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N-METHYLPIPERAZINE

N-METHYLPIPERAZINE = PIPERAZINE, METHYL- = 1-METHYLPYPERAZINE

CAS Number: 109-01-3
EC Number: 203-639-5
MDL number: MFCD00005966
Chemical formula: C5H12N2

N-Methylpiperazine is a heterocyclic organic compound.
Industrially, N-Methylpiperazine is produced by reacting diethanolamine and methylamine at 250 bar and 200 °C.
N-Methylpiperazine is a pale yellow oil with a boiling point of 286 ºC. 


N-Methylpiperazine can be synthesized in several ways, including treating 1,4-dimethylpiperazine with Raney nickel. 
Bacteria on human skin form N-Methylpiperazine and other small heterocycles that prevent mosquitoes from recognizing that someone is present. 
N-Methylpiperazine is an excellent building block for the preparation of piperazine-based unsymmetrical ureas. 


N-Methylpiperazine is well-soluble in water (>200 g/L). 
N-Methylpiperazine has a measured log Kow of -0.57 and a mean measured Kd for soil of 14.4 L/kg is read-across from piperazine. 
Colorless transparent liquid with strong ammonia odor. 


It is easy to oxidize and change color at high temperature. 
Boiling point 138 C (140 C). 
Relative density 0.903 (20/4 C). 
Flash point 42. 


Soluble in water, ethyl ether, ethanol, and water, methanol and other arbitrary ratio of mutual solubility, in aqueous solution is weak alkaline.
N-Methylpiperazine is a colorless to yellow liquid with an amine-like odor. 
N-Methylpiperazine is miscible in water.


A molecular entity capable of accepting a hydron from a donor 
N-methylpiperazine is a N-alkylpiperazine
N-methylpiperazine is a tertiary amino compound 
N-Methylpiperazine is a useful mimic template for the preparation of molecularly imprinted microspheres (MIMs).


N-Methylpiperazine is an important organic synthesis intermediate. 
N-Methylpiperazine is used as a reagent in the design, synthesis and biological evaluation of diaminoquinazolines as β-catenine/Tcell transcription factor 4 (Tcf4) pathway inhibitor.
N-Methylpiperazine is an organic compound with the molecular formula C₆H₁₄N². 
N-Methylpiperazine is a clear, colorless, and slightly viscous liquid that smells of ammonia. 

USES and APPLICATIONS of N-METHYLPIPERAZINE:
-N-Methylpiperazine is a common building block used in organic synthesis.
-N-Methylpiperazine is used in the manufacture of various pharmaceutical drugs including cyclizine, meclizine, and sildenafil.
-N-Methylpiperazine is used as a reagent in organic synthesis for protection of aryl aldehydes.


-N-Methylpiperazine is used in the preparation of 2-(4-Methyl-1-piperazinylmethyl)acrylophenone(MPMAP), an antimicrotubular drug. 
-N-Methylpiperazine was used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). 
-N-Methylpiperazine was also used to prepare the difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative.


-N-Methylpiperazine is used to prepare resin-anchored chiral catalysts.
-Use of N-Methylpiperazine may be protecting people from mosquito bites. 
-N-Methylpiperazine serves mainly as a building block for the production of active pharmaceutical ingredients
-N-Methylpiperazine is used as an additive in the processing of textile fibers


-N-Methylpiperazine used as mimic template in the preparation of molecularly imprinted microspheres (MIMs). 
-N-Methylpiperazine used in the preparation of 2-(4-methyl-1-piperazinylmethyl)acrylophenone. 
-N-Methylpiperazine is involved in the preparation of 1-(4-methoxy-phenyl)-4-methyl-piperazine by reacting with 1-chloro-4-methoxy-benzene.


-N-Methylpiperazine acts as an intermediate in the synthesis of active pharmaceutical ingredients like ofloxacin, rifampicin, clozapine, sildenafil, trifluoperazine and zopiclone. Further, it is used as a mimic template in the preparation of molecularly imprinted microspheres. 
-N-Methylpiperazine is used in the generation of difunctional strong anion-exchange stationary phase from a 1,4-diazacyclohexane derivative.


-N-Methylpiperazine is used for the production of antibacterial rifampicin, antipsychotic trifluoperazine, ofloxacin, etc.
-Intermediate used in the production of Initial product for chemical syntheses
-The Use of N-Methylpiperazine is for the preparation of piperazine-based unsymmetrical bis-ureas as anti-HIV agents.
-N-methylpiperazine is used in the manufacture of various pharmaceutical drugs including cyclizine


-N-Methylpiperazine is used as intermediates in organic synthesis. 
-N-Methylpiperazine is used in the pharmaceutical industry for the preparation of antibiotics drugs mepivacaine, antipsychotic drugs such as trifluoperazine. 
-N-Methylpiperazine is used as ofloxacin, clozapine, sildenafil, anti-TB, zopiclone and other drug intermediates.


-N-Methylpiperazine is used in pesticides, dyes, plastics and other industries.
-N-Methylpiperazine is used as intermediates for organic synthesis, pharmaceuticals, synthetic fibers, etc. 
-N-Methylpiperazine is used in synthesize dozens of drugs such as Nifurpipone (also known as Nifurpipone) and Trifluoperazine. 


-N-Methylpiperazine is used in the preparation of antibacterial drugs meperifamycin, antipsychotics trifluoperazine and ofloxacin, etc.
-In Pharmaceutical industry used in the preparation of antimicrobial drugs methylpirifomycin, antipsychotic drugs triflurazine and ofloxacin and so on.


-N-Methylpiperazine is used as a solvent in many chemical processes, including the production of pharmaceuticals and pesticides. 
-N-Methylpiperazine is also widely used in the manufacture of plastics, fibers, rubbers, and resins.

PREPARATION METHOD of N-METHYLPIPERAZINE:
N-Methylpiperazine obtained from the methylation reaction of piperazine hexahydrate. 
Piperazine hexahydrate and hydrochloric acid were added to the reaction pot, heated to 45 °c, and a mixture of formic acid and formaldehyde was added dropwise. 
After completion of the addition, the reaction was carried out at about 50 ° C. 


For 2-3H, followed by heating and refluxing until carbon dioxide gas no longer escapes. 
It was cooled to 80 °c, hydrochloric acid was added and the acid was heated to dryness. 
After being slightly cooled, methanol was added, heated to reflux for 30min, and filtered while hot (filter residue was piperazine dihydrochloride). 


Filtrate recovery of methanol to the end, the residue was added to a pH of 14 sodium hydroxide solution, distillation, aqueous methyl piperazine. 
Benzene was heated to reflux with water as much as possible, fractionated, and the 132~140 °c fraction was collected to obtain anhydrous methylpiperazine. 
The yield was about 50%.


By six water by methyl piperazine derived reaction. 
Six of water and piperazine hydrochloride joined 11:50, heated to 45 ° C, 71/92 formic acid and formaldehyde in the mixture. 
Canada finished at 50 ° C reaction about 2 - 3 hours, then returned warming, carbon dioxide gas to escape not far. 
Cool to 80 ° C, by adding hydrochloric acid, acid heating steam to dry. 
Dressed adding methanol and heating return 30min mixture filter (Residue for two piperazine hydrochloride). 


Filtrate recycling to make methanol, the residue by adding sodium hydroxide solution to pH = 14, distillation, in aquifers methyl piperazine. 
Heating benzene increases with the return of water to do, fractionation, 132-140 ° C distillate collection, in anhydrous methyl piperazine. 

PHYSICAL and CHEMICAL PROPERTIES of N-METHYLPIPERAZINE:
Molar mass: 100.165 g·mol−1
Melting point: −6 °C (21 °F; 267 K)
Boiling point: 138 °C (280 °F; 411 K)
Specific Gravity: 0.903
Flash Point (℃): 40
Molecular weight: 100.16 g/mol
Physical status: Liquid


Color: Colorless to light yellow
Odour: Ammonia-like
Density: 0.903 g/cm3
Melting point: -6 °C (21 °F)
Boiling point: 138 °C (280 °F)
Vapour pressure: 9 hPa (6.75 mmHg) at 20 °C (68 °F)
Vapour density: 3.46 (Air = 1)
Partition coefficient (octanol/water): No data available
Water solubility: Soluble


Hydrogen Bond Donor Count: 2    
Hydrogen Bond Acceptor Count: 2    
Rotatable Bond Count: 0    
Exact Mass: 136.0767261    
Monoisotopic Mass: 136.0767261    
Topological Polar Surface Area: 15.3 Ų    
Heavy Atom Count: 8    


Formal Charge: 0    
Complexity: 48    
Isotope Atom Count: 0    
Defined Atom Stereocenter Count: 0    
Undefined Atom Stereocenter Count: 0    
Defined Bond Stereocenter Count: 0    
Undefined Bond Stereocenter Count: 0    
Covalently-Bonded Unit Count: 2    
Compound Is Canonicalized: Yes

FIRST AID MEASURES of N-METHYLPIPERAZINE:
-General advice:
Consult a physician. 
-If inhaled:
If breathed in, move person into fresh air. 
Consult a physician.

-In case of skin contact:
Wash off with soap and plenty of water. 
Consult a physician.

-In case of eye contact:
Rinse thoroughly with plenty of water for at least 15 minutes.
Consult a physician.

-If swallowed:
Rinse mouth with water. 
Consult a physician.

ACCIDENTAL RELEASE MEASURES of N-METHYLPIPERAZINE:
-Personal precautions, protective equipment and emergency procedures:
Ensure adequate ventilation. 

-Environmental precautions:
Do not let product enter drains.

FIRE FIGHTING MEASURES of N-METHYLPIPERAZINE:
-Firefighting media and instructions: 
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
-Special protective equipment for firefighters: 
Wear self-contained breathing apparatus for firefighting if necessary.

EXPOSURE CONTROLS/PERSONAL PROTECTION of N-METHYLPIPERAZINE:
-Control parameters:
*Ingredients with workplace control parameters:
-Exposure controls:
*Appropriate engineering controls:
Wash hands before breaks and immediately after handling the product.

--Personal protective equipment:
*Eye/face protection:
Tightly fitting safety goggles. 

*Skin protection:
Handle with gloves. 
Wash and dry hands.

Full contact:
Material: butyl-rubber
Minimum layer thickness: 0,3 mm
Break through time: 480 min

Splash contact:
Material: Nitrile rubber
Minimum layer thickness: 0,4 mm
Break through time: 240 min


-Control of environmental exposure:
Do not let product enter drains.

HANDLING and STORAGE of N-METHYLPIPERAZINE:
-Storage: 
Store at room temperature. 
Adequate ventilation. 

STABILITY and REACTIVITY of N-METHYLPIPERAZINE:
-Reactivity:
No data available
-Chemical stability:
Stable under recommended storage conditions.

SYNONYMS
1-Methylpiperazine 
Cyclizine impurity A
Cyclizine Related Compound A
methyl piperazine
methylpiperazine
N'-Methylpiperazine
N-Methylpiperazine
N-METHYL-PIPERAZINE
Piperazine, 1-methyl- 
1-(trideuteriomethyl)piperazine
1-methyl piperazine
1-Methyl-piperazine
1-Methylpiperazine|N-Methylpiperazine
1-Methylpiperazine-d8 Dihydrochloride
1-METHYLPYPERAZINE
4-Methylpiperazine
InChI=1/C5H12N2/c1-7-4-2-6-3-5-7/h6H,2-5H2,1H
N-(Methyl-d3)piperazine Di-trifluoroacetic Acid Salt
N-Methyl piperazine
N-Methyl-d3-piperazine
N-Methylpiperazine 
N-Methylpiperazine, glass distilled
N-Methylpiperazine,(S)
N-Methylpiperazine-2,2,3,3,5,5,6,6-d8
N-Methylpiperazine-3,3,5,5-d4
OS-7588
Piperazine, methyl-

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