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1,2-Dimethyl-5-nitroimidazole

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Name

1,2-Dimethyl-5-nitroimidazole

EINECS 209-001-2
CAS No. 551-92-8 Density 1.36 g/cm3
PSA 63.64000 LogP 1.15990
Solubility 9.69g/L(20 oC) Melting Point 177-182 °C
Formula C5H7N3O2 Boiling Point 313.7 °C at 760 mmHg
Molecular Weight 141.129 Flash Point 143.5 °C
Transport Information N/A Appearance solid
Safety 26-36-36/37-22 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 551-92-8 (1,2-Dimethyl-5-nitroimidazole) Hazard Symbols IrritantXi
Synonyms

Imidazole,1,2-dimethyl-5-nitro- (7CI,8CI);5-Nitro-1,2-dimethylimidazole;Dimetridazol;Dimetridazole;Dimetrizadole;Dimetronidazole;Emtryl;Emtrylvet;Emtrymix;NSC 226253;

Article Data 14

1,2-Dimethyl-5-nitroimidazole Synthetic route

696-23-1

2-methyl-5-nitro-1H-imidazole

77-78-1

dimethyl sulfate

551-92-8

dimetridazole

Conditions
ConditionsYield
With formic acid for 4h; Reflux;87%
117836-28-9

2-bromomethyl-1-methyl-5-nitroimidazole

551-92-8

dimetridazole

Conditions
ConditionsYield
With tri-n-butyl-tin hydride; 2,2'-azobis(isobutyronitrile) In toluene for 5h; Mechanism; Irradiation;63%

3-(1-Methyl-5-nitro-1H-imidazol-2-yl)-2-oxo-propionic acid; hydrochloride

A

551-92-8

dimetridazole

B

6905-07-3

2-(chloromethyl)-1-methyl-5-nitroimidazole

Conditions
ConditionsYield
With sodium perborate; acetic acid for 14h; Ambient temperature;A 35%
B 25%
1739-84-0

1,2-dimethyl-1H-imidazole

A

13230-04-1

1,2-dimethyl-4-nitro-1H-imidazole

B

551-92-8

dimetridazole

Conditions
ConditionsYield
With sulfuric acid; nitric acid anfangs bei 0grad, dann bei 100grad;
696-23-1

2-methyl-5-nitro-1H-imidazole

77-78-1

dimethyl sulfate

A

13230-04-1

1,2-dimethyl-4-nitro-1H-imidazole

B

551-92-8

dimetridazole

696-23-1

2-methyl-4-nitro-1H-imidazole

77-78-1

dimethyl sulfate

A

13230-04-1

1,2-dimethyl-4-nitro-1H-imidazole

B

551-92-8

dimetridazole

175733-75-2

(1-Methyl-5-nitro-1H-imidazol-2-yl)-acetic acid

551-92-8

dimetridazole

Conditions
ConditionsYield
at 110℃;
1739-84-0

1,2-dimethyl-1H-imidazole

HNO3+H2SO4

HNO3+H2SO4

A

13230-04-1

1,2-dimethyl-4-nitro-1H-imidazole

B

551-92-8

dimetridazole

Conditions
ConditionsYield
beim Nitrieren;
696-23-1

2-methyl-5-nitro-1H-imidazole

551-92-8

dimetridazole

Conditions
ConditionsYield
With acetic acid; dimethyl sulfate In water
551-92-8

dimetridazole

762-70-9

2-chloroethanesulfonyl fluoride

C7H11FN3O4S(1+)*Cl(1-)

Conditions
ConditionsYield
In ethyl acetate for 2h; Menshutkin Reaction; Reflux;100%

1,2-Dimethyl-5-nitroimidazole Chemical Properties

Molecular Formula:C5H7N3O2
Molar mass:141.12798 g/mol
Structure :
                                   
Synonyms of 1,2-Dimethyl-5-nitroimidazole(551-92-8):dimetridazole;Dimetridazol;1,2-dimethyl-5-nitro-1h-imidazole;1H-Imidazole, 1,2-dimethyl-5-nitro;Dimetridazolo;Dimetridazolum
Density:1.36 g/cm                  
Flash Point:143.5 °C         
Boiling Point:313.7 °C at 760 mmHg        
Index of Refraction:1.598     
Vapour Pressure:0.000901 mmHg at 25°C  
Melting point:177-182°C 
storage temp:2-8°C
Appearance:Light yellow needle-like crystalline powder

1,2-Dimethyl-5-nitroimidazole Uses

1,2-Dimethyl-5-nitroimidazole(551-92-8) is a livestock growth promoter and  broad-spectrum antiprotozoal drug with efficient and low toxicity. 
1,2-Dimethyl-5-nitroimidazole(551-92-8) can be used for pig feed, use 50-100g / t and also  for chicken feed, use 125-200g / t.

1,2-Dimethyl-5-nitroimidazole Production

1. Synthesized  with 2 - methyl-imidazole as the raw material, by nitration, esterification derived. 
2. Using glyoxal as starting material,then cyclizes with acetaldehyde and ammonia . Then nitrification. The end, dimethyl sulfate methylation of imidazole derived Metronidazole.

1,2-Dimethyl-5-nitroimidazole Toxicity Data With Reference

1.   

mmo-sat 25 µg/plate

   MUREAV    Mutation Research. 38 (1976),203.
2.   

bfa-rat/sat 800 mg/kg

   MUREAV    Mutation Research. 97 (1982),171.

1,2-Dimethyl-5-nitroimidazole Consensus Reports

EPA Genetic Toxicology Program.

1,2-Dimethyl-5-nitroimidazole Safety Profile

Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:Xi
Risk Statements:
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
22:  Do not breathe dust
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
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