1,7-DIAZAINDENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C7H6N2
Molecular Weight	118.1359
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

N1C=CC2=C1N=CC=C2

InChI

InChIKey=MVXVYAKCVDQRLW-UHFFFAOYSA-N

InChI=1S/C7H6N2/c1-2-6-3-5-9-7(6)8-4-1/h1-5H,(H,8,9)

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Phosphatidylserine increases IKBKAP levels in familial dysautonomia cells.	2010-12-29	21209961
Discovery of new azaindole-based PI3Kα inhibitors: apoptotic and antiangiogenic effect on cancer cells.	2010-12-15	21067921
3D-QSAR and molecular docking studies on derivatives of MK-0457, GSK1070916 and SNS-314 as inhibitors against Aurora B kinase.	2010-11-02	21151441
Synthesis of new pyrrolo[2,3-d]pyrimidine derivatives as antibacterial and antifungal agents.	2010-11	20828885
Excited-state triple-proton transfer in 7-azaindole(H(2)O)(2) and reaction path studied by electronic spectroscopy in the gas phase and quantum chemical calculations.	2010-10-28	20695629
Recent experimental advances on excited-state intramolecular proton coupled electron transfer reaction.	2010-10-19	20954751
Palladium-catalyzed amination of unprotected halo-7-azaindoles.	2010-10-15	20860393
Luminescence and reactivity of 7-azaindole derivatives and complexes.	2010-08	20577664
Excited state charge transfer coupled double proton transfer reaction of 7-azaindole derivatives in methanol: a theoretical study.	2010-07-29	20590157
Synthesis and characterization of selective dopamine D2 receptor antagonists. 2. Azaindole, benzofuran, and benzothiophene analogs of L-741,626.	2010-07-15	20542439
New insights into homopiperazine-based 5-HT1A/5-HT7R ligands: synthesis and biological evaluation.	2010-06	19874209
Activation energy of the two-proton phototautomerism in 7-azaindole dimer and its medium-dependence.	2010-05-13	20397681
Theoretical studies for the rates and kinetic isotope effects of the excited-state double proton transfer in the 1:1 7-azaindole:H2O complex using variational transition state theory including multidimensional tunneling.	2010-03-18	20166692
Discovery of 4-amino-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidine-4-carboxamides as selective, orally active inhibitors of protein kinase B (Akt).	2010-03-11	20151677
Infrared spectroscopy of jet-cooled tautomeric dimer of 7-azaindole: a model system for the ground-state double proton transfer reaction.	2010-03-11	19958009
Proton phototransfers in doubly hydrogen bonded dimers: the photophysics of 6,7,8,9-tetrahydro-5H-pyrido[2,3-b]indole dimers.	2010-01-21	20017468
A novel chemotype of kinase inhibitors: Discovery of 3,4-ring fused 7-azaindoles and deazapurines as potent JAK2 inhibitors.	2010-01-01	19945871
Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition.	2009-12-01	20098609
2-(3,4,5-Trimethoxy-phen-yl)-1H-pyrrolo[2,3-b]pyridine.	2009-11-14	21578825
Evolving a polymerase for hydrophobic base analogues.	2009-10-21	19778048
Impact of donor-acceptor geometry and metal chelation on photophysical properties and applications of triarylboranes.	2009-10-20	19558183
Fluorescent analogues of quinoline reveal amine ligand loss from cis and trans platinum(II) complexes in cancer cells.	2009-08	19564043
Cell division cycle 7 kinase inhibitors: 1H-pyrrolo[2,3-b]pyridines, synthesis and structure-activity relationships.	2009-07-23	19555113
Synthesis and cytotoxic activity of 5,6-heteroaromatically annulated pyridine-2,4-diamines.	2009-07-01	19481463
Charge transfer interaction of intermolecular hydrogen bonds in 7-azaindole(MeOH)n (n = 1, 2) with IR-dip spectroscopy and natural bond orbital analysis.	2009-06-25	19496582
Spectroscopic study on the structural isomers of 7-azaindole(ethanol)(n) (n=1-3) and multiple-proton transfer reactions in the gas phase.	2009-06-14	19530768
A new family of metallaboratrane complexes based on 7-azaindole: B-H activation mediated by carbon monoxide.	2009-05-14	19532882
4-Phenyl-7-azaindoles as potent and selective IKK2 inhibitors.	2009-05-01	19349179
Beyond 7-azaindole: conjugation effects on intermolecular double hydrogen-atom transfer reactions.	2009-04-30	19331395
Theoretical evidence of barrier-free proton transfer in 7-azaindole-water cluster anions.	2009-04-28	19405633
Structural insights for design of potent spleen tyrosine kinase inhibitors from crystallographic analysis of three inhibitor complexes.	2009-04	19220318
Probe of the NH bond strength in 1L(a) and 1L(b) states of 7-azaindole with IR-dip spectroscopy: insights into the electronic-state dependence of the multiple proton/hydrogen transfers in hydrogen-bonded clusters.	2009-03-26	19253991
Site-selective azaindole arylation at the azine and azole rings via N-oxide activation.	2009-03-19	19226145
Cu(I) and Ag(I) complexes of 7-azaindolyl and 2,2'-dipyridylamino substituted 1,3,5-triazine and benzene: the central core impact on structure, solution dynamics and fluorescence of the complexes.	2009-03-14	19240911
Mode-selective vibrational redistribution after spectrally selective N-H stretching mode excitation in intermolecular hydrogen bonds.	2009-01-21	19173529
Cobalt-catalyzed N-arylation of nitrogen nucleophiles in water.	2009	19219864
Impact of the linker groups in bis(7-azaindol-1-yl) chelate ligands on structures and stability of Pt(N,N-L)R(2) complexes.	2008-12-28	19050782
Synthesis of a 7-azaindole by chichibabin cyclization: reversible base-mediated dimerization of 3-picolines.	2008-12-19	18707175
Design and synthesis of potent and selective azaindole-based Rho kinase (ROCK) inhibitors.	2008-12	18973168
Cyano analogues of 7-azaindole: probing excited-state charge-coupled proton transfer reactions in protic solvents.	2008-10-24	18821540
Ab initio QM/MM molecular dynamics study on the excited-state hydrogen transfer of 7-azaindole in water solution.	2008-10-09	18785694
Highly functionalized 7-azaindoles as selective PPAR gamma modulators.	2008-09-01	18701276
Knowledge-based design of 7-azaindoles as selective B-Raf inhibitors.	2008-08-15	18662874
Distribution and favorable binding sites of pyrroloquinoline and its analogues in a lipid bilayer studied by molecular dynamics simulations.	2008-08	18556112
Rotationally resolved electronic spectroscopy of water clusters of 7-azaindole.	2008-06-07	18537426
Electronically excited states of water clusters of 7-azaindole: structures, relative energies, and electronic nature of the excited states.	2008-06-07	18537425
Identification of 4-(4-aminopiperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidines as selective inhibitors of protein kinase B through fragment elaboration.	2008-04-10	18345609
Excited-state double proton transfer in model base pairs: the stepwise reaction on the heterodimer of 7-azaindole analogues.	2008-02-01	18219647
7-Azaindole derivatives as potential partial nicotinic agonists.	2008-01-01	18006307
Isotopic induction of the excited-state single-proton transfer in 7-azaindole dimer.	2005-01-07	19785177

Patents

Name

Type

Language

1,7-DIAZAINDENE

Systematic Name

English

NSC-67063

Preferred Name

English

1,7-DIDEAZAPURINE

Common Name

English

1H-PYRROLO(2,3-B)PYRIDINE

Systematic Name

English

NSC-77951

Code

English

1H-PYRROLE(2,3-B)PYRIDINE

Systematic Name

English

7H-PYRROLO(2,3-B)PYRIDINE

Systematic Name

English

7-AZA-1-PYRINDINE

Common Name

English

7-AZAINDOLE

Systematic Name

English

Code System Code Type Description

CAS

271-63-6