Cyanamide

Identification

Name
Cyanamide
Accession Number
DB02679  (EXPT00971)
Type
Small Molecule
Groups
Experimental
Description

A cyanide compound which has been used as a fertilizer, defoliant and in many manufacturing processes. It often occurs as the calcium salt, sometimes also referred to as cyanamide. The citrated calcium salt is used in the treatment of alcoholism. [PubChem]

Structure
Thumb
Synonyms
Not Available
Categories
UNII
21CP7826LC
CAS number
420-04-2
Weight
Average: 42.04
Monoisotopic: 42.021798074
Chemical Formula
CH2N2
InChI Key
XZMCDFZZKTWFGF-UHFFFAOYSA-N
InChI
InChI=1S/CH2N2/c2-1-3/h2H2
IUPAC Name
aminoformonitrile
SMILES
NC#N

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UCarbonic anhydrase 2Not AvailableHuman
UCathepsin KNot AvailableHuman
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

Synthesis Reference

Joachim Ebeling, "Process for the preparation of calcium cyanamide." U.S. Patent US4849197, issued July, 1931.

US4849197
General References
Not Available
External Links
KEGG Drug
D00123
KEGG Compound
C01566
PubChem Compound
9864
PubChem Substance
46506862
ChemSpider
9480
ChEBI
16698
ChEMBL
CHEMBL56279
HET
CNN
Wikipedia
Cyanamide
PDB Entries
1f2w

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
melting point (°C)44 °CPhysProp
boiling point (°C)83 °C at 5.00E-01 mm HgPhysProp
water solubility5E+005 mg/L (at 25 °C)SHIU,WY ET AL. (1990)
logP-0.82TOMLIN,C (1994)
pKa1.03 (at 25 °C)FORGIONE,PS (1987)
Predicted Properties
PropertyValueSource
Water Solubility27.4 mg/mLALOGPS
logP-0.86ALOGPS
logP-0.64ChemAxon
logS-0.19ALOGPS
pKa (Strongest Acidic)10.87ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.81 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity10.88 m3·mol-1ChemAxon
Polarizability3.68 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9191
Blood Brain Barrier+0.9102
Caco-2 permeable+0.5777
P-glycoprotein substrateNon-substrate0.8947
P-glycoprotein inhibitor INon-inhibitor0.9851
P-glycoprotein inhibitor IINon-inhibitor0.9805
Renal organic cation transporterNon-inhibitor0.8922
CYP450 2C9 substrateNon-substrate0.8712
CYP450 2D6 substrateNon-substrate0.8051
CYP450 3A4 substrateNon-substrate0.8581
CYP450 1A2 substrateNon-inhibitor0.9431
CYP450 2C9 inhibitorNon-inhibitor0.8919
CYP450 2D6 inhibitorNon-inhibitor0.9802
CYP450 2C19 inhibitorNon-inhibitor0.9602
CYP450 3A4 inhibitorNon-inhibitor0.8841
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.8885
Ames testNon AMES toxic0.9315
CarcinogenicityCarcinogens 0.5204
BiodegradationReady biodegradable0.7482
Rat acute toxicity2.4961 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9484
hERG inhibition (predictor II)Non-inhibitor0.9767
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Mass Spectrum (Electron Ionization)MSsplash10-0006-9000000000-817e18f9f536d9b71cdb
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as monoalkylamines. These are organic compounds containing an primary aliphatic amine group.
Kingdom
Organic compounds
Super Class
Organic nitrogen compounds
Class
Organonitrogen compounds
Sub Class
Amines
Direct Parent
Monoalkylamines
Alternative Parents
Organopnictogen compounds / Hydrocarbon derivatives
Substituents
Organopnictogen compound / Hydrocarbon derivative / Primary aliphatic amine / Aliphatic acyclic compound
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
one-carbon compound, nitrile (CHEBI:16698) / Pesticides (C01566) / a small molecule (CPD-657)

Targets

Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Zinc ion binding
Specific Function
Essential for bone resorption and osteoclast differentiation (By similarity). Reversible hydration of carbon dioxide. Can hydrate cyanamide to urea. Involved in the regulation of fluid secretion in...
Gene Name
CA2
Uniprot ID
P00918
Uniprot Name
Carbonic anhydrase 2
Molecular Weight
29245.895 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423]
Kind
Protein
Organism
Human
Pharmacological action
Unknown
General Function
Proteoglycan binding
Specific Function
Closely involved in osteoclastic bone resorption and may participate partially in the disorder of bone remodeling. Displays potent endoprotease activity against fibrinogen at acid pH. May play an i...
Gene Name
CTSK
Uniprot ID
P43235
Uniprot Name
Cathepsin K
Molecular Weight
36965.82 Da
References
  1. Barrett DG, Deaton DN, Hassell AM, McFadyen RB, Miller AB, Miller LR, Payne JA, Shewchuk LM, Willard DH Jr, Wright LL: Acyclic cyanamide-based inhibitors of cathepsin K. Bioorg Med Chem Lett. 2005 Jun 15;15(12):3039-43. [PubMed:15896958]

Drug created on June 13, 2005 07:24 / Updated on November 02, 2018 05:21