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M1547

Metronidazole

BioXtra

Synonym(s):

2-Methyl-5-nitroimidazole-1-ethanol

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Size/SKUAvailabilityPrice
5 g

Available to ship TODAYfromMILWAUKEE

$75.40
25 g

Available to ship TODAYfromMILWAUKEE

$147.00

About This Item

Empirical Formula (Hill Notation):
C6H9N3O3
CAS Number:
Molecular Weight:
171.15
UNSPSC Code:
51282808
NACRES:
NA.76
PubChem Substance ID:
EC Number:
207-136-1
Beilstein/REAXYS Number:
611683
MDL number:

$75.40


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product line

BioXtra

Quality Segment

impurities

≤0.2% Total Impurities

ign. residue

≤0.1%

color

white to light yellow

mp

159-161 °C (lit.)

solubility

acetic acid: 0.1 M, clear, colorless to yellow

anion traces

chloride (Cl-): ≤0.05%, sulfate (SO42-): ≤0.05%

cation traces

Al: ≤0.0005%, Ca: ≤0.005%, Cu: ≤0.0005%, Fe: ≤0.0005%, K: ≤0.005%, Mg: ≤0.0005%, Na: ≤0.01%, Pb: ≤0.001%, Zn: ≤0.0005%

antibiotic activity spectrum

Gram-negative bacteria, parasites

mode of action

DNA synthesis | interferes

storage temp.

2-8°C

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

General description

Chemical structure: imidazole

Application

Metronidazole is used to study DNA damage and repair and has been found to induce the gene transfer agent VSH-1 in Brachyspira hyodysenteriae. It is commonly used for treatment of periodontitis and is used in bioavailability studies.

Biochem/physiol Actions

Metronidazole is a prodrug and is selective for anaerobic bacteria due to their ability to intracellularly reduce metronidazole to its active form. Reduced metronidazole covalently binds to DNA which disrupts its helical structure, induces DNA strand breaks and inhibits bacterial nucleic acid synthesis. Bacterial cell death results.

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This Item
M1850000M376146461
antibiotic activity spectrum

Gram-negative bacteria, parasites

antibiotic activity spectrum

-

antibiotic activity spectrum

Gram-negative bacteria, parasites

antibiotic activity spectrum

Gram-negative bacteria, parasites

product line

BioXtra

product line

-

product line

-

product line

VETRANAL®

Quality Level

200

Quality Level

-

Quality Level

100

Quality Level

200

solubility

acetic acid: 0.1 M, clear, colorless to yellow

solubility

-

solubility

-

solubility

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

mp

159-161 °C (lit.)

mp

159-161 °C (lit.)

mp

159-161 °C (lit.)

mp

159-161 °C (lit.)


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pictograms

Health hazard

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

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

      Helpful?

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