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

Details

Stereochemistry ACHIRAL
Molecular Formula C9H16N2
Molecular Weight 152.2367
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1,8-DIAZABICYCLO(5.4.0)UNDEC-7-ENE

SMILES

C1CN=C2CCCCCN2C1

InChI

InChIKey=GQHTUMJGOHRCHB-UHFFFAOYSA-N
InChI=1S/C9H16N2/c1-2-5-9-10-6-4-8-11(9)7-3-1/h1-8H2

HIDE SMILES / InChI
Molecular Formula C9H16N2
Molecular Weight 152.2367
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Solid-Phase synthesis of a dendritic peptide related to a retinoblastoma protein fragment utilizing a combined boc- and fmoc-chemistry approach.
2001 May
Synthesis and biological evaluation of purine-containing butenolides.
2001 May 24
Nucleophilic catalysis with 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) for the esterification of carboxylic acids with dimethyl carbonate.
2002 Apr 5
P(CH(3)NCH(2)CH(2))(3)N as a dehydrobromination reagent: synthesis of vitamin A derivatives revisited.
2002 Jan 25
Efficient solid-phase synthesis of 1,3,5-trisubstituted 1,3,5-triazine-2,4,6-triones.
2002 Sep-Oct
Asymmetric synthesis of 2,3-dihydrofurans and of unsaturated bicyclic tetrahydrofurans through alpha-elimination and migratory cyclization of silyloxy alkenyl aminosulfoxonium salts. Generation and intramolecular O,Si-bond insertion of chiral disubstituted beta-silyloxy alkylidene carbenes.
2004 Apr 21
Tetra-2,3-pyrazinoporphyrazines with externally appended pyridine rings. 1. Tetrakis-2,3-[5,6-di(2-pyridyl)pyrazino]porphyrazine: a new macrocycle with remarkable electron-deficient properties.
2004 Dec 27
Chemistry of the phosphinidene oxide ligand.
2004 Oct 27
Synthesis of (-)-quinocarcin by directed condensation of alpha-amino aldehydes.
2005 Dec 7
The reaction of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) with carbon dioxide.
2005 Jun 24
Oxacalix[3]arene complexes with the ReI(CO)3 fragment.
2006 Aug 21
Heteroleptic bis(phthalocyaninato) europium(III) complexes fused with different numbers of 15-crown-5 moieties. Synthesis, spectroscopy, electrochemistry, and supramolecular structure.
2006 May 1
Synthesis of azole nucleoside analogues of D-pinitol as potential antitumor agents.
2007 May 7
New ground for organic catalysis: a ring-opening polymerization approach to hydrogels.
2007 Nov
A simple and efficient approach to the synthesis of endo and exo bicyclo[6.1.0]nona-3,5-diene-9-carboxaldehyde.
2007 Oct 30
Investigation of Zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) Porphyrazine for Application as Photosensitizer in Photodynamic Therapy of Cancer.
2008
Amidophosphane-copper(I)-catalyzed asymmetric conjugate addition of dialkylzinc reagents to racemic 6-substituted cyclohexenones to form 2,5-di- and 2,2,5-trisubstituted cyclohexanones.
2008 Feb 1
One-pot, direct incorporation of [11C]CO2 into carbamates.
2009
Anion effect in the diastereoselective formation of bischelated Ni(II) complexes with a novel, chiral phosphine derived from 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU).
2009 Aug 21
A simple method for C-6 modification of guanine nucleosides.
2009 Jul 21
Chaperone therapy for neuronopathic lysosomal diseases: competitive inhibitors as chemical chaperones for enhancement of mutant enzyme activities.
2009 May 26
Mild and efficient DBU-catalyzed amidation of cyanoacetates.
2009 May 7
Synthesis and structural characterization of carboxyethylpyrrole-modified proteins: mediators of age-related macular degeneration.
2009 Nov 1
Preparation and in vitro photodynamic activity of amphiphilic zinc(II) phthalocyanines substituted with 2-(dimethylamino)ethylthio moieties and their N-alkylated derivatives.
2010 Apr 1
Indoline-3-carboxylic acid derived organocatalysts for the anti-Mannich reaction.
2010 Dec 27
Synthetic routes to meso-patterned porphyrins.
2010 Feb 16
Lanthanide(III) bis(phthalocyaninato)-[60]fullerene dyads: synthesis, characterization, and photophysical properties.
2010 Jan 4
Dynamic covalent chemistry of disulfides offers a highly efficient synthesis of diverse benzofused nitrogen-sulfur heterocycles in one pot.
2010 Jul 12
Helical nanostructures self-assembled from optically active phthalocyanine derivatives bearing four optically active binaphthyl moieties: effect of metal-ligand coordination on the morphology, dimension, and helical pitch of self-assembled nanostructures.
2010 May 18
Patents

Patents

04281148
1
04431814
4
04540703
3
04548639
2
04571396
2
04665080
1
04675417
1
04711895
8
04775524
1
04786314
2
04822403
1
JP1020287A
1
JP2000281681A
1
JP2001011162A
1
JP2011116004A
1
JPH02138151A
1
JPH0317085A
1
JPH0366750A
1
JPH05279435A
1
JPH06179737A
1
JPH06228532A
1
JPH06298928A
2
JPH07207172A
2
JPH08283454A
1
JPH08291261A
1
JPH08302224A
2
JPH0841041A
1
JPH09118664A
1
JPH09157191A
1
JPH09216936A
1
JPH101615A
1
JPH10279667A
1
JPH11106386A
1
JPH11116566A
1
JPH1129499A
1
JPH1192629A
1
JPS555929A
3
JPS5573765A
1
JPS5723620A
1
JPS58132018A
1
JPS5823854A
2
JPS59157065A
1
JPS5984883A
1
JPS60235864A
1
JPS6032798A
1
JPS6047027A
1
JPS6112724A
1
JPS62135457A
1
JPS63210121A
1
JPS6422830A
1
JPS6442480A
1
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:08:00 UTC 2023
Edited
by admin
on Sat Dec 16 02:08:00 UTC 2023
Record UNII
H1ILJ6IBUX
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
1,8-DIAZABICYCLO(5.4.0)UNDEC-7-ENE
MI  
Systematic Name English
1,8-DIAZABICYCLO(5.4.0)UNDEC-7-ENE [MI]
Common Name English
1,8-DIAZABICYCLO(5.4.0)UNDECENE-7
Common Name English
ALCANPOUDRE DBU 70-3KG
Brand Name English
1,8-DIAZA-7-BICYCLO(5.4.0)UNDECENE
Systematic Name English
DABCO DBU
Brand Name English
AMICURE DBUE
Brand Name English
POLYCAT DBU
Brand Name English
2,3,4,6,7,8,9,10-OCTAHYDROPYRIMIDO(1,2-A)AZEPINE
Systematic Name English
1,8-DIAZABICYCLO(5.4.0)UNDECA-7-ENE
Systematic Name English
NSC-230466
Code English
NSC-111184
Code English
DBU
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID2049424
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
MERCK INDEX
m4266
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY Merck Index
WIKIPEDIA
1,8-Diazabicyclo(5.4.0)undec-7-ene
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
ECHA (EC/EINECS)
229-713-7
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
FDA UNII
H1ILJ6IBUX
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
NSC
111184
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
MESH
C031033
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
CAS
6674-22-2
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
PUBCHEM
81184
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 2023
PRIMARY
NSC
230466
Created by admin on Sat Dec 16 02:08:00 UTC 2023 , Edited by admin on Sat Dec 16 02:08:00 UTC 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