Midodrine hydrochloride (CHEM019563)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-22 06:17:19 UTC
Update Date2016-11-09 01:16:01 UTC
Accession NumberCHEM019563
Identification
Common NameMidodrine hydrochloride
ClassSmall Molecule
DescriptionA hydrochloride resulting from the combination of equimolar amounts of midodrine and hydrogen chloride. Midodrine is a direct-acting sympathomimetic with selective alpha-adrenergic agonist activity. The hydrochloride salt is used as a peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine.
Contaminant Sources
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(+-)-1-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanol hydrochlorideChEBI
(+-)-2-Amino-N-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide monohydrochlorideChEBI
(+-)-Midodrine hydrochlorideChEBI
Midodrine HCLChEBI
Pro-amatineChEBI
ProAmatineChEBI
(+-)-2-Amino-N-(b-hydroxy-2,5-dimethoxyphenethyl)acetamide monohydrochlorideGenerator
(+-)-2-Amino-N-(β-hydroxy-2,5-dimethoxyphenethyl)acetamide monohydrochlorideGenerator
AmatineMeSH
Midodrine monohydrochlorideMeSH
Monohydrochloride, midodrineMeSH
GutronMeSH
MidodrineMeSH
MidonMeSH
MidodrinMeSH
Cahill may roberts brand OF midodrine monohydrochlorideMeSH
Christiaens brand OF midodrine monohydrochlorideMeSH
Nycomed brand OF midodrine monohydrochlorideMeSH
Shire brand OF midodrine monohydrochlorideMeSH
Chemical FormulaC12H19ClN2O4
Average Molecular Mass290.743 g/mol
Monoisotopic Mass290.103 g/mol
CAS Registry Number3092-17-9
IUPAC Name2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]ethanimidic acid hydrochloride
Traditional Namemidon hydrochloride
SMILESCl.COC1=CC(C(O)CN=C(O)CN)=C(OC)C=C1
InChI IdentifierInChI=1S/C12H18N2O4.ClH/c1-17-8-3-4-11(18-2)9(5-8)10(15)7-14-12(16)6-13;/h3-5,10,15H,6-7,13H2,1-2H3,(H,14,16);1H
InChI KeyMGCQZNBCJBRZDT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as alpha amino acid amides. These are amide derivatives of alpha amino acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acid amides
Alternative Parents
Substituents
  • Alpha-amino acid amide
  • P-dimethoxybenzene
  • Dimethoxybenzene
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Secondary alcohol
  • Ether
  • Alcohol
  • Primary amine
  • Aromatic alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Hydrochloride
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.71 g/LALOGPS
logP-0.21ALOGPS
logP-2.3ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)5.14ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area97.3 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity66.75 m³·mol⁻¹ChemAxon
Polarizability26.11 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-00ls-2900000000-551a3e1ff922111ac26aSpectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-00ls-2900000000-551a3e1ff922111ac26aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0090000000-bbbd28d034a491bd8c88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0090000000-bbbd28d034a491bd8c88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-0090000000-bbbd28d034a491bd8c88Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000i-0090000000-719c8cd5e290c491c4abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000i-0090000000-719c8cd5e290c491c4abSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-000i-0090000000-719c8cd5e290c491c4abSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDBSALT000250
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMidodrine
Chemspider IDNot Available
ChEBI ID31847
PubChem Compound ID18340
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=20801263
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=21301135