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136255

Sigma-Aldrich

2-Methyl-4(5)-nitroimidazole

99%

Synonym(s):

2-Methyl-4-nitro-1H-imidazole, 2-Methyl-4-nitroimidazole, 2-Methyl-5-nitro-1H-imidazole, 2-Methyl-5-nitroimidazole, 4-Nitro-2-methylimidazole, Menidazole

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About This Item

Empirical Formula (Hill Notation):
C4H5N3O2
CAS Number:
696-23-1
Molecular Weight:
127.10
Beilstein:
4032
EC Number:
211-790-3
MDL number:
MFCD00151322
UNSPSC Code:
12352005
PubChem Substance ID:
24848270
NACRES:
NA.22
Pricing and availability is not currently available.

Assay

99%

form

powder

mp

251-255 °C (lit.)

functional group

nitro

SMILES string

Cc1ncc([nH]1)[N+]([O-])=O

InChI

1S/C4H5N3O2/c1-3-5-2-4(6-3)7(8)9/h2H,1H3,(H,5,6)

InChI key

FFYTTYVSDVWNMY-UHFFFAOYSA-N

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Application

2-Methyl-4(5)-nitroimidazole was used to study the mechanism of both the alkaline and acidic hydrolysis of tinidazole[1].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF3906V
WXBF2461V
WXBF1045V
WXBD9766V
WXBD6652V

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Jukka-Pekka K Salo et al.
Journal of pharmaceutical sciences, 92(4), 739-746 (2003-03-28)
Using two UV-spectrophotometric methods, the hydrolysis of tinidazole was studied at pH 1.00-8.45 at 80 degrees C. The reaction followed apparent first-order kinetics throughout the studied range. No kinetic salt effect was detected, indicating that at least one of the
Daniel D Rossouw et al.
Nuclear medicine and biology, 32(4), 385-394 (2005-05-10)
The inflammation- and infection-seeking properties of (131)I-labeled ornidazole, a 5-nitroimidazole derivative, have recently been reported. Whole-body images in rabbits showed a more rapid uptake in inflamed areas compared to (67)Ga. In the present study, two novel (123)I-labeled 2-methyl-4-nitroimidazole derivatives were
Fa-qing Ye et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 38(4), 260-263 (2003-08-02)
To study the synthesis and antibacterial activity of pyridonecarboxylic acid derivatives containing 2-methyl-5-nitroimidazol. Pyridonecarboxylic acid derivatives containing 2-methyl-5-nitroimidazol were synthesized primarily from 2-methyl-5-nitroimidazol, norfloxacin, ciprofloxacin, enoxacin via nucleophilic substitution and esterification. The antibacterial activity of the nine target compounds were
G Carignan et al.
Food additives and contaminants, 8(4), 467-475 (1991-07-01)
An unidentified metabolite of dimetridazole (DMZ), found in pig plasma, muscle and kidney, was shown by chromatography and spectroscopy to be 2-methyl-5-nitroimidazole (2-MNI), resulting from N-demethylation of DMZ. This route of degradation competes with the oxidation pathway previously described. The
Fa-qing Ye et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 40(2), 132-135 (2005-05-07)
To study the synthesis and antibacterial activity of ciprofloxacin derivatives. Ciprofloxacin derivatives were synthesized primarily from 2-methyl-5-nitroimidazol and ciprofloxacin through nucleophilic substitution. The antibacterial activity of the synthesized compounds were tested. Nine new compounds were synthesized. The structure of the
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    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/449/386/product-dating-information-mk.pdf

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

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    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

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