formamide (PAMDB110061)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110061
Identification
Name: formamide
Description:The simplest monocarboxylic acid amide, obtained by formal condensation of formic acid with ammonia. The parent of the class of formaldehydes.
Structure
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🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • carbamaldehyde
  • Methanamide
Chemical Formula: CH3NO
Average Molecular Weight: 45.041
Monoisotopic Molecular Weight: 45.0214637236
InChI Key: ZHNUHDYFZUAESO-UHFFFAOYSA-N
InChI: InChI=1S/CH3NO/c2-1-3/h1H,(H2,2,3)
CAS number: 75-12-7
IUPAC Name:formamide
Traditional IUPAC Name: formamide
SMILES:C(N)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organic acids and derivatives
Sub ClassCarboximidic acids and derivatives
Direct Parent Carboximidic acids
Alternative Parents
Substituents
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Imine
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Liquid
Charge:0
Melting point: 2.55 °C
Experimental Properties:
PropertyValueReference
Melting Point2.55 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility1000.0 mg/mLNot Available
LogP-1.51HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility503.0 mg/mLALOGPS
logP-1.5ALOGPS
logP-1.1ChemAxon
logS1.05ALOGPS
pKa (Strongest Acidic)16.67ChemAxon
pKa (Strongest Basic)-1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area43.09 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity9.98 m3·mol-1ChemAxon
Polarizability3.83 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Pathways:
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
2D NMR[1H,1H] 2D NMR SpectrumNot Available
References
References:
  • Augustine-Rauch KA, Zhang Q, Kleinman M, Lawton R, Welsh MJ (2004)A study of vehicles for dosing rodent whole embryo culture with non aqueous soluble compounds. Reproductive toxicology (Elmsford, N.Y.) 18, Pubmed: 15082074
  • Li J (2002)Elimination of polymer interference in chromatographic analysis of estradiol degradation products in a transdermal drug delivery formulation by proper selection of extraction solvents. Journal of pharmaceutical sciences 91, Pubmed: 12115814
  • Sakthivel T, Jaitely V, Patel NV, Florence AT (2001)Non-aqueous emulsions: hydrocarbon-formamide systems. International journal of pharmaceutics 214, Pubmed: 11282235
  • Falciola L, Mussini PR, Mussini T, Pelle P (2004)Determination of primary and secondary standards and characterization of appropriate salt bridges for pH measurements in formamide. Analytical chemistry 76, Pubmed: 14750843
  • Simard C, Lemieux R, Côté S (2001)Urea substitutes toxic formamide as destabilizing agent in nucleic acid hybridizations with RNA probes. Electrophoresis 22, Pubmed: 11545392
  • Nguyen VS, Abbott HL, Dawley MM, Orlando TM, Leszczynski J, Nguyen MT (2011)Theoretical study of formamide decomposition pathways. The journal of physical chemistry. A 115, Pubmed: 21229996
  • Paarmann A, Lima M, Chelli R, Volkov VV, Righini R, Miller RJ (2011)Excitonic effects in two-dimensional vibrational spectra of liquid formamide. Physical chemistry chemical physics : PCCP 13, Pubmed: 21573300
  • Kumaran R, Ramamurthy P (2011)Photophysical studies on the interaction of formamide and alkyl substituted amides with photoinduced electron transfer (PET) based acridinedione dyes in water. Journal of fluorescence 21, Pubmed: 21769603
  • Hamann T, Edtbauer A, da Silva FF, Denifl S, Scheier P, Swiderek P (2011)Dissociative electron attachment to gas-phase formamide. Physical chemistry chemical physics : PCCP 13, Pubmed: 21647492
  • Weiss AK, Hofer TS, Randolf BR, Bhattacharjee A, Rode BM (2011)Hydrogen bond formation of formamide and N-methylformamide in aqueous solution studied by quantum mechanical charge field-molecular dynamics (QMCF-MD). Physical chemistry chemical physics : PCCP 13, Pubmed: 21647491
  • Karunasekara T, Poole CF (2011)Models for liquid-liquid partition in the system formamide-organic solvent and their use for estimating descriptors for organic compounds. Talanta 83, Pubmed: 21215846
  • Liu Y, Hill BC (2007)Formamide probes a role for water in the catalytic cycle of cytochrome c oxidase. Biochimica et biophysica acta 1767, Pubmed: 17184725
  • Zoranic L, Mazighi R, Sokolic F, Perera A (2009)Concentration fluctuations and microheterogeneity in aqueous amide mixtures. The Journal of chemical physics 130, Pubmed: 19334838
  • Ferus M, Kubelík P, Civiš S (2011)Laser spark formamide decomposition studied by FT-IR spectroscopy. The journal of physical chemistry. A 115, Pubmed: 21932847
Synthesis Reference: Magill, P. L. Formamide. Journal of Industrial and Engineering Chemistry (Washington, D. C.) (1934), 26 611-14.
Material Safety Data Sheet (MSDS) Download (PDF)
External Links:
ResourceLink
CAS75-12-7
ChEBI16397
ChemSpider693
HMDBHMDB01536
KEGGC00488
PubChem713