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
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
Safety
- WGK Germany
- 3
- RTECS
- NI6801000
- HS Code
- 29332900
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..…
N-Bromosuccinimide Price
- Product number
- 34003
- Product name
- HMMNI
- Purity
- VETRANAL?, analytical standard
- Packaging
- 10MG
- Price
- $644
- Updated
- 2025/07/31
- Product number
- H1439
- Product name
- 2-Hydroxymethyl-1-methyl-5-nitroimidazole
- Purity
- >98.0%(GC)(T)
- Packaging
- 1g
- Price
- $104
- Updated
- 2025/07/31
- Product number
- H1439
- Product name
- 2-Hydroxymethyl-1-methyl-5-nitroimidazole
- Purity
- >98.0%(GC)(T)
- Packaging
- 5g
- Price
- $519
- Updated
- 2025/07/31
- Product number
- 16208
- Product name
- Hydroxy Dimetridazole
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $57
- Updated
- 2024/03/01
- Product number
- 16208
- Product name
- Hydroxy Dimetridazole
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $107
- Updated
- 2024/03/01
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
- 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