Showing Compound Card for 4-Methylpyrimidine (CDB000540)

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Record Information
Version1.0
Created at2020-03-19 00:42:38 UTC
Updated at2021-01-04 20:37:38 UTC
CannabisDB IDCDB000540
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name4-Methylpyrimidine
Description4-Methylpyrimidine is a methylated derivative of pyrimidine in which a methyl group is substituted on pyrimidine ring. It is one of three isomers of methylpyrimidine that include 2-, 4- and 5-methylpyrimidine. It belongs to the class of organic compounds known as pyrimidines and pyrimidine derivatives. Pyrimidines and pyrimidine derivatives are compounds containing a pyrimidine ring, which is a six-member aromatic heterocycle which consists of two nitrogen atoms (at positions 1 and 3) and four carbon atoms. 4-Methylpyrimidine is a moderately basic compound. 4-Methylpyrimidine can be synthesized from 4,4-dimethoxy-2-butanone and formamide (DOI: 10.15227/orgsyn.043.0077). 4-Methylpyrimidine is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC5H6N2
Average Molecular Weight94.12
Monoisotopic Molecular Weight94.0531
IUPAC Name4-methylpyrimidine
Traditional Name4-methylpyrimidine
CAS Registry Number3438-46-8
SMILES
CC1=NC=NC=C1
InChI Identifier
InChI=1S/C5H6N2/c1-5-2-3-6-4-7-5/h2-4H,1H3
InChI KeyLVILGAOSPDLNRM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidines and pyrimidine derivatives. Pyrimidines and pyrimidine derivatives are compounds containing a pyrimidne ring, which is a six-member aromatic heterocycle which consists of two nitrogen atoms (at positions 1 and 3) and four carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassDiazines
Sub ClassPyrimidines and pyrimidine derivatives
Direct ParentPyrimidines and pyrimidine derivatives
Alternative Parents
Substituents
  • Pyrimidine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP0.24ALOGPS
logP0.18ChemAxon
logS0.54ALOGPS
pKa (Strongest Basic)2.48ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area25.78 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity27.31 m³·mol⁻¹ChemAxon
Polarizability9.73 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS4-Methylpyrimidine, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QFT 6V, positivesplash10-0002-9000000000-827ec0b6c0d14f0209d92020-07-21View 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 ID17867
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound18922
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. 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 ]
  2. Wiegand H, Wirz B, Schweitzer A, Gross G, Perez MI, Andres H, Kimmerlin T, Rueping M, Seebach D: Pharmacokinetic investigation of a 14C-labelled beta 3/alpha tetrapeptide in rats. Chem Biodivers. 2004 Nov;1(11):1812-28. doi: 10.1002/cbdv.200490136. [PubMed:17191818 ]