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19-4497

Sigma-Aldrich

Metronidazole

SAJ first grade, ≥99.0%

Synonym(s):

2-Methyl-5-nitroimidazole-1-ethanol

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About This Item

Empirical Formula (Hill Notation):
C6H9N3O3
CAS Number:
443-48-1
Molecular Weight:
171.15
Beilstein/REAXYS Number:
611683
EC Number:
207-136-1
MDL number:
MFCD00009750
UNSPSC Code:
12352005
PubChem Substance ID:
329751879

grade

SAJ first grade

assay

≥99.0%

form

solid

availability

available only in Japan

mp

159-161 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria
parasites

mode of action

DNA synthesis | interferes

SMILES string

CC1=NC=C([N+]([O-])=O)N1CCO

InChI

1S/C6H9N3O3/c1-5-7-4-6(9(11)12)8(5)2-3-10/h4,10H,2-3H2,1H3

Inchi Key

VAOCPAMSLUNLGC-UHFFFAOYSA-N

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General description

Chemical structure: imidazole

Pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Carc. 1B - Muta. 1B - STOT RE 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Sonja Löfmark et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 50 Suppl 1, S16-S23 (2010-01-14)
Metronidazole has been used for the treatment of infections for >45 years and is still successfully used for the treatment of trichomoniasis, amoebiasis, and giardiasis. Anaerobic bacterial infections caused by Bacteroides species, fusobacteria, and clostridia respond favorably to metronidazole therapy.
Michael John Aldape et al.
The Journal of antimicrobial chemotherapy, 70(1), 153-159 (2014-08-26)
Clostridium difficile infection (CDI) is mediated by potent extracellular toxins and is spread largely via bacterial spores. We and others have shown that some antibiotics stimulate C. difficile toxin production in a strain-specific manner; however, the effects of newer anti-C.
Jayaram Lakshmaiah Narayana et al.
Oncotarget, 6(15), 12936-12954 (2015-05-24)
Helicobacter pylori infection is marked by a strong association with various gastric diseases, including gastritis, ulcers, and gastric cancer. Antibiotic treatment regimens have low success rates due to the rapid occurrence of resistant H. pylori strains, necessitating the development of
Manoj K Puthia et al.
Eukaryotic cell, 7(3), 435-443 (2007-12-25)
Blastocystis is a ubiquitous enteric protozoan found in the intestinal tracts of humans and a wide range of animals. Evidence accumulated over the last decade suggests association of Blastocystis with gastrointestinal disorders involving diarrhea, abdominal pain, constipation, nausea, and fatigue.
T H I Brummer et al.
BJOG : an international journal of obstetrics and gynaecology, 120(10), 1269-1276 (2013-06-22)
To evaluate cefuroxime and metronidazole antibiotic prophylaxis. Observational nonrandomised 1-year prospective cohort study. Fifty-three hospitals in Finland. A total of 5279 women undergoing hysterectomy for benign indications, with cefuroxime given to 4301 and metronidazole given to 2855. Excluding other antibiotics
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