U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry MIXED
Molecular Formula C12H18N2O2
Molecular Weight 222.2835
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of ISOPHORONE DIISOCYANATE

SMILES

CC1(C)CC(CC(C)(CN=C=O)C1)N=C=O

InChI

InChIKey=NIMLQBUJDJZYEJ-UHFFFAOYSA-N
InChI=1S/C12H18N2O2/c1-11(2)4-10(14-9-16)5-12(3,6-11)7-13-8-15/h10H,4-7H2,1-3H3

HIDE SMILES / InChI

Approval Year

2023
455
PubMed

PubMed

TitleDatePubMed
Characterization of murine immune responses to allergenic diisocyanates.
1992 Feb
Variable effects of chemical allergens on serum IgE concentration in mice. Preliminary evaluation of a novel approach to the identification of respiratory sensitizers.
1992 Oct
Diisocyanate emission from a paint product: a preliminary analysis.
2002 Jul
Combinations of microphase separation and terminal multiple hydrogen bonding in novel macromolecules.
2002 Jul 24
Common shoe allergens undetected by commercial patch-testing kits: dithiodimorpholine and isocyanates.
2003 Jun
Allergic contact dermatitis from dicyclohexylmethane-4,4'-diisocyanate.
2003 Jun
Evaluation of denuder sampling for a mixture of three common gaseous diisocyanates.
2003 Mar
Synthesis and characterization of novel polyurethane cationomers with dipeptide sequences and alkylammonium groups.
2004
Synthesis of core-shell polyurethane-urea nanoparticles containing 4,4'-methylenedi-p-phenyl diisocyanate and isophorone diisocyanate by self-assembled neutralization emulsification.
2004 Nov 7
Allergic contact dermatitis from isocyanates among sculptors.
2004 Sep
Cytokine mRNA profiles for isocyanates with known and unknown potential to induce respiratory sensitization.
2005 Feb 28
Chemical analysis of 2,4-toluene diisocyanate, 1,6-hexamethylene diisocyanate and isophorone diisocyanate in petrolatum patch-test preparations.
2005 Sep
An FTIR investigation of isocyanate skin absorption using in vitro guinea pig skin.
2006 May
Inconsistencies between cytokine profiles, antibody responses, and respiratory hyperresponsiveness following dermal exposure to isocyanates.
2006 Nov
Synthesis, characterization, shrinkage and curing kinetics of a new low-shrinkage urethane dimethacrylate monomer for dental applications.
2007 Aug
Preparation of polyurethane nanocapsules by miniemulsion polyaddition.
2007 Dec
A method of test for residual isophorone diisocyanate trimer in new polyester-polyurethane coatings on light metal packaging using liquid chromatography with tandem mass spectrometric detection.
2007 Feb 2
Water makes it hydrophobic: contraphilic wetting for polyurethanes with soft blocks having semifluorinated and 5,5-dimethylhydantoin side chains.
2007 Jan 2
Modification of the biopolymer castor oil with free isocyanate groups to be applied as bioadhesive.
2007 Jan 30
Skin exposure to isocyanates: reasons for concern.
2007 Mar
Th2 Cytokines in Skin Draining Lymph Nodes and Serum IgE Do Not Predict Airway Hypersensitivity to Intranasal Isocyanate Exposure in Mice.
2007 Nov
Use of telechelic cis-1,4-polyisoprene cationomers in the synthesis of antibacterial ionic polyurethanes and copolyurethanes bearing ammonium groups.
2007 Oct
Model fluorous polyurethane surface modifiers having co-polyoxetane soft blocks with trifluoroethoxymethyl and bromomethyl side chains.
2007 Oct 9
Influence of genetic factors on toluene diisocyanate-related symptoms: evidence from a cross-sectional study.
2008 Apr 30
Contact sensitization to 4,4'-diaminodiphenylmethane and to isocyanates among general dermatology patients.
2008 Aug
The respiratory local lymph node assay as a tool to study respiratory sensitizers.
2008 Dec
Development of a biodegradable bioadhesive containing urethane groups.
2008 Jan
Skin exposure to aliphatic polyisocyanates in the auto body repair and refinishing industry: II. A quantitative assessment.
2008 Mar
Validation of transferability of DBA derivatization and LC-MS/MS determination method for isocyanates via an interlaboratory comparison.
2008 Nov
Synthesis and characterization of a sterically stabilized polyelectrolyte using isophorone diisocyanate as the coupling reagent.
2009
Porous bioactive scaffold of aliphatic polyurethane and hydroxyapatite for tissue regeneration.
2009 Apr
Contact and respiratory sensitizers can be identified by cytokine profiles following inhalation exposure.
2009 Jul 10
Fabrication and characterization of ophthalmically compatible hydrogels composed of poly(dimethyl siloxane-urethane)/Pluronic F127.
2009 Jun 1
PEG- and PDMAEG-graft-modified branched PEI as novel gene vector: synthesis, characterization and gene transfection.
2010
Enhanced gene delivery using biodegradable poly(ester amine)s (PEAs) based on low-molecular-weight polyethylenimine and poly(epsilon-caprolactone)-pluronic-poly(epsilon-caprolactone).
2010 Aug
Application of prepared waterborne polyurethane extended with chitosan to impart antibacterial properties to acrylic fabrics.
2010 Feb
Adsorption efficiency of respirator filter cartridges for isocyanates.
2010 Jun
Microwave irradiation as a versatile tool for increasing reaction rates and yields in synthesis of optically active polyamides containing flexible L-leucine amino acid.
2010 May
Allergic skin inflammation induced by chemical sensitizers is controlled by the transcription factor Nrf2.
2013 Jul
Patents

Patents

JP1014288A
1
JP2000109682A
1
JP2000159847A
1
JP2000313734A
1
JP2000319137A
1
JP2001512516A
2
JP2001525429A
1
JP2002138129A
1
JP2002537454A
1
JP2002541281A
1
JP2002542351A
1
JP2002543231A
28
JP2003522227A
1
JP2005024591A
1
JP2005511671A
1
JP2005522543A
1
JP2006521437A
1
JP2007516867A
4
JP2008156506A
1
JP2008504383A
1
JP2009286920A
1
JP2009292778A
1
JP2009533190A
2
JP2011504197A
1
JP2011510105A
1
JP2011525400A
1
JP2011525554A
1
JPH00859303A
1
JPH01132644A
1
JPH01230603A
2
JPH01249873A
1
JPH03200828A
1
JPH03215268A
1
JPH0413713A
1
JPH04170415A
1
JPH04246492A
1
JPH05111530A
1
JPH05213058A
1
JPH05320571A
1
JPH059435A
1
JPH06192384A
1
JPH06234826A
1
JPH07188638A
1
JPH07252437A
1
JPH072755A
1
JPH07316258A
1
JPH0776693A
1
JPH08311148A
1
JPH09183942A
1
JPH09302069A
1
JPH0971627A
1
Name Type Language
ISOPHORONE DIISOCYANATE
HSDB   INCI  
INCI  
Official Name English
ISOCYANIC ACID, METHYLENE(3,5,5-TRIMETHYL-3,1-CYCLOHEXYLENE) ESTER
Common Name English
1-ISOCYANATO-3-(ISOCYANATOMETHYL)-3,5,5-TRIMETHYLCYCLOHEXANE
Systematic Name English
IPDI
Common Name English
ISOPHORONE DIISOCYANATE [INCI]
Common Name English
(±)-ISOPHORONE DIISOCYANATE
Systematic Name English
ISOPHORONE DIISOCYANATE [HSDB]
Common Name English
1-ISOCYANATO-3,3,5-TRIMETHYL-5-(ISOCYANATOMETHYL)CYCLOHEXANE
Systematic Name English
3-ISOCYANATOMETHYL-3,5,5-TRIMETHYLCYCLOHEXYL ISOCYANATE
Systematic Name English
1,3,3-TRIMETHYL-1-(ISOCYANATOMETHYL)-5-ISOCYANATOCYCLOHEXANE
Systematic Name English
1-(ISOCYANATOMETHYL)-5-ISOCYANATO-1,3,3-TRIMETHYLCYCLOHEXANE
Systematic Name English
1-ISOCYANATO-3-ISOCYANATOMETHYL-3,5,5-TRIMETHYLCYCLOHEXANE
Systematic Name English
3-ISOCYANATOMETHYL-3,5,5- TRIMETHYLCYCLOHEXYL ISOCYANATE
Systematic Name English
3,3,5-TRIMETHYL-5-(ISOCYANATOMETHYL)CYCLOHEXYL ISOCYANATE
Systematic Name English
ISOPHORONE DIISOCYANATE, (±)-
Systematic Name English
5-ISOCYANATO-1-(ISOCYANATOMETHYL)-1,3,3-TRIMETHYLCYCLOHEXANE
Systematic Name English
CYCLOHEXANE, 5-ISOCYANATO-1-(ISOCYANATOMETHYL)-1,3,3-TRIMETHYL-
Systematic Name English
ISOPHORONE DIAMINE DIISOCYANATE
Common Name English
ISOPHORONE DIISOCYANATE (IPDI)
Common Name English
Classification Tree Code System Code
Food Contact Sustance Notif, (FCN No.) FCN NO. 448
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
Food Contact Sustance Notif, (FCN No.) FCN NO. 1191
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
Food Contact Sustance Notif, (FCN No.) FCN NO. 1060
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID0023826
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
WIKIPEDIA
ISOPHORONE DIISOCYANATE
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
PUBCHEM
169132
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
HSDB
6337
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
MESH
C015301
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
ECHA (EC/EINECS)
223-861-6
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
CHEBI
53214
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
FDA UNII
43B0856528
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
CAS
4098-71-9
Created by admin on Sat Dec 16 19:57:00 GMT 2023 , Edited by admin on Sat Dec 16 19:57:00 GMT 2023
PRIMARY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966