Home Imidazoles 527-73-1
527-73-1,MFCD00005185
Catalog No.:AA003HPX
527-73-1 | 2-Nitroimidazole
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  • Technical Information
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Technical Information
Catalog Number:
AA003HPX
Chemical Name:
2-Nitroimidazole
CAS Number:
527-73-1
Molecular Formula:
C3H3N3O2
Molecular Weight:
113.0748
MDL Number:
MFCD00005185
IUPAC Name:
2-nitro-1H-imidazole
InChI:
InChI=1S/C3H3N3O2/c7-6(8)3-4-1-2-5-3/h1-2H,(H,4,5)
InChI Key:
YZEUHQHUFTYLPH-UHFFFAOYSA-N
SMILES:
[O-][N+](=O)c1ncc[nH]1
EC Number:
208-425-5
UNII:
K8E96XL55D
NSC Number:
105831
Properties
Computed Properties
 
Complexity:
99.2  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
113.023g/mol
Formal Charge:
0
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
113.076g/mol
Monoisotopic Mass:
113.023g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
74.5A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.1  

Synonyms
 
azomycin 
azomycin, monohydrofluoride 
1H-Imidazole, 2-nitro- 
D0QY4L 
Azomycin(2-Nitroimidazole) 
C3H3N3O2 
2H-Imidazole,2-aci-nitro- 
C3H3N3O2.NH3 
C3-H3-N3-O2.NH3 
CID10701 
Nitroimidazole compounds (infection) 
2-Nitroimidazole, 98% - 1G 1g 
ACN-000775 
Imidazole, 2-nitro- 
A7707 
B3663 
5-23-04-00471 (Beilstein Handbook Reference) 
A10099 
36877-68-6 
Ro 05-9129 
2-Nitroimidazole, 98% 
EINECS 208-425-5 
MFCD00005185 
NSC 105831 
BRN 0116444 
UNII-K8E96XL55D 
Azomycin (2-Nitroimidazole) 
azomycin, sodium salt 
K8E96XL55D 
CHEBI:67135 
YZEUHQHUFTYLPH-UHFFFAOYSA-N 
NSC105831 
11A 
2-Nitroimidazol 
2 -nitroimidazole 
2-nitro-imidazole 
PubChem7616 
AC1L1VRH 
Ro-59129-001 
ACMC-1ATP5 
WLN: T5M CNJ BNW 
Azomycin - 2-Nitroimidazole 
SCHEMBL10049 
KSC270C3J 
MLS006010891 
2H-Imidazole, 2-aci-nitro- 
CHEMBL433637 
SCHEMBL4794199 
DTXSID7060178 
2-Nitroimidazole 
SCHEMBL17145914 
CTK1H0134 
KS-00000DFE 
HMS3655N18 
ACT02015 
ALBB-016499 
BCP26458 
CS-D1102 
HY-N0195 
ZINC1481980 
Azomycin 
AN-479 
ANW-31547 
BBL100949 
CN-006 
CN0023 
s2267 
STL554743 
AKOS006222773 
AKOS007929923 
CCG-208568 
527-73-1 
ML01025 
NSC-105831 
RP19085 
RTC-030478 
TRA0014751 
NCGC00346715-01 
875208-30-3 
AJ-26302 
AK-28550 
AS-14901 
2-NITRO-1H-IMIDAZOLE 
BC220082 
BR-28550 
CJ-05084 
CJ-23630 
LS-78837 
N060 
SC-05069 
SMR004701806 
SY019543 
DB-006205 
Amicin 
Ro-59129-001 
ST2410179 
TC-030478 
AM20100295 
BB 0261804 
FT-0601241 
FT-0687305 
N0891 
SW220260-1 
C-5321 
nitroimidazole 
C14531 
MFCD00005185 (97+%) 
122288-EP2272510A1 
122288-EP2295432A1 
527N731 
SR-05000002197 
Q-200313 
S14-0905 
SR-05000002197-2 
2-Nitrodiphenylamine 
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Title: Overexpression of VEGF121, but not VEGF165 or FGF-1, improves oxygenation in MCF-7 breast tumours.

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Title: The farnesyltransferase inhibitor R115777 reduces hypoxia and matrix metalloproteinase 2 expression in human glioma xenograft.

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Title: Pimonidazole binding in C6 rat brain glioma: relation with lipid droplet detection.

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Title: 99mTcO(BAT-NI), a novel nitroimidazole tracer: in vivo uptake studies in ischaemic myocardium.

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Title: In vivo colocalization of 2-nitroimidazole EF5 fluorescence intensity and electron paramagnetic resonance oximetry in mouse tumors.

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Title: Noninvasive imaging of tumor hypoxia in rats using the 2-nitroimidazole 18F-EF5.

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Title: A novel hypoxia-dependent 2-nitroimidazole KIN-841 inhibits tumour-specific angiogenesis by blocking production of angiogenic factors.

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Title: Non-invasive PET and SPECT imaging of tissue hypoxia using isotopically labeled 2-nitroimidazoles.

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Title: Adduct of 2-[18F]FDG and 2-nitroimidazole as a putative radiotracer for the detection of hypoxia with PET: synthesis, in vitro- and in vivo-characterization.

Journal: Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20021101

Title: [99mTc]Technetium labelled PnAo-azomycin glucuronides: a novel class of imaging markers of tissue hypoxia.

Journal: Applied radiation and isotopes : including data, instrumentation and methods for use in agriculture, industry and medicine 20021101

Title: DNA-targeted 2-nitroimidazoles: studies of the influence of the phenanthridine-linked nitroimidazoles, 2-NLP-3 and 2-NLP-4, on DNA damage induced by ionizing radiation.

Journal: Radiation research 20020901

Title: Phase 1 study to identify tumour hypoxia in patients with head and neck cancer using technetium-99m BRU 59-21.

Journal: European journal of nuclear medicine and molecular imaging 20020901

Title: Validation of the fluorinated 2-nitroimidazole SR-4554 as a noninvasive hypoxia marker detected by magnetic resonance spectroscopy.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20020701

Title: Zonal image analysis of tumour vascular perfusion, hypoxia, and necrosis.

Journal: British journal of cancer 20020605

Title: The synthesis and radiolabeling of 2-nitroimidazole derivatives of cyclam and their preclinical evaluation as positive markers of tumor hypoxia.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20020601

Title: Effect of a hypoxic cell sensitizer doranidazole on the radiation-induced apoptosis of mouse L5178Y lymphoma cells.

Journal: Journal of radiation research 20020601

Title: Comparison of hypoxic cell radiosensitizers, KIN-804, KIN-844, KIN-806 and TX-1877, on brain and liver metabolizing capacities in mice bearing Ehrlich ascites carcinoma.

Journal: Biological & pharmaceutical bulletin 20020501

Title: Synthesis and antihypertensive activities of new 1,4-dihydropyridine containing nitroimidazolyl substituent with a nitrooxy group at the 3-ester position.

Journal: Archiv der Pharmazie 20020301

Title: Radiation-chemical properties of the hypoxic cell radiosensitizer doranidazole (PR-350).

Journal: Journal of radiation research 20020301

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