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Key Documents

A97203

Sigma-Aldrich

Azulene

99%

Synonym(s):

Bicyclo[5.3.0]decapentaene

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About This Item

Empirical Formula (Hill Notation):
C10H8
CAS Number:
Molecular Weight:
128.17
Beilstein:
969517
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

crystals

bp

242 °C (lit.)

mp

98-100 °C (lit.)

SMILES string

c1ccc2cccc2cc1

InChI

1S/C10H8/c1-2-5-9-7-4-8-10(9)6-3-1/h1-8H

InChI key

CUFNKYGDVFVPHO-UHFFFAOYSA-N

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Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictograms

Environment

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Chronic 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hiromi Mitsuhashi et al.
European journal of pharmacology, 551(1-3), 152-155 (2006-10-19)
Oral ulcerative mucositis is a common and painful toxicity associated with chemotherapy for cancer. Current treatment for chemotherapy-induced oral mucositis is largely palliative, and no adequate treatment with conclusive evidence exists. The purpose of this study was to evaluate the
Stefan Löber et al.
ChemMedChem, 4(3), 325-328 (2009-02-03)
Blue makes it happen: The non-uniform charge distribution of the blue colored azulene framework is highly suitable for the bioisosteric replacement of bicyclic heteroarene moieties. Showing an analogous binding mode as heterocyclic dopamine D4 receptor-selective lead compounds, the induction of
A F M Mustafizur Rahman et al.
Chemical communications (Cambridge, England), (10)(10), 1196-1198 (2008-03-01)
In spite of having small pi-conjugation systems, azulenes show large binding constants (10(4)-10(5)) to C(60) and C(70), which are larger than those of monoporphyrins and alternant aromatic hydrocarbons.
Timothy D Lash et al.
The Journal of organic chemistry, 77(5), 2368-2381 (2012-02-01)
A "2 + 2" strategy for synthesizing adj-dicarbaporphyrinoid systems has been developed. In a model study, an azulenylmethylpyrrole dialdehyde was condensed with a dipyrrylmethane in the presence of HCl, followed by oxidation with ferric chloride, to give a modest yield
Chih-Hung Chen et al.
Bioorganic & medicinal chemistry letters, 20(20), 6129-6132 (2010-09-14)
A series of azulene-based derivatives were synthesized as potent inhibitors for receptor tyrosine kinases such as FMS-like tyrosine kinase 3 (FLT-3). Systematic side chain modification of prototype 1a was carried out through SAR studies. Analogue 22 was identified from this

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