Record Information
Version1.0
Creation date2010-04-08 22:07:27 UTC
Update date2019-11-26 03:01:29 UTC
Primary IDFDB007103
Secondary Accession Numbers
  • FDB004117
Chemical Information
FooDB NameDiazepam
DescriptionDiazepam, also known as valium or diastat, belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine. Diazepam has been detected, but not quantified in, common wheats (Triticum aestivum) and potatos (Solanum tuberosum). This could make diazepam a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Diazepam.
CAS Number439-14-5
Structure
Thumb
Synonyms
SynonymSource
7-Chloro-1,3-dihydro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-oneChEBI
Methyl diazepinoneChEBI
ValiumChEBI
DiastatKegg
MethyldiazepinoneHMDB
ApaurinMeSH, HMDB
FaustanMeSH, HMDB
RelaniumMeSH, HMDB
SeduxenMeSH, HMDB
DiazemulsMeSH, HMDB
SibazonMeSH, HMDB
StesolidMeSH, HMDB
7-Chloro-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepinebiospider
7-Chloro-1-methyl-5-3H-1,4-benzodiazepin-2(1H)-onebiospider
7-Chloro-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-onebiospider
7-chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-onebiospider
7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-onebiospider
7-chloro-1,3-dihydro-1-Methyl-5-phenyl-2H-1,4-benzodiazepin-2-oneChEBI
Alboralbiospider
Aliseumbiospider
Aluprambiospider
Amiprolbiospider
An-dingbiospider
Ansilivebiospider
Ansiolinbiospider
Ansiolisinabiospider
Antenexbiospider
Anxicalmbiospider
Anxionilbiospider
Apo-diazepambiospider
Apozepambiospider
Armonilbiospider
Arzepambiospider
Assivalbiospider
Atensinebiospider
Atilenbiospider
Azedipaminbiospider
Baoginbiospider
Bensedinbiospider
Benzopinbiospider
Bestbiospider
Betapambiospider
Bialzepambiospider
Britazepambiospider
Calmavenbiospider
Calmocitenebiospider
Calmodbiospider
Calmposebiospider
Caudelbiospider
Centrazepambiospider
Cercinebiospider
Ceregulartbiospider
Chuansuanbiospider
Desconetbiospider
Deslonegbiospider
Diacepanbiospider
Diaceplexbiospider
Dialagbiospider
Dialarbiospider
Diapambiospider
Diapaxbiospider
Diapinebiospider
Diaquelbiospider
Diatranbiospider
Diazapambiospider
Diazembiospider
Diazepinbiospider
Dipambiospider
Dipazbiospider
Dipezonabiospider
Disopambiospider
Dizacbiospider
Dovalbiospider
Drenianbiospider
Ducenebiospider
Duksenbiospider
Dupinbiospider
Duxenbiospider
Eridanbiospider
Euphorin pbiospider
Eurosanbiospider
Evacalmbiospider
Faustalbiospider
Gewacalmbiospider
Gradualbiospider
Gubexbiospider
Horizonbiospider
Jinpanfanbiospider
Kratiumbiospider
Lamrabiospider
Lembrolbiospider
Leviumbiospider
Loviumbiospider
Mandrobiospider
Mandrozepbiospider
Mentaliumbiospider
Morosanbiospider
Nelliumbiospider
Nerozenbiospider
Nivalenbiospider
Nixtensynbiospider
Notensebiospider
Novazambiospider
Pacitranbiospider
Paraliumbiospider
Parzambiospider
Paxbiospider
Paxatebiospider
Paxelbiospider
Paxumbiospider
Placidox 10biospider
Placidox 2biospider
Placidox 5biospider
Plidanbiospider
Pominbiospider
Propambiospider
Prozepambiospider
Psychopaxbiospider
Q-Pambiospider
Quievitabiospider
Radizepambiospider
Reliverbiospider
Sarometbiospider
Sedapambiospider
Seduksenbiospider
Serenackbiospider
Serenaminbiospider
Serenzinbiospider
Servizepambiospider
Setonilbiospider
Sibazonebiospider
Simasedanbiospider
Sipambiospider
Solisbiospider
Sonaconbiospider
Stesolinbiospider
Tensiumbiospider
Tensopambiospider
Tranimulbiospider
Trankinonbiospider
Tranquiritbiospider
Trazepambiospider
Umbriumbiospider
Unisedilbiospider
Valaxonabiospider
Valeobiospider
Valiquidbiospider
Valitranbiospider
Valreleasebiospider
Valuzepambiospider
Vanconinbiospider
Vatranbiospider
Vazenbiospider
Vazepambiospider
Veliumbiospider
Vivalbiospider
Vivolbiospider
Winiibiospider
Zepaxidbiospider
Zipanbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.012 g/LALOGPS
logP2.63ALOGPS
logP3.08ChemAxon
logS-4.4ALOGPS
pKa (Strongest Basic)2.92ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area32.67 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity79.81 m³·mol⁻¹ChemAxon
Polarizability29.39 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC16H13ClN2O
IUPAC name7-chloro-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
InChI IdentifierInChI=1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
InChI KeyAAOVKJBEBIDNHE-UHFFFAOYSA-N
Isomeric SMILESCN1C2=C(C=C(Cl)C=C2)C(=NCC1=O)C1=CC=CC=C1
Average Molecular Weight284.74
Monoisotopic Molecular Weight284.071640755
Classification
Description Belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzodiazepines
Sub Class1,4-benzodiazepines
Direct Parent1,4-benzodiazepines
Alternative Parents
Substituents
  • 1,4-benzodiazepine
  • Alpha-amino acid or derivatives
  • Aryl chloride
  • Aryl halide
  • Monocyclic benzene moiety
  • Benzenoid
  • Tertiary carboxylic acid amide
  • Carboxamide group
  • Ketimine
  • Lactam
  • Carboxylic acid derivative
  • Azacycle
  • Propargyl-type 1,3-dipolar organic compound
  • Organic 1,3-dipolar compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Organic oxygen compound
  • Imine
  • Organic nitrogen compound
  • Carbonyl group
  • Organic oxide
  • Organopnictogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Route of exposure:

Biological location:

Role

Environmental role:

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point132 oC
Boiling PointNot Available
Experimental Water Solubility0.05 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP2.82SANGSTER (1994)
Experimental pKa3.4
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0a59-2490000000-41352db33c43d0b968762014-09-20View Spectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-000i-0090000000-413ec5151b3a9fd41c47Spectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-0a4i-3690000000-3c601fed832ff090653aSpectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-0a59-1290000000-da27f63bddb3263e0063Spectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-000i-0090000000-413ec5151b3a9fd41c47Spectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-0a4i-3690000000-3c601fed832ff090653aSpectrum
GC-MSLappaurin, non-derivatized, GC-MS Spectrumsplash10-0a59-1290000000-da27f63bddb3263e0063Spectrum
Predicted GC-MSLappaurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-05r0-1290000000-3f7c85c012a85c7146deSpectrum
Predicted GC-MSLappaurin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0090000000-bece36773a183e23bfff2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0490000000-fbdfb84836374f27ffc72017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-0950000000-75d9ab376c968b83f2552017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0006-0940000000-c585bcb21e1b3008adc12017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0a4i-0590000000-2c33d4fd40c36c20a4a62017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0090000000-695f91d3d5f2e1902be32017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0090000000-15d8ced2d42d3e292bb12017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0290000000-dfdaecb8b27bc1ad2c9e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0fdx-0890000000-b77eb07ad61e288eeb192017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-0940000000-fb79dac6c46f730fb4652017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-1930000000-a6412a876983038340342017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0090000000-31830c983339c0e0d9182017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0090000000-1028986b8e3b82b4bf962017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0290000000-0c2338f41998da54e8c52017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0fdx-0890000000-48e88a1c67f0fc25384f2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f6x-0940000000-ce56b132903858bd3b6b2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-1930000000-b61e92cac5094920cf322017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0a4i-0590000000-e26e1398541d17b6632e2017-09-14View Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0f7c-0590000000-541488ae806b0dbd97cb2017-09-14View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0090000000-a82533f29e9cb01fa7fb2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0090000000-79bbd4209063f20101f82016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-8970000000-5c77f50a4816eecfef042016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-5a624d4584e17376f63c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-31d6bb00202f2493ec8d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0pb9-9070000000-364b9c313a672f6532072016-08-03View Spectrum
NMR
TypeDescriptionView
ChemSpider ID2908
ChEMBL IDCHEMBL12
KEGG Compound IDC06948
Pubchem Compound ID3016
Pubchem Substance IDNot Available
ChEBI ID4494
Phenol-Explorer IDNot Available
DrugBank IDDB00829
HMDB IDHMDB14967
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDDIAZEPAM
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDDZP
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDDiazepam
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Amnesigenic52209 An agent that induces amnesia, blocking memory formation. Its biological role involves modulating neurotransmitters, and it has therapeutic applications in anesthesia and psychiatry. Key medical uses include reducing recall of traumatic events, managing anxiety disorders, and facilitating pain-free medical procedures.DUKE
AnestheticA drug that induces a reversible loss of sensation, used to prevent pain and discomfort during medical procedures, surgeries, and diagnostic tests, promoting patient comfort and facilitating treatment.DUKE
Anti-alcoholic52217 An agent that reduces alcohol cravings and withdrawal symptoms, commonly used in managing alcohol dependence and addiction, aiding in the treatment of alcohol use disorder by blocking the rewarding aspects of alcohol consumption.DUKE
Anti-anorectic50780 An agent that stimulates appetite, used to treat conditions like cachexia and anorexia nervosa, promoting weight gain and improving nutritional status in patients with chronic diseases or eating disorders.DUKE
Anti convulsant52217 An agent that reduces or prevents seizures, commonly used in managing epilepsy, neuropathic pain, and mood disorders, by stabilizing abnormal electrical activity in the brain.DUKE
Anti epileptic52217 An agent that reduces seizure frequency and severity, commonly used in managing epilepsy, seizure disorders, and neuropathic pain. It stabilizes neuronal membranes, modulates neurotransmitter release, and inhibits abnormal electrical activity in the brain, providing therapeutic relief from convulsions and seizures.DUKE
Anti-myocarditic38070 An agent that prevents or reduces myocarditis, inflammation of the heart muscle, by inhibiting immune responses or modulating inflammatory pathways. Therapeutically, it is used to manage myocarditis, pericarditis, and other cardiac inflammatory conditions, reducing the risk of heart failure and improving cardiac function.DUKE
Anti-schizophrenic52217 An agent that reduces psychotic symptoms, commonly used in managing schizophrenia and other psychotic disorders, by modulating dopamine and serotonin levels in the brain, thereby alleviating hallucinations, delusions, and disorganized thinking.DUKE
Anti tetanic33282 An agent that prevents or treats tetanus infections, playing a biological role in neutralizing tetanus toxin. Therapeutically, it is used to provide immunity against tetanus, with key medical applications including wound management, prophylaxis, and treatment of tetanus infections.DUKE
Anti-torticollic52217 An agent that relieves torticollis symptoms, a condition characterized by neck muscle spasms. It reduces muscle contractions, alleviating pain and improving range of motion, commonly used in managing cervical dystonia and spasmodic torticollis.DUKE
Anxiolytic35474 An agent that reduces anxiety symptoms, commonly used in managing anxiety disorders, such as generalized anxiety disorder and panic disorder, by modulating neurotransmitters like GABA, promoting relaxation and calming effects.DUKE
MyorelaxantAn agent that reduces muscle contractility by blocking nerve impulses or decreasing motor end plate excitability, used therapeutically to relieve muscle spasms, tension, and pain, commonly in managing musculoskeletal disorders, anxiety, and insomnia.DUKE
Sedative35717 An agent that calms nervous activity, reducing anxiety and inducing relaxation. Its biological role is to slow down brain function, promoting sleep and relieving stress. Therapeutically, sedatives are used to manage insomnia, anxiety disorders, and seizures, as well as to prepare patients for medical procedures.DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).