin Levofloxacin: The L-isomer of Ofloxacin.. levofloxacin : An optically active form of ofloxacin having (S)-configuration; an inhibitor of bacterial topoisomerase IV and DNA gyrase.	3.19	1	9-fluoro-3-methyl-10-(4-methylpiperazin-1-yl)-7-oxo-2,3-dihydro-7H-[1,4]oxazino[2,3,4-ij]quinoline-6-carboxylic acid; fluoroquinolone antibiotic; quinolone antibiotic	antibacterial drug; DNA synthesis inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; topoisomerase IV inhibitor
moxifloxacin Moxifloxacin: A fluoroquinolone that acts as an inhibitor of DNA TOPOISOMERASE II and is used as a broad-spectrum antibacterial agent.. moxifloxacin : A quinolone that consists of 4-oxo-1,4-dihydroquinoline-3-carboxylic acid bearing a cyclopropyl substituent at position 1, a fluoro substitiuent at position 6, a (4aS,7aS)-octahydro-6H-pyrrolo[3,4-b]pyridin-6-yl group at position 7 and a methoxy substituent at position 8. A member of the fluoroquinolone class of antibacterial agents.	4.1	2	aromatic ether; cyclopropanes; fluoroquinolone antibiotic; pyrrolidinopiperidine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone	antibacterial drug
linezolid [no description available]	6.25	14	acetamides; morpholines; organofluorine compound; oxazolidinone	antibacterial drug; protein synthesis inhibitor
pa 824 pretomanid: nitroimidazopyran derived from 5-nitroimidazoles; a prodrug that requires activation by a bacterial F420-depedent glucose-6-phosphate dehydrogenase (Fgd) and nitroreductase to activate components that then inhibit bacterial mycolic acid and protein synthesis; structure in first source	4.96	4
u 100480 U 100480: structure given in first source	4.62	4
sq-641 SQ-641: a MurX inhibitor with antitubercular activity; structure in first source	3.41	1
sq 109 N-geranyl-N'-(2-adamantyl)ethane-1,2-diamine: has antitubercular activity	4.73	3
bedaquiline bedaquiline: a diarylquinoline Antitubercular Agent. bedaquiline : A quinoline-based antimycobacterial drug used (as its fumarate salt) for the treatment of pulmonary multi-drug resistant tuberculosis by inhibition of ATP synthase, an enzyme essential for the replication of the mycobacteria.	4.96	4	aromatic ether; naphthalenes; organobromine compound; quinolines; tertiary alcohol; tertiary amino compound	antitubercular agent; ATP synthase inhibitor
sudoterb sudoterb: an antibacterial active against M. tuberculosis; structure in first source	3.41	1
opc-67683 OPC-67683: an antitubercular agent	4.1	2	piperidines
dup 721 [no description available]	3.17	1
tedizolid phosphate tedizolid phosphate: a prodrug of DA-7157; structure in first source. tedizolid phosphate : A phosphate monoester resulting from the formal condensation of equimolar amounts of phosphoric acid with the hydroxy group of tedizolid . It is a prodrug of tedizolid, used for the treatment of acute bacterial skin infections caused by certain susceptible bacteria, including Staphylococcus aureus (including methicillin-resistant strains (MRSA) and methicillin-susceptible strains), various Streptococcus species, and Enterococcus faecalis.	2.13	1	carbamate ester; organofluorine compound; oxazolidinone; phosphate monoester; pyridines; tetrazoles	antimicrobial agent; prodrug; protein synthesis inhibitor
rwj-416457 RWJ-416457: pyrrolopyrazolyl-substituted oxazolidinone; structure in first source	2.13	1
btz 043 [no description available]	4.1	2
piperidines Piperidines: A family of hexahydropyridines.	3.41	1
pbtz169 macozinone: an antitubercular agent; structure in first source	3.19	1
rifampin Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)	4.1	2	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor
rifabutin [no description available]	3.19	1

Condition	Relationship Strength	Studies
Infections, Staphylococcal [description not available]	2.7	3
Staphylococcal Infections Infections with bacteria of the genus STAPHYLOCOCCUS.	2.7	3
Koch's Disease [description not available]	4.98	4
Tuberculosis Any of the infectious diseases of man and other animals caused by species of MYCOBACTERIUM TUBERCULOSIS.	4.98	4
Tuberculosis, Drug-Resistant [description not available]	4.53	3
Tuberculosis, Multidrug-Resistant Tuberculosis resistant to chemotherapy with two or more ANTITUBERCULAR AGENTS, including at least ISONIAZID and RIFAMPICIN. The problem of resistance is particularly troublesome in tuberculous OPPORTUNISTIC INFECTIONS associated with HIV INFECTIONS. It requires the use of second line drugs which are more toxic than the first line regimens. TB with isolates that have developed further resistance to at least three of the six classes of second line drugs is defined as EXTENSIVELY DRUG-RESISTANT TUBERCULOSIS.	4.53	3
Latent Tuberculosis The dormant form of TUBERCULOSIS where the person shows no obvious symptoms and no sign of the causative agent (Mycobacterium tuberculosis) in the SPUTUM despite being positive for tuberculosis infection skin test.	2.1	1
Anoxemia [description not available]	2.1	1
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	2.1	1
Extensively Drug-Resistant Tuberculosis Tuberculosis resistant to ISONIAZID and RIFAMPIN and at least three of the six main classes of second-line drugs (AMINOGLYCOSIDES; polypeptide agents; FLUOROQUINOLONES; THIOAMIDES; CYCLOSERINE; and PARA-AMINOSALICYLIC ACID) as defined by the CDC.	2.5	2
Pulmonary Consumption [description not available]	2.8	3
Tuberculosis, Pulmonary MYCOBACTERIUM infections of the lung.	2.8	3
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	3.67	3
Bacterial Infections, Gram-Positive [description not available]	2.92	1
Gram-Positive Bacterial Infections Infections caused by bacteria that retain the crystal violet stain (positive) when treated by the gram-staining method.	2.92	1
Infections, Pneumococcal [description not available]	2.01	1
Pneumococcal Infections Infections with bacteria of the species STREPTOCOCCUS PNEUMONIAE.	2.01	1
Sensitivity and Specificity Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)	2.01	1

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