ChemicalBook > CAS DataBase List > 1-Methyl-5-nitro-1H-imidazole-2-methanol

1-Methyl-5-nitro-1H-imidazole-2-methanol

Product Name
1-Methyl-5-nitro-1H-imidazole-2-methanol
CAS No.
936-05-0
Chemical Name
1-Methyl-5-nitro-1H-imidazole-2-methanol
Synonyms
HMMNI;dimetridazole-2-hydroxy;HMMNI Solution, 100ppm;Metronidazole Impurity 33;Dimetridazole-2-hydroxy D3;HMMNI(Dimetridazole-2-hydroxy);Hydroxydimetridazole in methanol;HMMNI (nitroimidazole metabolite);Dimetridazole Metabolite A Standard;(1-Methyl-5-nitroimidazol-2-yl)meth
CBNumber
CB8138277
Molecular Formula
C5H7N3O3
Formula Weight
157.13
MOL File
936-05-0.mol
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1-Methyl-5-nitro-1H-imidazole-2-methanol Property

Melting point:
110-112°C
Boiling point:
281.76°C (rough estimate)
Density 
1.4890 (rough estimate)
refractive index 
1.6190 (estimate)
storage temp. 
Sealed in dry,Room Temperature
solubility 
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 3 mg/ml; PBS (pH 7.2): 1 mg/ml
pka
13.31±0.10(Predicted)
form 
Solid
color 
Light yellow to Yellow to Orange
InChI
InChI=1S/C5H7N3O3/c1-7-4(3-9)6-2-5(7)8(10)11/h2,9H,3H2,1H3
InChIKey
JSAQDPJIVQMBAY-UHFFFAOYSA-N
SMILES
C1(CO)N(C)C([N+]([O-])=O)=CN=1
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Safety

WGK Germany 
3
RTECS 
NI6801000
HS Code 
29332900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H341Suspected of causing genetic defects

H351Suspected of causing cancer

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
34003
Product name
HMMNI
Purity
VETRANAL?, analytical standard
Packaging
10MG
Price
$644
Updated
2025/07/31
TCI Chemical
Product number
H1439
Product name
2-Hydroxymethyl-1-methyl-5-nitroimidazole
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$104
Updated
2025/07/31
TCI Chemical
Product number
H1439
Product name
2-Hydroxymethyl-1-methyl-5-nitroimidazole
Purity
>98.0%(GC)(T)
Packaging
5g
Price
$519
Updated
2025/07/31
Cayman Chemical
Product number
16208
Product name
Hydroxy Dimetridazole
Purity
≥98%
Packaging
5mg
Price
$57
Updated
2024/03/01
Cayman Chemical
Product number
16208
Product name
Hydroxy Dimetridazole
Purity
≥98%
Packaging
10mg
Price
$107
Updated
2024/03/01
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1-Methyl-5-nitro-1H-imidazole-2-methanol Chemical Properties,Usage,Production

Description

Dimetridazole is a nitroimidazole-based compound with antibacterial and anticoccidial activity. It was once widely used in the treatment of parasitic infections in poultry, cattle, swine and farmed fish until suspected to be carcinogenic and mutagenic to humans. Hydroxy dimetridazole is a metabolite of dimetridazole that may be useful for identifying this nitroimidazole in various agricultural samples through liquid chromatography–tandem mass spectrometry and other methods.

Chemical Properties

Pale Yellow Solid

Uses

A metabolite of Dimetridazole (D479660).

Synthesis

50-00-0

3034-42-2

936-05-0

In a sealed glass tube, formaldehyde (1 g, 33.54 mmol) and 1-methyl-5-nitro-1H-imidazole (4a) (1 g, 7.8 mmol) were dissolved in DMSO (5 mL). The reaction tube was heated in an oil bath at 140°C for 48 hours. Upon completion of the reaction, the reaction solution was poured into water (5 mL) and extracted with ethyl acetate (3 x 5 mL). The organic phases were combined and dried with anhydrous magnesium sulfate, followed by concentration under reduced pressure to remove the solvent to give the crude product. The crude product was purified by recrystallization via THF/heptane (1:1) mixed solvent to afford the target product 1-methyl-5-nitro-2-hydroxymethylimidazole (5a) (0.76 g, 62% yield) in white powder form. The melting point of the product was 117°C.

References

[1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987, p. 2819 - 2828
[2] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 3, p. 1015 - 1018
[3] Journal of Medicinal Chemistry, 2003, vol. 46, # 3, p. 427 - 440
[4] Tetrahedron, 2000, vol. 56, # 4, p. 645 - 657
[5] Patent: WO2014/205414, 2014, A1. Location in patent: Paragraph 0298

1-Methyl-5-nitro-1H-imidazole-2-methanol Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 1-Methyl-5-nitro-1H-imidazole-2-methanol manufacturers

Career Henan Chemical Co
Product
imidazole-2-methanol, 1-methyl-5-nitro- 936-05-0
Price
US $1.00/KG
Min. Order
1KG
Purity
Min98% HPLC
Supply Ability
g/kg/ton
Release date
2020-01-08

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