Procarbazine hydrochloride (CHEM016062)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-20 16:13:02 UTC
Update Date2016-11-09 01:15:19 UTC
Accession NumberCHEM016062
Identification
Common NameProcarbazine hydrochloride
ClassSmall Molecule
DescriptionA hydrochloride obtained by combining procarbazine with one equivalent of hydrochloric acid. An antineoplastic chemotherapy drug used for treatment of Hodgkin's lymphoma. Metabolism yields azo-procarbazine and hydrogen peroxide, which results in the breaking of DNA strands.
Contaminant Sources
  • IARC Carcinogens Group 2A
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1-(p-Isopropylcarbamoylbenzyl)-2-methylhydrazine hydrochlorideChEBI
1-Methyl-2-(p-isopropylcarbamoylbenzyl)hydrazine hydrochlorideChEBI
1-Methyl-2-p-(isopropylcarbamoyl)benzohydrazine hydrochlorideChEBI
2-(p-(Isopropylcarbamoyl)benzyl)-1-methylhydrazine hydrochlorideChEBI
N-Isopropyl-alpha-(2-methylhydrazino)-p-toluamide hydrochlorideChEBI
N-Isopropyl-p-(2-methylhydrazinomethyl)benzamide hydrochlorideChEBI
Procarbazine HCLChEBI
Procarbazine monohydrochlorideChEBI
MatulaneKegg
N-Isopropyl-a-(2-methylhydrazino)-p-toluamide hydrochlorideGenerator
N-Isopropyl-α-(2-methylhydrazino)-p-toluamide hydrochlorideGenerator
Monohydrobromide, procarbazineMeSH
NatulanMeSH
Hydrochloride, procarbazineMeSH
Procarbazine hydrochlorideMeSH
Sigma-tau brand OF procarbazineMeSH
Sigma-tau brand OF procarbazine hydrochlorideMeSH
Cambridge laboratories brand OF procarbazine hydrochlorideMeSH
Procarbazine monohydrobromideMeSH
Sigma tau brand OF procarbazine hydrochlorideMeSH
Monohydrochloride, procarbazineMeSH
Roche brand OF procarbazine hydrochlorideMeSH
ProcarbazineMeSH
Chemical FormulaC12H20ClN3O
Average Molecular Mass257.760 g/mol
Monoisotopic Mass257.129 g/mol
CAS Registry Number366-70-1
IUPAC Name4-[(2-methylhydrazin-1-yl)methyl]-N-(propan-2-yl)benzamide hydrochloride
Traditional Nameprocarbazine hydrochloride
SMILESCl.CNNCC1=CC=C(C=C1)C(=O)NC(C)C
InChI IdentifierInChI=1S/C12H19N3O.ClH/c1-9(2)15-12(16)11-6-4-10(5-7-11)8-14-13-3;/h4-7,9,13-14H,8H2,1-3H3,(H,15,16);1H
InChI KeyDERJYEZSLHIUKF-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzamides. These are organic compounds containing a carboxamido substituent attached to a benzene ring.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzamides
Alternative Parents
Substituents
  • Benzamide
  • Benzoyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid derivative
  • Alkylhydrazine
  • Hydrochloride
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrazine derivative
  • Organopnictogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • 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 Solubility0.23 g/LALOGPS
logP0.53ALOGPS
logP0.99ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)15.03ChemAxon
pKa (Strongest Basic)5.56ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area53.16 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity86.98 m³·mol⁻¹ChemAxon
Polarizability25.81 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-63ab5a174ec87a87fb1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-63ab5a174ec87a87fb1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0090000000-63ab5a174ec87a87fb1cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0090000000-a9239fcfe370ff572ba2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0090000000-a9239fcfe370ff572ba2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-0090000000-a9239fcfe370ff572ba2Spectrum
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 IDNot Available
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 LinkProcarbazine
Chemspider IDNot Available
ChEBI ID71428
PubChem Compound IDNot Available
Kegg Compound IDC07376
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=1097949
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=1209725
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=16690522
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=20412004
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=21603918
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=21863086
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=2607014
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=2747729
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=3079944
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=3185586
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=323527
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=3687991
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=3838228
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=4927302
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=62854
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=641741
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=7022795
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=713008
19. https://www.ncbi.nlm.nih.gov/pubmed/?term=7380952
20. https://www.ncbi.nlm.nih.gov/pubmed/?term=7384804
21. https://www.ncbi.nlm.nih.gov/pubmed/?term=7416483
22. https://www.ncbi.nlm.nih.gov/pubmed/?term=792579
23. https://www.ncbi.nlm.nih.gov/pubmed/?term=843152