Compounds > 1-methylpiperazine
Page last updated: 2024-12-06

1-methylpiperazine

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1-Methylpiperazine is an organic compound with the chemical formula C5H12N2. Here's a breakdown of its properties and importance in research:

**Properties:**

* **Structure:** It's a heterocyclic compound containing a six-membered ring with four carbon atoms and two nitrogen atoms. One of the nitrogen atoms has a methyl group (CH3) attached to it.
* **Appearance:** 1-Methylpiperazine is a colorless liquid with a strong ammonia-like odor.
* **Solubility:** It's readily soluble in water and many organic solvents.
* **Basicity:** It's a strong base, similar to other piperazine derivatives.

**Research Significance:**

1-Methylpiperazine is an important compound in research due to its diverse applications, including:

* **Pharmaceutical Development:**
* **Drug Synthesis:** It's used as a building block for synthesizing a variety of pharmaceuticals, including antihistamines, antipsychotics, and antifungal agents.
* **Drug Discovery:** It acts as a scaffold for developing novel drug candidates with specific pharmacological properties.
* **Chemical Research:**
* **Organic Synthesis:** It's utilized as a reagent in various organic reactions, such as alkylations and acylations.
* **Catalyst:** It can be used as a catalyst in certain chemical reactions, including the synthesis of polymers.
* **Material Science:**
* **Polymers:** Its ability to form polymers with unique properties makes it valuable in material science research.
* **Ionic Liquids:** It can be used as a component in the synthesis of ionic liquids, which are important for applications in various fields.
* **Biological Studies:**
* **Pharmacology:** Research using 1-methylpiperazine can help understand the mechanisms of action of drugs and develop more effective treatments.
* **Neuroscience:** Its structural similarity to neurotransmitters makes it a tool for studying brain function.
* **Environmental Chemistry:**
* **Pollution Control:** It can be used in the development of technologies for removing pollutants from water and soil.

**Safety Considerations:**

1-Methylpiperazine is a hazardous substance and should be handled with care. It's corrosive to skin and eyes and can cause respiratory irritation. Proper safety equipment and precautions should be taken when working with this compound.

**Overall, 1-methylpiperazine is a versatile compound with applications in a wide range of research areas. Its importance lies in its potential for drug discovery, material development, and understanding various biological processes.**

1-methylpiperazine: RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID53167
CHEMBL ID1011
CHEBI ID166561
SCHEMBL ID1363
MeSH IDM0138528

Synonyms (89)

Synonym
CHEBI:166561
nsc-30675
n-methylpiperazine
4-methylpiperazine
nsc30195
piperazine, 1-methyl-
nsc30675
1-methylpiperazine
nsc-30195
wln: t6m dntj d1
109-01-3
n'-methylpiperazine
ai3-25360
einecs 203-639-5
brn 0102724
nsc 30195
ccris 6686
inchi=1/c5h12n2/c1-7-4-2-6-3-5-7/h6h,2-5h2,1h
n-methyl-piperazine
1-methyl-piperazine
1-methylpiperazine, 99%
CHEMBL1011
methylpiperazine
M0553
AKOS000119079
A801955
n-methylpiperazin
n-methyl piperazine
STK506426
1-methyl piperazine
5-23-01-00082 (beilstein handbook reference)
ec 203-639-5
unii-b92i95el9q
b92i95el9q ,
FT-0600012
1-methyl-1,4-piperazine
1-methylpiperazine [usp impurity]
diethylcarbamazine citrate impurity a [ep impurity]
BP-21287
AM81360
SCHEMBL1363
n-methypiperazine
n-methylpiperzine
1-methypiperazine
methyl piperazine
4-methyl-piperazine
n-methyl-piperizine
n-methylpiprazine
n-(methyl)piperazine
4-methylpiperazin
1-methylpiperazin
n-mehylpiperazine
n-rnethylpiperazine
1-methylpyperazine
1-methyl-piperizine
n-methylpiperizine
1-methylpiperizine
1-methylpiprazine
4-n-methyl-piperazine
4-methylpiperizine
n-methyl piperazin
4-n-methyl-piperazin
n-methyl piperzine
monomethylpiperazine
methyl-piperazine
1- methylpiperazine
4-methyl piperazine
n-methyl piperizine
n-methylpyperazine
Q-201482
STR00448
PS-9321
mfcd00005966
DTXSID4021898
piperazine, methyl-
F2190-0341
1-methylpiperazine, purum, >=99.0% (gc)
1-methylpiperazine, analytical standard
n-methyl-d3-piperazine
n-methylpiperazine, glass distilled
D70771
cyclizine impurity a, european pharmacopoeia (ep) reference standard
Z57834041
Q3825112
CS-0009394
n-methylpiperazine,(s)
SB11215
BCP29604
EN300-18292
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
N-methylpiperazine
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID1472815Antifungal activity against itraconazole and fluconazole susceptible Candida albicans ATCC MYA-2876 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID103505Effective in vitro concentration necessary to kill 90% of infective larvae of Molinema dessetae after 7 days1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
New antifilarial agents. 1. Epoxy sulfonamides and ethynesulfonamides.
AID1472814Antifungal activity against Candida albicans ATCC 64124 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472820Antifungal activity against Candida glabrata ATCC 2001 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472822Antifungal activity against Candida parapsilosis ATCC 22019 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472823Antifungal activity against Aspergillus flavus ATCC MYA-3631 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472818Antifungal activity against itraconazole and fluconazole resistant Candida albicans ATCC MYA-1237 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472817Antifungal activity against itraconazole and fluconazole susceptible Candida albicans ATCC MYA-2310 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472819Antifungal activity against itraconazole and fluconazole resistant Candida albicans ATCC MYA-1003 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472816Antifungal activity against itraconazole and fluconazole resistant Candida albicans ATCC 90819 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472813Antifungal activity against Candida albicans ATCC 10231 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472825Antifungal activity against Aspergillus terreus ATCC MYA-3633 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID103502Effective concentration of compound necessary to kill 50% of infective larvae of Molinema dessetae after 7 days was determined in vitro1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
New antifilarial agents. 1. Epoxy sulfonamides and ethynesulfonamides.
AID1472821Antifungal activity against Candida krusei ATCC 6258 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
AID1472824Antifungal activity against Aspergillus nidulans ATCC 38163 after 48 hrs by broth dilution method2018Journal of medicinal chemistry, 01-11, Volume: 61, Issue:1
Alkylated Piperazines and Piperazine-Azole Hybrids as Antifungal Agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (22)

TimeframeStudies, This Drug (%)All Drugs %
pre-199013 (59.09)18.7374
1990's1 (4.55)18.2507
2000's3 (13.64)29.6817
2010's5 (22.73)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 47.04

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index47.04 (24.57)
Research Supply Index3.18 (2.92)
Research Growth Index4.53 (4.65)
Search Engine Demand Index68.23 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (47.04)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies1 (4.35%)4.05%
Observational0 (0.00%)0.25%
Other22 (95.65%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
cytosine
[no description available]		210aminopyrimidine;
pyrimidine nucleobase;
pyrimidone		Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
hydroxide ion
[no description available]		2.0810oxygen hydridemouse metabolite
bisbenzimidazole
Bisbenzimidazole: A benzimidazole antifilarial agent; it is fluorescent when it binds to certain nucleotides in DNA, thus providing a tool for the study of DNA replication; it also interferes with mitosis.		210bibenzimidazole;
N-methylpiperazine		anthelminthic drug;
fluorochrome
diethylcarbamazine
Diethylcarbamazine: An anthelmintic used primarily as the citrate in the treatment of filariasis, particularly infestations with Wucheria bancrofti or Loa loa.		3.3170N-carbamoylpiperazine;
N-methylpiperazine
fluconazole
Fluconazole: Triazole antifungal agent that is used to treat oropharyngeal CANDIDIASIS and cryptococcal MENINGITIS in AIDS.. fluconazole : A member of the class of triazoles that is propan-2-ol substituted at position 1 and 3 by 1H-1,2,4-triazol-1-yl groups and at position 2 by a 2,4-difluorophenyl group. It is an antifungal drug used for the treatment of mucosal candidiasis and for systemic infections including systemic candidiasis, coccidioidomycosis, and cryptococcosis.		2.1710conazole antifungal drug;
difluorobenzene;
tertiary alcohol;
triazole antifungal drug		environmental contaminant;
P450 inhibitor;
xenobiotic
ketorolac
Ketorolac: A pyrrolizine carboxylic acid derivative structurally related to INDOMETHACIN. It is an NSAID and is used principally for its analgesic activity. (From Martindale The Extra Pharmacopoeia, 31st ed). ketorolac : A racemate comprising equimolar amounts of (R)-(+)- and (S)-(-)-5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid. While only the (S)-(-) enantiomer is a COX1 and COX2 inhibitor, the (R)-(+) enantiomer exhibits potent analgesic activity. A non-steroidal anti-inflammatory drug, ketorolac is mainly used (generally as the tromethamine salt) for its potent analgesic properties in the short-term management of post-operative pain, and in eye drops to relieve the ocular itching associated with seasonal allergic conjunctivitis. It was withdrawn from the market in many countries in 1993 following association with haemorrhage and renal failure.. 5-benzoyl-2,3-dihydro-1H-pyrrolizine-1-carboxylic acid : A member of the class of pyrrolizines that is 2,3-dihydro-1H-pyrrolizine which is substituted at positions 1 and 5 by carboxy and benzoyl groups, respectively.		2.0810amino acid;
aromatic ketone;
monocarboxylic acid;
pyrrolizines;
racemate		analgesic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
non-steroidal anti-inflammatory drug
piperazine
[no description available]		2.6230azacycloalkane;
piperazines;
saturated organic heteromonocyclic parent		anthelminthic drug
suramin
Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.. suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.		1.9710naphthalenesulfonic acid;
phenylureas;
secondary carboxamide		angiogenesis inhibitor;
antinematodal drug;
antineoplastic agent;
apoptosis inhibitor;
EC 2.7.11.13 (protein kinase C) inhibitor;
GABA antagonist;
GABA-gated chloride channel antagonist;
purinergic receptor P2 antagonist;
ryanodine receptor agonist;
trypanocidal drug
n-nitrosomorpholine
N-nitrosomorpholine : A nitrosamine that is morpholine in which the hydrogen attached to the nitrogen is replaced by a nitroso group. A carcinogen and mutagen, it is found in snuff tobacco.		1.9710nitrosaminecarcinogenic agent;
mutagen
dimethylformamide
Dimethylformamide: A formamide in which the amino hydrogens are replaced by methyl groups.. N,N-dimethylformamide : A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.		1.9910formamides;
volatile organic compound		geroprotector;
hepatotoxic agent;
polar aprotic solvent
bromobenzene
[no description available]		2.0110bromoarene;
bromobenzenes;
volatile organic compound		hepatotoxic agent;
mouse metabolite;
non-polar solvent
morpholine
[no description available]		7.9340morpholines;
saturated organic heteromonocyclic parent		NMR chemical shift reference compound
hexylamine
hexylamine: RN given refers to parent cpd; structure. 1-hexanamine : A 6-carbon primary aliphatic amine.		2.0110primary aliphatic aminemetabolite
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		2.0110metal allergen;
nickel group element atom;
platinum group metal atom
fluorides
[no description available]		1.9910halide anion;
monoatomic fluorine
voriconazole
Voriconazole: A triazole antifungal agent that specifically inhibits STEROL 14-ALPHA-DEMETHYLASE and CYTOCHROME P-450 CYP3A.. voriconazole : A triazole-based antifungal agent used for the treatment of esophageal candidiasis, invasive pulmonary aspergillosis, and serious fungal infections caused by Scedosporium apiospermum and Fusarium spp. It is an inhibitor of cytochrome P450 2C9 (CYP2C9) and CYP3A4.		2.1710conazole antifungal drug;
difluorobenzene;
pyrimidines;
tertiary alcohol;
triazole antifungal drug		P450 inhibitor
hydronium ion
[no description available]		2.0810onium cation;
oxygen hydride
fullerene c60
Fullerenes: A polyhedral CARBON structure composed of around 60-80 carbon atoms in pentagon and hexagon configuration. They are named after Buckminster Fuller because of structural resemblance to geodesic domes. Fullerenes can be made in high temperature such as arc discharge in an inert atmosphere.. fullerene : A compound composed solely of an even number of carbon atoms, which form a cage-like fused-ring polycyclic system with twelve five-membered rings and the rest six-membered rings. The term has been broadened to include any closed cage structure consisting entirely of three-coordinate carbon atoms.		2.0310fullerenegeroprotector
potassium fluoride
potassium fluoride : A fluoride salt having K+ as the counterion.		1.9910fluoride salt;
potassium salt		NMR chemical shift reference compound;
poison
geraniol
[no description available]		2.21103,7-dimethylocta-2,6-dien-1-ol;
monoterpenoid;
primary alcohol		allergen;
fragrance;
plant metabolite;
volatile oil component
cancidas
[no description available]		2.1710
amphotericin b
Amphotericin B: Macrolide antifungal antibiotic produced by Streptomyces nodosus obtained from soil of the Orinoco river region of Venezuela.. amphotericin B : A macrolide antibiotic used to treat potentially life-threatening fungal infections.		2.1710antibiotic antifungal drug;
macrolide antibiotic;
polyene antibiotic		antiamoebic agent;
antiprotozoal drug;
bacterial metabolite
chitosan
[no description available]		2.1510
guanine
[no description available]		2102-aminopurines;
oxopurine;
purine nucleobase		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
ConditionIndicatedRelationship StrengthStudiesTrials
Extravascular Hemolysis
[description not available]		02.1710
Hemolysis
The destruction of ERYTHROCYTES by many different causal agents such as antibodies, bacteria, chemicals, temperature, and changes in tonicity.		02.1710
Congenital Zika Syndrome
[description not available]		02.2110
Zika Virus Infection
A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.		02.2110
Elaeophoriasis
[description not available]		02.8440
Filariasis
Infections with nematodes of the superfamily FILARIOIDEA. The presence of living worms in the body is mainly asymptomatic but the death of adult worms leads to granulomatous inflammation and permanent fibrosis. Organisms of the genus Elaeophora infect wild elk and domestic sheep causing ischemic necrosis of the brain, blindness, and dermatosis of the face.		02.8440
Ascariasis
Infection by nematodes of the genus ASCARIS. Ingestion of infective eggs causes diarrhea and pneumonitis. Its distribution is more prevalent in areas of poor sanitation and where human feces are used for fertilizer.		02.8440
Human Trichinellosis
[description not available]		01.9210
Trichinellosis
An infection with TRICHINELLA. It is caused by eating raw or undercooked meat that is infected with larvae of nematode worms TRICHINELLA genus. All members of the TRICHINELLA genus can infect human in addition to TRICHINELLA SPIRALIS, the traditional etiological agent. It is distributed throughout much of the world and is re-emerging in some parts as a public health hazard and a food safety problem.		01.9210
Animal Diseases
Diseases that occur in VERTEBRATE animals.		01.9310
Asthma, Bronchial
[description not available]		01.9610
Diseases, Occupational
[description not available]		01.9610
Asthma
A form of bronchial disorder with three distinct components: airway hyper-responsiveness (RESPIRATORY HYPERSENSITIVITY), airway INFLAMMATION, and intermittent AIRWAY OBSTRUCTION. It is characterized by spasmodic contraction of airway smooth muscle, WHEEZING, and dyspnea (DYSPNEA, PAROXYSMAL).		01.9610