Record Information
Version1.0
Created at2020-03-19 00:48:25 UTC
Updated at2020-12-07 19:07:36 UTC
CannabisDB IDCDB000644
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameMethylhydrazine
DescriptionMethylhydrazine also known as monomethylhydrazine is a methylated derivative of hydrazine. Methylhydrazine is a colorless liquid with an ammonia-like odor. Methylhydrazine is a volatile compound with the chemical formula CH3(NH)NH2. It is used as a rocket propellant in bipropellant rocket engines because it is hypergolic with various oxidizers such as nitrogen tetroxide (N2O4) and nitric acid (HNO3). This chemical is toxic and carcinogenic in small amounts, but it is easily stored in orbit providing moderate performance for very low fuel tank system weight. Another known use of MMH is in the synthesis of Suritozole. Methylhydrazine is naturally produced and it is believed to be the main cause of the toxicity of mushrooms of genus Gyromitra, especially the false morel (Gyromitra esculenta). In this case, methylhydrazine is formed by the hydrolysis of gyromitrin (PMID: 1238907 ). Methylhydrazine has been reported as a volatile compound detected in cannabis samples obtained through police seizure (PMID: 26657499 ).
Structure
Thumb
Synonyms
ValueSource
MonomethylhydrazineMeSH
Methyl-hydrazineChEMBL
Chemical FormulaCH6N2
Average Molecular Weight46.07
Monoisotopic Molecular Weight46.0531
IUPAC Namemethylhydrazine
Traditional Namemethyl hydrazine
CAS Registry Number60-34-4
SMILES
CNN
InChI Identifier
InChI=1S/CH6N2/c1-3-2/h3H,2H2,1H3
InChI KeyHDZGCSFEDULWCS-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkylhydrazines. These are organonitrogen compounds that containing a hydrazine group to which an alkyl group is attached.
KingdomOrganic compounds
Super ClassOrganic nitrogen compounds
ClassOrganonitrogen compounds
Sub ClassHydrazines and derivatives
Direct ParentAlkylhydrazines
Alternative Parents
Substituents
  • Alkylhydrazine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Role

Indirect biological role:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-1.3ALOGPS
logP-0.81ChemAxon
logS1.2ALOGPS
pKa (Strongest Basic)5.75ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area38.05 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity24.9 m³·mol⁻¹ChemAxon
Polarizability5.16 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSMethylhydrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSMethylhydrazine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9000000000-b2c9419d08328c9ba78e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9000000000-d6977047857b54466baf2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-001j-9000000000-0e2028d7cd892e59de4e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-9000000000-a356a48951f55bb237cd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002b-9000000000-8f6134f76c05cb162a382016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004j-9000000000-868188ec0737b16cb02b2016-08-03View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6061
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Pyysalo H: Some new toxic compounds in false morels, Gyromitra esculenta. Naturwissenschaften. 1975 Aug;62(8):395. doi: 10.1007/BF00625355. [PubMed:1238907 ]
  2. Rice S, Koziel JA: Characterizing the Smell of Marijuana by Odor Impact of Volatile Compounds: An Application of Simultaneous Chemical and Sensory Analysis. PLoS One. 2015 Dec 10;10(12):e0144160. doi: 10.1371/journal.pone.0144160. eCollection 2015. [PubMed:26657499 ]