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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-11-21 17:39:33 UTC
Update Date2019-07-23 14:38:53 UTC
HMDB IDHMDB0240233
Secondary Accession NumbersNone
Metabolite Identification
Common NameMizolastine
DescriptionMizolastine, also known as mizollen, belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds). Mizolastine (Mizollen) is a once-daily, non-sedating antihistamine. It does not prevent the actual release of histamine from mast cells, it just prevents it binding to receptors. Mizolastine is a very strong basic compound (based on its pKa). In humans, mizolastine is involved in mizolastine h1-antihistamine action. It blocks H1 receptors and is commonly fast-acting. Side effects can include dry mouth and throat.
Structure
Data?1563892733
Synonyms
ValueSource
MizollenKegg
MKC 431HMDB
MistamineHMDB, MeSH
SL 850324HMDB
ZolimHMDB, MeSH
ZolistanHMDB, MeSH
MizolastineHMDB, MeSH
Galderma brand OF mizolastineMeSH, HMDB
Sanofi synthelabo brand OF mizolastineMeSH, HMDB
Allphar brand OF mizolastineMeSH, HMDB
MistalinMeSH, HMDB
Novag brand OF mizolastineMeSH, HMDB
Schwarz brand OF mizolastineMeSH, HMDB
MizolenMeSH, HMDB
Chemical FormulaC24H25FN6O
Average Molecular Weight432.503
Monoisotopic Molecular Weight432.207387612
IUPAC Name2-[(1-{1-[(4-fluorophenyl)methyl]-1H-1,3-benzodiazol-2-yl}piperidin-4-yl)(methyl)amino]pyrimidin-4-ol
Traditional Namezolim
CAS Registry Number108612-45-9
SMILES
CN(C1CCN(CC1)C1=NC2=CC=CC=C2N1CC1=CC=C(F)C=C1)C1=NC=CC(O)=N1
InChI Identifier
InChI=1S/C24H25FN6O/c1-29(23-26-13-10-22(32)28-23)19-11-14-30(15-12-19)24-27-20-4-2-3-5-21(20)31(24)16-17-6-8-18(25)9-7-17/h2-10,13,19H,11-12,14-16H2,1H3,(H,26,28,32)
InChI KeyPVLJETXTTWAYEW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Dialkylarylamine
  • Aminopyrimidine
  • Fluorobenzene
  • Hydroxypyrimidine
  • Halobenzene
  • Aminoimidazole
  • Aryl fluoride
  • Aryl halide
  • Monocyclic benzene moiety
  • N-substituted imidazole
  • Piperidine
  • Pyrimidine
  • Benzenoid
  • Imidazole
  • Azole
  • Heteroaromatic compound
  • Azacycle
  • Organohalogen compound
  • Hydrocarbon derivative
  • Organopnictogen compound
  • Organofluoride
  • Organonitrogen compound
  • Organooxygen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Process

Naturally occurring process:

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Molecular Properties
PropertyValueSource
logP4.63ALOGPS
logP5.11ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)12.24ChemAxon
pKa (Strongest Basic)5.93ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area70.31 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity123.45 m³·mol⁻¹ChemAxon
Polarizability46.72 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
AllCCS[M+H]+PredictedNot Available205.32531661259
AllCCS[M-H]-PredictedNot Available199.45631661259

Retention Indices

Underivatized

Not Available

Derivatized

DerivativeValueReference
Mizolastine,1TMS,#13758.631https://arxiv.org/abs/1905.12712
Mizolastine,1TBDMS,#13924.788https://arxiv.org/abs/1905.12712
Spectra

LC-MS/MS

Spectrum TypeDescriptionSplash KeyDeposition DateView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-0a4i-0011900000-375df4a855e43dfec5092017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-001i-0721900000-53e1c9b1a9ae2a2a816d2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0a4i-0011900000-375df4a855e43dfec5092017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-056s-1924000000-3222d3ee56cb73f003602017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-001i-0721900000-53e1c9b1a9ae2a2a816d2017-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0001900000-0e5d2656f8bcd8e6fa1d2016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0202900000-d6b156878fd68891b0b12016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-6910000000-f017d9c52b7afbdc1c462016-08-01View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0000900000-fc483485f696bcdee6462016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000x-7305900000-bbc66768aebdabf205152016-08-03View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-006x-9300000000-61079a3121742b38570e2016-08-03View Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB12523
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMizolastine
METLIN IDNot Available
PubChem Compound65906
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Prakash A, Lamb HM: Mizolastine: a review of its use in allergic rhinitis and chronic idiopathic urticaria. BioDrugs. 1998 Jul;10(1):41-63. [PubMed:18020585 ]