Page last updated: 2024-11-05

1,3-diisopropylcarbodiimide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

1,3-Diisopropylcarbodiimide (DIC) is a colorless liquid with a pungent odor. It is a widely used reagent in organic synthesis, particularly for peptide coupling reactions. DIC is synthesized through a two-step process involving the reaction of diisopropylamine with phosgene, followed by dehydration. It is a strong dehydrating agent and reacts readily with alcohols, amines, and carboxylic acids, making it a valuable tool for amide bond formation. DIC's ability to activate carboxylic acids for nucleophilic attack is attributed to its ability to form an activated intermediate, the O-acylisourea, which is highly reactive towards amines. It is also used in the synthesis of esters, lactones, and other heterocyclic compounds. The importance of DIC lies in its versatility as a coupling reagent, its ease of use, and its relatively high reactivity. Research on DIC focuses on its applications in various fields, including peptide synthesis, drug discovery, and materials science. Furthermore, efforts are being made to develop more efficient and environmentally friendly methods for its synthesis and use.'

1,3-diisopropylcarbodiimide: activates carboxyl groups [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

1,3-diisopropylcarbodiimide : A carbodiimide compound having an isopropyl substituent on both nitrogen atoms. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID12734
CHEMBL ID1332992
CHEBI ID53092
SCHEMBL ID6720
MeSH IDM0217634

Synonyms (90)

Synonym
2-propanamine, n,n'-methanetetraylbis-
nsc-42080
carbodiimide, diisopropyl-
diisopropylcarbodiimide
nsc42080
2-propanamine,n'-methanetetraylbis-
n,n'-diisopropylcarbodiimide
inchi=1/c7h14n2/c1-6(2)8-5-9-7(3)4/h6-7h,1-4h
693-13-0
NCGC00091541-01
einecs 211-743-7
brn 0878281
1,3-diisopropylcarbodiimide
ccris 3413
nsc 42080
n,n'-methanetetraylbis-2-propanamine
n,n'-methanetetraylbis(1-methylethylamine)
n,n'-diisopropylmethanediimine
n,n'-diisopropylcarbodiimide, chemdose(tm) tablets, loading: 0.15mmol per tablet
dic, 99%
n,n-diisopropylcarbodiimide
diisopropylmethanediimine
di(propan-2-yl)methanediimine
dipcdi
CHEBI:53092 ,
dipropan-2-ylmethanediimine
D0254
AKOS000121276
NCGC00091541-02
diisopropyl carbodiimide
diisopropyl-carbodiimide
M02889
tox21_202451
cas-693-13-0
dtxsid4025086 ,
dtxcid305086
NCGC00260000-01
STL146472
n,n'-dipropan-2-ylcarbodiimide
oqo20i6twh ,
hsdb 8051
4-04-00-00531 (beilstein handbook reference)
unii-oqo20i6twh
BP-20548
FT-0632820
EPITOPE ID:114068
AM83823
BBL028105
SCHEMBL6720
1,3-diisopropyl-carbodiimide
n,n-diisopropylcarbodimide
n,n'-diisopropycarbodiimide
dipc
n,n'-diisopropylcarbodimide
di-isopropylcarbodiimide
1,3-diisopropylcarbodiimid
diisopropylcarbo-diimide
diisoproylcarbodiimide
n,n'-diisopropyl carbodiimide
n,n'-methanediylidenebis(propan-2-amine)
n,n'-diisopropyl carbodimide
n,n'-methanediylidenedipropan-2-amine
n-((isopropylimino)methylene)propan-2-amine
n,n'-diisoproyl carbodiimide
n-((isopropylimino)methyl-ene)propan-2-amine
1,3-diisopropyl carbodiimide
1,3-di-iso-propylcarbodiimide
n,n'-methanediylidenedi propan-2-amine
n,n'-diisopropyl-carbodiimide
CHEMBL1332992
W-104638
J-670017
(propan-2-yl)({[(propan-2-yl)imino]methylidene})amine
STR04127
carbodiimide, diisopropyl
n,n'-diisopropylcarbodiimide [mi]
mfcd00065689
CS-0008466
n,n'-diisopropylcarbodiimide(dic)
F0001-1801
dic, purum, >=98.0% (gc)
dipci
P17139
Q408747
n,n-diisopropylethylaminetrihydrofluoride
n,n'-diisopropylcarbodiimide (dic)
n,n'-bis(isopropyl)carbodiimide
isopropyl-(isopropylimino-methylene)-amine
n,n/'-di(propan-2-yl)methanediimine
EN300-21624
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
peptide coupling reagentA reagent used to couple amino acids during artificial peptide synthesis.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
carbodiimideAny organonitrogen compound that consists of two primary amino groups joined to a central carbon atom via N=C linkages.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
GLI family zinc finger 3Homo sapiens (human)Potency0.21380.000714.592883.7951AID1259369
estrogen nuclear receptor alphaHomo sapiens (human)Potency0.38360.000229.305416,493.5996AID743075
potassium voltage-gated channel subfamily H member 2 isoform dHomo sapiens (human)Potency35.48130.01789.637444.6684AID588834
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's6 (35.29)18.2507
2000's6 (35.29)29.6817
2010's4 (23.53)24.3611
2020's1 (5.88)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 22.00

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index22.00 (24.57)
Research Supply Index3.04 (2.92)
Research Growth Index4.46 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (22.00)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]