694681
7-Azaindole-3-carboxaldehyde
97%
Synonym(s):
1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde
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About This Item
Empirical Formula (Hill Notation):
C8H6N2O
CAS Number:
Molecular Weight:
146.15
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
form
solid
mp
216-220 °C
functional group
aldehyde
SMILES string
O=Cc1c[nH]c2ncccc12
InChI
1S/C8H6N2O/c11-5-6-4-10-8-7(6)2-1-3-9-8/h1-5H,(H,9,10)
InChI key
KAIWRKYDYWYFIT-UHFFFAOYSA-N
Application
Reactant for preparation of:
- Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
- Inhibitors of BACE-1 activity
- Prostate cancer invasion and migration inhibitors
- CDK2 kinase inhibitors
- Cell division cycle 7 kinase inhibitors
- Inhibitor of oncogenic B-Raf kinase with potent antimelanoma activity
- Antidiabetic agents
- Inhibitors of brassinin glucosyltransferase
Useful starter in 7-azaindole chemistry
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Journal of the American Chemical Society, 77, 457-457 (1995)
Seung-Jun Oh et al.
Bioorganic & medicinal chemistry, 12(21), 5505-5513 (2004-10-07)
Seven fluorine-substituted 1H-pyrrolo[2,3-b]pyridine derivatives were synthesized based on a lead ligand, 3-[[4-(4-iodophenyl)piperazin-1-yl]-methyl]-1H-pyrrolo[2,3-b]pyridine (L-750,667) and evaluated as potential dopamine D(4) receptor imaging agents by positron emission tomography (PET). Binding affinities of these ligands for the dopamine D(2), D(3), and D(4) receptor
Synthesis of 1-p-chlorobenzyl-7-azaindole-3- -piperidylmethanol as a potential antimalarial agent.
A J Verbiscar
Journal of medicinal chemistry, 15(2), 149-152 (1972-02-01)
Ming-Zhi Zhang et al.
European journal of medicinal chemistry, 92, 776-783 (2015-01-31)
Streptochlorin, first isolated as a new antibiotic in 1988 from the lipophilic extracts of the mycelium of a Streptomyces sp, is an indole natural products with a variety of biological activities. Based on the methods developed for the synthesis of
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