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A95502

Sigma-Aldrich

7-Azaindole

98%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C7H6N2
Numero CAS:
271-63-6
Peso molecolare:
118.14
Numero CE:
205-981-0
Numero MDL:
MFCD00005606
Codice UNSPSC:
12352100
ID PubChem:
24891472
NACRES:
NA.22
Prezzi e disponibilità al momento non sono disponibili

Saggio

98%

Stato

solid

Punto di fusione

105-107 °C (lit.)

Stringa SMILE

c1cnc2[nH]ccc2c1

InChI

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

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Categorie correlate

Applicazioni

A heterocyclic molecule that can be utilized as a pharmaceutical building block[1]
Starting material in a recent synthesis of azaserotonin.[2]

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

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

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Certificati d'analisi (COA)

Lot/Batch Number
MKCL2534
MKCF2503
MKBP7608V
MKBJ5352V
MKBH1427V

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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.
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
Xin Wang et al.
The Journal of organic chemistry, 71(10), 4021-4023 (2006-05-06)
A practical synthesis of a key pharmaceutical intermediate, 2-[(1H-pyrrolo[2,3-b]pyridine-4-yl)methylamino]-5-fluoronicotinic acid (1), is described. To introduce the aminomethyl moiety of 2 via a palladium-catalyzed cyanation/reduction sequence, a regioselective chlorination of 7-azaindole via the N-oxide was developed. A highly selective monodechlorination of
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
Bruno Aleksander Martek et al.
Drug testing and analysis, 11(4), 617-625 (2019-02-08)
The high frequency of the synthetic cannabinoid receptor agonists (SCRAs) emergence renders this group of new psychoactive compounds particularly demanding in terms of detection, identification, and responding. Without the available reference material, one of the specific problems is differentiation and
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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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