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A95502

7-Azaindole

Name: 7-Azaindole
Brand: ALDRICH

98%

Synonym(s):

1H-Pyrrolo(2,3-b)pyridine

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About This Item

Empirical Formula (Hill Notation):

C₇H₆N₂

CAS Number:

271-63-6

Molecular Weight:

118.14

NACRES:

NA.22

PubChem Substance ID:

24891472

UNSPSC Code:

12352100

EC Number:

205-981-0

MDL number:

MFCD00005606

Assay:

98%

Form:

solid

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Properties

Quality Level

100

assay

98%

form

solid

mp

105-107 °C (lit.)

SMILES string

c1cnc2[nH]ccc2c1

InChI

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

InChI key

MVXVYAKCVDQRLW-UHFFFAOYSA-N

Description

Application

A heterocyclic molecule that can be utilized as a pharmaceutical building block

Starting material in a recent synthesis of azaserotonin.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Identification of 4-(4-aminopiperidin-1-yl)-7H-pyrrolo[2,3-d]pyrimidines as selective inhibitors of protein kinase B through fragment elaboration.

John J Caldwell et al.

Journal of medicinal chemistry, 51(7), 2147-2157 (2008-03-19)

Fragment-based screening identified 7-azaindole as a protein kinase B inhibitor scaffold. Fragment elaboration using iterative crystallography of inhibitor-PKA-PKB chimera complexes efficiently guided improvements in the potency and selectivity of the compounds, resulting in the identification of nanomolar 6-(piperidin-1-yl)purine, 4-(piperidin-1-yl)-7-azaindole, and

Synthesis of 7-azaserotonin: its photophysical properties associated with excited state proton transfer reaction.

Pei-Wen Wu et al.

Journal of the American Chemical Society, 128(45), 14426-14427 (2006-11-09)

We report the synthesis of 3-(2-aminoethyl)-5-ol-1H-pyrrolo[2,3-b]pyridine (7-azaserotonin), which may potentially serve as an agonist or antagonist of serotonin receptors. In alcohols, the solvent (e.g., ethanol) catalyzed proton-transfer reaction takes place for 7-azaserotonin in the excited state, resulting in dual emission.

Rapid evolution of 6-phenylpurine inhibitors of protein kinase B through structure-based design.

Alastair Donald et al.

Journal of medicinal chemistry, 50(10), 2289-2292 (2007-04-25)

6-phenylpurines were identified as novel, ATP-competitive inhibitors of protein kinase B (PKB/Akt) from a fragment-based screen and were rapidly progressed to potent compounds using iterative protein-ligand crystallography with a PKA-PKB chimeric protein. An elaborated lead compound showed cell growth inhibition

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Global Trade Item Number

SKU	GTIN
A95502-1G	04061833403402
A95502-5G	04061833403426