Showing Compound Card for Propamocarb (CDB006183)

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Record Information
Version1.0
Created at2020-07-28 20:14:20 UTC
Updated at2020-11-18 16:40:13 UTC
CannabisDB IDCDB006183
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePropamocarb
DescriptionPropamocarb belongs to the class of organic compounds known as carbamate esters. Carbamate esters are compounds containing an ester of carbamic acid with the general structure R2NC(=O)OR' (R' not H). They are esters of carbamic acids. Propamocarb is a very strong basic compound (based on its pKa). Propamocarb is a potentially toxic compound. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Overstimulation of nicotinic acetylcholine receptors in the central nervous system, due to accumulation of ACh, results in anxiety, headache, convulsions, ataxia, depression of respiration and circulation, tremor, general weakness, and potentially coma. Contraction of the pupils with blurred vision, incoordination, muscle twitching and slurred speech have been reported.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
PropamocarbeChEBI
Propyl (3-(dimethylamino)propyl)carbamateChEBI
Propyl 3-(dimethylamino)propylcarbamateChEBI
Propyl N-[3-(dimethylamino)propyl]carbamateChEBI
Propyl (3-(dimethylamino)propyl)carbamic acidGenerator
Propyl 3-(dimethylamino)propylcarbamic acidGenerator
Propyl N-[3-(dimethylamino)propyl]carbamic acidGenerator
PrevicurMeSH
Propamocarb monohydrochlorideMeSH
Propyl(3-(dimethylamino)propyl)carbamate monohydrochlorideMeSH
Chemical FormulaC9H20N2O2
Average Molecular Weight188.2673
Monoisotopic Molecular Weight188.152477894
IUPAC Namepropyl N-[3-(dimethylamino)propyl]carbamate
Traditional Namepropamocarb
CAS Registry Number24579-73-5
SMILES
CCCOC(=O)NCCCN(C)C
InChI Identifier
InChI=1S/C9H20N2O2/c1-4-8-13-9(12)10-6-5-7-11(2)3/h4-8H2,1-3H3,(H,10,12)
InChI KeyWZZLDXDUQPOXNW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carbamate esters. Carbamate esters are compounds containing an ester of carbamic acid with the general structure R2NC(=O)OR' (R' not H). They are esters of carbamic acids.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentCarbamate esters
Alternative Parents
Substituents
  • Carbamic acid ester
  • Tertiary aliphatic amine
  • Tertiary amine
  • Carbonic acid derivative
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility900 mg/mL at 20°C [TOMLIN,C (1997); pH 7.0]Not Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1ALOGPS
logP0.77ChemAxon
logS-0.37ALOGPS
pKa (Strongest Acidic)16.18ChemAxon
pKa (Strongest Basic)9.3ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.57 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity53.14 m³·mol⁻¹ChemAxon
Polarizability22.44 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSPropamocarb, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 13V, positivesplash10-0f6x-0900000000-873a325a84c6dbc6bee22020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 5V, positivesplash10-000i-0900000000-92087a38838b583b4a7d2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 11V, positivesplash10-000i-0900000000-3c477777fce241a505442020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 16V, positivesplash10-0udi-0900000000-789848dcf9622f7b11582020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 22V, positivesplash10-0udi-1900000000-d562e26ee5bbd46c19b52020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 28V, positivesplash10-0udi-2900000000-0365de5ebdc7b565ff812020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT 33V, positivesplash10-0udi-4900000000-8b70973112cba329d2af2020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 10V, positivesplash10-000i-0900000000-6da3f000dfd6b416dec92020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 20V, positivesplash10-000l-0900000000-8c87479fb8c6a80f8c302020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 30V, positivesplash10-004l-0900000000-d2e333be530cd31b6cb82020-08-04View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF 22V, positivesplash10-0udi-2900000000-d09d67c40a2fc1ba5eab2020-08-04View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f7c-6900000000-5a1c9dda4f6020c593702016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udl-9600000000-39088f2ead1f86a0a3cc2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-059f-9000000000-d597f8f385668d0b3fc82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-3900000000-cdbf9f495fa84c1e5e382016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-002f-9600000000-e947524fbc96af70ce872016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0536-9200000000-80f2ea9b18dd78d819342016-08-03View 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 IDC18885
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPropamocarb
METLIN IDNot Available
PubChem Compound32490
PDB IDNot Available
ChEBI ID82033
References
General References
  1. Taylor A, Birkett JW: Pesticides in cannabis: A review of analytical and toxicological considerations. Drug Test Anal. 2020 Feb;12(2):180-190. doi: 10.1002/dta.2747. Epub 2020 Jan 19. [PubMed:31834671 ]
  2. Cuypers E, Vanhove W, Gotink J, Bonneure A, Van Damme P, Tytgat J: The use of pesticides in Belgian illicit indoor cannabis plantations. Forensic Sci Int. 2017 Aug;277:59-65. doi: 10.1016/j.forsciint.2017.05.016. Epub 2017 May 25. [PubMed:28609661 ]